The average train between Windsor and Chicago takes 31h 53m and the fastest train takes 23h 19m. There is at least one train per day from Windsor to Chicago. 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 once daily between Windsor and Chicago. The earliest departure is at 12:06 AM at night, and the last departure from Windsor is at 11:02 PM which arrives into Chicago at 10:12 AM. All services require a transfer, and take on average 31h 53m. The schedules shown below are for the next available departures.
Want to know about travelling from Windsor to Chicago? 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 Windsor to Chicago. However, there are services departing from Windsor station and arriving at Chicago station via Chicago Union Station station. The journey, including transfers, takes approximately 31h 53m.
Windsor to Chicago train services, operated by Amtrak, depart from Springfield station.
Windsor to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Book your Windsor to Chicago train tickets online with Amtrak.
The distance between Windsor and Chicago is 1,239.2 km. The road distance is 1,505 km.
Amtrak operates a train from Springfield to Chicago Union Station once daily. Tickets cost $290–600 and the journey takes 19h 46m.
