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How to get fromChicago to Caledon Villageby plane, train, bus, train (Amtrak), car, or bus (Greyhound, Flixbus)

Find Transport to Caledon Village

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There are 11 ways to get from Chicago to Caledon Village by plane, train, bus, train (Amtrak), car, or bus (Greyhound, Flixbus)

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 Chicago O'Hare International Airport to Toronto Pearson International Airport, train, line 37 bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)plane plane ORD - YYZ
    2. Take the train from Weston GO to Brampton Innovation District GOtrain train
    3. Take the bus from Brampton Bus Terminal to Hurontario St. @ Charleston Side Rd.bus bus
    7h 32m
    $520–1,429

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

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Toronto Pearson International Airport (YYZ)plane plane MDW - YYZ
    9h 13m
    $110–579

  3. Train via Detroit

    1. Take the train from Chicago Union Station to Detroittrain train Wolverine
    2. Take the train from Windsor to Toronto Union Stationtrain train VIA Rail
    13h 40m
    $313–655

  4. Bus, train

    1. Take the bus from Chicago Union Station to Detroitbus bus
    2. Take the bus from Detroit Bus Station to Kitchenerbus bus
    3. Take the train from Kitchener GO to Brampton Innovation District GOtrain train Ki
    15h 38m

  5. Drive  791.8 km

    1. Drive from Chicago to Caledon Villagecar car 791.8 km
    8h 36m
    $159–229

  6. Fly Chicago O'Hare International Airport to Toronto Island Airport, train, line 37 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane plane ORD - YTZ
    2. Take the train from Union Station GO to Brampton Innovation District GOtrain train
    3. Take the bus from Brampton Bus Terminal to Hurontario St. @ Charleston Side Rd.bus bus
    7h 44m
    $297–2,025

  7. Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane plane ORD - BUF
    2. Take the bus from Buffalo to Mississaugabus bus
    10h 9m
    $293–535

  8. Fly Chicago Midway International Airport to Buffalo Niagara International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane plane MDW - BUF
    2. Take the bus from Buffalo to Mississaugabus bus
    9h 51m
    $273–555

  9. Fly Chicago Midway International Airport to Rochester, train

    1. Fly from Chicago Midway International Airport (MDW) to Rochester (ROC)plane plane MDW - ROC
    2. Take the train from Rochester to Toronto Union Stationtrain train
    12h 39m
    $338–1,727

  10. Bus

    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus Greyhound US0160
    2. Take the bus from Detroit Bus Station to Mississaugabus bus FlixBus N2706
    15h 45m
    $124–193

  11. Train

    1. Take the train from Chicago Union Station to Buffalo Depew Stationtrain train Lake Shore Limited
    2. Take the train from Buffalo to Toronto Union Stationtrain train VIA Rail
    18h 33m
    $462–885

Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ) flights

Calendar110Weekly Planes
Duration1h 48mAverage Duration
Ticket$59Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Caledon Village.ExpandLaunch map view
  • Distance: 789.9 km
  • Duration: 7h 32m

What companies run services between Chicago, IL, USA and Caledon Village, ON, Canada?

You can take a train from Chicago Union Station to Hurontario St. @ Charleston Side Rd. via Detroit, Windsor, Union Station GO, Brampton Innovation District GO, and Brampton Bus Terminal in around 13h 40m. Alternatively, Delta, Southwest Airlines, and two other airlines fly from Chicago Midway International Airport (MDW) to Toronto Pearson International Airport (YYZ) every 4 hours.

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