Lowest Prices
We partner with the top coach & train carriers to bring you the best deals.
Best Travel Options
We help you find & compare the best buses & trains in one place.
Quick & Easy Booking
Book trips quickly with a simple, hassle-free checkout – online & on our app.
Fast Customer Support
We don’t monkey around. We respond within minutes to help you out.
Trip Summary
You can pick from 2 daily train trips between Kankakee and Windsor. The average train journey from Kankakee to Windsor takes 37 hours, but some Amtrak train trips are as short as 34 hours and 32 minutes.
| Distance | 789 mi (1269 km) |
| Fastest train | 35h 0m |
| Lowest price | €221.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
Which train should you take from Kankakee to Windsor?
Amtrak is the one and only train line which connects Kankakee to Windsor. The schedule is relatively limited as the train only runs twice a day.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 1d 12h 33m | €222.87 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 2 Amtrak trains from Kankakee to Windsor every day, as well as 0 trips on the weekends, with prices starting from €221.
Frequently Asked Questions
The distance between Kankakee and Windsor is approximately 789 miles, or 1269 kilometers. The average train journey between these two cities takes 37 hours, although the absolute fastest you could get there is 34 hours and 32 minutes.
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Trains from Kankakee to Windsor are the most crowded on Saturday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Saturday instead, as it tends to be the least crowded day of the week.
The earliest train departs Kankakee at 07:00 while the last train of the day leaves at 11:00. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
Trains leave the station in Kankakee twice a day, so there are a couple of options depending on your preferred travel time. However, there are no direct trains. This means that you will need to disembark from your original train and board a connecting train at some point during your journey. You will need to remember to bring your carry-on luggage with you when you change trains. Depending on the carrier's policy, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Windsor to Kankakee.
City Information
Windsor
Image credit: Unsplash
Outside of Hartford is Windsor, a charming Connecticut town that is known as the state's first English settlement. Due to this, the city has several historical sites and antique museums, like the Windsor Historical Society, The New England Air Museum, and Oliver Ellsworth Homestead, with pieces dating back to the 1700s. Outdoor enthusiasts will be pleased with the town's many parks and green spaces, from Northwest Park to the Windsor Center River Trail.
Visit Windsor just after a snowfall with your snowshoes or cross-country skis, and explore the beautiful Northwest Park. Hartford is only six minutes by train from Windsor, offering a weekend of fun and nightlife. Beer lovers can visit the iconic Back East Brewery and Thomas Hooker Brewery, while the Northwest Park Country Fair features competitions, live music, auctions, performances, and more. If you enjoy golf, check out the Keney Park Golf Course, dating back to 1927.
Windsor offers great transport links to and from other cities, especially when you're moving by train. Over 100 cities have train links through Amtrak, while a few buses also serve the town. Within Windsor, the CT-transit Hartford provides local bus service.
Station Information
Where is the train station in Kankakee?
Main departure station: 199 S East Ave
There is one train station in Kankakee.
All train stations in Kankakee:
199 S East Ave
Where is the train station in Windsor?
Main arrival station: 41 Central St
Windsor has one train station.
Train stations in Windsor:
41 Central St
Get around town with Moovit
Need a return trip from Windsor to Kankakee?
Search Train Tickets
Wanderu is the simplest way to book bus and train travel.
With just a quick search on Wanderu, you can compare bus and train schedules and prices from hundreds of travel companies in one convenient place to find the trip that works best for you. Wanderu’s simple checkout process makes it easy to book cheap bus and train tickets hassle-free and with no additional fees. Most importantly, as Wanderu is an official partner of all leading bus and train companies, we always have the best bus and train deals out there.
Book coaches and trains on the go with the Wanderu app.
Download our app and snag the best travel deals across North America & Europe.Learn more