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How to get fromChicago Station (CTA Logan Square branch) to Pickeringby plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, subway or train

Find Transport to Pickering

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There are 9 ways to get from Chicago Station (CTA Logan Square branch) to Pickering by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, subway, or train

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 4m
    $251–683
  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
    17h 4m
    $107–267
  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
    14h 3m
    $133–385
  4. Drive 861.7 km

    1. Drive from Chicago Station (CTA Logan Square branch) to Pickeringcar861.7 km
    9h
    $173–249
  5. 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 25m
    $390–1,679
  6. 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 30m
    $351–1,483
  7. Line 9 bus, subway to Chicago Midway International Airport, fly to Toronto Island Airport, train, line 112 bus

    1. Take the bus from Ashland & Chicago to Ashland Orange Line Stationbus
    2. Take the subway from Ashland-Orange to Midwaysubway
    3. Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)planeMDW - YTZ
    4. Take the train from Toronto Union Station to Pickering GOtrain
    5. Take the bus from Pickering Parkway Terminal Platform B12 to Peter Matthews Southbound @ Alexander Knoxbus
    6h 57m
    $182–694
  8. 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 51m
    $273–698
  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
    19h 12m
    $124–392

Chicago Station (CTA Logan Square branch) to Pickering by foot, subway, train, car, and bus

Calendar21Weekly Services
Duration14h 3mAverage Duration
Ticket$133Cheapest Price
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Questions & Answers

What companies run services between Chicago Station (CTA Logan Square branch), IL, USA and Pickering, ON, Canada?

You can take a vehicle from Chicago Station (CTA Logan Square branch) to Peter Matthews Southbound @ Alexander Knox via Division, Clinton-Blue, Chicago Union Station, Detroit, Windsor, Toronto Union Station, Pickering GO, and Pickering Parkway Terminal Platform B12 in around 14h 3m. Alternatively, you can take a vehicle from Chicago Station (CTA Logan Square branch) to Brock Rd. @ Hwy. 407 Park & Ride via Division, Clinton-Blue, Chicago Bus Station, Detroit Bus Station, and Richmond Hill Centre in around 17h 4m.

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