What is the best way to travel from Philadelphia, PA to Chicago?
Looking for a trip? Check and compare all the available Flights and Buses to Chicago from Philadelphia, PA. 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 Philadelphia, PA?
You can reach Chicago with just £45 by taking a Flight from Frontier 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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Frontier Airlines11h 0m008:30Philadelphia AirportPhiladelphia Airport18:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 08:30:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 18:30:00. 50 Economy ticket for £78 per person are available. Travel duration is 11h 0m
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Frontier Airlines6h 54m012:36Philadelphia AirportPhiladelphia Airport18:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 12:36:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 18:30:00. 50 Economy ticket for £87 per person are available. Travel duration is 6h 54m
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United Airlines2h 35m006:15Philadelphia AirportPhiladelphia Airport07:50Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 06:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 07:50:00. 50 Economy ticket for £109 per person are available. Travel duration is 2h 35m
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United Airlines2h 35m009:45Philadelphia AirportPhiladelphia Airport11:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 09:45:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 11:20:00. 50 Economy ticket for £109 per person are available. Travel duration is 2h 35m
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JetBlue Airways6h 0m007:00Philadelphia AirportPhiladelphia Airport12:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 12:00:00. 50 Economy ticket for £222 per person are available. Travel duration is 6h 0m
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Greyhound US18h 35m012:05Philadelphia, PASpring Garden St Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 04/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 05/11/2026 05:40:00. 50 Economy ticket for £113 per person are available. Travel duration is 18h 35m
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Greyhound US18h 35m012:05Philadelphia, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 04/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 05/11/2026 05:40:00. 50 Economy ticket for £113 per person are available. Travel duration is 18h 35m
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Greyhound US20h 40m017:35Philadelphia, PASpring Garden St Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 04/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 05/11/2026 13:15:00. 50 Economy ticket for £115 per person are available. Travel duration is 20h 40m
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Greyhound US20h 40m017:35Philadelphia, PACentral Coach Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 04/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 05/11/2026 13:15:00. 50 Economy ticket for £115 per person are available. Travel duration is 20h 40m
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Greyhound US19h 5m012:05Philadelphia, PASpring Garden St Station06:10ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 04/11/2026 12:05:00 to Downtown Coach Station, Chicago (USA) arriving at 05/11/2026 06:10:00. 50 Economy ticket for £120 per person are available. Travel duration is 19h 5m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
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Greyhound US17h 25m017:35Philadelphia, PACentral Coach Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 05/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 06/11/2026 10:00:00. 50 Economy ticket for £94 per person are available. Travel duration is 17h 25m
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Greyhound US18h 35m012:05Philadelphia, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 05/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 06/11/2026 05:40:00. 50 Economy ticket for £94 per person are available. Travel duration is 18h 35m
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Greyhound US19h 5m012:05Philadelphia, PACentral Coach Station06:10ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 05/11/2026 12:05:00 to Downtown Coach Station, Chicago (USA) arriving at 06/11/2026 06:10:00. 50 Economy ticket for £98 per person are available. Travel duration is 19h 5m
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Greyhound US20h 55m012:05Philadelphia, PACentral Coach Station08:00ChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 05/11/2026 12:05:00 to Canal & Van Buren, Chicago (USA) arriving at 06/11/2026 08:00:00. 50 Economy ticket for £99 per person are available. Travel duration is 20h 55m
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Greyhound US17h 25m017:35Philadelphia, PASpring Garden St Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 05/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 06/11/2026 10:00:00. 50 Economy ticket for £103 per person are available. Travel duration is 17h 25m
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Southwest Airlines2h 15m013:50Philadelphia AirportPhiladelphia Airport15:05Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Southwest Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 13:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 05/11/2026 15:05:00. 50 Economy ticket for £116 per person are available. Travel duration is 2h 15m
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Southwest Airlines7h 35m018:35Philadelphia AirportPhiladelphia Airport01:10Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Southwest Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 18:35:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 06/11/2026 01:10:00. 50 Economy ticket for £123 per person are available. Travel duration is 7h 35m
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Southwest Airlines2h 10m011:40Philadelphia AirportPhiladelphia Airport12:50Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Southwest Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 11:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 05/11/2026 12:50:00. 50 Economy ticket for £135 per person are available. Travel duration is 2h 10m
