There are 7 ways to get from Chicago to Squirrel Hill by subway, plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, train, or bus (Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Subway to Chicago Midway International Airport, fly to Pittsburgh International Airport, bus
best- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Pittsburgh International Airport (PIT)plane MDW - PIT
- Take the bus from Pittsburgh International Airport to Liberty Ave + Fifth Avebus
- Take the bus from Market Square Prtx Station to Forbes Ave + Shady Avebus
5hBus
cheapest- Take the bus from Chicago Bus Station to Pittsburgh Intermodal Stationbus Greyhound US0164
11h 56m$77–149Train (Amtrak)
- Take the train from Chicago Union Station to Pittsburgh Amtrak Stationtrain Floridian
10h 6m$150–320Drive 464.3 mi
- Drive from Chicago to Squirrel Hillcar 464.3 mi
7h 45m$85–123Fly Chicago O'Hare International Airport to Pittsburgh International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Pittsburgh International Airport (PIT)plane ORD - PIT
- Take the bus from Pittsburgh International Airport to Liberty Ave + Fifth Avebus
- Take the bus from Market Square Prtx Station to Forbes Ave + Shady Avebus
5h 26mFly Chicago O'Hare International Airport to Johnstown-Cambria County Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Johnstown-Cambria County Airport (JST)plane ORD - JST
- Take the train from Johnstown Amtrak Station to Pittsburgh Amtrak Stationtrain
7h 22m$102–403Bus via Chicago (Flixbus)
- Take the bus from Chicago to Pittsburgh Intermodal Stationbus FlixBus N2640
12h 40m$82–145
Chicago to Squirrel Hill by train and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Squirrel Hill is to bus which costs $75 - $150 and takes 11h 56m.
The fastest way to get from Chicago to Squirrel Hill is to fly and train which takes 7h 22m and costs $100 - $410.
No, there is no direct bus from Chicago station to Squirrel Hill. However, there are services departing from Chicago Bus Station and arriving at Forbes Ave + Shady Ave via East Busway - near Amtrak/Greyhound and Wood Street Prtx Station. The journey, including transfers, takes approximately 11h 56m.
No, there is no direct train from Chicago station to Squirrel Hill station. However, there are services departing from Chicago Union Station and arriving at Pittsburgh Amtrak Station via . The journey, including transfers, takes approximately 10h 6m.
The distance between Chicago and Squirrel Hill is 443 miles. The road distance is 467 miles.
The best way to get from Chicago to Squirrel Hill without a car is to train which takes 10h 6m and costs $150 - $320.
It takes approximately 5h to get from Chicago to Squirrel Hill, including transfers.
Chicago to Squirrel Hill bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Squirrel Hill train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Squirrel Hill is to train which takes 10h 6m and costs $150 - $320. Alternatively, you can bus, which costs $75 - $150 and takes 11h 56m.
What companies run services between Chicago, IL, USA and Squirrel Hill, Allegheny County, PA, USA?
Amtrak operates a train from Chicago Union Station to Pittsburgh Amtrak Station once daily. Tickets cost $150–320 and the journey takes 9h 25m. Alternatively, Greyhound USA operates a bus from Chicago Bus Station to Pittsburgh Intermodal Station twice daily. Tickets cost $75–150 and the journey takes 10h 25m. Flixbus USA also services this route once daily.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Pittsburgh International Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $75–460
- Website
- united.com
Flights from Chicago O'Hare International Airport to Pittsburgh International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $60–360
Flights from Chicago O'Hare International Airport to Johnstown-Cambria County Airport
- Ave. Duration
- 1h 54m
- When
- Every day
- Estimated price
- $60–330
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Pittsburgh International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $60–360
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Pittsburgh International Airport via Detroit
- Ave. Duration
- 3h 28m
- When
- Every day
- Estimated price
- $60–370
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $2–5
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Pittsburgh Amtrak Station
- Ave. Duration
- 9h 25m
- Frequency
- Once daily
- Estimated price
- $150–320
- Website
- https://www.amtrak.com/home.html
Train from Johnstown Amtrak Station to Pittsburgh Amtrak Station
- Ave. Duration
- 1h 51m
- Frequency
- Once daily
- Estimated price
- $25–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 412-442-2000
- Website
- rideprt.org
Bus from Pittsburgh International Airport to Liberty Ave + Fifth Ave
- Ave. Duration
- 40 min
- Frequency
- Every 30 minutes
- Website
- https://www.rideprt.org
Bus from Market Square Prtx Station to Forbes Ave + Shady Ave
- Ave. Duration
- 31 min
- Frequency
- Every 15 minutes
- Website
- https://www.rideprt.org
Bus from Pittsburgh International Airport to Liberty Ave + Fifth Ave
- Ave. Duration
- 40 min
- Frequency
- Every 30 minutes
- Website
- https://www.rideprt.org
Bus from Market Square Prtx Station to Forbes Ave + Shady Ave
- Ave. Duration
- 31 min
- Frequency
- Every 15 minutes
- Website
- https://www.rideprt.org
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Pittsburgh Intermodal Station
- Ave. Duration
- 10h 25m
- Frequency
- Twice daily
- Estimated price
- $75–150
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Pittsburgh Intermodal Station
- Ave. Duration
- 11h
- Frequency
- Once daily
- Estimated price
- $75–130
- Schedules at
- flixbus.com
Bus from Chicago to Pittsburgh Intermodal Station
- Ave. Duration
- 10h 35m
- Frequency
- 6 times a week
- Estimated price
- $80–140
- Schedules at
- flixbus.com
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More Questions & Answers
Chicago to Squirrel Hill bus services, operated by Greyhound USA, arrive at Pittsburgh Intermodal Station.
Squirrel Hill is 1h ahead of Chicago. It is currently 5:02 PM in Chicago and 6:02 PM in Squirrel Hill.
Chicago to Squirrel Hill train services, operated by Amtrak, arrive at Pittsburgh Amtrak Station.
Yes, the driving distance between Chicago to Squirrel Hill is 467 miles. It takes approximately 7h 45m to drive from Chicago to Squirrel Hill.
There are 648+ hotels available in Squirrel Hill.











