What is the best way to travel from Philadelphia, PA to Chicago?
Looking for a trip? Check and compare all the available Buses and Flights 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 £59 by taking a Bus from FlixBus, 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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American Airlines2h 42m005:15Philadelphia AirportPhiladelphia Airport06:57Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 05:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/06/2026 06:57:00. 50 Economy ticket for £92 per person are available. Travel duration is 2h 42m
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Frontier Airlines27h 46m020:33Trenton–Mercer AirportTrenton–Mercer Airport23:19Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Trenton–Mercer Airport, Trenton–Mercer Airport (USA) at 24/06/2026 20:33:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 23:19:00. 50 Economy ticket for £110 per person are available. Travel duration is 27h 46m
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Frontier Airlines6h 36m016:35Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 16:35:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/06/2026 22:11:00. 50 Economy ticket for £161 per person are available. Travel duration is 6h 36m
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United Airlines2h 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/06/2026 07:30:00. 50 Economy ticket for £163 per person are available. Travel duration is 2h 30m
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Frontier Airlines15h 11m008:00Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 08:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/06/2026 22:11:00. 50 Economy ticket for £265 per person are available. Travel duration is 15h 11m
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Frontier Airlines28h 6m019:05Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 19:05:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/06/2026 22:11:00. 50 Economy ticket for £280 per person are available. Travel duration is 28h 6m
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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 24/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 25/06/2026 05:40:00. 50 Economy ticket for £119 per person are available. Travel duration is 18h 35m
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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 24/06/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 25/06/2026 10:00:00. 50 Economy ticket for £121 per person are available. Travel duration is 17h 25m
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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 24/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 25/06/2026 05:40:00. 50 Economy ticket for £122 per person are available. Travel duration is 18h 35m
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FlixBus20h 40m017:45Philadelphia, PACentral Coach Station13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 24/06/2026 17:45:00 to Downtown Coach Station, Chicago (USA) arriving at 25/06/2026 13:25:00. 50 Economy ticket for £126 per person are available. Travel duration is 20h 40m
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FlixBus20h 40m017:45Philadelphia, PASpring Garden St Station13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 24/06/2026 17:45:00 to Downtown Coach Station, Chicago (USA) arriving at 25/06/2026 13:25:00. 50 Economy ticket for £129 per person are available. Travel duration is 20h 40m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
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Frontier Airlines5h 42m006:30Philadelphia AirportPhiladelphia Airport11:12Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 06:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/06/2026 11:12:00. 50 Economy ticket for £89 per person are available. Travel duration is 5h 42m
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Frontier Airlines6h 31m016:40Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 16:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/06/2026 22:11:00. 50 Economy ticket for £89 per person are available. Travel duration is 6h 31m
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Frontier Airlines9h 39m013:32Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 13:32:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/06/2026 22:11:00. 50 Economy ticket for £93 per person are available. Travel duration is 9h 39m
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Frontier Airlines7h 24m006:00Philadelphia AirportPhiladelphia Airport12:24Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 12:24:00. 50 Economy ticket for £98 per person are available. Travel duration is 7h 24m
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Frontier Airlines2h 41m017:06Philadelphia AirportPhiladelphia Airport18:47Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 17:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 18:47:00. 50 Economy ticket for £99 per person are available. Travel duration is 2h 41m
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United Airlines2h 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 07:30:00. 50 Economy ticket for £127 per person are available. Travel duration is 2h 30m
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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 25/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 26/06/2026 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, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 25/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 26/06/2026 05:40:00. 50 Economy ticket for £94 per person are available. Travel duration is 18h 35m
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Greyhound US23h 55m019:30Philadelphia, PASpring Garden St Station18:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 25/06/2026 19:30:00 to 95th Red Line Station, Chicago (USA) arriving at 26/06/2026 18:25:00. 50 Economy ticket for £102 per person are available. Travel duration is 23h 55m
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FlixBus24h 20m020:45Philadelphia, PASpring Garden St Station20:05ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 25/06/2026 20:45:00 to Downtown Coach Station, Chicago (USA) arriving at 26/06/2026 20:05:00. 50 Economy ticket for £128 per person are available. Travel duration is 24h 20m