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Frontier Airlines6h 11m012:36Philadelphia AirportPhiladelphia Airport17:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 12:36:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 05/11/2026 17:47:00. 50 Economy ticket for £158 per person are available. Travel duration is 6h 11m
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Frontier Airlines10h 17m008:30Philadelphia AirportPhiladelphia Airport17:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 08:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 05/11/2026 17:47:00. 50 Economy ticket for £163 per person are available. Travel duration is 10h 17m
Cheapest Buses Thursday
Cheapest Flights Thursday
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Greyhound US18h 35m012:05Philadelphia, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 06/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 05:40:00. 50 Economy ticket for £71 per person are available. Travel duration is 18h 35m
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FlixBus25h 5m018:20Philadelphia, PACentral Coach Station18:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 06/11/2026 18:20:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 18:25:00. 50 Economy ticket for £72 per person are available. Travel duration is 25h 5m
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Greyhound US20h 40m017:35Philadelphia, PACentral Coach Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 06/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 13:15:00. 50 Economy ticket for £73 per person are available. Travel duration is 20h 40m
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Greyhound US18h 35m012:05Philadelphia, PASpring Garden St Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 06/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 05:40:00. 50 Economy ticket for £73 per person are available. Travel duration is 18h 35m
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FlixBus25h 5m018:20Philadelphia, PASpring Garden St Station18:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 06/11/2026 18:20:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 18:25:00. 50 Economy ticket for £73 per person are available. Travel duration is 25h 5m
Cheapest Buses Friday
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Greyhound US18h 35m012:05Philadelphia, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 07/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 08/11/2026 05:40:00. 50 Economy ticket for £93 per person are available. Travel duration is 18h 35m
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Greyhound US18h 35m012:05Philadelphia, PASpring Garden St Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 07/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 08/11/2026 05:40:00. 50 Economy ticket for £94 per person are available. Travel duration is 18h 35m
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FlixBus25h 5m018:20Philadelphia, PACentral Coach Station18:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 07/11/2026 18:20:00 to 95th Red Line Station, Chicago (USA) arriving at 08/11/2026 18:25:00. 50 Economy ticket for £94 per person are available. Travel duration is 25h 5m
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FlixBus24h 35m023:55Philadelphia, PACentral Coach Station23:30Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 07/11/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 08/11/2026 23:30:00. 50 Economy ticket for £94 per person are available. Travel duration is 24h 35m
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Greyhound US20h 55m012:05Philadelphia, PASpring Garden St Station08:00ChicagoUnion Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 07/11/2026 12:05:00 to Union Station, Chicago (USA) arriving at 08/11/2026 08:00:00. 50 Economy ticket for £95 per person are available. Travel duration is 20h 55m
Cheapest Buses Saturday
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Frontier Airlines2h 34m021:09Philadelphia AirportPhiladelphia Airport22:43Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 21:09:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 08/11/2026 22:43:00. 50 Economy ticket for £45 per person are available. Travel duration is 2h 34m
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Frontier Airlines28h 31m005:15Philadelphia AirportPhiladelphia Airport08:46Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 05:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 09/11/2026 08:46:00. 50 Economy ticket for £98 per person are available. Travel duration is 28h 31m
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United Airlines2h 35m006:15Philadelphia AirportPhiladelphia Airport07:50Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 06:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 08/11/2026 07:50:00. 50 Economy ticket for £136 per person are available. Travel duration is 2h 35m
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United Airlines2h 35m009:45Philadelphia AirportPhiladelphia Airport11:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 09:45:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 08/11/2026 11:20:00. 50 Economy ticket for £136 per person are available. Travel duration is 2h 35m
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Sun Country Airlines7h 55m010:00Philadelphia AirportPhiladelphia Airport16:55Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 10:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 08/11/2026 16:55:00. 50 Economy ticket for £189 per person are available. Travel duration is 7h 55m
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FlixBus20h 0m023:55Philadelphia, PACentral Coach Station18:55ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 08/11/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 09/11/2026 18:55:00. 50 Economy ticket for £102 per person are available. Travel duration is 20h 0m
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FlixBus20h 0m023:55Philadelphia, PASpring Garden St Station18:55ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 08/11/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 09/11/2026 18:55:00. 50 Economy ticket for £108 per person are available. Travel duration is 20h 0m
