Cheap train tickets from Winona to Milwaukee

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Trip Summary

There are usually 5 daily train trips available from Winona to Milwaukee. Traveling by train from Winona to Milwaukee usually takes 4 hours and 53 minutes, but the fastest Amtrak Borealis train can make the trip in 3 hours and 56 minutes.

Distance: 201 mi (323 km)
Fastest train: 3h 56m
Lowest price: CZK 627.71
Trains per day: 3
Most frequent service: Amtrak
Train lines: 3

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Winona to Milwaukee Train Schedule

There are several train options that can take you from Winona to Milwaukee:

See more details

What is the price of a train ticket from Winona to Milwaukee?

In the last month, the average price of a train ticket from Winona to Milwaukee was CZK 1,039. This is an excellent price given the length of the route. Good news! You can find the cheapest tickets if you book your trip at least 16 days prior to the travel date. You’ll likely pay around CZK 1,935.52 more if you wait to book until the last minute.

Average train ticket prices from Winona to Milwaukee by travel date

Over the next 30 days, a one-way train trip from Winona to Milwaukee will cost between CZK 758 and CZK 2,186. Book in advance to secure the best price in the next few weeks.

Average train ticket prices from Winona to Milwaukee by month

Ticket prices for the train from Winona to Milwaukee often fluctuate based on the time of year. For the best prices on this route, book in April when the average ticket price is only CZK 1,212. If you're thinking of traveling from Winona to Milwaukee during July, keep in mind that train ticket prices may be higher than usual, with an average price of CZK 2,316 during this time of year. The best way to score a cheap deal, even in July, is to book your trip well in advance.

Prices as travel date approaches

By booking your train trip from Winona to Milwaukee on Wanderu at least 16 days ahead of time, you can save about CZK 1,935.52 on your ticket. Waiting until the last minute means missing out on these savings!

Which train should you take from Winona to Milwaukee?

There are 3 train lines with service from Winona to Milwaukee. Amtrak is your best bet, with 2 scheduled trains per day.

Train	Daily Trips	Avg. Time	Avg. Price
Amtrak	2	6h 33m	CZK 1,717.99
Amtrak Borealis	1	4h 3m	CZK 1,568.63
Amtrak Empire Builder	2	3h 56m	CZK 2,751.05

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 3 trips on the weekends, with prices starting from CZK 779.23.
Amtrak Borealis train tickets from Winona to Milwaukee start from CZK 627.71, and on average cost CZK 1,568.63. Daily, Amtrak Borealis runs one schedule to Milwaukee. Amtrak Borealis in Winona leaves from 65 E Mark St. And in Milwaukee trains arrive at Airport - 5601 S 6th St and one other train station.
From Winona to Milwaukee train travel on Amtrak Borealis takes 4 hours and 3 minutes. If you are looking to get to Milwaukee faster, Amtrak Borealis offers more express schedule options with a travel time of 3 hours and 56 minutes.
If you're considering a weeked trip, Amtrak Borealis offers 2 schedules for you to choose from. You can expect to pay CZK 627.71 for a one-way train ticket to Milwaukee.
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 about traveling by train from Winona to Milwaukee

There are 5 scheduled trains on most days. 3 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. If you're not set on traveling by train, you could always take the bus from Winona to Milwaukee for CZK 1,190.

Trains per day

Direct trains

The distance between Winona and Milwaukee is approximately 201 miles. The average train journey between these two cities takes 4 hours and 53 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.

Distance (mi)

201

Distance (km)

323

The earliest train departs Winona at 11:01 AM while the last train of the day leaves at 1:41 PM. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

First train

11:01am

Last train

1:41pm

Trains from Winona to Milwaukee are the most crowded on Sunday. 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.

Busiest

Sunday

Least crowded

Wednesday

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?

Main 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

Need a return trip from Milwaukee to Winona?

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