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

Find Transport to Chicago

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There are 10 ways to get from Waterloo to Chicago by train (Amtrak), bus (Flixbus, Greyhound), car, train, plane, bus (Flixbus, Amtrak), bus, 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

    best
    1. Take the train from Kitchener to Sarniatrain train VIA Rail
    2. Take the train from Port Huron Station to Chicago Union Stationtrain train Blue Water
    11h 12m
    $202–443

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

    cheapest
    1. Take the train from Kitchener GO to Bramalea GOtrain train
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    6h 43m
    $52–267

  3. Bus

    1. Take the bus from Kitchener to Detroit Bus Stationbus bus FlixBus N2710
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    12h 25m
    $77–127

  4. Drive  446.5 mi

    1. Drive from Waterloo to Chicagocar car 446.5 mi
    7h 56m
    $92–133

  5. Bus via Dearborn

    1. Take the bus from Kitchener to Detroit Bus Stationbus bus FlixBus N2710
    2. Take the bus from Dearborn to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    12h 43m

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

    1. Take the train from Kitchener GO to Union Station GOtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    7h
    $212–1,330

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

    1. Take the bus from Wilfrid Laurier University to Winston Churchill Transitway Stationbus bus
    2. Take the bus from Mississauga to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    9h 7m
    $211–385

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

    1. Take the bus from Wilfrid Laurier University to Winston Churchill Transitway Stationbus bus
    2. Take the bus from Mississauga to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    9h 27m
    $201–375

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

    1. Drive from Waterloo to Erie-Airport-ERIcar car
    2. Fly from Erie International Airport (ERI) to Chicago O'Hare International Airport (ORD)plane plane ERI - ORD
    6h 49m
    $84–336

  10. Bus, shuttle to Detroit, fly to Chicago Midway International Airport

    1. Take the bus from Kitchener to Londonbus bus
    2. Take a shuttle bus from Days Inn by Wyndham London to Detroit Airportshuttle bus
    3. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane plane DTW - MDW
    8h 39m
    $127–615

Waterloo to Chicago by train and car

Calendar7Weekly Services
Duration11h 12mAverage Duration
Ticket$202Cheapest Price
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Comparing Your Travel Options

Map of how to get from Waterloo to Chicago.ExpandLaunch map view
  • Distance: 442.3 mi
  • Duration: 11h 12m

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

You can take a train from Kitchener to Chicago Union Station via Sarnia and Port Huron Station in around 11h 12m. Alternatively, you can take a bus from Kitchener to Chicago Bus Station via Detroit Bus Station in around 12h 25m.

Airlines
Train operators
Bus operators

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