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FlixBus24h 35m023:55Philadelphia, PASpring Garden St Station23:30Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 08/11/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 09/11/2026 23:30:00. 50 Economy ticket for £113 per person are available. Travel duration is 24h 35m
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Greyhound US20h 40m017:35Philadelphia, PASpring Garden St Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 08/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 09/11/2026 13:15:00. 50 Economy ticket for £126 per person are available. Travel duration is 20h 40m
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Greyhound US17h 25m017:35Philadelphia, PASpring Garden St Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 08/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 09/11/2026 10:00:00. 50 Economy ticket for £126 per person are available. Travel duration is 17h 25m
Cheapest Flights Sunday
Cheapest Buses Sunday
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Greyhound US20h 40m017:35Philadelphia, PACentral Coach Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 09/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 10/11/2026 13:15:00. 50 Economy ticket for £105 per person are available. Travel duration is 20h 40m
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Greyhound US20h 40m017:35Philadelphia, PASpring Garden St Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 09/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 10/11/2026 13:15:00. 50 Economy ticket for £106 per person are available. Travel duration is 20h 40m
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Greyhound US17h 25m017:35Philadelphia, PASpring Garden St Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 09/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 10/11/2026 10:00:00. 50 Economy ticket for £108 per person are available. Travel duration is 17h 25m
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FlixBus24h 35m023:55Philadelphia, PASpring Garden St Station23:30Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 09/11/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 10/11/2026 23:30:00. 50 Economy ticket for £108 per person are available. Travel duration is 24h 35m
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FlixBus20h 5m018:20Philadelphia, PASpring Garden St Station13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 09/11/2026 18:20:00 to Downtown Coach Station, Chicago (USA) arriving at 10/11/2026 13:25:00. 50 Economy ticket for £108 per person are available. Travel duration is 20h 5m
Cheapest Buses Monday
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Frontier Airlines6h 54m012:36Philadelphia AirportPhiladelphia Airport18:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 12:36:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 10/11/2026 18:30:00. 50 Economy ticket for £53 per person are available. Travel duration is 6h 54m
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Frontier Airlines11h 0m008:30Philadelphia AirportPhiladelphia Airport18:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 08:30:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 10/11/2026 18:30:00. 50 Economy ticket for £57 per person are available. Travel duration is 11h 0m
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Frontier Airlines6h 11m012:36Philadelphia AirportPhiladelphia Airport17:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 12:36:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 10/11/2026 17:47:00. 50 Economy ticket for £60 per person are available. Travel duration is 6h 11m
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Frontier Airlines10h 17m008:30Philadelphia AirportPhiladelphia Airport17:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 08:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 10/11/2026 17:47:00. 50 Economy ticket for £64 per person are available. Travel duration is 10h 17m
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Frontier Airlines12h 11m012:36Philadelphia AirportPhiladelphia Airport23:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 12:36:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 10/11/2026 23:47:00. 50 Economy ticket for £64 per person are available. Travel duration is 12h 11m
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Frontier Airlines7h 33m017:14Philadelphia AirportPhiladelphia Airport23:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 17:14:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 10/11/2026 23:47:00. 50 Economy ticket for £66 per person are available. Travel duration is 7h 33m
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Greyhound US17h 25m017:35Philadelphia, PACentral Coach Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 11/11/2026 10:00:00. 50 Economy ticket for £82 per person are available. Travel duration is 17h 25m
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Greyhound US20h 55m012:05Philadelphia, PACentral Coach Station08:00ChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 12:05:00 to Canal & Van Buren, Chicago (USA) arriving at 11/11/2026 08:00:00. 50 Economy ticket for £84 per person are available. Travel duration is 20h 55m
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FlixBus21h 10m023:55Philadelphia, PACentral Coach Station20:05ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 11/11/2026 20:05:00. 50 Economy ticket for £84 per person are available. Travel duration is 21h 10m
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Greyhound US21h 10m017:35Philadelphia, PACentral Coach Station13:45ChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 17:35:00 to Canal & Van Buren, Chicago (USA) arriving at 11/11/2026 13:45:00. 50 Economy ticket for £85 per person are available. Travel duration is 21h 10m
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FlixBus24h 35m023:55Philadelphia, PACentral Coach Station23:30Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 11/11/2026 23:30:00. 50 Economy ticket for £86 per person are available. Travel duration is 24h 35m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
What are the fastest trips from Philadelphia, PA to Chicago?
