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

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There are 11 ways to get from Waterdown to Chicago by car, plane, train (Amtrak), train, bus, shuttle, or bus (Flixbus, Greyhound)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

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

    best
    1. Drive from Waterdown to Erie-Airport-ERIcar car
    2. Fly from Erie International Airport (ERI) to Chicago O'Hare International Airport (ORD)plane plane ERI - ORD
    5h 34m
    $80–320

  2. 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 14m
    $144–396

  3. Train, bus

    1. Take the train from Aldershot to Londontrain train
    2. Take the bus from London to Detroit Bus Stationbus bus
    3. Take the bus from Detroit to Chicago Union Stationbus bus
    14h 58m
    $138–338

  4. Drive 478.3 mi

    1. Drive from Waterdown to Chicagocar car 478.3 mi
    7h 58m
    $110–159

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

    1. Take the train from Aldershot 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 45m
    $182–1,318

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

    1. Take the train from Aldershot GO to Union Station GOtrain train
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    7h 5m
    $342–1,118

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

    1. Take the train from Aldershot GO to Union Station GOtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    6h 36m
    $152–438

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

    1. Take the train from Aldershot GO to Union Station GOtrain train
    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
    8h 11m
    $262–568

  9. Train, shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Aldershot GO to Union Station GOtrain train
    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
    8h 34m
    $252–438

  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 18m
    $194–513

  11. Bus

    1. Take the bus from Aldershot GO Bus to Guelph Central GO Busbus bus 17
    2. Take the bus from Guelph to Londonbus bus
    3. Take the bus from London to Detroit Bus Stationbus bus
    4. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    17h 54m
    $80–149

Waterdown to Chicago by bus, train, and car

Calendar21Weekly Services
Duration11h 14mAverage Duration
Ticket$144Cheapest Price
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Questions & Answers

Map of how to get from Waterdown to Chicago.ExpandLaunch map view
  • Distance: 581 mi
  • Duration: 5h 34m

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

You can take a bus from DUNDAS at MAIN to Chicago Union Station via Aldershot Go Via Station Platform 10, Aldershot, Windsor, and Detroit in around 11h 14m. Alternatively, you can take a bus from DUNDAS at HAMILTON to Chicago Bus Station via Aldershot Go Via Station Platform 10, Aldershot GO Bus, Guelph Central GO Bus, Guelph, London, and Detroit Bus Station in around 17h 54m.

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