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How to get fromChicago to Caledonby plane, train, bus, train (Amtrak), bus (Amtrak, Flixbus), car, subway, or shuttle

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There are 11 ways to get from Chicago to Caledon by plane, train, bus, train (Amtrak), bus (Amtrak, Flixbus), car, subway, 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 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 Main St. N. @ Church St. E. to Hurontario St. @ Charleston Side Rd.bus bus
    7h 37m
    $480–1,531

  2. Train, bus

    cheapest
    1. Take the train from Van Buren St. to Gary Metro Centertrain train Ssl
    2. Take the bus from Gary Bus Station to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Mississaugabus bus
    17h 55m
    $131–229

  3. 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 Bramptontrain train VIA Rail
    13h 41m
    $209–564

  4. Bus

    1. Take the bus from Chicago Union Station to Dearbornbus bus Amtrak Thruway Connecting Service
    2. Take the bus from Detroit Bus Station to Mississaugabus bus FlixBus N2706
    15h 20m
    $201–293

  5. Drive 799.1 km

    1. Drive from Chicago to Caledoncar car 799.1 km
    8h 41m
    $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 Main St. N. @ Church St. E. to Hurontario St. @ Charleston Side Rd.bus bus
    7h 43m
    $249–1,828

  7. Subway to Chicago Midway International Airport, fly to Toronto Island Airport, train, line 37 bus

    1. Take the subway from Adams/Wabash to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)plane plane MDW - YTZ
    3. Take the train from Union Station GO to Brampton Innovation District GOtrain train
    4. Take the bus from Main St. N. @ Church St. E. to Hurontario St. @ Charleston Side Rd.bus bus
    7h 32m
    $219–628

  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 31m
    $359–787

  9. 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 57m
    $349–607

  10. 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
    9h 11m
    $670–1,331

  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 37m
    $299–744

Chicago to Caledon by train, car, and bus

Calendar7Weekly Services
Duration13h 41mAverage Duration
Ticket$209Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Caledon.ExpandLaunch map view
  • Distance: 789.8 km
  • Duration: 7h 37m

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

You can take a train from Chicago Union Station to Hurontario St. @ Travelled Rd. via Port Huron Station, Sarnia, Brampton, and Main St. N. @ Church St. E. in around 13h 41m. Alternatively, you can take a bus from Chicago Union Station to Hurontario St. @ Charleston Side Rd. via Dearborn Transit Center, Cass & Michigan, Rosa Parks Transit Center - Bay 10, Lafayette & Fifth, Detroit Bus Station, Mississauga, City Centre Transit Terminal - Platform L, Theatre Lane - Zum Main Station Stop NB, and Main St. N. @ Church St. E. in around 15h 20m.

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