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

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There are 10 ways to get from Chicago to Pickering by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, train, shuttle, or subway

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 21m
    $257–676

  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 Richmond Hill Centrebus bus FlixBus N2706
    15h 50m
    $100–264

  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 33m
    $129–352

  4. Drive 857.1 km

    1. Drive from Chicago to Pickeringcar car 857.1 km
    9h
    $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 Toronto Union Station to Pickering GOtrain train
    3. Take the bus from Pickering Parkway Terminal Platform B12 to Peter Matthews Southbound @ Alexander Knoxbus bus
    6h 42m
    $279–676

  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)plane plane MDW - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the bus from Hwy 407 Bus Terminal to Brock Rd. @ Hwy. 407 Park & Ridebus bus
    7h 21m
    $397–1,786

  7. 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)plane plane ORD - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the bus from Hwy 407 Bus Terminal to Brock Rd. @ Hwy. 407 Park & Ridebus bus
    7h 51m
    $337–1,386

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

    1. Take the subway from Roosevelt 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 Toronto Union Station to Pickering GOtrain train
    4. Take the bus from Pickering Parkway Terminal Platform B12 to Peter Matthews Southbound @ Alexander Knoxbus bus
    6h 27m
    $179–626

  9. Fly Chicago O'Hare International Airport to Erie International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Erie International Airport (ERI)plane plane ORD - ERI
    2. Drive from Erie-Airport-ERI to Pickeringcar car
    7h 17m
    $143–567

  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 24m
    $123–413

Chicago to Pickering by train, car, and bus

Calendar21Weekly Services
Duration12h 33mAverage Duration
Ticket$129Cheapest 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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