What is the best way to travel from Boston, MA to Chicago?
Looking for a trip? Check and compare all the available Flights and Buses to Chicago from Boston, MA. Look at different modes of transportation, search for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
What is the cheapest way to reach Chicago from Boston, MA?
You can reach Chicago with just £58 by taking a Flight from United Airlines, but there are many more cheap offers: we have selected the best ones for you for the next few days here.
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 20/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 21/04/2026 13:25:00. 50 Economy ticket for £83 per person are available. Travel duration is 25h 55m
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Greyhound US25h 55m012:30Boston, MASouth Station13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from South Station, Boston, MA (USA) at 20/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 21/04/2026 13:25:00. 50 Economy ticket for £84 per person are available. Travel duration is 25h 55m
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Greyhound US28h 30m015:05Boston, MAAtlantic and Beach St18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 20/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 21/04/2026 18:35:00. 50 Economy ticket for £84 per person are available. Travel duration is 28h 30m
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FlixBus35h 20m022:00Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 20/04/2026 22:00:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 08:20:00. 50 Economy ticket for £84 per person are available. Travel duration is 35h 20m
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FlixBus33h 45m020:55Boston, MAAllston05:40Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Allston, Boston, MA (USA) at 20/04/2026 20:55:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 05:40:00. 50 Economy ticket for £84 per person are available. Travel duration is 33h 45m
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United Airlines3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 20/04/2026 09:00:00. 50 Economy ticket for £119 per person are available. Travel duration is 3h 0m
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Spirit Airlines29h 8m020:16Boston Logan AirportBoston Logan Airport00:24Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 20:16:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 00:24:00. 50 Economy ticket for £128 per person are available. Travel duration is 29h 8m
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Frontier Airlines7h 49m012:42Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 12:42:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 20/04/2026 19:31:00. 50 Economy ticket for £143 per person are available. Travel duration is 7h 49m
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Frontier Airlines21h 58m012:42Boston Logan AirportBoston Logan Airport09:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 12:42:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 21/04/2026 09:40:00. 50 Economy ticket for £145 per person are available. Travel duration is 21h 58m
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Sun Country Airlines7h 43m011:17Boston Logan AirportBoston Logan Airport18:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 11:17:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 20/04/2026 18:00:00. 50 Economy ticket for £151 per person are available. Travel duration is 7h 43m
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Spirit Airlines26h 31m018:00Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 18:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 21/04/2026 19:31:00. 50 Economy ticket for £152 per person are available. Travel duration is 26h 31m
Cheapest Buses Monday
Cheapest Flights Monday
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Spirit Airlines14h 20m020:16Boston Logan AirportBoston Logan Airport09:36Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 20:16:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 09:36:00. 50 Economy ticket for £82 per person are available. Travel duration is 14h 20m
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Frontier Airlines7h 51m012:40Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 12:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 21/04/2026 19:31:00. 50 Economy ticket for £101 per person are available. Travel duration is 7h 51m
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Frontier Airlines12h 0m006:00Boston Logan AirportBoston Logan Airport17:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 21/04/2026 17:00:00. 50 Economy ticket for £105 per person are available. Travel duration is 12h 0m
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Frontier Airlines17h 14m006:00Boston Logan AirportBoston Logan Airport22:14Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 21/04/2026 22:14:00. 50 Economy ticket for £133 per person are available. Travel duration is 17h 14m
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United Airlines5h 13m019:30Boston Logan AirportBoston Logan Airport23:43Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 19:30:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 21/04/2026 23:43:00. 50 Economy ticket for £144 per person are available. Travel duration is 5h 13m
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JetBlue Airways12h 26m020:15Boston Logan AirportBoston Logan Airport07:41Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 20:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 07:41:00. 50 Economy ticket for £170 per person are available. Travel duration is 12h 26m
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 21/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 13:25:00. 50 Economy ticket for £117 per person are available. Travel duration is 25h 55m
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Greyhound US31h 50m016:45Boston, MAAtlantic and Beach St23:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 21/04/2026 16:45:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 23:35:00. 50 Economy ticket for £117 per person are available. Travel duration is 31h 50m
