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How to get fromNaperville to Windsorby train (Amtrak), train, bus, car, subway, plane, or bus (Amtrak)

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There are 8 ways to get from Naperville to Windsor by train (Amtrak), train, bus, car, subway, plane, 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. Train

    best
    1. Take the train from Naperville to Chicago Union Stationtrain train Bnsf
    2. Take the train from Chicago Union Station to Detroittrain train Wolverine
    7h 56m
    $127–268

  2. Train, bus

    cheapest
    1. Take the train from Naperville to Chicago Union Stationtrain train Bnsf
    2. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus Greyhound US0160
    8h 28m
    $67–128

  3. Drive 493.8 km

    1. Drive from Naperville to Windsorcar car 493.8 km
    5h 19m
    $98–142

  4. Train, subway to Chicago Midway International Airport, fly to Detroit

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the subway from LaSalle/Van Buren to Midwaysubway subway
    3. Fly from Chicago Midway International Airport (MDW) to Detroit (DTW)plane plane MDW - DTW
    5h 32m
    $203–668

  5. Bus (Amtrak)

    1. Take the bus from Chicago Union Station to Dearbornbus bus Amtrak Thruway Connecting Service
    10h 9m
    $142–214

  6. Train, line 330 bus to Chicago O'Hare International Airport, fly to Detroit

    1. Take the train from Naperville to LaGrange Roadtrain train
    2. Take the bus from La Grange/Burlington Ave. to Rosemont CTA Stationbus bus
    3. Fly from Chicago O'Hare International Airport (ORD) to Detroit (DTW)plane plane ORD - DTW
    5h 29m
    $225–772

  7. Train, line 330 bus to Chicago O'Hare International Airport, fly to Bishop International Airport, bus

    1. Take the train from Naperville to LaGrange Roadtrain train
    2. Take the bus from La Grange/Burlington Ave. to Rosemont CTA Stationbus bus
    3. Fly from Chicago O'Hare International Airport (ORD) to Bishop International Airport (FNT)plane plane ORD - FNT
    4. Take the bus from Flint to Detroit Bus Stationbus bus
    6h 40m
    $80–431

  8. Train, train to General Mitchell International Airport, fly to Detroit

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Milwaukeetrain train
    3. Fly from General Mitchell International Airport (MKE) to Detroit (DTW)plane plane MKE - DTW
    7h 35m
    $898–1,510

Naperville to Windsor by train and tram

Calendar21Weekly Services
Duration7h 56mAverage Duration
Ticket$127Cheapest Price
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Questions & Answers

Map of how to get from Naperville to Windsor.ExpandLaunch map view
  • Distance: 501.5 km
  • Duration: 7h 56m

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

You can take a train from Naperville to Congress St via Chicago Union Station, Detroit, and Baltimore St - Southbound in around 7h 56m. Alternatively, Amtrak operates a bus from Chicago Union Station to Dearborn twice a week. Tickets cost $130–200 and the journey takes 4h 47m.

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Train operators
Bus operators

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