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Chicago to Windsor trains

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Trip Overview

The average train between Chicago and Windsor takes 22h 34m and the fastest train takes 20h 34m. The train runs, on average, 6 times per week from Chicago 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.

22h 34m
Duration
935 mi
Distance
$359
Average price
6 times a week
Frequency

Chicago to Windsor train times

Trains run 6 times a week between Chicago and Windsor. The earliest departure is at 9:30 PM at night, and the last departure from Chicago is at 9:30 PM which arrives into Windsor at 7:04 PM. All services require a transfer, and take on average 22h 34m. The schedules shown below are for the next available departures.

Frequently asked questions

Want to know about travelling from Chicago 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.

Map of how to get from Chicago to Windsor.ExpandLaunch map view
  • Distance: 935.2 mi
  • Duration: 22h 34m

What companies run services between Chicago, IL, USA and Windsor, CT, USA?

Amtrak operates a train from Chicago Union Station to Springfield once daily. Tickets cost $290–600 and the journey takes 19h 19m.

Operators