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

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There are 10 ways to get from Ajax to Chicago by train, plane, train (Amtrak), bus (Flixbus, Greyhound), car, 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. Train to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Ajax GO to Toronto Union Stationtrain
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)planeYYZ - ORD
    6h 3m
    $168–463

  2. Bus

    cheapest
    1. Take the bus from Toronto to Detroit Bus StationbusFlixBus 2701 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus StationbusGreyhound US0160
    15h 39m
    $76–157

  3. Train via Detroit

    1. Take the train from Toronto Union Station to WindsortrainVIA Rail
    2. Take the train from Detroit to Chicago Union StationtrainWolverine
    12h 28m
    $87–236

  4. Drive 534.8 mi

    1. Drive from Ajax to Chicagocar534.8 mi
    8h 56m
    $123–177

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

    1. Take the train from Ajax GO to Toronto Union Stationtrain
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)planeYTZ - MDW
    5h 58m
    $121–467

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

    1. Take the train from Ajax GO to Toronto Union Stationtrain
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)planeYTZ - ORD
    6h 9m
    $191–487

  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
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)planeBUF - MDW
    7h 20m
    $193–723

  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
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)planeBUF - ORD
    7h 39m
    $168–533

  9. Bus via London

    1. Take the bus from Toronto, ON to London, ONbus
    2. Take the bus from London to Detroit Bus Stationbus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus
    16h 30m
    $81–181

  10. Train

    1. Take the train from Toronto Union Station to BuffalotrainVIA Rail
    2. Take the train from Buffalo Depew Station to Chicago Union StationtrainLake Shore Limited
    17h 29m
    $109–283

Ajax to Chicago by train and car

Calendar21Weekly Services
Duration12h 28mAverage Duration
Ticket$87Cheapest Price
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Questions & Answers

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

You can take a train from Ajax GO to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 12h 28m. Alternatively, you can take a bus from Ajax GO Bus to Chicago Bus Station via Union Station Bus Terminal, Toronto, and Detroit Bus Station in around 15h 39m.

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