There are 8 ways to get from Pittsburgh to Chicago Midway Airport (MDW) by bus, plane, subway, train (Amtrak), bus (Greyhound, Flixbus), train, bus (Flixbus), rideshare, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to Pittsburgh International Airport, fly to Chicago Midway International Airport
best- 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
3h 32mBus
cheapest- Take the bus from Pittsburgh Intermodal Station to Chicago Bus Stationbus Greyhound US0164
11h 30m$78–142Bus to Pittsburgh International Airport, fly to Chicago O'Hare International Airport, subway
- 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
- Take the subway from Clark/Lake to Midwaysubway
5h 9mTrain (Amtrak)
- Take the train from Pittsburgh Amtrak Station to Chicago Union Stationtrain Floridian
10h 27m$157–322Train to Cleveland-Hopkins International Airport, fly to Chicago Midway International Airport
- Take the train from Pittsburgh Amtrak Station to Cleveland Amtraktrain
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)plane CLE - MDW
6h 1m$107–474Bus via 95th (Flixbus)
- Take the bus from Pittsburgh Intermodal Station to Chicagobus FlixBus N2640
12h 6m$91–148Airport Transfer
- Take the rideshare from Pittsburgh to Chicago Midway-MDW460.2 mi
7h 38mDrive 460.2 mi
- Drive from Pittsburgh to Chicago Midway Airport (MDW)car 460.2 mi
7h 38m$84–122
Pittsburgh to Chicago Midway Airport (MDW) by train, bus, and subway (Amtrak)
Questions & Answers
The cheapest way to get from Pittsburgh to Chicago Midway Airport (MDW) is to bus which costs $75 - $150 and takes 11h 30m.
The fastest way to get from Pittsburgh to Chicago Midway Airport (MDW) is to train and fly which takes 6h 1m and costs $100 - $480.
No, there is no direct bus from Pittsburgh station to Chicago Midway Airport (MDW) station. However, there are services departing from Pittsburgh Intermodal Station and arriving at Midway Orange Line Station via Harrison & Jefferson and Cicero & 24th Place. The journey, including transfers, takes approximately 11h 30m.
No, there is no direct train from Pittsburgh station to Chicago Midway Airport (MDW). However, there are services departing from Pittsburgh Amtrak Station and arriving at Midway via Adams/Wabash. The journey, including transfers, takes approximately 10h 27m.
The distance between Pittsburgh and Chicago Midway Airport (MDW) is 427 miles. The road distance is 462.9 miles.
The best way to get from Pittsburgh to Chicago Midway Airport (MDW) without a car is to train which takes 10h 27m and costs $150 - $330.
It takes approximately 3h 32m to get from Pittsburgh to Chicago Midway Airport (MDW), including transfers.
Pittsburgh to Chicago Midway Airport (MDW) bus services, operated by Greyhound USA, depart from Pittsburgh Intermodal Station.
Pittsburgh to Chicago Midway Airport (MDW) train services, operated by Amtrak, depart from Pittsburgh Amtrak Station.
The best way to get from Pittsburgh to Chicago Midway Airport (MDW) is to train which takes 10h 27m and costs $150 - $330. Alternatively, you can bus, which costs $75 - $150 and takes 11h 30m.
What companies run services between Pittsburgh, PA, USA and Chicago Midway Airport (MDW), USA?
Amtrak operates a train from Pittsburgh Amtrak Station to Chicago Union Station once daily. Tickets cost $150–320 and the journey takes 9h 46m. Alternatively, Greyhound USA operates a bus from Pittsburgh Intermodal Station to Chicago Bus Station 4 times a day. Tickets cost $70–140 and the journey takes 10h 5m. Flixbus USA also services this route 3 times a day.
- Website
- southwest.com
Flights from Pittsburgh International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $60–360
Flights from Pittsburgh International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 40m
- When
- Saturday
- Estimated price
- $90–450
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $60–380
- Website
- united.com
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $50–310
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $65–360
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $75–380
- Website
- aircanada.com
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $50–310
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $65–360
- Website
- aa.com
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 54m
- When
- Every day
- Estimated price
- $50–310
- Website
- delta.com
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 56m
- When
- Every day
- Estimated price
- $50–320
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 15m
- When
- Every day
- Estimated price
- $60–380
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from Clark/Lake to Midway
- Ave. Duration
- 27 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Pittsburgh Amtrak Station to Chicago Union Station
- Ave. Duration
- 9h 46m
- Frequency
- Once daily
- Estimated price
- $150–320
- Website
- Amtrak
Train from Pittsburgh Amtrak Station to Cleveland Amtrak
- Ave. Duration
- 2h 54m
- Frequency
- Once daily
- Estimated price
- $40–95
- Website
- Amtrak
- Phone
- +1 412-442-2000
- Website
- Pittsburgh Regional Transit
Bus from Seventh Ave + Smithfield St to Pittsburgh International Airport
- Ave. Duration
- 43 min
- Frequency
- Every 30 minutes
- Website
- Pittsburgh Regional Transit
Bus from Seventh Ave + Smithfield St to Pittsburgh International Airport
- Ave. Duration
- 43 min
- Frequency
- Every 30 minutes
- Website
- Pittsburgh Regional Transit
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Pittsburgh Intermodal Station to Chicago Bus Station
- Ave. Duration
- 10h 5m
- Frequency
- 4 times a day
- Estimated price
- $70–140
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Pittsburgh Intermodal Station to Chicago Bus Station
- Ave. Duration
- 11h 25m
- Frequency
- 3 times a day
- Estimated price
- $75–130
- Schedules at
- Flixbus USA
Bus from Pittsburgh Intermodal Station to Chicago
- Ave. Duration
- 10h 55m
- Frequency
- Twice daily
- Estimated price
- $85–140
- Schedules at
- Flixbus USA
- Website
- https://www.mozio.com
Rideshare from Pittsburgh to Chicago Midway-MDW
- Ave. Duration
- 7h 38m
- Frequency
- On demand
Want to know more about travelling around United States
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More Questions & Answers
Pittsburgh to Chicago Midway Airport (MDW) bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Chicago Midway Airport (MDW) is 1h behind Pittsburgh. It is currently 7:50 AM in Pittsburgh and 6:50 AM in Chicago Midway Airport (MDW).
Pittsburgh to Chicago Midway Airport (MDW) train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Pittsburgh to Chicago Midway Airport (MDW) is 463 miles. It takes approximately 7h 38m to drive from Pittsburgh to Chicago Midway Airport (MDW).
There are 1082+ hotels available in Chicago Midway Airport (MDW).
Check out Blablacar's carpooling service for rideshare options between Pittsburgh and Chicago Midway Airport (MDW). A great option if you don't have a driver's licence or want to avoid public transport.











