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

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There are 10 ways to get from Chicago to Pickering by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, train, or bus (Amtrak, 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, 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 Hwy 407 Bus Terminal to Brock Rd. @ Hwy. 407 Park & Ridebus bus
    6h 8m
    $516–1,424

  2. Bus

    cheapest
    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Mississaugabus bus
    3. Take the bus from Square One to Brock Rd. @ Hwy. 407 Park & Ridebus bus 56
    15h 14m
    $125–195

  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
    12h 18m
    $305–645

  4. Drive  850.5 km

    1. Drive from Chicago to Pickeringcar car 850.5 km
    8h 54m
    $170–245

  5. Fly Chicago O'Hare International Airport to Toronto Island Airport, train, line 112 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 Pickering GOtrain train
    3. Take the bus from Pickering Parkway Terminal Platform B12 to Peter Matthews Southbound @ Alexander Knoxbus bus
    6h 33m

  6. 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 Torontobus bus
    9h 32m
    $281–537

  7. 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 Torontobus bus
    9h 14m
    $261–547

  8. Fly Chicago O'Hare International Airport to Rochester, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Rochester (ROC)plane plane ORD - ROC
    2. Take the train from Rochester to Toronto Union Stationtrain train
    11h 47m
    $252–1,219

  9. Bus via Kitchener

    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 bus from Kitchener GO Bus to Bramalea GO Busbus bus 30
    4. Take the bus from Bramalea GO Bus to Brock Rd. @ Hwy. 407 Park & Ridebus bus 56
    15h 31m

  10. 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
    17h 22m
    $453–873

Chicago to Pickering by bus and foot

Calendar5Weekly Services
Duration15h 14mAverage Duration
Ticket$125Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Pickering.ExpandLaunch map view
  • Distance: 798.3 km
  • Duration: 6h 8m

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

You can take a train from Chicago Union Station to Whites Northbound @ Grosbeak via Detroit, Windsor, Union Station GO, Pickering GO, and Pickering Parkway Terminal Platform B12 in around 12h 18m. Alternatively, you can take a bus from Chicago Bus Station to Brock Rd. @ Hwy. 407 Park & Ride via Detroit Bus Station, Mississauga, and Square One in around 15h 14m.

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