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FlixBus24h 20m020:45Philadelphia, PACentral Coach Station20:05ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 25/06/2026 20:45:00 to Downtown Coach Station, Chicago (USA) arriving at 26/06/2026 20:05:00. 50 Economy ticket for £130 per person are available. Travel duration is 24h 20m
Cheapest Flights Thursday
Cheapest Buses Thursday
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FlixBus26h 40m011:45Philadelphia, PASchuylkill Ave and Walnut Street13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 26/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 13:25:00. 50 Economy ticket for £67 per person are available. Travel duration is 26h 40m
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FlixBus29h 20m014:15Philadelphia, PASchuylkill Ave and Walnut Street18:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 26/06/2026 14:15:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 18:35:00. 50 Economy ticket for £68 per person are available. Travel duration is 29h 20m
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FlixBus26h 40m011:45Philadelphia, PAIRS Building13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from IRS Building, Philadelphia, PA (USA) at 26/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 13:25:00. 50 Economy ticket for £71 per person are available. Travel duration is 26h 40m
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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 26/06/2026 12:05:00 to Downtown Coach Station, Chicago (USA) arriving at 27/06/2026 06:10:00. 50 Economy ticket for £88 per person are available. Travel duration is 19h 5m
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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 26/06/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 27/06/2026 10:00:00. 50 Economy ticket for £88 per person are available. Travel duration is 17h 25m
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Frontier Airlines2h 41m017:06Philadelphia AirportPhiladelphia Airport18:47Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 17:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 18:47:00. 50 Economy ticket for £105 per person are available. Travel duration is 2h 41m
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Frontier Airlines6h 31m016:40Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 16:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 22:11:00. 50 Economy ticket for £135 per person are available. Travel duration is 6h 31m
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Frontier Airlines9h 39m013:32Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 13:32:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 22:11:00. 50 Economy ticket for £139 per person are available. Travel duration is 9h 39m
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Frontier Airlines5h 39m006:30Philadelphia AirportPhiladelphia Airport11:09Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 06:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 11:09:00. 50 Economy ticket for £175 per person are available. Travel duration is 5h 39m
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United Airlines2h 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 07:30:00. 50 Economy ticket for £198 per person are available. Travel duration is 2h 30m
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Sun Country Airlines6h 18m012:06Philadelphia AirportPhiladelphia Airport17:24Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 12:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 17:24:00. 50 Economy ticket for £242 per person are available. Travel duration is 6h 18m
Cheapest Buses Friday
Cheapest Flights Friday
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Frontier Airlines2h 41m017:06Philadelphia AirportPhiladelphia Airport18:47Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 17:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 18:47:00. 50 Economy ticket for £66 per person are available. Travel duration is 2h 41m
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Frontier Airlines7h 18m013:32Philadelphia AirportPhiladelphia Airport19:50Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 13:32:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 19:50:00. 50 Economy ticket for £95 per person are available. Travel duration is 7h 18m
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United Airlines2h 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 07:30:00. 50 Economy ticket for £128 per person are available. Travel duration is 2h 30m
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United Airlines2h 29m008:05Philadelphia AirportPhiladelphia Airport09:34Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 08:05:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 09:34:00. 50 Economy ticket for £128 per person are available. Travel duration is 2h 29m
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Frontier Airlines6h 31m016:40Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 16:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 22:11:00. 50 Economy ticket for £129 per person are available. Travel duration is 6h 31m
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Frontier Airlines9h 39m013:32Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 13:32:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 22:11:00. 50 Economy ticket for £134 per person are available. Travel duration is 9h 39m
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FlixBus26h 40m011:45Philadelphia, PAIRS Building13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from IRS Building, Philadelphia, PA (USA) at 27/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 13:25:00. 50 Economy ticket for £67 per person are available. Travel duration is 26h 40m
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FlixBus26h 40m011:45Philadelphia, PASchuylkill Ave and Walnut Street13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 27/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 13:25:00. 50 Economy ticket for £70 per person are available. Travel duration is 26h 40m
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FlixBus29h 20m014:15Philadelphia, PASchuylkill Ave and Walnut Street18:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 27/06/2026 14:15:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 18:35:00. 50 Economy ticket for £70 per person are available. Travel duration is 29h 20m
