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

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There are 10 ways to get from Toronto, ON 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
    3h 13m
    $194–461

  2. Fly Toronto Pearson International Airport to Chicago Midway International Airport

    cheapest
    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane plane YYZ - MDW
    6h 36m
    $57–344

  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
    $78–189

  4. Bus

    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
    14h 7m
    $67–140

  5. Drive 512.9 mi

    1. Drive from Toronto, ON to Chicagocar car 512.9 mi
    8h 35m
    $118–170

  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
    3h 3m
    $116–454

  7. 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 7m
    $183–462

  8. 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 bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    6h 47m
    $176–611

  9. Bus via London

    1. Take the bus from Toronto, ON to London, ONbus bus
    2. Take the bus from London to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    14h 25m
    $69–158

  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
    $84–286

Toronto, ON to Chicago by train and car

Calendar21Weekly Services
Duration10h 38mAverage Duration
Ticket$78Cheapest Price
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Questions & Answers

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

Air Canada and United Airlines fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD) once daily. 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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