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

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

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 50m
    $172–1,305

  2. Bus, train

    cheapest
    1. Take the bus from Toronto to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Gary Bus Stationbus bus
    3. Take the train from Gary to Van Buren St.train train Ssl
    14h 13m
    $78–144

  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
    $151–389

  4. Bus

    1. Take the bus from Toronto to Detroit Bus Stationbus bus FlixBus 2701 / ...
    2. Take the bus from Detroit to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    13h 59m
    $133–202

  5. Drive 513.5 mi

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

  6. 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 8m
    $335–1,031

  7. 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
    $132–435

  8. 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
    5h 50m
    $305–1,208

  9. 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)plane plane YWG - ORD
    5h 46m
    $204–857

  10. 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
    5h 56m
    $195–1,108

  11. 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
    $201–510

Canada to Chicago by train and car

Calendar21Weekly Services
Duration10h 38mAverage Duration
Ticket$151Cheapest Price
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Questions & Answers

Map of how to get from Canada to Chicago.ExpandLaunch map view
  • Distance: 465.7 mi
  • Duration: 4h 50m

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

Porter Airlines and Air Canada 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.

Airlines
Train operators
Bus operators

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