There are 8 ways to get from Philadelphia, PA to Chicago by plane, bus (Flixbus), train (Amtrak), car, train, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Philadelphia International Airport to Chicago Midway International Airport
best- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane PHL - MDW
4h 14m$145–379Fly Philadelphia International Airport to Chicago O'Hare International Airport
cheapest- Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane PHL - ORD
4h 44m$125–229Bus (Flixbus)
- Take the bus from Philadelphia Bus Station to Chicago Bus Stationbus FlixBus N2642
20h 7m$130–210Train via Washington (Amtrak)
- Take the train from 30th Street Station to Washington Union Stationtrain Northeast Regional / ...
- Take the train from Rockville Amtrak to Chicago Union Stationtrain Floridian
21h 20m$215–1,097Drive 758.2 mi
- Drive from Philadelphia, PA to Chicagocar 758.2 mi
12h 27m$139–200Train to Baltimore-Washington International Airport, fly to Chicago Midway International Airport
- Take the train from 30th Street Station to BWI Thurgood Marshalltrain
- Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane BWI - MDW
5h 42m$149–959Bus via Baltimore (Greyhound)
- Take the bus from Philadelphia Bus Station to Baltimore Greyhound Garagebus Greyhound US0305
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus Greyhound US0164
24h 47m$137–233Train (Amtrak)
- Take the train from 30th Street Station to Chicago Union Stationtrain Cardinal
28h 14m$253–654
Philadelphia, PA to Chicago by foot and bus (Flixbus)
Comparing Your Travel Options
The cheapest way to get from Philadelphia, PA to Chicago is to bus which costs $130 - $210 and takes 20h 7m.
The fastest way to get from Philadelphia, PA to Chicago is to fly which takes 4h 14m and costs $140 - $380.
Yes, there is a direct bus departing from Philadelphia Bus Station station and arriving at Chicago Bus Station station. Services depart three times a week, and operate every day. The journey takes approximately 20h.
No, there is no direct train from Philadelphia, PA to Chicago station. However, there are services departing from 15th St/City Hall and arriving at Chicago Union Station via 30th Street Station, Union Station, Red Line Center Platform and Rockville Amtrak. The journey, including transfers, takes approximately 21h 20m.
The distance between Philadelphia, PA and Chicago is 690 miles. The road distance is 762.6 miles.
The best way to get from Philadelphia, PA to Chicago without a car is to bus which takes 20h 7m and costs $130 - $210.
It takes approximately 4h 14m to get from Philadelphia, PA to Chicago, including transfers.
Philadelphia, PA to Chicago bus services, operated by Flixbus USA, depart from Philadelphia Bus Station.
Philadelphia, PA to Chicago train services, operated by Amtrak, depart from 30th Street Station.
The best way to get from Philadelphia, PA to Chicago is to fly which takes 4h 14m and costs $140 - $380. Alternatively, you can bus, which costs $130 - $210 and takes 20h 7m, you could also train via Washington, which costs $210 - $1,100 and takes 21h 20m.
What companies run services between Philadelphia, PA, USA and Chicago, IL, USA?
Southwest Airlines flies from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, Flixbus USA operates a bus from Philadelphia Bus Station to Chicago Bus Station 3 times a week. Tickets cost $130–210 and the journey takes 20h.
- Website
- southwest.com
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $85–480
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $75–430
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Pittsburgh
- Ave. Duration
- 3h 20m
- When
- Tuesday and Wednesday
- Estimated price
- $75–430
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Columbus
- Ave. Duration
- 3h 45m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $75–430
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 55m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $75–430
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from 30th Street Station to Washington Union Station
- Ave. Duration
- 1h 58m
- Frequency
- Hourly
- Estimated price
- $30–80
- Website
- Amtrak
Train from Rockville Amtrak to Chicago Union Station
- Ave. Duration
- 17h 24m
- Frequency
- Once daily
- Estimated price
- $180–440
- Website
- Amtrak
Train from 30th Street Station to BWI Thurgood Marshall
- Ave. Duration
- 1h 25m
- Frequency
- Hourly
- Estimated price
- $25–65
- Website
- Amtrak
Train from 30th Street Station to Chicago Union Station
- Ave. Duration
- 27h 10m
- Frequency
- 3 times a week
- Estimated price
- $250–650
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Philadelphia Bus Station to Chicago Bus Station
- Ave. Duration
- 20h
- Frequency
- 3 times a week
- Estimated price
- $130–210
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Philadelphia, PA to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Philadelphia, PA. It is currently 6:35 AM in Philadelphia, PA and 5:35 AM in Chicago.
Philadelphia, PA to Chicago train services, operated by Amtrak, arrive at Washington Union Station.
Yes, the driving distance between Philadelphia, PA to Chicago is 763 miles. It takes approximately 12h 27m to drive from Philadelphia, PA to Chicago.
Book your Philadelphia, PA to Chicago bus tickets online with Omio and FlixBus.
There are 1301+ hotels available in Chicago.