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

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There are 10 ways to get from Toronto to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), car, shuttle, or bus (Flixbus, Amtrak)

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)plane plane YYZ - ORD
    5h 14m
    $337–1,112

  2. Bus via Toronto Pearson Airport

    cheapest
    1. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus FlixBus 2701 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    15h 3m
    $82–157

  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
    11h 57m
    $153–405

  4. Drive 508.8 mi

    1. Drive from Toronto to Chicagocar car 508.8 mi
    8h 37m
    $117–169

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

    1. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    5h 17m
    $174–1,307

  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
    5h 8m
    $144–437

  7. 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 20m
    $197–562

  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 43m
    $247–502

  9. 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
    15h 26m
    $137–212

  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
    16h 58m
    $202–532

Toronto to Chicago by subway, train, and car

Calendar21Weekly Services
Duration11h 57mAverage Duration
Ticket$153Cheapest Price
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Questions & Answers

Map of how to get from Toronto to Chicago.ExpandLaunch map view
  • Distance: 465.3 mi
  • Duration: 5h 14m

What companies run services between Toronto, ON, 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 subway from Cedarvale Station - Southbound Platform to Chicago Union Station via Union Station - Northbound Platform Towards Finch, Toronto Union Station, Windsor, and Detroit in around 11h 57m.

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Want to know more about travelling around United States

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