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Greyhound US25h 55m012:30Boston, MASouth Station13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from South Station, Boston, MA (USA) at 21/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 13:25:00. 50 Economy ticket for £120 per person are available. Travel duration is 25h 55m
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FlixBus35h 20m022:00Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 21/04/2026 22:00:00 to 95th Red Line Station, Chicago (USA) arriving at 23/04/2026 08:20:00. 50 Economy ticket for £120 per person are available. Travel duration is 35h 20m
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FlixBus33h 45m020:55Boston, MAAllston05:40Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Allston, Boston, MA (USA) at 21/04/2026 20:55:00 to 95th Red Line Station, Chicago (USA) arriving at 23/04/2026 05:40:00. 50 Economy ticket for £122 per person are available. Travel duration is 33h 45m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
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JetBlue Airways3h 4m019:35Boston Logan AirportBoston Logan Airport21:39Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 19:35:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 21:39:00. 50 Economy ticket for £65 per person are available. Travel duration is 3h 4m
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United Airlines2h 59m007:15Boston Logan AirportBoston Logan Airport09:14Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 07:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 09:14:00. 50 Economy ticket for £66 per person are available. Travel duration is 2h 59m
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Frontier Airlines7h 36m012:55Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 12:55:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 22/04/2026 19:31:00. 50 Economy ticket for £67 per person are available. Travel duration is 7h 36m
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Frontier Airlines12h 0m006:00Boston Logan AirportBoston Logan Airport17:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 17:00:00. 50 Economy ticket for £72 per person are available. Travel duration is 12h 0m
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Spirit Airlines14h 20m020:16Boston Logan AirportBoston Logan Airport09:36Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 20:16:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 09:36:00. 50 Economy ticket for £82 per person are available. Travel duration is 14h 20m
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Frontier Airlines17h 14m006:00Boston Logan AirportBoston Logan Airport22:14Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 22/04/2026 22:14:00. 50 Economy ticket for £109 per person are available. Travel duration is 17h 14m
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FlixBus28h 40m002:30Boston, MAAtlantic and Beach St06:10ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 22/04/2026 02:30:00 to Downtown Coach Station, Chicago (USA) arriving at 23/04/2026 06:10:00. 50 Economy ticket for £82 per person are available. Travel duration is 28h 40m
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Greyhound US29h 10m001:30Boston, MAAtlantic and Beach St05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 22/04/2026 01:30:00 to 95th Red Line Station, Chicago (USA) arriving at 23/04/2026 05:40:00. 50 Economy ticket for £83 per person are available. Travel duration is 29h 10m
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Greyhound US29h 50m008:55Boston, MAAtlantic and Beach St13:45ChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 22/04/2026 08:55:00 to Canal & Van Buren, Chicago (USA) arriving at 23/04/2026 13:45:00. 50 Economy ticket for £83 per person are available. Travel duration is 29h 50m
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Greyhound US22h 30m012:30Boston, MAAtlantic and Beach St10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 22/04/2026 12:30:00 to Downtown Coach Station, Chicago (USA) arriving at 23/04/2026 10:00:00. 50 Economy ticket for £83 per person are available. Travel duration is 22h 30m
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FlixBus29h 40m001:30Boston, MAAllston06:10ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Allston, Boston, MA (USA) at 22/04/2026 01:30:00 to Downtown Coach Station, Chicago (USA) arriving at 23/04/2026 06:10:00. 50 Economy ticket for £83 per person are available. Travel duration is 29h 40m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
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United Airlines2h 59m006:00Boston Logan AirportBoston Logan Airport07:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 07:59:00. 50 Economy ticket for £58 per person are available. Travel duration is 2h 59m
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JetBlue Airways3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 09:00:00. 50 Economy ticket for £65 per person are available. Travel duration is 3h 0m
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Frontier Airlines7h 2m012:31Boston Logan AirportBoston Logan Airport18:33Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 12:31:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 18:33:00. 50 Economy ticket for £83 per person are available. Travel duration is 7h 2m
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Spirit Airlines13h 39m011:20Boston Logan AirportBoston Logan Airport23:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 11:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 23:59:00. 50 Economy ticket for £91 per person are available. Travel duration is 13h 39m
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Frontier Airlines14h 31m006:00Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 23/04/2026 19:31:00. 50 Economy ticket for £115 per person are available. Travel duration is 14h 31m
