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How to get fromPittsburgh to Winnetkaby bus, plane, train, train (Amtrak), bus (Greyhound, Flixbus), car, or bus (Flixbus)

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There are 7 ways to get from Pittsburgh to Winnetka by bus, plane, train, train (Amtrak), bus (Greyhound, Flixbus), car, 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.

  1. Bus to Pittsburgh International Airport, fly to Chicago Midway International Airport, train

    best
    1. Take the bus from Seventh Ave + Smithfield St to Pittsburgh International Airportbus bus
    2. Fly from Pittsburgh International Airport (PIT) to Chicago Midway International Airport (MDW)plane plane PIT - MDW
    3. Take the train from Chicago OTC to Winnetkatrain train
    5h 31m

  2. Bus

    cheapest
    1. Take the bus from Pittsburgh Intermodal Station to Chicago Bus Stationbus bus Greyhound US0164
    12h 22m
    $78–143

  3. Train (Amtrak)

    1. Take the train from Pittsburgh Amtrak Station to Chicago Union Stationtrain train Floridian
    10h 59m
    $164–318

  4. Drive 477.9 mi

    1. Drive from Pittsburgh to Winnetkacar car 477.9 mi
    8h 4m
    $88–126

  5. Bus to Pittsburgh International Airport, fly to Chicago O'Hare International Airport, train

    1. Take the bus from Seventh Ave + Smithfield St to Pittsburgh International Airportbus bus
    2. Fly from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD)plane plane PIT - ORD
    3. Take the train from Clybourn to Winnetkatrain train
    5h 52m

  6. Train to Johnstown-Cambria County Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Pittsburgh Amtrak Station to Johnstown Amtrak Stationtrain train
    2. Fly from Johnstown-Cambria County Airport (JST) to Chicago O'Hare International Airport (ORD)plane plane JST - ORD
    6h 39m
    $90–358

  7. Bus via Auburn Gresham (Flixbus)

    1. Take the bus from Pittsburgh Intermodal Station to Chicagobus bus FlixBus N2640
    12h 58m
    $86–142

Pittsburgh to Winnetka by train, foot, and bus (Amtrak)

Calendar7Weekly Services
Duration10h 59mAverage Duration
Ticket$164Cheapest Price
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Questions & Answers

Map of how to get from Pittsburgh to Winnetka.ExpandLaunch map view
  • Distance: 453.6 mi
  • Duration: 5h 31m

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 $150–310 and the journey takes 9h 46m. Alternatively, Greyhound USA operates a bus from Pittsburgh Intermodal Station to Chicago Bus Station twice daily. Tickets cost $70–140 and the journey takes 10h 5m. Flixbus USA also services this route once daily.

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