The train between Chicago and Waterbury takes 45h 20m. The train runs, on average, 5 times per week from Chicago to Waterbury. 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 5 times a week between Chicago and Waterbury. The earliest departure is at 9:30 PM at night, and the last departure from Chicago is at 9:30 PM which arrives into Waterbury at 7:50 PM. All services require a transfer, and take on average 45h 20m. The schedules shown below are for the next available departures.
Want to know about travelling from Chicago to Waterbury? 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 Chicago to Waterbury. However, there are services departing from Chicago station and arriving at Waterbury station via Springfield. The journey, including transfers, takes approximately 45h 20m.
Chicago to Waterbury train services, operated by Amtrak, depart from Chicago Union Station.
Chicago to Waterbury train services, operated by Amtrak, arrive at Waterbury-Stowe Amtrak Station.
Book your Chicago to Waterbury train tickets online with Amtrak.
The distance between Chicago and Waterbury is 1,236.1 km. The road distance is 1,787 km.
You can take a train from Chicago Union Station to Waterbury-Stowe Amtrak Station via Springfield in around 24h 54m.
