Cheap train tickets from Madison to Winona
Find and compare the best ground travel options in one place.
Trip Summary
There are usually 3 daily train trips available from Madison to Winona. Traveling by train from Madison to Winona usually takes 11 hours and 41 minutes, but the fastest Amtrak train can make the trip in 8 hours and 4 minutes.
| Distance | 132 mi (213 km) |
| Fastest train | 8h 4m |
| Lowest price | $57.00 |
| Trains per day | 0 |
| Most frequent service | Amtrak |
| Train lines | 1 |
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Madison to Winona Train Schedule
Is it better to travel by train or bus from Madison to Winona?
There are usually 1 daily bus trips available from Madison to Winona.
Train | Bus | |
|---|---|---|
Avg. Price | Avg. Price$149.58 | Avg. Price$29.00Cheaper |
Daily Trips | Daily Trips3 | Daily Trips1 |
Duration | Duration11h 41m | Duration3h 34mFaster |

There are several train options that can take you from Madison to Winona:
See more detailsWhat is the price of a train ticket from Madison to Winona?
In the last month, the average price of a train ticket from Madison to Winona was $120.67. Good news! You can find the cheapest tickets if you book your trip at least 24 days prior to the travel date. You’ll likely pay around $60.83 more if you wait to book until the last minute.
Average train ticket prices from Madison to Winona by travel date
Over the next 30 days, a one-way train trip from Madison to Winona will cost between $98 and $182. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from Madison to Winona by month
Ticket prices for the train from Madison to Winona 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 $120. If you're thinking of traveling from Madison to Winona during June, keep in mind that train ticket prices may be higher than usual, with an average price of $161 during this time of year. The best way to score a cheap deal, even in June, is to book your trip well in advance.
Prices as travel date approaches
By booking your train trip from Madison to Winona on Wanderu at least 24 days ahead of time, you can save about $60.83 on your ticket. Waiting until the last minute means missing out on these savings!
What train companies travel from Madison to Winona?
There are multiple trains that travel from Madison to Winona, including Amtrak. Here is what you should know about the 1 most popular train lines:
| TRAIN | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 3 | 11h 41m | $149.58 |
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 3 Amtrak trains from Madison to Winona every day, as well as 4 trips on the weekends, with prices starting from $57.










Frequently asked questions about traveling by train from Madison to Winona
There are 3 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage. You can also take a train for your return trip from Winona to Madison. If you're not set on traveling by train, you could always take the bus from Madison to Winona for $29.
TRIPS PER DAY
3
DIRECT TRIPS
0
The distance between Madison and Winona is approximately 132 miles, or 213 kilometers. The average train journey between these two cities takes 11 hours and 41 minutes, although the absolute fastest you could get there is 8 hours and 4 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)
132
DISTANCE (KM)
213
The earliest train departs Madison at 5:30am while the last train of the day leaves at 12:30pm. 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
5:30am
LATEST TRAIN
12:30pm
Trains from Madison to Winona are the most crowded on Thursday. 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 Sunday instead, as it tends to be the least crowded day of the week.
MOST CROWDED
Thursday
LEAST CROWDED
Sunday
City Information
Madison



Consistently ranking high on the lists of the best places to live in the USA, Madison still maintains its quaint and idyllic small-town vibe despite being the capital city of Wisconsin. Sitting among the city’s most iconic and most popular landmarks is the Madison Memorial Union, which is located within the campus of the University of Madison. The building features a lakeview terrace filled with colorful chairs, allowing visitors to chill out and enjoy the sun. If you are interested in the history of the state or architecture as a whole, head over to the State Capitol building, which was built between 1906 and 1917. The building features lavish council chambers, which were modeled after the famous Doge’s Palace in Venice, along with other architectural highlights. If you wish to stay close to nature, the Olbrich Botanical garden, with its famous Thai Pavilion and Garden, will certainly be a great choice.
As a college city, Madison features numerous cutting-edge establishments that will make your mouth water. For some of the best dining views in town, head over to Graze, where you can also grab some of the best cheese curds in Madison. If you want to enjoy the best brunch in town, Sardine might have what you need.
The busiest bus/train station in Madison is located on Collins Ct. The city is served by the Dane County Regional Airport, 6 miles northeast of downtown.
Station Information
Where does the train leave from in Madison?
Main departure station: University of Wisconsin - Gordon Center
There are two stations in Madison where you can board the train to Winona.
All train stations in Madison:
- University of Wisconsin - Gordon Center
- Dutch Mill Park & Ride Lot
Where does the train arrive in Winona?
Main arrival station: 65 E Mark St
Winona has one train station.
All train stations in Winona:
- 65 E Mark St
Need a return trip from Winona to Madison?
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