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How to get fromToronto to Chicagoby plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, 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, bus, 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 24m
    $47–262

  2. 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 58m
    $208–454

  3. Bus

    1. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus FlixBus N2706 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    14h 50m
    $84–144

  4. Drive  505.6 mi

    1. Drive from Toronto to Chicagocar car 505.6 mi
    8h 31m
    $104–151

  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 31m
    $204–1,318

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

    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane plane YYZ - MDW
    6h 45m
    $62–362

  7. Bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Toronto to Buffalobus bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    9h 21m
    $206–374

  8. Bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Toronto to Buffalobus bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    9h 41m
    $196–364

  9. Bus via Kitchener

    1. Take the bus from Hwy 407 Bus Terminal to Kitchener GO Busbus bus 30 / ...
    2. Take the bus from Kitchener to Detroit Bus Stationbus bus
    3. Take the bus from Dearborn to Chicago Union Stationbus bus
    16h 14m

  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
    17h 11m
    $312–622

Toronto to Chicago by subway, train, and car

Calendar21Weekly Services
Duration11h 58mAverage Duration
Ticket$208Cheapest Price
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Comparing Your Travel Options

Map of how to get from Toronto to Chicago.ExpandLaunch map view
  • Distance: 465.2 mi
  • Duration: 5h 24m

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 58m.

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Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

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