You can get to Chicago from Philadelphia, PA in just 2h 10m with a Flight from Southwest Airlines. 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 Airlines2h 35m006:15Philadelphia AirportPhiladelphia Airport07:50Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 06:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 07:50:00. 50 Economy ticket for £109 per person are available. Travel duration is 2h 35m
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United Airlines2h 35m009:45Philadelphia AirportPhiladelphia Airport11:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 09:45:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 11:20:00. 50 Economy ticket for £109 per person are available. Travel duration is 2h 35m
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JetBlue Airways6h 0m007:00Philadelphia AirportPhiladelphia Airport12:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 12:00:00. 50 Economy ticket for £222 per person are available. Travel duration is 6h 0m
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Frontier Airlines6h 54m012:36Philadelphia AirportPhiladelphia Airport18:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 12:36:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 18:30:00. 50 Economy ticket for £87 per person are available. Travel duration is 6h 54m
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Frontier Airlines11h 0m008:30Philadelphia AirportPhiladelphia Airport18:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 04/11/2026 08:30:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 04/11/2026 18:30:00. 50 Economy ticket for £78 per person are available. Travel duration is 11h 0m
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Greyhound US18h 35m012:05Philadelphia, PASpring Garden St Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 04/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 05/11/2026 05:40:00. 50 Economy ticket for £113 per person are available. Travel duration is 18h 35m
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Greyhound US18h 35m012:05Philadelphia, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 04/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 05/11/2026 05:40:00. 50 Economy ticket for £113 per person are available. Travel duration is 18h 35m
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Greyhound US19h 5m012:05Philadelphia, PASpring Garden St Station06:10ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 04/11/2026 12:05:00 to Downtown Coach Station, Chicago (USA) arriving at 05/11/2026 06:10:00. 50 Economy ticket for £120 per person are available. Travel duration is 19h 5m
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Greyhound US20h 40m017:35Philadelphia, PASpring Garden St Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 04/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 05/11/2026 13:15:00. 50 Economy ticket for £115 per person are available. Travel duration is 20h 40m
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Greyhound US20h 40m017:35Philadelphia, PACentral Coach Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 04/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 05/11/2026 13:15:00. 50 Economy ticket for £115 per person are available. Travel duration is 20h 40m
Fastest Flights Wednesday
Fastest Buses Wednesday
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Southwest Airlines2h 10m011:40Philadelphia AirportPhiladelphia Airport12:50Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Southwest Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 11:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 05/11/2026 12:50:00. 50 Economy ticket for £135 per person are available. Travel duration is 2h 10m
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Southwest Airlines2h 15m013:50Philadelphia AirportPhiladelphia Airport15:05Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Southwest Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 13:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 05/11/2026 15:05:00. 50 Economy ticket for £116 per person are available. Travel duration is 2h 15m
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Frontier Airlines6h 11m012:36Philadelphia AirportPhiladelphia Airport17:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 12:36:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 05/11/2026 17:47:00. 50 Economy ticket for £158 per person are available. Travel duration is 6h 11m
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Southwest Airlines7h 35m018:35Philadelphia AirportPhiladelphia Airport01:10Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Southwest Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 18:35:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 06/11/2026 01:10:00. 50 Economy ticket for £123 per person are available. Travel duration is 7h 35m
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Frontier Airlines10h 17m008:30Philadelphia AirportPhiladelphia Airport17:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 05/11/2026 08:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 05/11/2026 17:47:00. 50 Economy ticket for £163 per person are available. Travel duration is 10h 17m
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Greyhound US17h 25m017:35Philadelphia, PACentral Coach Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 05/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 06/11/2026 10:00:00. 50 Economy ticket for £94 per person are available. Travel duration is 17h 25m
