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

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

    best
    1. Take the train from Port Hope to Toronto Union Stationtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    6h 29m
    $240–1,702

  2. Bus

    cheapest
    1. Take the bus from Harvey's, Highway 401/28 to Toronto Airport - Departures Levelbus bus
    2. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    16h 31m
    $114–223

  3. Train via Detroit

    1. Take the train from Port Hope to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    13h 10m
    $174–580

  4. Drive  572.4 mi

    1. Drive from Port Hope to Chicagocar car 572.4 mi
    9h 49m
    $131–190

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

    1. Take the train from Port Hope to Toronto Union Stationtrain train
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    6h 49m
    $430–1,202

  6. Train, bus, bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the train from Port Hope to Toronto Union Stationtrain train
    2. Take the bus from Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floor to Bus Terminalbus bus
    3. Take the bus from Niagara Falls USA to Buffalo Niagara International Airportbus bus
    4. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    9h 19m
    $221–575

  7. Drive, car ferry, drive to Rochester, fly to Chicago Midway International Airport

    1. Drive from Port Hope to Mainlandcar car
    2. Take the carferry from Mainland to Billy Bishop Airport Ferry Terminalcarferry car ferry
    3. Drive from Billy Bishop Airport Ferry Terminal to Rochester (ROC)car car
    4. Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane plane ROC - MDW
    8h 6m
    $132–563

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

    1. Take the train from Port Hope to Toronto Union Stationtrain train
    2. Take the bus from Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floor to Bus Terminalbus bus
    3. Take the bus from Niagara Falls USA to Buffalo Niagara International Airportbus bus
    4. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    9h 36m
    $231–565

  9. Bus via Dearborn

    1. Take the bus from Harvey's, Highway 401/28 to Toronto Airport - Departures Levelbus bus
    2. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus
    3. Take the bus from Dearborn to Chicago Union Stationbus bus
    16h 50m
    $146–260

  10. Train

    1. Take the train from Port Hope to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Buffalotrain train
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    18h 10m
    $208–677

Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD) flights

Calendar48Weekly Planes
Duration2h 43mAverage Duration
Ticket$44Cheapest Price
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Questions & Answers

Map of how to get from Port Hope to Chicago.ExpandLaunch map view
  • Distance: 539.9 mi
  • Duration: 6h 29m

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 Harvey's, Highway 401/28, Toronto Airport - Departures Level, Toronto Pearson Airport, and Detroit Bus Station in around 16h 31m.

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