There are 8 ways to get from Philadelphia, PA to Chicago by plane, bus (Greyhound, 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$145–378Bus
cheapest- Take the bus from Philadelphia Bus Station to Newark Penn Stationbus Greyhound US0421 / ...
- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2641 / ...
18h 57m$121–211Train 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$235–1,106Drive 758.2 mi
- Drive from Philadelphia, PA to Chicagocar 758.2 mi
12h 27m$139–200Fly Philadelphia International Airport to Chicago O'Hare International Airport
- Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane PHL - ORD
4h 42m$125–228Train 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 37m$149–958Bus 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$125–246Train (Amtrak)
- Take the train from 30th Street Station to Chicago Union Stationtrain Cardinal
28h 14m$283–653
Philadelphia, PA to Chicago by foot and bus
Questions & Answers
The cheapest way to get from Philadelphia, PA to Chicago is to bus via Baltimore which costs $120 - $250 and takes 24h 47m.
The fastest way to get from Philadelphia, PA to Chicago is to fly which takes 4h 14m and costs $140 - $380.
No, there is no direct bus from Philadelphia, PA station to Chicago station. However, there are services departing from Philadelphia Bus Station and arriving at Chicago Bus Station via Newark Penn Station. The journey, including transfers, takes approximately 18h 57m.
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 18h 57m and costs $120 - $220.
It takes approximately 4h 14m to get from Philadelphia, PA to Chicago, including transfers.
Philadelphia, PA to Chicago bus services, operated by Greyhound 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 $120 - $220 and takes 18h 57m, you could also train via Washington, which costs $230 - $1,200 and takes 21h 20m.
What companies run services between Philadelphia, PA, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a vehicle from Philadelphia, PA to Chicago Bus Station via Philadelphia Bus Station and Newark Penn Station in around 18h 57m.
- Website
- southwest.com
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $90–500
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $75–420
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Columbus
- Ave. Duration
- 3h 40m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $75–430
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Pittsburgh
- Ave. Duration
- 3h 45m
- When
- Tuesday and Wednesday
- Estimated price
- $75–420
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
- $35–80
- Website
- Amtrak
Train from Rockville Amtrak to Chicago Union Station
- Ave. Duration
- 17h 24m
- Frequency
- Once daily
- Estimated price
- $200–450
- Website
- Amtrak
Train from 30th Street Station to BWI Thurgood Marshall
- Ave. Duration
- 1h 25m
- Frequency
- Hourly
- Estimated price
- $28–65
- Website
- Amtrak
Train from 30th Street Station to Chicago Union Station
- Ave. Duration
- 27h 10m
- Frequency
- 3 times a week
- Estimated price
- $280–650
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Philadelphia Bus Station to Newark Penn Station
- Ave. Duration
- 1h 30m
- Frequency
- Every 4 hours
- Estimated price
- $11–22
- Website
- Greyhound
Bus from Philadelphia Bus Station to Baltimore Greyhound Garage
- Ave. Duration
- 5h
- Frequency
- Once daily
- Estimated price
- $24–50
- Website
- Greyhound
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $100–200
- Website
- Greyhound
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More Questions & Answers
Philadelphia, PA to Chicago bus services, operated by Greyhound USA, arrive at Newark Penn Station.
Chicago is 1h behind Philadelphia, PA. It is currently 1:00 AM in Philadelphia, PA and 12:00 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 1297+ hotels available in Chicago.