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Cheap train tickets from Milwaukee to Windsor

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Milwaukee to Windsor Train Schedule

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Trip Summary

There is one daily train from Milwaukee to Windsor. Traveling by train from Milwaukee to Windsor usually takes 29 hours and 49 minutes, but some trains might arrive slightly earlier or later than scheduled.

Distance781 mi (1258 km)
Fastest train29h 49m
Lowest price$393.00
Most frequent serviceAmtrak
Train lines1

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Which train should you take from Milwaukee to Windsor?

Amtrak is the one and only train line which connects Milwaukee to Windsor. Furthermore, there is only one train per day, so you will have to plan your travel around this limited availability. On the other hand, you won't have to spend a ton of time comparing a bunch of possible options.

TrainDaily TripsAvg. TimeAvg. Price
Amtrak11d 5h 49m$417.50
  • 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 1 Amtrak trains from Milwaukee to Windsor every day, as well as 0 trips on the weekends, with prices starting from $255.

Frequently asked questions about traveling by train from Milwaukee to Windsor

The distance between Milwaukee and Windsor is approximately 781 miles, or 1258 kilometers. The average train journey between these two cities takes 29 hours and 49 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.

Friday tends to be the busiest day of the week with travelers taking trains from Milwaukee to Windsor. Ticket price also tend to be more expensive on Friday than other days. If you are hoping to have more room on the train and even save some change check out travel options on Thursday instead, as less people travel then and deals are more likely to be found.

Most days, there is only one train which leaves Milwaukee at 3:00pm and arrives in Windsor around 29 hours later.

Typically there is only one scheduled train per day. However, it is not a direct train. 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 transfer 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 Milwaukee.

City Information

Milwaukee

Nestling on the banks of the great Lake Michigan, Milwaukee has some of the most scenic views around, making it every photographer’s perfect destination. Boasting 85 miles of scenic waterfront bike lanes, Milwaukee is the perfect spot to ride a bike and enjoy the sunset together with your friends. It is also the home of the Harley Davidson Museum, a vast waterfront gallery that offers 11 permanent exhibitions. The museum features not only bikes but also special items such as a whole engine room, making it a must-visit spot for bike enthusiasts. If you are not interested in bikes, the Basilica of St. Josaphat, which is modeled after St. Peter’s Basilica in the Vatican, offers many wondrous shots.

Milwaukee’s famous German bratwursts are a must-try for all visitors, and the best place to enjoy this dish is Usinger’s. Other similar establishments include Mader’s and Milwaukee Public Market. For authentic American eats, Leon's Frozen Custard Drive-In offers amazing sloppy-joe burgers.

The Milwaukee Intermodal Station is the city’s main transportation hub. Visitors can catch both buses and trains at this location. The city is served by two airports. The Milwaukee Mitchell International Airport on the southern edge of the city handles commercial flights, while the Lawrence J. Timmerman Airport in the northwest handles private flights.

Windsor

Windsor, CT, US - WSR-0

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 Milwaukee?

Airport - 5601 S 6th St  - MKEAMT-0

Image credit: Adam Moss

Link to image attribution
Airport - 5601 S 6th St  - MKEAMT-1

Image credit: Haydn Blackey

Link to image attribution

Main departure station: Airport - 5601 S 6th St

The Milwaukee Airport Rail Station is located on the western edge of the Milwaukee Mitchell International Airport. The station serves as a rail link for the airport and also as a more accessible transport link for residents living in the south of Milwaukee compared to the central Intermodal Station. Amtrak’s Hiawatha Service is the only train that operates at the station and runs northwards to downtown Milwaukee and southwards to Chicago Union Station, where passengers can change for travel across the entire Midwest region. The airport station also has a shuttle service to the airport terminal.

All train stations in Milwaukee:

  • Airport - 5601 S 6th St

Where is the train station in Windsor?

Main arrival station: 41 Central St

Windsor has one train station.

All train stations in Windsor:

  • 41 Central St

Get around town with Moovit

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