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Spirit Airlines27h 27m015:27Boston Logan AirportBoston Logan Airport17:54Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 15:27:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/04/2026 17:54:00. 50 Economy ticket for £123 per person are available. Travel duration is 27h 27m
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Greyhound US28h 30m015:05Boston, MAAtlantic and Beach St18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 23/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 24/04/2026 18:35:00. 50 Economy ticket for £71 per person are available. Travel duration is 28h 30m
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 23/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 24/04/2026 13:25:00. 50 Economy ticket for £73 per person are available. Travel duration is 25h 55m
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Greyhound US31h 50m016:45Boston, MAAtlantic and Beach St23:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 23/04/2026 16:45:00 to 95th Red Line Station, Chicago (USA) arriving at 24/04/2026 23:35:00. 50 Economy ticket for £73 per person are available. Travel duration is 31h 50m
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FlixBus35h 20m022:00Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 23/04/2026 22:00:00 to 95th Red Line Station, Chicago (USA) arriving at 25/04/2026 08:20:00. 50 Economy ticket for £87 per person are available. Travel duration is 35h 20m
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FlixBus35h 0m022:00Boston, MASouth Station08:00ChicagoUnion Station0EconomyA Bus from FlixBus goes from South Station, Boston, MA (USA) at 23/04/2026 22:00:00 to Union Station, Chicago (USA) arriving at 25/04/2026 08:00:00. 50 Economy ticket for £87 per person are available. Travel duration is 35h 0m
Cheapest Flights Thursday
Cheapest Buses Thursday
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American Airlines3h 17m017:35Boston Logan AirportBoston Logan Airport19:52Chicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 17:35:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/04/2026 19:52:00. 50 Economy ticket for £59 per person are available. Travel duration is 3h 17m
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American Airlines2h 50m018:55Boston Logan AirportBoston Logan Airport20:45Chicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 18:55:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/04/2026 20:45:00. 50 Economy ticket for £59 per person are available. Travel duration is 2h 50m
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United Airlines2h 59m006:00Boston Logan AirportBoston Logan Airport07:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/04/2026 07:59:00. 50 Economy ticket for £59 per person are available. Travel duration is 2h 59m
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United Airlines3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/04/2026 09:00:00. 50 Economy ticket for £59 per person are available. Travel duration is 3h 0m
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Spirit Airlines18h 59m005:55Boston Logan AirportBoston Logan Airport23:54Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 05:55:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/04/2026 23:54:00. 50 Economy ticket for £91 per person are available. Travel duration is 18h 59m
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Spirit Airlines26h 1m020:16Boston Logan AirportBoston Logan Airport21:17Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 20:16:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/04/2026 21:17:00. 50 Economy ticket for £91 per person are available. Travel duration is 26h 1m
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Greyhound US28h 30m015:05Boston, MAAtlantic and Beach St18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 24/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 25/04/2026 18:35:00. 50 Economy ticket for £84 per person are available. Travel duration is 28h 30m
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Greyhound US31h 5m002:15Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 24/04/2026 02:15:00 to 95th Red Line Station, Chicago (USA) arriving at 25/04/2026 08:20:00. 50 Economy ticket for £85 per person are available. Travel duration is 31h 5m
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 24/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 25/04/2026 13:25:00. 50 Economy ticket for £85 per person are available. Travel duration is 25h 55m
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FlixBus35h 20m022:00Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 24/04/2026 22:00:00 to 95th Red Line Station, Chicago (USA) arriving at 26/04/2026 08:20:00. 50 Economy ticket for £87 per person are available. Travel duration is 35h 20m
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FlixBus33h 45m020:55Boston, MAAllston05:40Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Allston, Boston, MA (USA) at 24/04/2026 20:55:00 to 95th Red Line Station, Chicago (USA) arriving at 26/04/2026 05:40:00. 50 Economy ticket for £88 per person are available. Travel duration is 33h 45m
Cheapest Flights Friday
Cheapest Buses Friday
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United Airlines3h 0m016:28Boston Logan AirportBoston Logan Airport18:28Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 16:28:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/04/2026 18:28:00. 50 Economy ticket for £58 per person are available. Travel duration is 3h 0m
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JetBlue Airways3h 4m019:35Boston Logan AirportBoston Logan Airport21:39Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 19:35:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/04/2026 21:39:00. 50 Economy ticket for £58 per person are available. Travel duration is 3h 4m
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Spirit Airlines13h 39m011:20Boston Logan AirportBoston Logan Airport23:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 11:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/04/2026 23:59:00. 50 Economy ticket for £84 per person are available. Travel duration is 13h 39m
