Rome2Rio

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

Find Transport to Chicago

See all options

There are 11 ways to get from Hamilton to Chicago by bus, plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, 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 59m
    $400–1,015

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

    cheapest
    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 52m
    $79–318

  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
    $205–448

  4. Bus

    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 13m
    $82–138

  5. Drive  471.8 mi

    1. Drive from Hamilton to Chicagocar car 471.8 mi
    7h 56m
    $108–156

  6. 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 31m
    $210–1,416

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

    1. Take the train from West Harbour GO to Niagara Falls GOtrain train
    2. Take the bus from Niagara Falls to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    7h 30m
    $185–421

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

    1. Take the train from West Harbour GO to Niagara Falls GOtrain train
    2. Take the bus from Niagara Falls to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    7h 55m
    $195–351

  9. Train to Rochester, fly to Chicago Midway International Airport

    1. Take the train from Aldershot to Rochestertrain train
    2. Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane plane ROC - MDW
    9h 14m
    $150–764

  10. 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

  11. 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
    $315–615

Hamilton to Chicago by bus and foot

Calendar5Weekly Services
Duration15h 13mAverage Duration
Ticket$82Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Hamilton to Chicago.ExpandLaunch map view
  • Distance: 495.1 mi
  • Duration: 5h 59m

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 13m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Booking & Getting There