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Greyhound US17h 25m017:35Philadelphia, PASpring Garden St Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 05/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 06/11/2026 10:00:00. 50 Economy ticket for £103 per person are available. Travel duration is 17h 25m
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Greyhound US18h 35m012:05Philadelphia, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 05/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 06/11/2026 05:40:00. 50 Economy ticket for £94 per person are available. Travel duration is 18h 35m
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Greyhound US19h 5m012:05Philadelphia, PACentral Coach Station06:10ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 05/11/2026 12:05:00 to Downtown Coach Station, Chicago (USA) arriving at 06/11/2026 06:10:00. 50 Economy ticket for £98 per person are available. Travel duration is 19h 5m
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Greyhound US20h 55m012:05Philadelphia, PACentral Coach Station08:00ChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 05/11/2026 12:05:00 to Canal & Van Buren, Chicago (USA) arriving at 06/11/2026 08:00:00. 50 Economy ticket for £99 per person are available. Travel duration is 20h 55m
Fastest Flights Thursday
Fastest Buses Thursday
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Greyhound US18h 35m012:05Philadelphia, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 06/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 05:40:00. 50 Economy ticket for £71 per person are available. Travel duration is 18h 35m
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Greyhound US18h 35m012:05Philadelphia, PASpring Garden St Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 06/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 05:40:00. 50 Economy ticket for £73 per person are available. Travel duration is 18h 35m
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Greyhound US20h 40m017:35Philadelphia, PACentral Coach Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 06/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 13:15:00. 50 Economy ticket for £73 per person are available. Travel duration is 20h 40m
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FlixBus25h 5m018:20Philadelphia, PACentral Coach Station18:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 06/11/2026 18:20:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 18:25:00. 50 Economy ticket for £72 per person are available. Travel duration is 25h 5m
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FlixBus25h 5m018:20Philadelphia, PASpring Garden St Station18:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 06/11/2026 18:20:00 to 95th Red Line Station, Chicago (USA) arriving at 07/11/2026 18:25:00. 50 Economy ticket for £73 per person are available. Travel duration is 25h 5m
Fastest Buses Friday
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Greyhound US18h 35m012:05Philadelphia, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 07/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 08/11/2026 05:40:00. 50 Economy ticket for £93 per person are available. Travel duration is 18h 35m
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Greyhound US18h 35m012:05Philadelphia, PASpring Garden St Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 07/11/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 08/11/2026 05:40:00. 50 Economy ticket for £94 per person are available. Travel duration is 18h 35m
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Greyhound US20h 55m012:05Philadelphia, PASpring Garden St Station08:00ChicagoUnion Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 07/11/2026 12:05:00 to Union Station, Chicago (USA) arriving at 08/11/2026 08:00:00. 50 Economy ticket for £95 per person are available. Travel duration is 20h 55m
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FlixBus24h 35m023:55Philadelphia, PACentral Coach Station23:30Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 07/11/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 08/11/2026 23:30:00. 50 Economy ticket for £94 per person are available. Travel duration is 24h 35m
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FlixBus25h 5m018:20Philadelphia, PACentral Coach Station18:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 07/11/2026 18:20:00 to 95th Red Line Station, Chicago (USA) arriving at 08/11/2026 18:25:00. 50 Economy ticket for £94 per person are available. Travel duration is 25h 5m
Fastest Buses Saturday
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Frontier Airlines2h 34m021:09Philadelphia AirportPhiladelphia Airport22:43Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 21:09:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 08/11/2026 22:43:00. 50 Economy ticket for £45 per person are available. Travel duration is 2h 34m
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United Airlines2h 35m006:15Philadelphia AirportPhiladelphia Airport07:50Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 06:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 08/11/2026 07:50:00. 50 Economy ticket for £136 per person are available. Travel duration is 2h 35m
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United Airlines2h 35m009:45Philadelphia AirportPhiladelphia Airport11:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 09:45:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 08/11/2026 11:20:00. 50 Economy ticket for £136 per person are available. Travel duration is 2h 35m
