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How to get fromUniversity of Windsor to Chicagoby train (Amtrak), bus (Amtrak), car, taxi, plane, bus, or train

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There are 8 ways to get from University of Windsor to Chicago by train (Amtrak), bus (Amtrak), car, taxi, plane, bus, or train

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 (Amtrak)

    best
    1. Take the train from Detroit to Chicago Union Stationtrain train Wolverine
    5h 15m
    $103–211

  2. Drive 281.2 mi

    cheapest
    1. Drive from University of Windsor to Chicagocar car 281.2 mi
    4h 40m
    $52–75

  3. Bus (Amtrak)

    1. Take the bus from Detroit to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    5h 36m
    $108–161

  4. Taxi to Detroit, fly to Chicago Midway International Airport

    1. Take the taxi from University of Windsor to Michigan & Casstaxi taxi
    2. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane plane DTW - MDW
    3h 56m
    $146–481

  5. Fly Detroit to Chicago O'Hare International Airport

    1. Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane plane DTW - ORD
    4h 16m
    $156–671

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

    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 57m
    $59–277

  7. Bus to Cleveland-Hopkins International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Detroit Bus Station to Cleveland Bus Stationbus bus
    2. Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)plane plane CLE - MDW
    6h 28m
    $96–449

  8. Fly Detroit to South Bend, train

    1. Fly from Detroit (DTW) to South Bend (SBN)plane plane DTW - SBN
    2. Take the train from South Bend Airport to Van Buren St.train train
    6h 8m
    $97–581

Detroit (DTW) to Chicago Midway International Airport (MDW) flights

Calendar41Weekly Planes
Duration1h 13mAverage Duration
Ticket$52Cheapest Price
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Questions & Answers

Map of how to get from University of Windsor to Chicago.ExpandLaunch map view
  • Distance: 286.4 mi
  • Duration: 5h 15m

What companies run services between University of Windsor, ON, Canada and Chicago, IL, USA?

Amtrak operates a train from Detroit to Chicago Union Station 3 times a day. Tickets cost $85–190 and the journey takes 5h 6m. Alternatively, Amtrak operates a bus from Detroit to Chicago Union Station once a week. Tickets cost $90–140 and the journey takes 5h 27m.

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