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How to get fromToronto to Chicago Loopby 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 Loop 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 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
    $202–1,316

  2. Fly Toronto Pearson International Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 14m
    $43–249

  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
    $210–447

  4. Bus

    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
    14h 7m
    $87–141

  5. Drive  511.2 mi

    1. Drive from Toronto to Chicago Loopcar car 511.2 mi
    8h 38m
    $98–142

  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
    7h 12m
    $61–354

  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
    8h 4m
    $204–371

  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
    8h 17m
    $194–361

  9. 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

  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
    15h 51m
    $321–619

Toronto to Chicago Loop by bus

Calendar25Weekly Buses
Duration14h 7mAverage Duration
Ticket$87Cheapest Price
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Comparing Your Travel Options

Map of how to get from Toronto to Chicago Loop.ExpandLaunch map view
  • Distance: 463.4 mi
  • Duration: 4h 50m

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

Porter Airlines and Air Canada fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD) 3 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.

Airlines
Train operators
Bus operators

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.

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