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

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There are 11 ways to get from Chicago to Caledon Village by plane, bus, train (Amtrak), train, car, shuttle, 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, 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 bus from Brampton Bus Terminal to Hurontario St. @ Charleston Side Rd.bus bus
    7h 26m
    $520–1,527

  2. Bus

    cheapest
    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 44m
    $116–211

  3. Train

    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 42m
    $203–556

  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
    $180–269

  5. Drive  791.7 km

    1. Drive from Chicago to Caledon Villagecar car 791.7 km
    8h 48m
    $158–229

  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 41m
    $280–2,028

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane plane ORD - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    8h 50m
    $380–607

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

    1. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane plane MDW - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    8h 28m
    $360–627

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

    1. Fly from Chicago Midway International Airport (MDW) to Toronto Pearson International Airport (YYZ)plane plane MDW - YYZ
    8h 57m
    $670–1,427

  10. Train via Sarnia

    1. Take the train from Chicago Union Station to Port Huron Stationtrain train Blue Water
    2. Take the train from Sarnia to Georgetowntrain train VIA Rail
    14h 44m
    $188–543

  11. Train #2

    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 34m
    $253–695

Chicago to Caledon Village by train, car, and bus

Calendar21Weekly Services
Duration13h 42mAverage Duration
Ticket$203Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Caledon Village.ExpandLaunch map view
  • Distance: 775.1 km
  • Duration: 7h 26m

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 42m. Alternatively, Delta, Southwest Airlines, and Air Canada fly from Chicago Midway International Airport (MDW) to Toronto Pearson International Airport (YYZ) 3 times a day.

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