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Trip Summary
You can pick from 4 daily train trips between Winona and Milwaukee. The average train journey from Winona to Milwaukee takes 5 hours and 20 minutes, but some Amtrak Empire Builder train trips are as short as 3 hours and 56 minutes.
| Distance | 201 mi (323 km) |
| Fastest train | 3h 56m |
| Lowest price | $27.00 |
| Trains per day | 2 |
| Most frequent service | Amtrak |
| Train lines | 2 |
What is the price of a train ticket from Winona to Milwaukee?
Over the past month, a train ticket between Winona and Milwaukee cost $30.00, on average. This is a great bargain given the length of the route. Booking your trip at least 24 days in advance can help you secure tickets at the best price. For same-day bookings, you’ll likely have to pay around $53.25 more.
Monthly avg. prices
Prices as travel date approaches
If you're looking to save on your train trip from Winona to Milwaukee, book online with Wanderu at least 24 days in advance. That way, you’ll save $53.25 compared to booking your ticket last minute.
Which train should you take from Winona to Milwaukee?
2 train services operate from Winona to Milwaukee. 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 53m | $52.53 |
| Amtrak Empire Builder | 2 | 3h 56m | $59.75 |
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 Winona to Milwaukee 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 Winona and Milwaukee is approximately 201 miles, or 323 kilometers. The average train journey between these two cities takes 5 hours and 20 minutes, although the absolute fastest you could get there is 3 hours and 56 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 Winona to Milwaukee 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 Wednesday instead, as it tends to be the least crowded day of the week.
The earliest train departs Winona at 11:00am while the last train of the day leaves at 11:00am. 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 Milwaukee. 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 Milwaukee to Winona.
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 Winona?
Main departure station: 65 E Mark St
There is one train station in Winona.
All train stations in Winona:
65 E Mark St
Where is the train station in Milwaukee?
Image credit: Adam Moss
Link to image attribution
Image credit: Haydn Blackey
Link to image attributionMain arrival 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
Intermodal Station - 433 W ST Paul Ave
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