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

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There are 8 ways to get from Naperville to Windsor by bus (Greyhound, Flixbus), train (Amtrak), car, train, plane, bus, or subway

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

  1. Bus

    best
    1. Take the bus from Naperville Amtrak to ChicagobusWaterloo
    2. Take the bus from Chicago Bus Station to Detroit Bus StationbusGreyhound US0160
    7h 50m
    $81–198

  2. Train, bus

    cheapest
    1. Take the train from Naperville to Chicago Union StationtrainBnsf
    2. Take the bus from Chicago to Detroit Bus StationbusFlixBus 2552
    10h 15m
    $62–114

  3. Train

    1. Take the train from Naperville to Chicago Union StationtrainBnsf
    2. Take the train from Chicago Union Station to DetroittrainWolverine
    7h 56m
    $69–207

  4. Drive 493.9 km

    1. Drive from Naperville to Windsorcar493.9 km
    5h 18m
    $98–141

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

    1. Take the train from Naperville to Chicago Union Stationtrain
    2. Fly from Chicago O'Hare International Airport (ORD) to Detroit (DTW)planeORD - DTW
    5h 44m
    $170–477

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

    1. Take the train from Naperville to Chicago Union Stationtrain
    2. Take the subway from LaSalle/Van Buren to Midwaysubway
    3. Fly from Chicago Midway International Airport (MDW) to Detroit (DTW)planeMDW - DTW
    5h 32m
    $70–417

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

    1. Take the train from Naperville to Chicago Union Stationtrain
    2. Fly from Chicago O'Hare International Airport (ORD) to Bishop International Airport (FNT)planeORD - FNT
    3. Take the bus from Flint to Detroit Bus Stationbus
    6h 42m
    $109–434

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

    1. Take the train from Naperville to Chicago Union Stationtrain
    2. Take the train from Chicago Union Station to Milwaukeetrain
    3. Fly from General Mitchell International Airport (MKE) to Detroit (DTW)planeMKE - DTW
    7h 35m
    $370–980

Naperville to Windsor by bus

Calendar7Weekly Buses
Duration7h 50mAverage Duration
Ticket$81Cheapest Price
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Questions & Answers

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

You can take a bus from Naperville Amtrak to Detroit Bus Station via Chicago Bus Station in around 7h 50m. Alternatively, you can take a train from Naperville to Congress St via Chicago Union Station, Detroit, and Baltimore St - Southbound in around 7h 56m.

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