Cheap train tickets from Winona to Milwaukee

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Trip Summary

There are usually 4 daily train trips available from Winona to Milwaukee. Traveling by train from Winona to Milwaukee usually takes 4 hours and 39 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
$37.00
Trains per day
2
Most frequent service
Amtrak Empire Builder
Train lines
3

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Winona to Milwaukee Train Schedule

Is it better to travel by train or bus from Winona to Milwaukee?

There are usually 1 daily bus trips available from Winona to Milwaukee.

Train
Bus
Avg. Price$159.41Avg. Price$103.00Cheaper
Daily Trips4Daily Trips1
Duration4h 39mFasterDuration5h 30m
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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 $75.57. Good news! You can find the cheapest tickets if you book your trip at least 13 days prior to the travel date. You’ll likely pay around $190.71 more if you wait to book until the last minute.

Average train ticket prices from Winona to Milwaukee by travel date

$195$130$65AugSep

Over the next 30 days, a one-way train trip from Winona to Milwaukee will cost between $49 and $185. Book in advance to secure the best price in the next few weeks.

Average train ticket prices from Winona to Milwaukee by month

$125$100$75$50$25JFMAMJJASOND

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 September when the average ticket price is only $52. 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 $107 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

$275$220$165$110$550

By booking your train trip from Winona to Milwaukee on Wanderu at least 13 days ahead of time, you can save about $190.71 on your ticket. Waiting until the last minute means missing out on these savings!

What train companies travel from Winona to Milwaukee?

There are multiple trains that travel from Winona to Milwaukee, including Amtrak Empire Builder, Amtrak, Amtrak Borealis. Here is what you should know about the 3 most popular train lines:

TRAINDaily TripsAvg. TimeAvg. Price
Amtrak Empire Builder23h 56m$249.83
Amtrak26h 27m$105.42
Amtrak Borealis14h 3m$87.86
  • 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.

  • 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 $53.

    Amtrak train passing through mountains, offering affordable train tickets for scenic rail travel - WanderuModern Amtrak train at a station, providing cheap train travel and convenient Amtrak tickets - WanderuAmtrak train speeding through scenic fall foliage, featuring cheap train tickets for long-distance trips - WanderuInterior view of a table in the dining car of an Amtrak train - WanderuInterior view of the dining car on an Amtrak train. Find affordable train tickets on - WanderuClean and spacious Amtrak bathroom, offering convenience and comfort for passengers during long train journeys with cheap Amtrak tickets - WanderuAmtrak power outlet for charging devices, providing convenience for passengers during affordable travel with cheap train tickets - WanderuComfortable Amtrak seats with ample legroom, ideal for relaxing during long journeys with cheap Amtrak tickets - WanderuSpacious Amtrak seats with reclining options, offering comfort and convenience for passengers on affordable train travel - WanderuAmtrak viewing car seats with large windows, offering panoramic views and comfort for passengers enjoying scenic routes with affordable train tickets - Wanderu
  • Amtrak Borealis train tickets from Winona to Milwaukee start from $46, and on average cost $87.86. Daily there are 1 Amtrak Borealis schedules 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 $46 for a one-way train ticket to Milwaukee.

Frequently asked questions about traveling by train from Winona to Milwaukee

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. If you're not set on traveling by train, you could always take the bus from Winona to Milwaukee for $103.

TRIPS PER DAY

4

DIRECT TRIPS

2

The distance between Winona and Milwaukee is approximately 201 miles, or 323 kilometers. The average train journey between these two cities takes 4 hours and 39 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 11:01am while the last train of the day leaves at 1:41pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

EARLIEST TRAIN

11:01am

LATEST TRAIN

1:41pm

Trains from Winona to Milwaukee are the most crowded on Friday. 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 Thursday instead, as it tends to be the least crowded day of the week.

MOST CROWDED

Friday

LEAST CROWDED

Thursday

City Information

Milwaukee

MKE-0MKE-1MKE-2

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 does the train leave from 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 does the train arrive in Milwaukee?

Main arrival station: Intermodal Station - 433 W ST Paul Ave

Intermodal Station - 433 W ST Paul Ave  - MKEIMS-0Intermodal Station - 433 W ST Paul Ave  - MKEIMS-1

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

Need a return trip from Milwaukee to Winona?

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