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How to get fromCanada to Chicagoby plane, train (Amtrak), bus (Flixbus, Greyhound) or car

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There are 11 ways to get from Canada to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), or car

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

    best
    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)planeYYZ - ORD
    5h 7m
    $176–449

  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
    13h 55m
    $73–192

  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
    10h 38m
    $83–229

  4. Drive 513.4 mi

    1. Drive from Toronto to Chicagocar513.4 mi
    8h 32m
    $118–170

  5. Fly Toronto Island Airport to Chicago Midway International Airport

    1. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)planeYTZ - MDW
    4h 51m
    $124–447

  6. Fly Toronto Island Airport to Chicago O'Hare International Airport

    1. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)planeYTZ - ORD
    5h 2m
    $184–477

  7. Fly Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport

    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD)planeYWG - ORD
    5h 57m
    $174–707

  8. Fly Montréal–Pierre Elliott Trudeau International Airport to Chicago O'Hare International Airport

    1. Fly from Montréal–Pierre Elliott Trudeau International Airport (YUL) to Chicago O'Hare International Airport (ORD)planeYUL - ORD
    6h 4m
    $205–658

  9. Fly Ottawa Macdonald-Cartier International Airport to Chicago O'Hare International Airport

    1. Fly from Ottawa Macdonald-Cartier International Airport (YOW) to Chicago O'Hare International Airport (ORD)planeYOW - ORD
    6h 15m
    $225–558

  10. Bus via London

    1. Take the bus from Toronto, ON to London, ONbus
    2. Take the bus from London to Detroit Bus Stationbus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus
    14h 40m
    $74–206

  11. 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
    15h 39m
    $89–285

Canada to Chicago by train and car

Calendar21Weekly Services
Duration10h 38mAverage Duration
Ticket$83Cheapest Price
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Questions & Answers

What companies run services between Canada and Chicago, IL, USA?

American Airlines, Air Canada, and United Airlines fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a train from Toronto Union Station to Chicago Union Station via Windsor and Detroit in around 10h 38m.

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Need to know: Greyhound

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