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Trip Summary
You can pick from 4 daily train trips between Milwaukee and Winona. The average train journey from Milwaukee to Winona takes 5 hours and 2 minutes, but some Amtrak Empire Builder train trips are as short as 3 hours and 49 minutes.
| Distance | 201 mi (323 km) |
| Fastest train | 3h 49m |
| Lowest price | $27.00 |
| Trains per day | 2 |
| Most frequent service | Amtrak |
| Train lines | 2 |
What is the price of a train ticket from Milwaukee to Winona?
In the last 30 days, the average cost of a train ticket from Milwaukee to Winona was $32.28. This is an excellent deal, especially considering the length of the journey. You have the best chances of scoring the cheapest ticket to Winona if you book your train tickets at least 29 days in advance. Waiting to purchase until the day of your trip could end up costing you an extra $44.36.
Monthly avg. prices
Prices as travel date approaches
If you're looking to save on your train trip from Milwaukee to Winona, book online with Wanderu at least 29 days in advance. That way, you’ll save $44.36 compared to booking your ticket last minute.
Which train should you take from Milwaukee to Winona?
2 train services operate from Milwaukee to Winona. Amtrak usually has more trains scheduled, with 2 trips per day. That said, it's still worth comparing the prices and trip durations:
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 6h 15m | $44.67 |
| Amtrak Empire Builder | 2 | 3h 49m | $36.86 |
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 Milwaukee to Winona every day, as well as 2 trips on the weekends, with prices starting from $33.
The Amtrak Empire Builder is a long-distance passenger rail service that has been in operation since 1929. The full 2,200-mile route takes 45 hours to connect Chicago with the Pacific Northwest. Don’t let the length of the trip intimidate you; the Empire Builder is one of Amtrak’s most popular services, and often rated as the most scenic train route in the country. The sightseer lounge, home to enormous windows, is the perfect place to drink in the incredible views of the Mississippi River, the North Dakota Plains, Glacier National Park, and the Columbia River Gorge. Overnight trips on the Empire Builder include the option to book sleeper cabins, for a more comfortable journey and included meals. All passengers can purchase meals or snacks in the cafe car.
Frequently Asked Questions
The distance between Milwaukee and Winona is approximately 201 miles, or 323 kilometers. The average train journey between these two cities takes 5 hours and 2 minutes, although the absolute fastest you could get there is 3 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.
Trains departing from Milwaukee to Winona tend to have the most passengers on Thursday. With higher demand ticket prices also tend to be higher on Thursday. If you are trying to snag a cheap train tickets or just want an emptier train you'll have better luck by booking travel departing on Monday as the least number of people tend to travel then.
The earliest train departs Milwaukee at 2:00pm while the last train of the day leaves at 4:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 4 scheduled trains on most days. 2 of these are direct connections to Winona. While direct trains may still make stops along the way, you will not need to switch trains at any point. If you're looking to get to your destination faster, a direct train is the convenient and time-efficient choice.
You can also take a train for your return trip from Winona 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.
Station Information
Where is the train station in Milwaukee?
Image credit: Payton Chung
Link to image attribution
Image credit: Jeramey Jannene
Link to image attributionMain departure station: Intermodal Station - 433 W ST Paul Ave
The Milwaukee Intermodal Station is the major transportation hub for rail and bus travel in Wisconsin. The station is Amtrak’s second busiest in the Midwest. It acts as a gateway for long-distance travel into the American West and also connects Milwaukee to the surrounding Midwest states via the Hiawatha service. Renovated in 2007, the Intermodal Station now also offers a range of intercity bus services from carriers, including Greyhound and Jefferson Lines. Local bus routes and The Hop streetcar service provide convenient local travel around Milwaukee. Located in the city’s downtown, The Intermodal Station has vast retail spaces, several museums, and pleasant waterways all on its doorstep.
All train stations in Milwaukee:
Intermodal Station - 433 W ST Paul Ave
Airport - 5601 S 6th St
Where is the train station in Winona?
Main arrival station: 65 E Mark St
Winona has one train station.
All train stations in Winona:
65 E Mark St
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