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

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There are 11 ways to get from Downtown Toronto to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), car, shuttle, train, 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 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

    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
    $84–148

  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
    $151–401

  4. Drive 513.2 mi

    1. Drive from Downtown Toronto to Chicagocar car 513.2 mi
    8h 36m
    $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 8m
    $335–1,054

  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
    $142–425

  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 14m
    $254–548

  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 37m
    $244–418

  9. Train to Rochester, fly to Chicago Midway International Airport

    1. Take the train from Toronto Union Station to Rochestertrain train
    2. Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane plane ROC - MDW
    8h 33m
    $144–642

  10. Bus via Detroit

    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
    14h 7m
    $134–203

  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
    $201–522

Downtown Toronto 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 Downtown Toronto to Chicago.ExpandLaunch map view
  • Distance: 465.7 mi
  • Duration: 4h 50m

What companies run services between Downtown Toronto, ON, 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) 5 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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