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Frontier Airlines17h 14m006:00Boston Logan AirportBoston Logan Airport22:14Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/04/2026 22:14:00. 50 Economy ticket for £101 per person are available. Travel duration is 17h 14m
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Frontier Airlines13h 37m006:00Boston Logan AirportBoston Logan Airport18:37Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/04/2026 18:37:00. 50 Economy ticket for £104 per person are available. Travel duration is 13h 37m
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Frontier Airlines27h 9m011:06Boston Logan AirportBoston Logan Airport13:15Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 11:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/04/2026 13:15:00. 50 Economy ticket for £105 per person are available. Travel duration is 27h 9m
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Greyhound US23h 20m015:05Boston, MAAtlantic and Beach St13:25ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 15:05:00 to Downtown Coach Station, Chicago (USA) arriving at 26/04/2026 13:25:00. 50 Economy ticket for £88 per person are available. Travel duration is 23h 20m
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FlixBus30h 30m002:30Boston, MAAtlantic and Beach St08:00ChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 02:30:00 to Canal & Van Buren, Chicago (USA) arriving at 26/04/2026 08:00:00. 50 Economy ticket for £88 per person are available. Travel duration is 30h 30m
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Greyhound US22h 30m012:30Boston, MAAtlantic and Beach St10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 12:30:00 to Downtown Coach Station, Chicago (USA) arriving at 26/04/2026 10:00:00. 50 Economy ticket for £89 per person are available. Travel duration is 22h 30m
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 26/04/2026 13:25:00. 50 Economy ticket for £90 per person are available. Travel duration is 25h 55m
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FlixBus30h 50m002:30Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 02:30:00 to 95th Red Line Station, Chicago (USA) arriving at 26/04/2026 08:20:00. 50 Economy ticket for £90 per person are available. Travel duration is 30h 50m
Cheapest Flights Saturday
Cheapest Buses Saturday
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JetBlue Airways3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 07:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/04/2026 09:00:00. 50 Economy ticket for £73 per person are available. Travel duration is 3h 0m
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JetBlue Airways3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/04/2026 09:00:00. 50 Economy ticket for £79 per person are available. Travel duration is 3h 0m
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United Airlines2h 59m006:00Boston Logan AirportBoston Logan Airport07:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/04/2026 07:59:00. 50 Economy ticket for £80 per person are available. Travel duration is 2h 59m
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JetBlue Airways2h 40m010:35Boston Logan AirportBoston Logan Airport12:15Chicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 10:35:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/04/2026 12:15:00. 50 Economy ticket for £81 per person are available. Travel duration is 2h 40m
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Frontier Airlines11h 30m012:31Boston Logan AirportBoston Logan Airport23:01Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 12:31:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/04/2026 23:01:00. 50 Economy ticket for £85 per person are available. Travel duration is 11h 30m
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Spirit Airlines20h 5m018:00Boston Logan AirportBoston Logan Airport13:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 18:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/04/2026 13:05:00. 50 Economy ticket for £156 per person are available. Travel duration is 20h 5m
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Greyhound US28h 30m015:05Boston, MAAtlantic and Beach St18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 26/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 18:35:00. 50 Economy ticket for £89 per person are available. Travel duration is 28h 30m
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Greyhound US28h 30m015:05Boston, MASouth Station18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from South Station, Boston, MA (USA) at 26/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 18:35:00. 50 Economy ticket for £90 per person are available. Travel duration is 28h 30m
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Greyhound US29h 10m001:30Boston, MAAtlantic and Beach St05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 26/04/2026 01:30:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 05:40:00. 50 Economy ticket for £90 per person are available. Travel duration is 29h 10m
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FlixBus30h 50m002:30Boston, MASouth Station08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from South Station, Boston, MA (USA) at 26/04/2026 02:30:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 08:20:00. 50 Economy ticket for £90 per person are available. Travel duration is 30h 50m
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FlixBus30h 50m002:30Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 26/04/2026 02:30:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 08:20:00. 50 Economy ticket for £90 per person are available. Travel duration is 30h 50m
Cheapest Flights Sunday
Cheapest Buses Sunday
What are the fastest trips from Boston, MA to Chicago?
You can get to Chicago from Boston, MA in just 2h 40m with a Flight from JetBlue Airways. But this is just one option, click on any of the offers below to compare it with the other available modes of transportations.
