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

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There are 9 ways to get from Toronto to Winnetka by plane, bus, train (Amtrak), bus (Flixbus, Greyhound), car, train, or shuttle

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 Toronto Pearson International Airport to Chicago O'Hare International Airport, line 423 bus

    best
    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)planeYYZ - ORD
    2. Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus
    6h 15m
    $173–428

  2. Bus

    cheapest
    1. Take the bus from Toronto to Detroit Bus StationbusFlixBus 2701 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus StationbusGreyhound US0160
    15h 6m
    $78–215

  3. Train via Detroit

    1. Take the train from Toronto Union Station to WindsortrainVIA Rail
    2. Take the train from Detroit to Chicago Union StationtrainWolverine
    11h 46m
    $85–234

  4. Drive 531.3 mi

    1. Drive from Toronto to Winnetkacar531.3 mi
    9h
    $122–176

  5. Fly Toronto Island Airport to Chicago Midway International Airport, train

    1. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)planeYTZ - MDW
    2. Take the train from Chicago OTC to Winnetkatrain
    6h 9m
    $126–443

  6. Fly Toronto Island Airport to Chicago O'Hare International Airport, line 423 bus

    1. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)planeYTZ - ORD
    2. Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus
    6h 9m
    $196–480

  7. Shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)planeBUF - ORD
    7h 49m
    $171–557

  8. Shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)planeBUF - MDW
    7h 40m
    $191–720

  9. Train

    1. Take the train from Toronto Union Station to BuffalotrainVIA Rail
    2. Take the train from Buffalo Depew Station to Chicago Union StationtrainLake Shore Limited
    16h 46m
    $91–291

Toronto to Winnetka by train, car, and foot

Calendar21Weekly Services
Duration11h 46mAverage Duration
Ticket$85Cheapest Price
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Questions & Answers

What companies run services between Toronto, ON, Canada and Winnetka, IL, USA?

You can take a train from Toronto Union Station to Winnetka via Windsor, Detroit, Chicago Union Station, and Chicago OTC in around 11h 46m. Alternatively, you can take a bus from Toronto to Winnetka via Detroit Bus Station, Chicago Bus Station, Jefferson & Harrison, Canal & Madison, and Chicago OTC in around 15h 6m.

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