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

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There are 7 ways to get from University of Windsor to Chicago by train (Amtrak), bus (Greyhound, Flixbus), 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 StationtrainWolverine
    5h 15m
    $65–153

  2. Bus

    cheapest
    1. Take the bus from Detroit Bus Station to Chicago Bus StationbusGreyhound US0160
    6h 11m
    $49–157

  3. Drive 281.2 mi

    1. Drive from University of Windsor to Chicagocar281.2 mi
    4h 36m
    $52–75

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

    1. Take the taxi from University of Windsor to Michigan + Casstaxi
    2. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)planeDTW - MDW
    3h 58m
    $62–322

  5. Fly Detroit to Chicago O'Hare International Airport

    1. Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)planeDTW - ORD
    4h 21m
    $137–342

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

    1. Take the bus from Detroit Bus Station to Flintbus
    2. Fly from Bishop International Airport (FNT) to Chicago O'Hare International Airport (ORD)planeFNT - ORD
    4h 41m
    $86–327

  7. Fly Detroit to South Bend, train

    1. Fly from Detroit (DTW) to South Bend (SBN)planeDTW - SBN
    2. Take the train from South Bend Airport to Van Buren St.train
    6h 12m
    $78–382

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

Calendar41Weekly Planes
Duration1h 17mAverage Duration
Ticket$45Cheapest Price
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Questions & Answers

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 $45–130 and the journey takes 5h 6m. Alternatively, Greyhound USA operates a bus from Detroit Bus Station to Chicago Bus Station 3 times a day. Tickets cost $35–110 and the journey takes 6h 5m. Flixbus USA also services this route twice daily.

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Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

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