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United Airlines3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 20/04/2026 09:00:00. 50 Economy ticket for £119 per person are available. Travel duration is 3h 0m
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JetBlue Airways3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 20/04/2026 09:00:00. 50 Economy ticket for £170 per person are available. Travel duration is 3h 0m
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Sun Country Airlines7h 43m011:17Boston Logan AirportBoston Logan Airport18:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 11:17:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 20/04/2026 18:00:00. 50 Economy ticket for £151 per person are available. Travel duration is 7h 43m
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Frontier Airlines7h 49m012:42Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 12:42:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 20/04/2026 19:31:00. 50 Economy ticket for £143 per person are available. Travel duration is 7h 49m
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Frontier Airlines21h 58m012:42Boston Logan AirportBoston Logan Airport09:40Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 12:42:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 21/04/2026 09:40:00. 50 Economy ticket for £145 per person are available. Travel duration is 21h 58m
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Delta Air Lines23h 21m011:54Boston Logan AirportBoston Logan Airport10:15Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Delta Air Lines goes from Boston Logan Airport, Boston Logan Airport (USA) at 20/04/2026 11:54:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 21/04/2026 10:15:00. 50 Economy ticket for £313 per person are available. Travel duration is 23h 21m
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 20/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 21/04/2026 13:25:00. 50 Economy ticket for £83 per person are available. Travel duration is 25h 55m
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Greyhound US25h 55m012:30Boston, MASouth Station13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from South Station, Boston, MA (USA) at 20/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 21/04/2026 13:25:00. 50 Economy ticket for £84 per person are available. Travel duration is 25h 55m
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Greyhound US28h 30m015:05Boston, MAAtlantic and Beach St18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 20/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 21/04/2026 18:35:00. 50 Economy ticket for £84 per person are available. Travel duration is 28h 30m
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FlixBus33h 45m020:55Boston, MAAllston05:40Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Allston, Boston, MA (USA) at 20/04/2026 20:55:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 05:40:00. 50 Economy ticket for £84 per person are available. Travel duration is 33h 45m
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FlixBus35h 20m022:00Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 20/04/2026 22:00:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 08:20:00. 50 Economy ticket for £84 per person are available. Travel duration is 35h 20m
Fastest Flights Monday
Fastest Buses Monday
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United Airlines5h 13m019:30Boston Logan AirportBoston Logan Airport23:43Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 19:30:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 21/04/2026 23:43:00. 50 Economy ticket for £144 per person are available. Travel duration is 5h 13m
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Frontier Airlines7h 51m012:40Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 12:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 21/04/2026 19:31:00. 50 Economy ticket for £101 per person are available. Travel duration is 7h 51m
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Frontier Airlines12h 0m006:00Boston Logan AirportBoston Logan Airport17:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 21/04/2026 17:00:00. 50 Economy ticket for £105 per person are available. Travel duration is 12h 0m
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JetBlue Airways12h 26m020:15Boston Logan AirportBoston Logan Airport07:41Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 20:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 07:41:00. 50 Economy ticket for £170 per person are available. Travel duration is 12h 26m
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Spirit Airlines14h 20m020:16Boston Logan AirportBoston Logan Airport09:36Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 20:16:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 09:36:00. 50 Economy ticket for £82 per person are available. Travel duration is 14h 20m
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Frontier Airlines17h 14m006:00Boston Logan AirportBoston Logan Airport22:14Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 21/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 21/04/2026 22:14:00. 50 Economy ticket for £133 per person are available. Travel duration is 17h 14m
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 21/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 13:25:00. 50 Economy ticket for £117 per person are available. Travel duration is 25h 55m
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Greyhound US25h 55m012:30Boston, MASouth Station13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from South Station, Boston, MA (USA) at 21/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 13:25:00. 50 Economy ticket for £120 per person are available. Travel duration is 25h 55m
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Greyhound US31h 50m016:45Boston, MAAtlantic and Beach St23:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 21/04/2026 16:45:00 to 95th Red Line Station, Chicago (USA) arriving at 22/04/2026 23:35:00. 50 Economy ticket for £117 per person are available. Travel duration is 31h 50m
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FlixBus33h 45m020:55Boston, MAAllston05:40Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Allston, Boston, MA (USA) at 21/04/2026 20:55:00 to 95th Red Line Station, Chicago (USA) arriving at 23/04/2026 05:40:00. 50 Economy ticket for £122 per person are available. Travel duration is 33h 45m
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FlixBus35h 20m022:00Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 21/04/2026 22:00:00 to 95th Red Line Station, Chicago (USA) arriving at 23/04/2026 08:20:00. 50 Economy ticket for £120 per person are available. Travel duration is 35h 20m