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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 27/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 05:40:00. 50 Economy ticket for £85 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 27/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 05:40:00. 50 Economy ticket for £88 per person are available. Travel duration is 18h 35m
Cheapest Flights Saturday
Cheapest Buses Saturday
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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 28/06/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 29/06/2026 18:55:00. 50 Economy ticket for £88 per person are available. Travel duration is 20h 0m
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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 28/06/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 29/06/2026 18:55:00. 50 Economy ticket for £88 per person are available. Travel duration is 20h 0m
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FlixBus24h 40m023:55Philadelphia, PASpring Garden St Station23:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 28/06/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 23:35:00. 50 Economy ticket for £111 per person are available. Travel duration is 24h 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 28/06/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 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 28/06/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 13:15:00. 50 Economy ticket for £116 per person are available. Travel duration is 20h 40m
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Frontier Airlines2h 41m017:06Philadelphia AirportPhiladelphia Airport18:47Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 17:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 18:47:00. 50 Economy ticket for £106 per person are available. Travel duration is 2h 41m
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United Airlines2h 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 07:30:00. 50 Economy ticket for £132 per person are available. Travel duration is 2h 30m
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Allegiant Air30h 58m011:50Trenton–Mercer AirportTrenton–Mercer Airport17:48Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from Trenton–Mercer Airport, Trenton–Mercer Airport (USA) at 28/06/2026 11:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 29/06/2026 17:48:00. 50 Economy ticket for £163 per person are available. Travel duration is 30h 58m
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Frontier Airlines22h 15m020:33Trenton–Mercer AirportTrenton–Mercer Airport17:48Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Trenton–Mercer Airport, Trenton–Mercer Airport (USA) at 28/06/2026 20:33:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 29/06/2026 17:48:00. 50 Economy ticket for £195 per person are available. Travel duration is 22h 15m
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Frontier Airlines16h 41m006:30Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 06:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 28/06/2026 22:11:00. 50 Economy ticket for £195 per person are available. Travel duration is 16h 41m
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Frontier Airlines29h 39m006:30Philadelphia AirportPhiladelphia Airport11:09Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 06:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 29/06/2026 11:09:00. 50 Economy ticket for £195 per person are available. Travel duration is 29h 39m
Cheapest Buses Sunday
Cheapest Flights Sunday
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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 29/06/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 18:55:00. 50 Economy ticket for £91 per person are available. Travel duration is 20h 0m
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FlixBus19h 40m018:45Philadelphia, PASpring Garden St Station13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 29/06/2026 18:45:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 13:25:00. 50 Economy ticket for £93 per person are available. Travel duration is 19h 40m
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FlixBus24h 40m018:45Philadelphia, PASpring Garden St Station18:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 29/06/2026 18:45:00 to 95th Red Line Station, Chicago (USA) arriving at 30/06/2026 18:25:00. 50 Economy ticket for £97 per person are available. Travel duration is 24h 40m
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Greyhound US21h 10m017:35Philadelphia, PASpring Garden St Station13:45ChicagoUnion Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 29/06/2026 17:35:00 to Union Station, Chicago (USA) arriving at 30/06/2026 13:45:00. 50 Economy ticket for £102 per person are available. Travel duration is 21h 10m
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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 29/06/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 10:00:00. 50 Economy ticket for £102 per person are available. Travel duration is 17h 25m
Cheapest Buses Monday
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FlixBus26h 40m011:45Philadelphia, PASchuylkill Ave and Walnut Street13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 30/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 01/07/2026 13:25:00. 50 Economy ticket for £59 per person are available. Travel duration is 26h 40m
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FlixBus29h 20m014:15Philadelphia, PASchuylkill Ave and Walnut Street18:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 30/06/2026 14:15:00 to 95th Red Line Station, Chicago (USA) arriving at 01/07/2026 18:35:00. 50 Economy ticket for £60 per person are available. Travel duration is 29h 20m
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FlixBus24h 10m014:15Philadelphia, PASchuylkill Ave and Walnut Street13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 30/06/2026 14:15:00 to Downtown Coach Station, Chicago (USA) arriving at 01/07/2026 13:25:00. 50 Economy ticket for £64 per person are available. Travel duration is 24h 10m
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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 30/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 01/07/2026 05:40:00. 50 Economy ticket for £64 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 30/06/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 01/07/2026 13:15:00. 50 Economy ticket for £69 per person are available. Travel duration is 20h 40m
Cheapest Buses Tuesday
What are the fastest trips from Philadelphia, PA to Chicago?
