The cheapest and fastest trains from Milwaukee, WI to Winona, MN
Cheapest price
$79
Average price
$119
Fastest journey
3 h 49 m
Average duration
4 h 25 m
Trains per day
8
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 $119 if you buy it on the day, but the cheapest tickets can be found for only $79.
Of the 8 trains that leave Milwaukee, WI for Winona, MN on Fri, Nov 07, 4 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Nov 07 the direct trains cover the 321 km distance in an average of 4 h 25 m but if you time it right, some trains will get you there in just 3 h 49 m .
On Fri, Nov 07 the slowest trains will take 6 h 15 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.
27 Empire Builder
7 Empire Builder
335 Hiawatha Service · 27 Empire Builder
335 Hiawatha Service · 7 Empire Builder
1333 Borealis
27 Empire Builder
7 Empire Builder
1333 Borealis
1333 Borealis
335 Hiawatha Service · 27 Empire BuilderTravel Information
Compare train and bus for Milwaukee, WI to Winona, MN
Omio recommends booking the train as it is the most popular option from Milwaukee, WI to Winona, MN among Omio's users. If you are prioritising price take the train with prices starting from €26. For those with little time consider booking a train which can get you there in 3h 49m. The ticket price range depends on the travel mode: a train costs an average of €26, and a bus costs an average of €83.
Distance: 199 miles (321 km)
Compare train with
Most popular Train | Bus |
|---|---|
€38 Average price Cheapest | €83 Average price |
4h 19m Average total duration Fastest 3h 49m Onboard + 30m Additional time* | 5h 15m Average total duration 4h 45m Onboard + 30m Additional time* |
Direct Options | Direct Options |
Live departures
Milwaukee, WI to Winona, MN train times
The table below shows live departures for Milwaukee, WI to Winona, MN trains for today, Thursday, November 6. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 9:45 PM Milwaukee, WI | 3h49 | 1:34 AM Winona, MN | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Milwaukee, WI to Winona, MN by train or bus
Compare train and bus prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Nov 07
Nov 08
Nov 09
Nov 10
Nov 11
Nov 12
Nov 13
Journey information
Overview: Train from Milwaukee, WI to Winona, MN
Trains from Milwaukee, WI to Winona, MN run on average 6 times per day, taking around 3h 49m. Cheap train tickets for this journey start at $32 (€26) if you book in advance.
There are 3 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 3h 49m |
Cheapest ticket price $32 (€26) |
Trains per day 6 |
Direct trains 3 |
Fastest train 3h 49m |
First train 07:24 |
Last train 16:45 |
Train companies: Amtrak from Milwaukee, WI to Winona, MN trainsAmtrak trains will get you between Milwaukee, WI and Winona, MN from $32 (€26). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Milwaukee, WI to Winona, MN
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.

popular train stations
Popular train stations from Milwaukee, WI to Winona, MN
- 24 hours Monday - Sunday
- Free
- Parking is available 24/7 with access from St. Paul Avenue.
- Milwaukee ChopHouse
- The Capital Grille
- Outside the main entrance.
- Elevators, ramps.
- $0.50
- Hilton Milwaukee City Center
- Hyatt Regency Milwaukee
- The Pfister Hotel
- Located in the main hall
- Avis
- Enterprise
- Hertz
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak ticketing and waiting area
- Hall 2: intercity bus services
- Bus: Several lines available
- Amtrak: Hiawatha Service to Chicago
- Parking is available near the station.
- Outside the station.
- Ramps, restrooms.
- Holiday Inn Express & Suites Winona
- AmericInn by Wyndham Winona
- Fairfield Inn & Suites by Marriott Winona
- The station consists of a single platform with shelter.
- Bus: Local bus services available
- Taxi: Local taxi services available
Most popular train connections from Milwaukee, WI
More options for your journey from Milwaukee, WI to Winona, MN
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