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

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There are 11 ways to get from Ontario to Chicago by car, plane, train (Amtrak), bus (Flixbus, Greyhound), 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. Drive to Detroit, fly to Chicago Midway International Airport

    best
    1. Drive from Windsor to Michigan & Casscar car
    2. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane plane DTW - MDW
    3h 56m
    $135–468

  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
    $78–131

  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
    $210–448

  4. Drive  510.3 mi

    1. Drive from Toronto to Chicagocar car 510.3 mi
    8h 37m
    $117–169

  5. Fly Detroit to Chicago O'Hare International Airport

    1. Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane plane DTW - ORD
    4h 17m
    $135–658

  6. 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 10m
    $398–982

  7. 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 2m
    $202–1,405

  8. Fly Detroit to South Bend, train

    1. Fly from Detroit (DTW) to South Bend (SBN)plane plane DTW - SBN
    2. Take the train from South Bend Airport to Van Buren St.train train
    5h 49m
    $92–620

  9. Fly Ottawa Macdonald-Cartier International Airport to Chicago O'Hare International Airport

    1. Fly from Ottawa Macdonald-Cartier International Airport (YOW) to Chicago O'Hare International Airport (ORD)plane plane YOW - ORD
    5h 53m
    $275–1,108

  10. Bus via Dearborn

    1. Take the bus from Toronto to Detroit Bus Stationbus bus FlixBus 2701 / ...
    2. Take the bus from Dearborn to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    14h 13m

  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
    $321–619

Ontario to Chicago by bus

Calendar25Weekly Buses
Duration13h 55mAverage Duration
Ticket$78Cheapest Price
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Comparing Your Travel Options

Map of how to get from Ontario to Chicago.ExpandLaunch map view
  • Distance: 263.6 mi
  • Duration: 3h 56m

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

You can take a train from Toronto Union Station to Chicago Union Station via Windsor and Detroit in around 10h 38m. Alternatively, you can take a bus from Toronto to Chicago Bus Station via Detroit Bus Station in around 13h 55m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

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Need to know: Greyhound

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