You can get to Chicago from Philadelphia, PA in just 2h 29m with a Flight from United 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 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/06/2026 07:30:00. 50 Economy ticket for £163 per person are available. Travel duration is 2h 30m
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American Airlines2h 42m005:15Philadelphia AirportPhiladelphia Airport06:57Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 05:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 24/06/2026 06:57:00. 50 Economy ticket for £92 per person are available. Travel duration is 2h 42m
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Frontier Airlines6h 36m016:35Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 16:35:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/06/2026 22:11:00. 50 Economy ticket for £161 per person are available. Travel duration is 6h 36m
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Alaska Airlines12h 14m017:46Philadelphia AirportPhiladelphia Airport05:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Alaska Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 17:46:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 05:00:00. 50 Economy ticket for £367 per person are available. Travel duration is 12h 14m
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JetBlue Airways14h 11m020:55Philadelphia AirportPhiladelphia Airport10:06Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 20:55:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 10:06:00. 50 Economy ticket for £371 per person are available. Travel duration is 14h 11m
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Frontier Airlines15h 11m008:00Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 24/06/2026 08:00:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 24/06/2026 22:11:00. 50 Economy ticket for £265 per person are available. Travel duration is 15h 11m
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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 24/06/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 25/06/2026 10:00:00. 50 Economy ticket for £121 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 24/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 25/06/2026 05:40:00. 50 Economy ticket for £119 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 24/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 25/06/2026 05:40:00. 50 Economy ticket for £122 per person are available. Travel duration is 18h 35m
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FlixBus20h 40m017:45Philadelphia, PACentral Coach Station13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 24/06/2026 17:45:00 to Downtown Coach Station, Chicago (USA) arriving at 25/06/2026 13:25:00. 50 Economy ticket for £126 per person are available. Travel duration is 20h 40m
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FlixBus20h 40m017:45Philadelphia, PASpring Garden St Station13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 24/06/2026 17:45:00 to Downtown Coach Station, Chicago (USA) arriving at 25/06/2026 13:25:00. 50 Economy ticket for £129 per person are available. Travel duration is 20h 40m
Fastest Flights Wednesday
Fastest Buses Wednesday
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United Airlines2h 29m008:05Philadelphia AirportPhiladelphia Airport09:34Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 08:05:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 09:34:00. 50 Economy ticket for £127 per person are available. Travel duration is 2h 29m
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United Airlines2h 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 07:30:00. 50 Economy ticket for £127 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 41m017:06Philadelphia AirportPhiladelphia Airport18:47Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 17:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 18:47:00. 50 Economy ticket for £99 per person are available. Travel duration is 2h 41m
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Frontier Airlines5h 42m006:30Philadelphia AirportPhiladelphia Airport11:12Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 06:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/06/2026 11:12:00. 50 Economy ticket for £89 per person are available. Travel duration is 5h 42m
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Frontier Airlines6h 31m016:40Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 16:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 25/06/2026 22:11:00. 50 Economy ticket for £89 per person are available. Travel duration is 6h 31m
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Frontier Airlines7h 24m006:00Philadelphia AirportPhiladelphia Airport12:24Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 25/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 25/06/2026 12:24:00. 50 Economy ticket for £98 per person are available. Travel duration is 7h 24m
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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 25/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 26/06/2026 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, PACentral Coach Station05:40Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Central Coach Station, Philadelphia, PA (USA) at 25/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 26/06/2026 05:40:00. 50 Economy ticket for £94 per person are available. Travel duration is 18h 35m
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Greyhound US23h 55m019:30Philadelphia, PASpring Garden St Station18:25Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 25/06/2026 19:30:00 to 95th Red Line Station, Chicago (USA) arriving at 26/06/2026 18:25:00. 50 Economy ticket for £102 per person are available. Travel duration is 23h 55m
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FlixBus24h 20m020:45Philadelphia, PASpring Garden St Station20:05ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 25/06/2026 20:45:00 to Downtown Coach Station, Chicago (USA) arriving at 26/06/2026 20:05:00. 50 Economy ticket for £128 per person are available. Travel duration is 24h 20m
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FlixBus24h 20m020:45Philadelphia, PACentral Coach Station20:05ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Central Coach Station, Philadelphia, PA (USA) at 25/06/2026 20:45:00 to Downtown Coach Station, Chicago (USA) arriving at 26/06/2026 20:05:00. 50 Economy ticket for £130 per person are available. Travel duration is 24h 20m
Fastest Flights Thursday
Fastest Buses Thursday