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Sun Country Airlines7h 55m010:00Philadelphia AirportPhiladelphia Airport16:55Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 10:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 08/11/2026 16:55:00. 50 Economy ticket for £189 per person are available. Travel duration is 7h 55m
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Frontier Airlines28h 31m005:15Philadelphia AirportPhiladelphia Airport08:46Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 08/11/2026 05:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 09/11/2026 08:46:00. 50 Economy ticket for £98 per person are available. Travel duration is 28h 31m
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Greyhound US17h 25m017:35Philadelphia, PASpring Garden St Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 08/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 09/11/2026 10:00:00. 50 Economy ticket for £126 per person are available. Travel duration is 17h 25m
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FlixBus20h 0m023:55Philadelphia, PACentral Coach Station18:55ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 08/11/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 09/11/2026 18:55:00. 50 Economy ticket for £102 per person are available. Travel duration is 20h 0m
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FlixBus20h 0m023:55Philadelphia, PASpring Garden St Station18:55ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 08/11/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 09/11/2026 18:55:00. 50 Economy ticket for £108 per person are available. Travel duration is 20h 0m
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Greyhound US20h 40m017:35Philadelphia, PASpring Garden St Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 08/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 09/11/2026 13:15:00. 50 Economy ticket for £126 per person are available. Travel duration is 20h 40m
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FlixBus24h 35m023:55Philadelphia, PASpring Garden St Station23:30Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 08/11/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 09/11/2026 23:30:00. 50 Economy ticket for £113 per person are available. Travel duration is 24h 35m
Fastest Flights Sunday
Fastest Buses Sunday
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Greyhound US17h 25m017:35Philadelphia, PASpring Garden St Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 09/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 10/11/2026 10:00:00. 50 Economy ticket for £108 per person are available. Travel duration is 17h 25m
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FlixBus20h 5m018:20Philadelphia, PASpring Garden St Station13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 09/11/2026 18:20:00 to Downtown Coach Station, Chicago (USA) arriving at 10/11/2026 13:25:00. 50 Economy ticket for £108 per person are available. Travel duration is 20h 5m
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Greyhound US20h 40m017:35Philadelphia, PACentral Coach Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 09/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 10/11/2026 13:15:00. 50 Economy ticket for £105 per person are available. Travel duration is 20h 40m
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Greyhound US20h 40m017:35Philadelphia, PASpring Garden St Station13:15Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 09/11/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 10/11/2026 13:15:00. 50 Economy ticket for £106 per person are available. Travel duration is 20h 40m
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FlixBus24h 35m023:55Philadelphia, PASpring Garden St Station23:30Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 09/11/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 10/11/2026 23:30:00. 50 Economy ticket for £108 per person are available. Travel duration is 24h 35m
Fastest Buses Monday
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United Airlines2h 35m006:15Philadelphia AirportPhiladelphia Airport07:50Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 06:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 10/11/2026 07:50:00. 50 Economy ticket for £98 per person are available. Travel duration is 2h 35m
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United Airlines2h 35m009:45Philadelphia AirportPhiladelphia Airport11:20Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 09:45:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 10/11/2026 11:20:00. 50 Economy ticket for £98 per person are available. Travel duration is 2h 35m
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Frontier Airlines6h 11m012:36Philadelphia AirportPhiladelphia Airport17:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 12:36:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 10/11/2026 17:47:00. 50 Economy ticket for £60 per person are available. Travel duration is 6h 11m
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Frontier Airlines6h 54m012:36Philadelphia AirportPhiladelphia Airport18:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 12:36:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 10/11/2026 18:30:00. 50 Economy ticket for £53 per person are available. Travel duration is 6h 54m