Fastest Flights Tuesday
Fastest Buses Tuesday
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United Airlines2h 59m007:15Boston Logan AirportBoston Logan Airport09:14Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 07:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 09:14:00. 50 Economy ticket for £66 per person are available. Travel duration is 2h 59m
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JetBlue Airways3h 4m019:35Boston Logan AirportBoston Logan Airport21:39Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 19:35:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 21:39:00. 50 Economy ticket for £65 per person are available. Travel duration is 3h 4m
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Frontier Airlines7h 36m012:55Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 12:55:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 22/04/2026 19:31:00. 50 Economy ticket for £67 per person are available. Travel duration is 7h 36m
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Frontier Airlines12h 0m006:00Boston Logan AirportBoston Logan Airport17:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 22/04/2026 17:00:00. 50 Economy ticket for £72 per person are available. Travel duration is 12h 0m
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Spirit Airlines14h 20m020:16Boston Logan AirportBoston Logan Airport09:36Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 20:16:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 09:36:00. 50 Economy ticket for £82 per person are available. Travel duration is 14h 20m
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Frontier Airlines14h 31m006:00Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 22/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 22/04/2026 19:31:00. 50 Economy ticket for £113 per person are available. Travel duration is 14h 31m
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Greyhound US22h 30m012:30Boston, MAAtlantic and Beach St10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 22/04/2026 12:30:00 to Downtown Coach Station, Chicago (USA) arriving at 23/04/2026 10:00:00. 50 Economy ticket for £83 per person are available. Travel duration is 22h 30m
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FlixBus28h 40m002:30Boston, MAAtlantic and Beach St06:10ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 22/04/2026 02:30:00 to Downtown Coach Station, Chicago (USA) arriving at 23/04/2026 06:10:00. 50 Economy ticket for £82 per person are available. Travel duration is 28h 40m
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Greyhound US29h 10m001:30Boston, MAAtlantic and Beach St05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 22/04/2026 01:30:00 to 95th Red Line Station, Chicago (USA) arriving at 23/04/2026 05:40:00. 50 Economy ticket for £83 per person are available. Travel duration is 29h 10m
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FlixBus29h 40m001:30Boston, MAAllston06:10ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Allston, Boston, MA (USA) at 22/04/2026 01:30:00 to Downtown Coach Station, Chicago (USA) arriving at 23/04/2026 06:10:00. 50 Economy ticket for £83 per person are available. Travel duration is 29h 40m
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Greyhound US29h 50m008:55Boston, MAAtlantic and Beach St13:45ChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 22/04/2026 08:55:00 to Canal & Van Buren, Chicago (USA) arriving at 23/04/2026 13:45:00. 50 Economy ticket for £83 per person are available. Travel duration is 29h 50m
Fastest Flights Wednesday
Fastest Buses Wednesday
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United Airlines2h 59m006:00Boston Logan AirportBoston Logan Airport07:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 07:59:00. 50 Economy ticket for £58 per person are available. Travel duration is 2h 59m
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JetBlue Airways3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 09:00:00. 50 Economy ticket for £65 per person are available. Travel duration is 3h 0m
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Frontier Airlines7h 2m012:31Boston Logan AirportBoston Logan Airport18:33Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 12:31:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 18:33:00. 50 Economy ticket for £83 per person are available. Travel duration is 7h 2m
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Sun Country Airlines8h 1m011:17Boston Logan AirportBoston Logan Airport18:18Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 11:17:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 18:18:00. 50 Economy ticket for £179 per person are available. Travel duration is 8h 1m
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Spirit Airlines13h 39m011:20Boston Logan AirportBoston Logan Airport23:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 11:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 23/04/2026 23:59:00. 50 Economy ticket for £91 per person are available. Travel duration is 13h 39m
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Frontier Airlines14h 31m006:00Boston Logan AirportBoston Logan Airport19:31Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 23/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 23/04/2026 19:31:00. 50 Economy ticket for £115 per person are available. Travel duration is 14h 31m
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 23/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 24/04/2026 13:25:00. 50 Economy ticket for £73 per person are available. Travel duration is 25h 55m
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Greyhound US28h 30m015:05Boston, MAAtlantic and Beach St18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 23/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 24/04/2026 18:35:00. 50 Economy ticket for £71 per person are available. Travel duration is 28h 30m
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Greyhound US31h 50m016:45Boston, MAAtlantic and Beach St23:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 23/04/2026 16:45:00 to 95th Red Line Station, Chicago (USA) arriving at 24/04/2026 23:35:00. 50 Economy ticket for £73 per person are available. Travel duration is 31h 50m
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FlixBus35h 0m022:00Boston, MASouth Station08:00ChicagoUnion Station0EconomyA Bus from FlixBus goes from South Station, Boston, MA (USA) at 23/04/2026 22:00:00 to Union Station, Chicago (USA) arriving at 25/04/2026 08:00:00. 50 Economy ticket for £87 per person are available. Travel duration is 35h 0m
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FlixBus35h 20m022:00Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 23/04/2026 22:00:00 to 95th Red Line Station, Chicago (USA) arriving at 25/04/2026 08:20:00. 50 Economy ticket for £87 per person are available. Travel duration is 35h 20m