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United Airlines2h 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 07:30:00. 50 Economy ticket for £198 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 41m017:06Philadelphia AirportPhiladelphia Airport18:47Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 17:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 18:47:00. 50 Economy ticket for £105 per person are available. Travel duration is 2h 41m
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Frontier Airlines5h 39m006:30Philadelphia AirportPhiladelphia Airport11:09Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 06:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 11:09:00. 50 Economy ticket for £175 per person are available. Travel duration is 5h 39m
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Sun Country Airlines6h 18m012:06Philadelphia AirportPhiladelphia Airport17:24Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 12:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 17:24:00. 50 Economy ticket for £242 per person are available. Travel duration is 6h 18m
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Frontier Airlines6h 31m016:40Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 16:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 22:11:00. 50 Economy ticket for £135 per person are available. Travel duration is 6h 31m
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Frontier Airlines9h 39m013:32Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 26/06/2026 13:32:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 22:11:00. 50 Economy ticket for £139 per person are available. Travel duration is 9h 39m
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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 26/06/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 27/06/2026 10:00:00. 50 Economy ticket for £88 per person are available. Travel duration is 17h 25m
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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 26/06/2026 12:05:00 to Downtown Coach Station, Chicago (USA) arriving at 27/06/2026 06:10:00. 50 Economy ticket for £88 per person are available. Travel duration is 19h 5m
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FlixBus26h 40m011:45Philadelphia, PASchuylkill Ave and Walnut Street13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 26/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 13:25:00. 50 Economy ticket for £67 per person are available. Travel duration is 26h 40m
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FlixBus26h 40m011:45Philadelphia, PAIRS Building13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from IRS Building, Philadelphia, PA (USA) at 26/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 13:25:00. 50 Economy ticket for £71 per person are available. Travel duration is 26h 40m
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FlixBus29h 20m014:15Philadelphia, PASchuylkill Ave and Walnut Street18:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 26/06/2026 14:15:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 18:35:00. 50 Economy ticket for £68 per person are available. Travel duration is 29h 20m
Fastest Flights Friday
Fastest Buses Friday
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United Airlines2h 29m008:05Philadelphia AirportPhiladelphia Airport09:34Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 08:05:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 09:34:00. 50 Economy ticket for £128 per person are available. Travel duration is 2h 29m
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United Airlines2h 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 07:30:00. 50 Economy ticket for £128 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 41m017:06Philadelphia AirportPhiladelphia Airport18:47Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 17:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 18:47:00. 50 Economy ticket for £66 per person are available. Travel duration is 2h 41m
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Frontier Airlines6h 31m016:40Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 16:40:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 22:11:00. 50 Economy ticket for £129 per person are available. Travel duration is 6h 31m
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Frontier Airlines7h 18m013:32Philadelphia AirportPhiladelphia Airport19:50Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 13:32:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 19:50:00. 50 Economy ticket for £95 per person are available. Travel duration is 7h 18m
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Frontier Airlines9h 39m013:32Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 27/06/2026 13:32:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 22:11:00. 50 Economy ticket for £134 per person are available. Travel duration is 9h 39m
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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 27/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 05:40:00. 50 Economy ticket for £85 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 27/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 05:40:00. 50 Economy ticket for £88 per person are available. Travel duration is 18h 35m
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FlixBus26h 40m011:45Philadelphia, PAIRS Building13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from IRS Building, Philadelphia, PA (USA) at 27/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 13:25:00. 50 Economy ticket for £67 per person are available. Travel duration is 26h 40m
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FlixBus26h 40m011:45Philadelphia, PASchuylkill Ave and Walnut Street13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 27/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 13:25:00. 50 Economy ticket for £70 per person are available. Travel duration is 26h 40m
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FlixBus29h 20m014:15Philadelphia, PASchuylkill Ave and Walnut Street18:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 27/06/2026 14:15:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 18:35:00. 50 Economy ticket for £70 per person are available. Travel duration is 29h 20m
Fastest Flights Saturday
Fastest Buses Saturday
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United Airlines2h 30m006:00Philadelphia AirportPhiladelphia Airport07:30Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 06:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 07:30:00. 50 Economy ticket for £132 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 41m017:06Philadelphia AirportPhiladelphia Airport18:47Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 17:06:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 18:47:00. 50 Economy ticket for £106 per person are available. Travel duration is 2h 41m
