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

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There are 9 ways to get from Chicago to Pickering by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, subway, train, 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, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)planeORD - YYZ
    2. Take the bus from Hwy 407 Bus Terminal to Brock Rd. @ Hwy. 407 Park & Ridebus
    6h 21m
    $247–626

  2. Bus

    cheapest
    1. Take the bus from Chicago Bus Station to Detroit Bus StationbusGreyhound US0160
    2. Take the bus from Detroit Bus Station to Richmond Hill CentrebusFlixBus N2706
    15h 50m
    $101–287

  3. Train via Detroit

    1. Take the train from Chicago Union Station to DetroittrainWolverine
    2. Take the train from Windsor to Toronto Union StationtrainVIA Rail
    12h 33m
    $135–356

  4. Drive 857.1 km

    1. Drive from Chicago to Pickeringcar857.1 km
    8h 57m
    $167–242

  5. Subway to Chicago Midway International Airport, fly to Toronto Island Airport, train, line 112 bus

    1. Take the subway from Roosevelt to Midwaysubway
    2. Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)planeMDW - YTZ
    3. Take the train from Toronto Union Station to Pickering GOtrain
    4. Take the bus from Pickering Parkway Terminal Platform B12 to Peter Matthews Southbound @ Alexander Knoxbus
    6h 27m
    $179–626

  6. Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle, bus

    1. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)planeMDW - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle
    3. Take the bus from Hwy 407 Bus Terminal to Brock Rd. @ Hwy. 407 Park & Ridebus
    7h 21m
    $387–1,686

  7. 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)planeORD - YTZ
    2. Take the train from Toronto Union Station to Pickering GOtrain
    3. Take the bus from Pickering Parkway Terminal Platform B12 to Peter Matthews Southbound @ Alexander Knoxbus
    6h 42m
    $269–676

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)planeORD - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle
    3. Take the bus from Hwy 407 Bus Terminal to Brock Rd. @ Hwy. 407 Park & Ridebus
    7h 50m
    $337–1,386

  9. Train

    1. Take the train from Chicago Union Station to Buffalo Depew StationtrainLake Shore Limited
    2. Take the train from Buffalo to Toronto Union StationtrainVIA Rail
    17h 24m
    $119–413

Chicago to Pickering by train, car, and bus

Calendar21Weekly Services
Duration12h 33mAverage Duration
Ticket$135Cheapest Price
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Questions & Answers

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

You can take a train from Chicago Union Station to Peter Matthews Southbound @ Alexander Knox via Detroit, Windsor, Toronto Union Station, Pickering GO, and Pickering Parkway Terminal Platform B12 in around 12h 33m. Alternatively, you can take a bus from Chicago Bus Station to Brock Rd. @ Hwy. 407 Park & Ride via Detroit Bus Station and Richmond Hill Centre in around 15h 50m.

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