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How to get fromAlliston to Chicagoby train, plane, train (Amtrak), bus (Flixbus, Greyhound), car, shuttle or bus

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There are 11 ways to get from Alliston to Chicago by train, plane, train (Amtrak), bus (Flixbus, Greyhound), car, shuttle, or bus

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

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

    best
    1. Take the train from Bradford GO to Toronto Union Stationtrain
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)planeYYZ - ORD
    7h 6m
    $242–539

  2. Drive 502.6 mi

    cheapest
    1. Drive from Alliston to Chicagocar502.6 mi
    9h 33m
    $115–167

  3. Train via Detroit

    1. Take the train from Bradford GO to Toronto Union StationtrainBr
    2. Take the train from Toronto Union Station to Windsortrain
    3. Take the train from Detroit to Chicago Union Stationtrain
    13h 28m
    $151–317

  4. Bus

    1. Take the bus from Barrie to Toronto Pearson Airportbus
    2. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus
    16h 17m
    $157–362

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

    1. Take the train from Bradford GO to Toronto Union Stationtrain
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)planeYTZ - MDW
    6h 47m
    $195–532

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

    1. Take the train from Bradford GO to Toronto Union Stationtrain
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)planeYYZ - MDW
    9h
    $412–939

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

    1. Take the train from Bradford GO to Toronto Union Stationtrain
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)planeYTZ - ORD
    6h 57m
    $255–562

  8. Train, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the train from Bradford GO to Toronto Union Stationtrain
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)planeBUF - MDW
    8h 20m
    $262–809

  9. Train, shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Bradford GO to Toronto Union Stationtrain
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)planeBUF - ORD
    8h 40m
    $237–659

  10. Train, bus

    1. Take the train from Bradford GO to Toronto Union StationtrainBr
    2. Take the bus from Toronto, ON to London, ONbus
    3. Take the bus from London to Detroit Bus Stationbus
    4. Take the bus from Detroit Bus Station to Chicago Bus Stationbus
    17h 29m
    $144–294

  11. Train

    1. Take the train from Bradford GO to Toronto Union StationtrainBr
    2. Take the train from Toronto Union Station to Buffalotrain
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain
    18h 28m
    $158–384

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

Calendar111Weekly Planes
Duration2h 2mAverage Duration
Ticket$41Cheapest Price
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Questions & Answers

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

You can take a vehicle from Alliston to Chicago Union Station via Bradford GO, Toronto Union Station, Windsor, and Detroit in around 13h 28m. Alternatively, you can take a vehicle from Alliston to Chicago Bus Station via Barrie, Toronto Pearson Airport, and Detroit Bus Station in around 16h 17m.

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Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

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