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Frontier Airlines7h 33m017:14Philadelphia AirportPhiladelphia Airport23:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 17:14:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 10/11/2026 23:47:00. 50 Economy ticket for £66 per person are available. Travel duration is 7h 33m
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Frontier Airlines10h 17m008:30Philadelphia AirportPhiladelphia Airport17:47Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 10/11/2026 08:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 10/11/2026 17:47:00. 50 Economy ticket for £64 per person are available. Travel duration is 10h 17m
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Greyhound US17h 25m017:35Philadelphia, PACentral Coach Station10:00ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 11/11/2026 10:00:00. 50 Economy ticket for £82 per person are available. Travel duration is 17h 25m
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Greyhound US20h 55m012:05Philadelphia, PACentral Coach Station08:00ChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 12:05:00 to Canal & Van Buren, Chicago (USA) arriving at 11/11/2026 08:00:00. 50 Economy ticket for £84 per person are available. Travel duration is 20h 55m
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FlixBus21h 10m023:55Philadelphia, PACentral Coach Station20:05ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 11/11/2026 20:05:00. 50 Economy ticket for £84 per person are available. Travel duration is 21h 10m
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Greyhound US21h 10m017:35Philadelphia, PACentral Coach Station13:45ChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 17:35:00 to Canal & Van Buren, Chicago (USA) arriving at 11/11/2026 13:45:00. 50 Economy ticket for £85 per person are available. Travel duration is 21h 10m
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FlixBus24h 35m023:55Philadelphia, PACentral Coach Station23:30Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 10/11/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 11/11/2026 23:30:00. 50 Economy ticket for £86 per person are available. Travel duration is 24h 35m
Fastest Flights Tuesday
Fastest Buses Tuesday
Here you will find all operators and timetables for a
Bus from Philadelphia, PA to Chicago
What are the most popular stations in Philadelphia, PA and Chicago?
In Philadelphia, PA, you will usually depart from 30th Street Station, The Gallery or 520 N Christopher Columbus Blvd. Coach Stop, while in Chicago you will be arriving at California & 35th Street Coach Stop, Downtown Coach Station or 95th Red Line Station, 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 Philadelphia, PA? With 8 connections between 2 Bus and Flight 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 Philadelphia, PA and Chicago, you can pay as low as £45 with a Flight from Frontier 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 Southwest Airlines: you will get to Chicago in just 2h 10m.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 Philadelphia, PA and Chicago are Greyhound US, Frontier Airlines and FlixBus, 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 Philadelphia, PA 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 Millbourne, PA or to Cicero, IL, and look at flights from Greater Wilmington 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 Philadelphia, PA to Chicago?
The most popular companies between Philadelphia, PA and Chicago, are Greyhound US, Frontier Airlines and FlixBus. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: Frontier Airlines, United Airlines, Southwest Airlines and 2 more.
All you need to know when you travel from Philadelphia, PA to Chicago
Check all information on comfort and services on all modes of transports from Philadelphia, PA 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 Philadelphia, PA to Chicago
How can I reach Chicago from Philadelphia, PA?
Every day, there are on average 8 connections between Bus and Flight, with which you can get to Chicago from Philadelphia, PA.
How far is Chicago from Philadelphia, PA?
The distance between Philadelphia, PA and Chicago is 1,067.4 km.
What is the most ecofriendly mode of transport between Philadelphia, PA 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 29 kgs of CO2, a train 37 kgs, a car 181 kgs, and a flight 263 kgs.
What is the cheapest mode of transport from Philadelphia, PA to Chicago?
You can get to Chicago with just £45 by taking a Flight from Frontier Airlines.
What is the fastest way to get from Philadelphia, PA 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 10m with a Flight from Southwest Airlines.
More routes to Philadelphia, PA and to Chicago
Looking for more options? Here you can see the most popular routes to Philadelphia, PA and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to Philadelphia, PA
- Chicago to Philadelphia, PA
- Dallas to Philadelphia, PA
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- Jacksonville, FL to Philadelphia, PA
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- Trips to Chicago
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- Dallas to Chicago
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- Memphis to Chicago
- Morelia to Chicago
- New York to Chicago
- Newark to Chicago
- Orlando, FL to Chicago
- Phoenix, AZ to Chicago
- Pittsburgh to Chicago
- San Antonio, TX to Chicago
- San Luis Potosí to Chicago
- Toronto, ON to Chicago
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