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

Find Transport to Chicago

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There are 10 ways to get from Canada to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), car, 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 Island Airport to Chicago O'Hare International Airport

    best
    1. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    4h 52m
    $212–605

  2. Bus

    cheapest
    1. Take the bus from Toronto to Detroit Bus Stationbus bus FlixBus 2701 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    13h 55m
    $67–144

  3. Train via Detroit

    1. Take the train from Toronto Union Station to Windsortrain train VIA Rail
    2. Take the train from Detroit to Chicago Union Stationtrain train Wolverine
    10h 38m
    $113–269

  4. Drive 513.5 mi

    1. Drive from Toronto to Chicagocar car 513.5 mi
    8h 37m
    $118–170

  5. Fly Toronto Pearson International Airport to Chicago O'Hare International Airport

    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 11m
    $186–460

  6. Fly Toronto Island Airport to Chicago Midway International Airport

    1. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    4h 41m
    $102–555

  7. 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)plane plane YOW - ORD
    6h 5m
    $265–508

  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 bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    6h 19m
    $196–771

  9. 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)plane plane YUL - ORD
    6h 6m
    $255–608

  10. Train

    1. Take the train from Toronto Union Station to Buffalotrain train VIA Rail
    2. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train Lake Shore Limited
    15h 39m
    $164–405

Canada to Chicago by train and car

Calendar21Weekly Services
Duration10h 38mAverage Duration
Ticket$113Cheapest Price
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Questions & Answers

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

Porter Airlines, Air Canada, and United Airlines fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD) 3 times a day. 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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