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

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There are 10 ways to get from Hamilton to Chicago by bus, 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. Bus to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from King St. W. @ Summers Ln. to Pearson International Airport Terminal 1bus bus
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 57m
    $380–1,115

  2. Bus

    cheapest
    1. Take the bus from Hamilton GO Centre Bus to Square Onebus bus 40 / ...
    2. Take the bus from Mississauga to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    15h 11m
    $72–133

  3. Train via Detroit

    1. Take the train from Aldershot to Windsortrain train VIA Rail
    2. Take the train from Detroit to Chicago Union Stationtrain train Wolverine
    11h 9m
    $130–378

  4. Drive 475 mi

    1. Drive from Hamilton to Chicagocar car 475 mi
    7h 55m
    $109–157

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

    1. Take the train from West Harbour 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 19m
    $181–1,416

  6. Bus, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the bus from King St. W. @ Summers Ln. to Pearson International Airport Terminal 1bus bus
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    7h 3m
    $260–445

  7. Drive to Erie International Airport, fly to Chicago O'Hare International Airport

    1. Drive from Hamilton to Erie-Airport-ERIcar car
    2. Fly from Erie International Airport (ERI) to Chicago O'Hare International Airport (ORD)plane plane ERI - ORD
    5h 47m
    $84–338

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

    1. Take the bus from King St. W. @ Summers Ln. to Pearson International Airport Terminal 1bus bus
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    7h 31m
    $270–435

  9. Bus via Kitchener

    1. Take the bus from Hamilton GO Centre Bus to Victoria St. N. @ Bingemans Centre Dr.bus bus 17
    2. Take the bus from Kitchener to Detroit Bus Stationbus bus
    3. Take the bus from Dearborn to Chicago Union Stationbus bus
    16h 5m
    $122–183

  10. Train

    1. Take the train from Aldershot to Buffalotrain train VIA Rail
    2. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train Lake Shore Limited
    16h 30m
    $165–475

Hamilton to Chicago by train and car

Calendar21Weekly Services
Duration11h 9mAverage Duration
Ticket$130Cheapest Price
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Questions & Answers

Map of how to get from Hamilton to Chicago.ExpandLaunch map view
  • Distance: 495.1 mi
  • Duration: 5h 57m

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

You can take a train from West Harbour GO to Chicago Union Station via Aldershot GO, Aldershot, Windsor, and Detroit in around 11h 9m. Alternatively, you can take a bus from Hamilton GO Centre Bus to Chicago Bus Station via Square One, Mississauga, and Detroit Bus Station in around 15h 11m.

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