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

Find Transport to Chicago Loop

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There are 9 ways to get from Toronto to Chicago Loop 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 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)planeYYZ - ORD
    5h 4m
    $171–425

  2. Bus

    cheapest
    1. Take the bus from Toronto to Detroit Bus StationbusFlixBus 2701 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus StationbusGreyhound US0160
    14h 9m
    $75–209

  3. Train via Detroit

    1. Take the train from Toronto Union Station to WindsortrainVIA Rail
    2. Take the train from Detroit to Chicago Union StationtrainWolverine
    10h 38m
    $83–228

  4. Drive 514.2 mi

    1. Drive from Toronto to Chicago Loopcar514.2 mi
    8h 33m
    $118–170

  5. Fly Toronto Island Airport to Chicago Midway International Airport

    1. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)planeYTZ - MDW
    4h 55m
    $124–437

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

    1. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)planeYTZ - ORD
    4h 59m
    $194–477

  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
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)planeBUF - MDW
    6h 25m
    $189–713

  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
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)planeBUF - ORD
    6h 38m
    $169–553

  9. Train

    1. Take the train from Toronto Union Station to BuffalotrainVIA Rail
    2. Take the train from Buffalo Depew Station to Chicago Union StationtrainLake Shore Limited
    15h 39m
    $89–285

Toronto to Chicago Loop by train and car

Calendar21Weekly Services
Duration10h 38mAverage Duration
Ticket$83Cheapest Price
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Questions & Answers

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

American Airlines, Air Canada, and two other airlines fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) hourly. 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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