There are 11 ways to get from Pennsylvania to Chicago by plane, bus (Greyhound, Flixbus), train (Amtrak), car, bus, 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 8m$145–378Fly Erie International Airport to Chicago O'Hare International Airport
cheapest- Fly from Erie International Airport (ERI) to Chicago O'Hare International Airport (ORD)plane ERI - ORD
4h 37m$49–287Bus
- 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 50m$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 to Chicagocar 758.2 mi
12h 27m$139–200Bus to Pittsburgh International Airport, fly to Chicago Midway International Airport
- Take the bus from Seventh Ave + Smithfield St to Pittsburgh International Airportbus
- Fly from Pittsburgh International Airport (PIT) to Chicago Midway International Airport (MDW)plane PIT - MDW
4h 14mBus to Pittsburgh International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Seventh Ave + Smithfield St to Pittsburgh International Airportbus
- Fly from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD)plane PIT - ORD
4h 41mFly Lehigh Valley International Airport to Chicago O'Hare International Airport
- Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane ABE - ORD
4h 34m$64–393Fly 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 37m$125–228Bus 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 40m$125–246Train (Amtrak)
- Take the train from 30th Street Station to Chicago Union Stationtrain Cardinal
28h 14m$283–653
Pennsylvania to Chicago by bus
Questions & Answers
The cheapest way to get from Pennsylvania to Chicago is to bus via Baltimore which costs $120 - $250 and takes 24h 40m.
The fastest way to get from Pennsylvania to Chicago is to fly which takes 4h 8m and costs $140 - $380.
No, there is no direct bus from Pennsylvania 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 50m.
No, there is no direct train from Pennsylvania 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 Pennsylvania and Chicago is 690 miles. The road distance is 762.6 miles.
The best way to get from Pennsylvania to Chicago without a car is to bus which takes 18h 50m and costs $120 - $220.
It takes approximately 4h 8m to get from Pennsylvania to Chicago, including transfers.
Pennsylvania to Chicago bus services, operated by Greyhound USA, depart from Philadelphia Bus Station.
Pennsylvania to Chicago train services, operated by Amtrak, depart from 30th Street Station.
The best way to get from Pennsylvania to Chicago is to fly which takes 4h 8m and costs $140 - $380. Alternatively, you can bus, which costs $120 - $220 and takes 18h 50m, you could also train via Washington, which costs $230 - $1,200 and takes 21h 20m.
What companies run services between Pennsylvania, 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 bus from Philadelphia Bus Station to Chicago Bus Station via Newark Penn Station in around 18h 50m.
- 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 Pittsburgh International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 22m
- When
- Every day
- Estimated price
- $60–390
Flights from Pittsburgh International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 40m
- When
- Saturday
- Estimated price
- $90–480
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 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
Pennsylvania to Chicago bus services, operated by Greyhound USA, arrive at Newark Penn Station.
Chicago is 1h behind Pennsylvania. It is currently 9:51 AM in Pennsylvania and 8:51 AM in Chicago.
Pennsylvania to Chicago train services, operated by Amtrak, arrive at Washington Union Station.
Yes, the driving distance between Pennsylvania to Chicago is 763 miles. It takes approximately 12h 27m to drive from Pennsylvania to Chicago.
Book your Pennsylvania to Chicago bus tickets online with Omio and FlixBus.
There are 1297+ hotels available in Chicago.