Rome2Rio

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

Find Transport to Winnetka

See all options

There are 8 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.

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

    best
    1. Take the bus from Seventh Ave + Smithfield St to Pittsburgh International Airportbus
    2. Fly from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD)planePIT - ORD
    3. Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus
    5h 43m

  2. Bus via Auburn Gresham (Flixbus)

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

  3. Train (Amtrak)

    1. Take the train from Pittsburgh Amtrak Station to Chicago Union StationtrainFloridian
    10h 53m
    $88–202

  4. Bus

    1. Take the bus from Pittsburgh Intermodal Station to Chicago Bus StationbusGreyhound US0164
    12h 47m
    $67–161

  5. Drive 477.9 mi

    1. Drive from Pittsburgh to Winnetkacar477.9 mi
    7h 58m
    $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
    2. Fly from Pittsburgh International Airport (PIT) to Chicago Midway International Airport (MDW)planePIT - MDW
    3. Take the train from Chicago OTC to Winnetkatrain
    5h 34m

  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
    2. Fly from Johnstown-Cambria County Airport (JST) to Chicago O'Hare International Airport (ORD)planeJST - ORD
    6h 48m
    $82–317

  8. Train to Cleveland-Hopkins International Airport, fly to Chicago Midway International Airport

    1. Take the train from Pittsburgh Amtrak Station to Cleveland Amtraktrain
    2. Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)planeCLE - MDW
    8h 6m
    $106–511

Pittsburgh to Winnetka by train and foot (Amtrak)

Calendar7Weekly Services
Duration10h 53mAverage Duration
Ticket$88Cheapest Price
See schedules

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 $85–200 and the journey takes 9h 46m. Alternatively, Greyhound USA operates a bus from Pittsburgh Intermodal Station to Chicago Bus Station twice daily. Tickets cost $55–160 and the journey takes 10h 20m. Flixbus USA also services this route once daily.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers

Trips from Pittsburgh

Trips to Winnetka

Popular routes