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

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There are 9 ways to get from Waukegan to Windsor by train, bus, train (Amtrak), car, subway, plane, or bus (Flixbus)

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, bus

    best
    1. Take the train from Waukegan to Chicago OTCtrain train Up-N
    2. Take the bus from Chicago Union Station to Detroitbus bus Amtrak Thruway Connecting Service
    8h 6m
    $144–206

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

    cheapest
    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Bishop International Airport (FNT)plane plane ORD - FNT
    3. Take the bus from Flint to Detroit Bus Stationbus bus
    7h 12m
    $79–430

  3. Train

    1. Take the train from Waukegan to Chicago OTCtrain train Up-N
    2. Take the train from Chicago Union Station to Detroittrain train Wolverine
    8h 16m
    $132–273

  4. Drive 522 km

    1. Drive from Waukegan to Windsorcar car 522 km
    5h 36m
    $104–150

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

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Take the subway from Clark/Lake to Midwaysubway subway
    3. Fly from Chicago Midway International Airport (MDW) to Detroit (DTW)plane plane MDW - DTW
    5h 46m
    $204–669

  6. Bus

    1. Take the bus from Tornado Bus Co - Waukegan to Water & Chicago - Circle Kbus bus Milwaukee
    2. Take the bus from Milwaukee Intermodal Station to Detroit Bus Stationbus bus FlixBus 2550
    9h 35m
    $131–315

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

    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Detroit (DTW)plane plane ORD - DTW
    6h
    $224–970

  8. Bus to General Mitchell International Airport, fly to Detroit

    1. Take the bus from Metro Train Station - 13th Avenue and 54th Street to Mitchell Airportbus bus
    2. Fly from General Mitchell International Airport (MKE) to Detroit (DTW)plane plane MKE - DTW
    5h 54m
    $868–1,430

  9. Train, train to South Bend, fly to Detroit

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Take the train from Millennium Station to South Bend Airporttrain train
    3. Fly from South Bend (SBN) to Detroit (DTW)plane plane SBN - DTW
    8h 6m
    $118–687

Waukegan to Windsor by train and bus

Calendar2Weekly Services
Duration8h 6mAverage Duration
Ticket$144Cheapest Price
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Questions & Answers

Map of how to get from Waukegan to Windsor.ExpandLaunch map view
  • Distance: 523 km
  • Duration: 8h 6m

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

You can take a train from Waukegan to Congress St via Chicago OTC, Madison & Canal, Clinton & Jackson, Chicago Union Station, Detroit, and Baltimore St - Southbound in around 8h 16m. Alternatively, you can take a bus from Tornado Bus Co - Waukegan to Detroit Bus Station via Water & Chicago - Circle K and Milwaukee Intermodal Station in around 9h 35m.

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