Fastest Flights Thursday
Fastest Buses Thursday
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American Airlines2h 50m018:55Boston Logan AirportBoston Logan Airport20:45Chicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 18:55:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/04/2026 20:45:00. 50 Economy ticket for £59 per person are available. Travel duration is 2h 50m
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United Airlines2h 59m006:00Boston Logan AirportBoston Logan Airport07:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/04/2026 07:59:00. 50 Economy ticket for £59 per person are available. Travel duration is 2h 59m
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United Airlines3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/04/2026 09:00:00. 50 Economy ticket for £59 per person are available. Travel duration is 3h 0m
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American Airlines3h 17m017:35Boston Logan AirportBoston Logan Airport19:52Chicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 17:35:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/04/2026 19:52:00. 50 Economy ticket for £59 per person are available. Travel duration is 3h 17m
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Frontier Airlines17h 26m006:00Boston Logan AirportBoston Logan Airport22:26Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/04/2026 22:26:00. 50 Economy ticket for £116 per person are available. Travel duration is 17h 26m
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Frontier Airlines17h 39m006:00Boston Logan AirportBoston Logan Airport22:39Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 24/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/04/2026 22:39:00. 50 Economy ticket for £116 per person are available. Travel duration is 17h 39m
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 24/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 25/04/2026 13:25:00. 50 Economy ticket for £85 per person are available. Travel duration is 25h 55m
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Greyhound US28h 30m015:05Boston, MAAtlantic and Beach St18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 24/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 25/04/2026 18:35:00. 50 Economy ticket for £84 per person are available. Travel duration is 28h 30m
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Greyhound US31h 5m002:15Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 24/04/2026 02:15:00 to 95th Red Line Station, Chicago (USA) arriving at 25/04/2026 08:20:00. 50 Economy ticket for £85 per person are available. Travel duration is 31h 5m
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FlixBus33h 45m020:55Boston, MAAllston05:40Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Allston, Boston, MA (USA) at 24/04/2026 20:55:00 to 95th Red Line Station, Chicago (USA) arriving at 26/04/2026 05:40:00. 50 Economy ticket for £88 per person are available. Travel duration is 33h 45m
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FlixBus35h 20m022:00Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 24/04/2026 22:00:00 to 95th Red Line Station, Chicago (USA) arriving at 26/04/2026 08:20:00. 50 Economy ticket for £87 per person are available. Travel duration is 35h 20m
Fastest Flights Friday
Fastest Buses Friday
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United Airlines3h 0m016:28Boston Logan AirportBoston Logan Airport18:28Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 16:28:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/04/2026 18:28:00. 50 Economy ticket for £58 per person are available. Travel duration is 3h 0m
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JetBlue Airways3h 4m019:35Boston Logan AirportBoston Logan Airport21:39Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 19:35:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/04/2026 21:39:00. 50 Economy ticket for £58 per person are available. Travel duration is 3h 4m
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Frontier Airlines13h 37m006:00Boston Logan AirportBoston Logan Airport18:37Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/04/2026 18:37:00. 50 Economy ticket for £104 per person are available. Travel duration is 13h 37m
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Spirit Airlines13h 39m011:20Boston Logan AirportBoston Logan Airport23:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 11:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/04/2026 23:59:00. 50 Economy ticket for £84 per person are available. Travel duration is 13h 39m
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Alaska Airlines13h 52m007:00Boston Logan AirportBoston Logan Airport19:52Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Alaska Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/04/2026 19:52:00. 50 Economy ticket for £255 per person are available. Travel duration is 13h 52m
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Frontier Airlines17h 14m006:00Boston Logan AirportBoston Logan Airport22:14Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 25/04/2026 06:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/04/2026 22:14:00. 50 Economy ticket for £101 per person are available. Travel duration is 17h 14m
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Greyhound US22h 30m012:30Boston, MAAtlantic and Beach St10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 12:30:00 to Downtown Coach Station, Chicago (USA) arriving at 26/04/2026 10:00:00. 50 Economy ticket for £89 per person are available. Travel duration is 22h 30m
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Greyhound US23h 20m015:05Boston, MAAtlantic and Beach St13:25ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 15:05:00 to Downtown Coach Station, Chicago (USA) arriving at 26/04/2026 13:25:00. 50 Economy ticket for £88 per person are available. Travel duration is 23h 20m
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Greyhound US25h 55m012:30Boston, MAAtlantic and Beach St13:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 12:30:00 to 95th Red Line Station, Chicago (USA) arriving at 26/04/2026 13:25:00. 50 Economy ticket for £90 per person are available. Travel duration is 25h 55m
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FlixBus30h 30m002:30Boston, MAAtlantic and Beach St08:00ChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 02:30:00 to Canal & Van Buren, Chicago (USA) arriving at 26/04/2026 08:00:00. 50 Economy ticket for £88 per person are available. Travel duration is 30h 30m
