There are 7 ways to get from Chicago to Squirrel Hill by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, subway, 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.
Fly Chicago O'Hare International Airport to Pittsburgh International Airport, bus
best- 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 18mBus
cheapest- Take the bus from Chicago Bus Station to Pittsburgh Intermodal Stationbus Greyhound US0164
12h 3m$78–134Train (Amtrak)
- Take the train from Chicago Union Station to Pittsburgh Amtrak Stationtrain Floridian
10h 13m$260–410Drive 464.7 mi
- Drive from Chicago to Squirrel Hillcar 464.7 mi
7h 44m$80–115Subway to Chicago Midway International Airport, fly to Pittsburgh International Airport, bus
- 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
4h 59mFly 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 16m$102–378Bus via Chicago (Flixbus)
- Take the bus from Chicago to Pittsburgh Intermodal Stationbus FlixBus N2640
12h 47m$88–135
Chicago to Squirrel Hill by train and bus (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago to Squirrel Hill is to drive which costs $75 - $120 and takes 7h 44m.
The fastest way to get from Chicago to Squirrel Hill is to fly and train which takes 7h 16m and costs $100 - $380.
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 and Steel Plaza Prtx Station. The journey, including transfers, takes approximately 12h 3m.
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 13m.
The distance between Chicago and Squirrel Hill is 461 miles. The road distance is 467.4 miles.
The best way to get from Chicago to Squirrel Hill without a car is to train which takes 10h 13m and costs $260 - $410.
It takes approximately 5h 18m 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 13m and costs $260 - $410. Alternatively, you can bus, which costs $75 - $140 and takes 12h 3m.
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 $260–410 and the journey takes 9h 25m. Alternatively, Greyhound USA operates a bus from Chicago Bus Station to Pittsburgh Intermodal Station twice daily. Tickets cost $85–130 and the journey takes 10h 25m. Flixbus USA also services this route once daily.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Pittsburgh International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago O'Hare International Airport to Johnstown-Cambria County Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $45–290
Flights from Chicago O'Hare International Airport to Johnstown-Cambria County Airport via Washington Dulles
- Ave. Duration
- 4h 4m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $55–320
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Pittsburgh International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $60–370
- Website
- southwest.com
Flights from Chicago Midway International Airport to Pittsburgh International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $100–650
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Pittsburgh International Airport via Detroit
- Ave. Duration
- 3h 32m
- When
- Every day
- Estimated price
- $60–370
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Pittsburgh Amtrak Station
- Ave. Duration
- 9h 25m
- Frequency
- Once daily
- Estimated price
- $260–410
- Website
- Amtrak
Train from Johnstown Amtrak Station to Pittsburgh Amtrak Station
- Ave. Duration
- 1h 51m
- Frequency
- Once daily
- Estimated price
- $40–65
- Website
- Amtrak
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
- Phone
- +1 412-442-2000
- Website
- Pittsburgh Regional Transit
Bus from Pittsburgh International Airport to Liberty Ave + Fifth Ave
- Ave. Duration
- 39 min
- Frequency
- Every 30 minutes
- Website
- Pittsburgh Regional Transit
Bus from Market Square Prtx Station to Forbes Ave + Shady Ave
- Ave. Duration
- 31 min
- Frequency
- Every 15 minutes
- Website
- Pittsburgh Regional Transit
Bus from Pittsburgh International Airport to Liberty Ave + Fifth Ave
- Ave. Duration
- 39 min
- Frequency
- Every 30 minutes
- Website
- Pittsburgh Regional Transit
Bus from Market Square Prtx Station to Forbes Ave + Shady Ave
- Ave. Duration
- 31 min
- Frequency
- Every 15 minutes
- Website
- Pittsburgh Regional Transit
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Pittsburgh Intermodal Station
- Ave. Duration
- 10h 25m
- Frequency
- Twice daily
- Estimated price
- $85–130
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Pittsburgh Intermodal Station
- Ave. Duration
- 11h
- Frequency
- Once daily
- Estimated price
- $75–120
- Schedules at
- Flixbus USA
Bus from Chicago to Pittsburgh Intermodal Station
- Ave. Duration
- 10h 35m
- Frequency
- 6 times a week
- Estimated price
- $85–130
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
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 8:51 PM in Chicago and 9:51 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 44m to drive from Chicago to Squirrel Hill.
There are 724+ hotels available in Squirrel Hill.