The average train between Naperville and Windsor takes 9h 27m and the fastest train takes 7h 7m. The train service runs several times per day from Naperville 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 Naperville and Windsor. The earliest departure is at 5:16 AM in the morning, and the last departure from Naperville is at 4:51 PM which arrives into Windsor at 7:54 AM. All services require a transfer at Chicago Union Station and take an average of 9h 27m. The schedules shown below are for the next available departures.


8h 7m • 2 changes


8h 53m • 2 changes
Arrives next day


15h 3m • 2 changes


8h 7m • 2 changes


8h 53m • 2 changes
Arrives next day


15h 3m • 2 changes


8h 38m • 2 changes


8h 53m • 2 changes
Arrives next day


15h 38m • 2 changes


8h 7m • 2 changes


8h 53m • 2 changes
Arrives next day


15h 3m • 2 changes
Want to know about travelling from Naperville 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 Naperville to Windsor. However, there are services departing from Naperville station and arriving at Windsor station via Chicago Union Station station. The journey, including transfers, takes approximately 9h 27m.
Naperville to Windsor train services, operated by Metra, depart from Naperville station.
Naperville to Windsor train services, operated by Metra, arrive at Detroit station.
The distance between Naperville and Windsor is 427.5 km. The road distance is 501 km.
You can take a train from Naperville to Congress St via Chicago Union Station, Detroit, and Baltimore St - Southbound in around 7h 56m.