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

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There are 9 ways to get from Pittsburgh to Winnetka by 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.

  1. Fly Pittsburgh International Airport to Chicago O'Hare International Airport, line 423 bus

    best
    1. Fly from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD)plane plane PIT - ORD
    2. Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus bus
    6h
    $114–371

  2. Bus to Morgantown Municipal Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Pittsburgh Greyhound to Westover Terminalbus bus
    2. Fly from Morgantown Municipal Airport (MGW) to Chicago O'Hare International Airport (ORD)plane plane MGW - ORD
    8h 13m
    $48–289

  3. Train (Amtrak)

    1. Take the train from Pittsburgh Amtrak Station to Chicago Union Stationtrain train Floridian
    10h 59m
    $71–119

  4. Bus

    1. Take the bus from Pittsburgh Intermodal Station to Chicago Bus Stationbus bus Greyhound US0164
    12h 27m
    $63–133

  5. Drive 477.9 mi

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

  6. Bus to Pittsburgh International Airport, fly to Chicago Midway 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 Midway International Airport (MDW)plane plane PIT - MDW
    3. Take the train from Chicago OTC to Winnetkatrain train
    5h 47m

  7. 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 34m
    $77–307

  8. Bus to Akron, fly to Chicago O'Hare International Airport

    1. Take the bus from Pittsburgh Intermodal Station to Robert K Pfaff Transit Center - Akronbus bus
    2. Fly from Akron (CAK) to Chicago O'Hare International Airport (ORD)plane plane CAK - ORD
    8h 30m
    $70–300

  9. Bus via Auburn Gresham (Flixbus)

    1. Take the bus from Pittsburgh Intermodal Station to Chicagobus bus FlixBus N2640
    13h 3m
    $66–110

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

Calendar7Weekly Services
Duration10h 59mAverage Duration
Ticket$71Cheapest Price
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Questions & Answers

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 $60–120 and the journey takes 9h 46m. Alternatively, Greyhound USA operates a bus from Pittsburgh Intermodal Station to Chicago Bus Station twice daily. Tickets cost $55–130 and the journey takes 10h 5m. Flixbus USA also services this route once daily.

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