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How to get fromWhitchurch-Stouffville to Chicagoby taxi, plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, shuttle, or bus (Flixbus, Amtrak)

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There are 10 ways to get from Whitchurch-Stouffville to Chicago by taxi, plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, shuttle, or bus (Flixbus, Amtrak)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Taxi to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the taxi from Whitchurch-Stouffville to Richmond Hill Centretaxi taxi
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 39m
    $384–1,167

  2. Bus

    cheapest
    1. Take the bus from Main St. @ Baker Hill Blvd. to Union Station Bus Terminalbus bus 71
    2. Take the bus from Toronto to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    15h 58m
    $108–188

  3. Train via Detroit

    1. Take the train from Aurora GO to Union Station GOtrain train Br
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    12h 48m
    $186–446

  4. Drive 532.6 mi

    1. Drive from Whitchurch-Stouffville to Chicagocar car 532.6 mi
    9h 1m
    $122–177

  5. Train to Toronto Island Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Aurora GO to Union Station GOtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    6h 7m
    $207–1,348

  6. Train to Toronto Island Airport, fly to Chicago Midway International Airport

    1. Take the train from Aurora GO to Union Station GOtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    5h 59m
    $177–478

  7. Shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    6h 45m
    $244–617

  8. Shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    7h 8m
    $294–557

  9. Bus via Detroit

    1. Take the bus from Main St. @ Baker Hill Blvd. to Union Station Bus Terminalbus bus 71
    2. Take the bus from Toronto to Detroit Bus Stationbus bus
    3. Take the bus from Detroit to Chicago Union Stationbus bus
    16h 11m
    $158–238

  10. Train

    1. Take the train from Stouffville GO to Union Station GOtrain train St
    2. Take the train from Toronto Union Station to Buffalotrain train
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    17h 57m
    $227–564

Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) flights

Calendar123Weekly Planes
Duration2h 2mAverage Duration
Ticket$41Cheapest Price
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Questions & Answers

Map of how to get from Whitchurch-Stouffville to Chicago.ExpandLaunch map view
  • Distance: 490.8 mi
  • Duration: 5h 39m

What companies run services between Whitchurch-Stouffville, ON, Canada and Chicago, IL, USA?

You can take a vehicle from Whitchurch-Stouffville to Chicago Union Station via Aurora GO, Toronto Union Station, Windsor, and Detroit in around 12h 48m. Alternatively, you can take a vehicle from Whitchurch-Stouffville to Chicago Bus Station via Main St. @ Baker Hill Blvd., Union Station Bus Terminal, Toronto, and Detroit Bus Station in around 15h 58m.

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