COVID-19 Travel Guide
Learn more ›

Compare train tickets from Winona to Chicago

switcheroo

Schedule & Pricing Info

How much are train tickets from Winona to Chicago?

Lowest Price$46.00
Fastest Train5h 44m
Trains Per Day2
Train Lines1
Lowest PricesWe work directly with hundreds of carriers to find the best available fares.
No Wanderu FeesWe never add any extra fees. We just make it easy to book your travels.
Best Travel OptionsWe help you find & compare the best buses, trains and flights in one place.

Price trends for trains from Winona to Chicago

Average prices by travel date

$60$40$20AugAug

Monthly average prices

$75$60$45$30$15SONDJFMAMJJA

Prices as travel date approaches

$75$60$45$30$153020100

train Trip Reviews from Wanderu Customers

Overall score for trains from Winona, MN to Chicago, IL
4.3
Based on 3 reviews

Based on 3 reviews
Overview
Users that traveled with Amtrak Empire Builder report that they were happy with the WiFi on board 67 percent of the time.
Ratings (Out of 5)
Comfort
3.3
Staff
4.7
Value
3.7
Condition
4.7
Dallas
5.0
December 5, 2019Vacation
Pros
Easy way to travel, no stress.
Cons
Nothing for us.
Tips
Just sit back and enjoy.
Annmarie
4.0
June 23, 2019Visiting family
Pros
The seats were comfortable. There was a toilet very close by which was helpful as i had a cane and walking between trains would have been too difficult. Smooth stops.
Cons
making sure people get help to get off at their stops. Everyone should be able to get off before anyone else gets boards the train. This one girl had 3 bags and no one helped her get them down from the luggage areas and they kept letting people get on before she was ab...More
Tips
Bring a sweater or blanket, it can get rather cold on board.

Frequently Asked Questions

Is it safe to travel by train from Winona to Chicago right now?

We stand behind CDC guidelines that caution passengers against non-essential travel during the coronavirus outbreak. That said, we recognize not everyone is in a position to completely abstain. Whether it’s for work, to take care of family or to get back home, some circumstances inevitably require travel. If you’re one of those individuals who still needs to book a trip, you can continue to do so on Wanderu.

Know that most train companies are still running at this time, though some have limited service. Visit our COVID-19 travel guide for resources and daily updates on the coronavirus and COVID travel restrictions.

In order to keep vehicles as clean and sanitized as possible, train companies are taking extra precautions for coronavirus. For details on what various companies are doing to ensure their fleet remains safe for travel, click here.

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

In the last month, $46.00 was the average price of a train ticket from Winona, MN to Chicago, IL. This is a great price, especially considering the length of the route. You can expect to find tickets at that price or lower if you book your trip at least 11 days in advance. Otherwise, expect to pay around $22.62 more than that for a same-day booking.

How long is the train journey from Winona to Chicago?

The distance between Winona and Chicago is approximately 253 miles, or 408 kilometers. The average train journey between these two cities takes 5 hours and 44 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.

When are trains the most crowded?

Trains from Winona to Chicago 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.

When are the first and last trains of the day?

The earliest train departs Winona at 10:00am while the last train of the day leaves at 10:00am. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

How many trains per day run from Winona to Chicago?

Trains leave the station in Winona twice a day, so there are a couple of options depending on your preferred travel time. Luckily, both trains will get you to Chicago with direct service. While there might still be stops along the way, you will not need to get off or switch trains.

You can also take a train for your return trip from Chicago to Winona.

What train services are there from Winona to Chicago?

Amtrak Empire Builder is the one and only train line which connects Winona, Minnesota to Chicago, Illinois. The schedule is relatively limited as the train only runs twice a day.

TrainDaily TripsAvg. TimeAvg. Price
Amtrak Empire Builder25h 44m$48.02

Where is the train station in Winona?

There is one train station in Winona:

  • 65 E Mark St

Where is the train station in Chicago?

Chicago has one train station:

  • Union Station - 225 S Canal St

Book buses and trains on the go with the Wanderu app.

Download our app and snag the best travel deals across North America & Europe.Learn more

iPhone
Android
Available on iOS & Android