The average train between Milwaukee and Windsor takes 14h 7m and the fastest train takes 9h 9m. The train service runs several times per day from Milwaukee to Windsor. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run 3 times a day between Milwaukee and Windsor. The earliest departure is at 11:00 AM in the morning, and the last departure from Milwaukee is at 7:35 PM which arrives into Windsor at 1:54 PM. All services require a transfer at Chicago Union Station and take an average of 14h 7m. The schedules shown below are for the next available departures.


10h 9m • 2 changes
Arrives next day


16h 54m • 2 changes
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18h 19m • 2 changes
Arrives next day


16h 54m • 2 changes
Arrives next day


18h 19m • 2 changes


10h 9m • 2 changes
Arrives next day


16h 54m • 2 changes
Arrives next day


18h 19m • 2 changes


10h 9m • 2 changes
Arrives next day


16h 54m • 2 changes
Arrives next day


18h 19m • 2 changes
Want to know about travelling from Milwaukee to Windsor? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct train from Milwaukee to Windsor. However, there are services departing from Milwaukee station and arriving at Windsor station via Chicago Union Station station. The journey, including transfers, takes approximately 14h 7m.
Milwaukee to Windsor train services, operated by Amtrak, depart from Milwaukee station.
Milwaukee to Windsor train services, operated by Amtrak, arrive at Detroit station.
The distance between Milwaukee and Windsor is 408.1 km. The road distance is 592 km.
You can take a train from Milwaukee to Congress St via Chicago Union Station, Detroit, and Baltimore St - Southbound in around 8h 21m.