- Must visit
Minnesota Marine Art Museum
Regional art museum with American art, changing exhibitions, and a strong local connection. A key cultural stop in Winona.
Cheapest price on Oct 21
$102
Average ticket price on Oct 21
$102
Fastest journey on Oct 21
3 h 49 m
Average journey duration on Oct 21
3 h 53 m
Trains on Oct 21
2
Distance
321 km
The best way to find a cheap train ticket from Milwaukee, WI to Winona, MN is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Milwaukee, WI to Winona, MN will cost around $102 if you buy it on the day, but the cheapest tickets can be found for only $102.
On Wed, Oct 21, we found 2 trains from Milwaukee, WI to Winona, MN, including 2 direct services.
On Wed, Oct 21 the direct trains cover the 321 km distance in an average of 3 h 53 m but if you time it right, some trains will get you there in just 3 h 49 m .
On Wed, Oct 21 the slowest trains will take 3 h 57 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




Trains from Milwaukee, WI to Winona, MN run on average 8 times per day, taking around 4h 7m. Cheap train tickets for this journey start at $32 if you book in advance.
There are 4 trains per day. The earliest train runs at 07:24, the last at 16:45. The fastest train covers the 199 miles (321 km) distance in 3h 49m.
Distance 199 miles (321 km) |
Average train duration 4h 7m |
Cheapest ticket price $32 |
Trains per day 8 |
Direct trains 4 |
Fastest train 3h 49m |
First train 7:24 AM |
Last train 4:45 PM |
Cheapest Month Mar |
Cheapest Day Sat |
High Season Oct - Dec |
Low Season Apr - Jun |
Best time to book 84 days |
The table below shows live departures for Milwaukee, WI to Winona, MN trains for today, Tuesday, October 20. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 10:45 PM Milwaukee, WI | 3h49 | 2:34 AM Winona, MN | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Discover the best of Winona, MN — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Winona, MN trip today.
Regional art museum with American art, changing exhibitions, and a strong local connection. A key cultural stop in Winona.
County history museum in a grand former home, featuring exhibits on Winona life, industry, and people. Good for local context.
University museum with geology, natural history, and cultural exhibits. A useful stop for families and visitors exploring campus.
Blufftop park and viewpoint with sweeping views over Winona, the Mississippi, and surrounding bluffs. A classic first stop in the city.
Prominent bluff trail area with a staircase climb and rewarding views over the river valley. A local favorite for active visitors.
Lakeside city park with walking paths, playgrounds, and water views near downtown. Popular for an easy stroll and relaxing scenery.
A hearty Midwestern hotdish baked with meat, vegetables, and a creamy base, reflecting Minnesota church suppers and family tables.
Walleye from regional lakes, usually pan-fried or broiled. It is a classic Upper Midwest fish dish strongly tied to Minnesota dining.
A rich wild rice soup often made with cream, vegetables, and chicken. Wild rice is a signature Minnesota ingredient with deep regional roots.
Modern pizzeria and brewpub with house beers, wood-fired pizzas, and a lively social atmosphere near downtown.
Casual local favorite serving burgers, sandwiches, and bar food in a laid-back downtown setting popular with residents and visitors.
Long-running German restaurant and tavern known for schnitzel, sausages, and old-school supper club atmosphere.
Moderate for a small US city. Hotels and dining are usually cheaper than major US tourist hubs, while transport often requires a car or taxi.
Tip 15-20% at restaurants, about 10% for taxis, and $1-2 at cafes for barista service or takeaway.
Find answers to the most common questions about traveling from Milwaukee, WI to Winona, MN by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Winona, MN, this guide helps you travel smarter and with confidence.

Most Milwaukee, WI to Winona, MN trains use the Airport Amtrak Station to Winona Station station pair. Use this guide to compare Milwaukee, WI and Winona, MN train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Airport Amtrak Station is 11 km from Milwaukee city centre. Public transport options include:
Airport Amtrak Station has practical services for this route, including Accessibility.
Accessibility facilities are available at Airport Amtrak Station.
Milwaukee Intermodal Station is 1 km from Milwaukee city centre. Public transport options include:
Milwaukee Intermodal Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: Milwaukee ChopHouse, The Capital Grille
Free. ATMs are available in the train station.
Ticket office support is available at Milwaukee Intermodal Station. Information desks are located in the main hall.
Luggage storage is available at Milwaukee Intermodal Station. Lost and found is available at the station.
Available at Milwaukee Intermodal Station: Parking, Taxis, WC.
Available at Milwaukee Intermodal Station: Bike Parking, Car Rental.
Accessibility facilities are available at Milwaukee Intermodal Station: Elevators, ramps.
Nearby hotels include Hilton Milwaukee City Center, Hyatt Regency Milwaukee, The Pfister Hotel.
Winona Station has practical services for this route, including Parking, Dining, Taxis, Accessibility, WC, Hotel, and Ticket Office.
Food and drink options are available at Winona Station.
Ticket office support is available at Winona Station.
Available at Winona Station: Parking, Taxis, WC.
Accessibility facilities are available at Winona Station: Ramps, restrooms.
Nearby hotels include Holiday Inn Express & Suites Winona, AmericInn by Wyndham Winona, Fairfield Inn & Suites by Marriott Winona.
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