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FlixBus30h 50m002:30Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 25/04/2026 02:30:00 to 95th Red Line Station, Chicago (USA) arriving at 26/04/2026 08:20:00. 50 Economy ticket for £90 per person are available. Travel duration is 30h 50m
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JetBlue Airways2h 40m010:35Boston Logan AirportBoston Logan Airport12:15Chicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 10:35:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/04/2026 12:15:00. 50 Economy ticket for £81 per person are available. Travel duration is 2h 40m
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United Airlines2h 59m006:00Boston Logan AirportBoston Logan Airport07:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/04/2026 07:59:00. 50 Economy ticket for £80 per person are available. Travel duration is 2h 59m
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JetBlue Airways3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 07:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/04/2026 09:00:00. 50 Economy ticket for £73 per person are available. Travel duration is 3h 0m
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JetBlue Airways3h 0m007:00Boston Logan AirportBoston Logan Airport09:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/04/2026 09:00:00. 50 Economy ticket for £79 per person are available. Travel duration is 3h 0m
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Sun Country Airlines9h 48m009:00Boston Logan AirportBoston Logan Airport17:48Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 09:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/04/2026 17:48:00. 50 Economy ticket for £207 per person are available. Travel duration is 9h 48m
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Frontier Airlines10h 51m012:28Boston Logan AirportBoston Logan Airport22:19Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Boston Logan Airport, Boston Logan Airport (USA) at 26/04/2026 12:28:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/04/2026 22:19:00. 50 Economy ticket for £182 per person are available. Travel duration is 10h 51m
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Greyhound US28h 30m015:05Boston, MAAtlantic and Beach St18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 26/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 18:35:00. 50 Economy ticket for £89 per person are available. Travel duration is 28h 30m
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Greyhound US28h 30m015:05Boston, MASouth Station18:35Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from South Station, Boston, MA (USA) at 26/04/2026 15:05:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 18:35:00. 50 Economy ticket for £90 per person are available. Travel duration is 28h 30m
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Greyhound US29h 10m001:30Boston, MAAtlantic and Beach St05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Atlantic and Beach St, Boston, MA (USA) at 26/04/2026 01:30:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 05:40:00. 50 Economy ticket for £90 per person are available. Travel duration is 29h 10m
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FlixBus30h 50m002:30Boston, MASouth Station08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from South Station, Boston, MA (USA) at 26/04/2026 02:30:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 08:20:00. 50 Economy ticket for £90 per person are available. Travel duration is 30h 50m
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FlixBus30h 50m002:30Boston, MAAtlantic and Beach St08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Atlantic and Beach St, Boston, MA (USA) at 26/04/2026 02:30:00 to 95th Red Line Station, Chicago (USA) arriving at 27/04/2026 08:20:00. 50 Economy ticket for £90 per person are available. Travel duration is 30h 50m
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Here you will find all operators and timetables for a
Bus from Boston, MA to Chicago
What are the most popular stations in Boston, MA and Chicago?
In Boston, MA, you will usually depart from Atlantic and Beach St, South Station or Logan Office Center Coach Stop, while in Chicago you will be arriving at Downtown Coach Station, 95th Red Line Station or California & 35th Street Coach Stop, but there are many more stops to explore in both locations.
How do I decide? Some tips and tricks from our experience
Are you having trouble deciding on how to get to Chicago from Boston, MA? With 15 connections between 2 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.
Look for the lowest price
Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Boston, MA and Chicago, you can pay as low as £58 with a Flight from United Airlines.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from JetBlue Airways: you will get to Chicago in just 2h 40m.Comfort makes all the difference
You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Boston, MA and Chicago are Frontier Airlines, Greyhound US and Spirit Airlines, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in Boston, MA and Chicago is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Boston Logan Airport or to Cicero, IL, and look at flights from Boston Logan Airport, and landing at Chicago Midway Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!Which companies offer a trip from Boston, MA to Chicago?
The most popular companies between Boston, MA and Chicago, are Frontier Airlines, Greyhound US and Spirit Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: Frontier Airlines, Spirit Airlines, JetBlue Airways and 8 more.
All you need to know when you travel from Boston, MA to Chicago
Check all information on comfort and services on all modes of transports from Boston, MA to Chicago. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from Boston, MA to Chicago
How can I reach Chicago from Boston, MA?
Every day, there are on average 15 connections between Flight and Bus, with which you can get to Chicago from Boston, MA.
How far is Chicago from Boston, MA?
The distance between Boston, MA and Chicago is 1,366.8 km.
What is the most ecofriendly mode of transport between Boston, MA and Chicago?
Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance.
On this particular route, a bus will emit, per person, a total of 37 kgs of CO2, a train 48 kgs, a car 232 kgs, and a flight 336 kgs.
What is the cheapest mode of transport from Boston, MA to Chicago?
You can get to Chicago with just £58 by taking a Flight from United Airlines.
What is the fastest way to get from Boston, MA to Chicago?
While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Chicago in just 2h 40m with a Flight from JetBlue Airways.
More routes to Boston, MA and to Chicago
Looking for more options? Here you can see the most popular routes to Boston, MA and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
