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How to get fromWindsor to Des Plainesby car, plane, bus (Greyhound, Flixbus), train (Amtrak), train, bus, or bus (Amtrak)

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There are 9 ways to get from Windsor to Des Plaines by car, plane, bus (Greyhound, Flixbus), train (Amtrak), train, bus, or bus (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. Drive to Detroit, fly to Chicago O'Hare International Airport

    best
    1. Drive from Windsor to Michigan & Casscar car
    2. Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane plane DTW - ORD
    4h 2m
    $134–708

  2. Bus to Bishop International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Detroit Bus Station to Flintbus bus
    2. Fly from Bishop International Airport (FNT) to Chicago O'Hare International Airport (ORD)plane plane FNT - ORD
    4h 48m
    $41–310

  3. Bus

    1. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    7h 23m
    $48–84

  4. Train (Amtrak)

    1. Take the train from Detroit to Chicago Union Stationtrain train Wolverine
    7h 47m
    $158–249

  5. Drive  302 mi

    1. Drive from Windsor to Des Plainescar car 302 mi
    5h 11m
    $70–100

  6. Drive to Capital Region International Airport, fly to Chicago O'Hare International Airport

    1. Drive from Windsor to Lansing-Airport-LANcar car
    2. Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)plane plane LAN - ORD
    3h 42m
    $53–317

  7. Fly Detroit to Chicago Midway International Airport, train

    1. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane plane DTW - MDW
    2. Take the train from Chicago OTC to Des Plainestrain train
    5h 11m
    $139–473

  8. Fly Detroit to General Mitchell International Airport, bus

    1. Fly from Detroit (DTW) to General Mitchell International Airport (MKE)plane plane DTW - MKE
    2. Take the bus from Mitchell Airport to O'Hare International Airport - Terminal 2 Departuresbus bus
    6h 3m
    $739–1,197

  9. Bus via Jefferson Park Transit Center (Amtrak)

    1. Take the bus from Detroit to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    9h 39m

Detroit (DTW) to Chicago O'Hare International Airport (ORD) flights

Calendar131Weekly Planes
Duration1h 33mAverage Duration
Ticket$46Cheapest Price
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Comparing Your Travel Options

Map of how to get from Windsor to Des Plaines.ExpandLaunch map view
  • Distance: 262.5 mi
  • Duration: 4h 2m

What companies run services between Windsor, ON, Canada and Des Plaines, IL, USA?

Greyhound USA operates a bus from Detroit Bus Station to Chicago Bus Station 3 times a day. Tickets cost $50–75 and the journey takes 6h 5m. Flixbus USA also services this route twice daily. Alternatively, Amtrak operates a train from Detroit to Chicago Union Station 3 times a day. Tickets cost $150–240 and the journey takes 5h 6m.

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