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Sun Country Airlines8h 58m011:26Philadelphia AirportPhiladelphia Airport19:24Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 11:26:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 19:24:00. 50 Economy ticket for £277 per person are available. Travel duration is 8h 58m
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JetBlue Airways13h 37m021:29Philadelphia AirportPhiladelphia Airport10:06Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 21:29:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 29/06/2026 10:06:00. 50 Economy ticket for £316 per person are available. Travel duration is 13h 37m
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Frontier Airlines16h 41m006:30Philadelphia AirportPhiladelphia Airport22:11Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 06:30:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 28/06/2026 22:11:00. 50 Economy ticket for £195 per person are available. Travel duration is 16h 41m
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Alaska Airlines17h 26m007:33Philadelphia AirportPhiladelphia Airport23:59Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Alaska Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 28/06/2026 07:33:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 23:59:00. 50 Economy ticket for £334 per person are available. Travel duration is 17h 26m
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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 28/06/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 29/06/2026 18:55:00. 50 Economy ticket for £88 per person are available. Travel duration is 20h 0m
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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 28/06/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 29/06/2026 18:55:00. 50 Economy ticket for £88 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 28/06/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 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 28/06/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 13:15:00. 50 Economy ticket for £116 per person are available. Travel duration is 20h 40m
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FlixBus24h 40m023:55Philadelphia, PASpring Garden St Station23:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 28/06/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 23:35:00. 50 Economy ticket for £111 per person are available. Travel duration is 24h 40m
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 29/06/2026 17:35:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 10:00:00. 50 Economy ticket for £102 per person are available. Travel duration is 17h 25m
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FlixBus19h 40m018:45Philadelphia, PASpring Garden St Station13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 29/06/2026 18:45:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 13:25:00. 50 Economy ticket for £93 per person are available. Travel duration is 19h 40m
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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 29/06/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 18:55:00. 50 Economy ticket for £91 per person are available. Travel duration is 20h 0m
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Greyhound US21h 10m017:35Philadelphia, PASpring Garden St Station13:45ChicagoUnion Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia, PA (USA) at 29/06/2026 17:35:00 to Union Station, Chicago (USA) arriving at 30/06/2026 13:45:00. 50 Economy ticket for £102 per person are available. Travel duration is 21h 10m
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FlixBus24h 40m018:45Philadelphia, PASpring Garden St Station18:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia, PA (USA) at 29/06/2026 18:45:00 to 95th Red Line Station, Chicago (USA) arriving at 30/06/2026 18:25:00. 50 Economy ticket for £97 per person are available. Travel duration is 24h 40m
Fastest Buses Monday
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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 30/06/2026 12:05:00 to 95th Red Line Station, Chicago (USA) arriving at 01/07/2026 05:40:00. 50 Economy ticket for £64 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 30/06/2026 17:35:00 to 95th Red Line Station, Chicago (USA) arriving at 01/07/2026 13:15:00. 50 Economy ticket for £69 per person are available. Travel duration is 20h 40m
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FlixBus24h 10m014:15Philadelphia, PASchuylkill Ave and Walnut Street13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 30/06/2026 14:15:00 to Downtown Coach Station, Chicago (USA) arriving at 01/07/2026 13:25:00. 50 Economy ticket for £64 per person are available. Travel duration is 24h 10m
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FlixBus26h 40m011:45Philadelphia, PASchuylkill Ave and Walnut Street13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 30/06/2026 11:45:00 to 95th Red Line Station, Chicago (USA) arriving at 01/07/2026 13:25:00. 50 Economy ticket for £59 per person are available. Travel duration is 26h 40m
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FlixBus29h 20m014:15Philadelphia, PASchuylkill Ave and Walnut Street18:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Schuylkill Ave and Walnut Street, Philadelphia, PA (USA) at 30/06/2026 14:15:00 to 95th Red Line Station, Chicago (USA) arriving at 01/07/2026 18:35:00. 50 Economy ticket for £60 per person are available. Travel duration is 29h 20m
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 Spring Garden St Station, The Gallery or 30th Street Station, 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 12 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 Philadelphia, PA and Chicago, you can pay as low as £59 with a Bus from FlixBus.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 United Airlines: you will get to Chicago in just 2h 29m.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 Frontier Airlines, FlixBus and Greyhound US, 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 Frontier Airlines, FlixBus and Greyhound US. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
Airlines: Frontier Airlines, United Airlines, Allegiant Air and 5 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 12 connections between Flight and Bus, 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 £59 by taking a Bus from FlixBus.
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 29m with a Flight from United 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!
