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

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There are 8 ways to get from Port Hope 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 Port Hope to Toronto Union Stationtrain
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)planeYYZ - ORD
    6h 48m
    $222–573

  2. Bus

    cheapest
    1. Take the bus from Port Hope, ON to Pearson International Airport Terminal 1bus
    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 31m
    $110–279

  3. Train via Detroit

    1. Take the train from Port Hope to Toronto Union Stationtrain
    2. Take the train from Toronto Union Station to Windsortrain
    3. Take the train from Detroit to Chicago Union Stationtrain
    13h 10m
    $131–351

  4. Drive 572.4 mi

    1. Drive from Port Hope to Chicagocar572.4 mi
    9h 45m
    $131–190

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

    1. Take the train from Port Hope to Toronto Union Stationtrain
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)planeYTZ - MDW
    6h 28m
    $175–566

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

    1. Take the train from Port Hope to Toronto Union Stationtrain
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)planeYTZ - ORD
    6h 39m
    $235–596

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

    1. Take the train from Port Hope 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 2m
    $242–843

  8. Train

    1. Take the train from Port Hope to Toronto Union Stationtrain
    2. Take the train from Toronto Union Station to Buffalotrain
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain
    18h 10m
    $138–403

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

Calendar123Weekly Planes
Duration2h 3mAverage Duration
Ticket$41Cheapest Price
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Questions & Answers

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

You can take a vehicle from Port Hope to Chicago Union Station via Port Hope, Toronto Union Station, Windsor, and Detroit in around 13h 10m. Alternatively, you can take a vehicle from Port Hope to Chicago Bus Station via Port Hope, ON, Pearson International Airport Terminal 1, Toronto Pearson Airport, and Detroit Bus Station in around 16h 31m.

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Need to know: Greyhound

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