There are 9 ways to get from Pittsburgh to Winnetka by bus, plane, 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.
Bus to Pittsburgh International Airport, fly to Chicago O'Hare International Airport, line 423 bus
best- 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 bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus
5h 58mBus to Morgantown Municipal Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Pittsburgh Greyhound to Westover Terminalbus
- Fly from Morgantown Municipal Airport (MGW) to Chicago O'Hare International Airport (ORD)plane MGW - ORD
8h 30m$48–299Train (Amtrak)
- Take the train from Pittsburgh Amtrak Station to Chicago Union Stationtrain Floridian
10h 53m$68–137Bus
- Take the bus from Pittsburgh Intermodal Station to Chicago Bus Stationbus Greyhound US0164
12h 47m$65–158Drive 477.9 mi
- Drive from Pittsburgh to Winnetkacar 477.9 mi
8h 4m$88–126Bus to Pittsburgh International Airport, fly to Chicago Midway International Airport, train
- 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
- Take the train from Chicago OTC to Winnetkatrain
5h 47mTrain to Johnstown-Cambria County Airport, fly to Chicago O'Hare International Airport
- Take the train from Pittsburgh Amtrak Station to Johnstown Amtrak Stationtrain
- Fly from Johnstown-Cambria County Airport (JST) to Chicago O'Hare International Airport (ORD)plane JST - ORD
6h 48m$77–318Bus to Akron, fly to Chicago O'Hare International Airport
- Take the bus from Pittsburgh Intermodal Station to Robert K Pfaff Transit Center - Akronbus
- Fly from Akron (CAK) to Chicago O'Hare International Airport (ORD)plane CAK - ORD
8h 38m$70–320Bus via Auburn Gresham (Flixbus)
- Take the bus from Pittsburgh Intermodal Station to Chicagobus FlixBus N2640
13h 3m$66–110
Pittsburgh to Winnetka by train and foot (Amtrak)
Questions & Answers
The cheapest way to get from Pittsburgh to Winnetka is to train which costs $65 - $140 and takes 10h 53m.
The fastest way to get from Pittsburgh to Winnetka is to train and fly which takes 6h 48m and costs $75 - $320.
No, there is no direct bus from Pittsburgh station to Winnetka. However, there are services departing from Pittsburgh Intermodal Station and arriving at Green Bay Rd & Pine St via Jefferson & Harrison, Michigan & Chestnut and Howard CTA Station. The journey, including transfers, takes approximately 12h 47m.
No, there is no direct train from Pittsburgh station to Winnetka. However, there are services departing from Pittsburgh Amtrak Station and arriving at Winnetka via Chicago OTC. The journey, including transfers, takes approximately 10h 53m.
The distance between Pittsburgh and Winnetka is 458 miles. The road distance is 480.7 miles.
The best way to get from Pittsburgh to Winnetka without a car is to train which takes 10h 53m and costs $65 - $140.
It takes approximately 5h 58m to get from Pittsburgh to Winnetka, including transfers.
Pittsburgh to Winnetka bus services, operated by Greyhound USA, depart from Pittsburgh Intermodal Station.
Pittsburgh to Winnetka train services, operated by Amtrak, depart from Pittsburgh Amtrak Station.
The best way to get from Pittsburgh to Winnetka is to train which takes 10h 53m and costs $65 - $140. Alternatively, you can bus, which costs $65 - $160 and takes 12h 47m.
What companies run services between Pittsburgh, PA, USA and Winnetka, IL, USA?
Amtrak operates a train from Pittsburgh Amtrak Station to Chicago Union Station once daily. Tickets cost $60–140 and the journey takes 9h 46m. Alternatively, Greyhound USA operates a bus from Pittsburgh Intermodal Station to Chicago Bus Station twice daily. Tickets cost $55–150 and the journey takes 10h 20m. Flixbus USA also services this route once daily.
- Website
- united.com
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $45–300
Flights from Johnstown-Cambria County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 11m
- When
- Every day
- Estimated price
- $40–270
Flights from Morgantown Municipal Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $40–260
Flights from Morgantown Municipal Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $55–300
Flights from Akron to Chicago O'Hare International Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $35–250
- Website
- aa.com
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $45–300
Flights from Akron to Chicago O'Hare International Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $35–250
- Website
- southwest.com
Flights from Pittsburgh International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $65–420
- Website
- delta.com
Flights from Pittsburgh International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 45m
- When
- Saturday
- Estimated price
- $45–300
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Pittsburgh Amtrak Station to Chicago Union Station
- Ave. Duration
- 9h 46m
- Frequency
- Once daily
- Estimated price
- $60–140
- Website
- https://www.amtrak.com/home.html
Train from Pittsburgh Amtrak Station to Johnstown Amtrak Station
- Ave. Duration
- 1h 32m
- Frequency
- Once daily
- Estimated price
- $19–22
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 312-322-6777
- Website
- metra.com
Train from Chicago OTC to Winnetka
- Ave. Duration
- 38 min
- Frequency
- Hourly
- Estimated price
- $4–5
- Website
- https://metra.com
- Adult
- $4–5
- Phone
- +1 412-442-2000
- Website
- rideprt.org
Bus from Seventh Ave + Smithfield St to Pittsburgh International Airport
- Ave. Duration
- 49 min
- Frequency
- Hourly
- Website
- https://www.rideprt.org
- Phone
- +1(847) 364-7223
- Passenger.Services@PaceBus.com
- Website
- pacebus.com
Bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch St
- Ave. Duration
- 50 min
- Frequency
- Hourly
- Estimated price
- $2–3
- Schedules at
- pacebus.com
- Adult
- $2–3
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Pittsburgh Intermodal Station to Chicago Bus Station
- Ave. Duration
- 10h 20m
- Frequency
- Twice daily
- Estimated price
- $55–150
- Website
- https://www.greyhound.com/
Bus from Pittsburgh Intermodal Station to Robert K Pfaff Transit Center - Akron
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $30–65
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Pittsburgh Intermodal Station to Chicago Bus Station
- Ave. Duration
- 11h 25m
- Frequency
- Once daily
- Estimated price
- $55–110
- Schedules at
- flixbus.com
Bus from Pittsburgh Intermodal Station to Chicago
- Ave. Duration
- 10h 55m
- Frequency
- Once daily
- Estimated price
- $60–110
- Schedules at
- flixbus.com
- Adult
- $60–110
- Phone
- +1 304-291-7433
- Website
- busride.org
Bus from Pittsburgh Greyhound to Westover Terminal
- Ave. Duration
- 2h
- Frequency
- Twice daily
- Estimated price
- $3–30
- Website
- https://www.busride.org
Want to know more about travelling around United States
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More Questions & Answers
Pittsburgh to Winnetka bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Winnetka is 1h behind Pittsburgh. It is currently 11:49 AM in Pittsburgh and 10:49 AM in Winnetka.
Pittsburgh to Winnetka train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Pittsburgh to Winnetka is 481 miles. It takes approximately 8h 4m to drive from Pittsburgh to Winnetka.
There are 212+ hotels available in Winnetka.








