Train from Winona, MN to Chicago: Tickets & Timetables

Next train departures

Next departures from Winona to Chicago on 17 June
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
AmtrakTrain
Winona Station
Chicago (Union Station), ILCheapest
AmtrakTrain
Winona Station
Chicago (Union Station), ILFastest
AmtrakTrain
Winona Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Winona Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Winona Station
Chicago (Union Station), ILNo tags

Last refresh of the prices: Today at 1:03 AM CDT.

Compare 2 ways to travel from Winona to Chicago

We recommend taking the train

Among the sustainable travel choices, the Train stands out as a good way to reach Chicago. The journey takes about 5 hours 55 minutes and with fares starting at just SEK 371, it presents an excellent value for a comfortable ride.

3train per day
5h 55mAverage duration
405 kmDistance
37kgCO₂ emissions
Average priceSEK 1 494 - SEK 1 770Average duration15h 45m
10kg CO₂e
Average priceSEK 371 - SEK 3 941Average duration5h 55m
37kg CO₂e

Frequently asked questions about travelling from Winona, MN to Chicago by train

Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.

  1. How much is the train ticket from Winona to Chicago?

    The cheapest train tickets from Winona to Chicago start from SEK 371. The average price for this train route is around SEK 840. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.

  2. How long is the train journey from Winona to Chicago?

    The average train journey time from Winona to Chicago is 5h 55m, covering a distance of 405 km. The quickest train can get you there in 5h 40m and is operated by Amtrak.

  3. Which train operators serve the Winona to Chicago route?

    Several major train operators run on this route, with 3 trains available per day.

  4. What are the earliest and latest departure times for the train from Winona to Chicago?

    The earliest train from Winona to Chicago departs at 11:01. And the latest train departs at 13:41.

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
14/06
SEK 993
15/06
SEK 993
Today
SEK 646
17/06
SEK 993
18/06
SEK 1 234
19/06
SEK 3 103
20/06
SEK 993
21/06
SEK 1 234
busbud logoThe cheapest trip from Winona, MN to Chicago was searched and found on 16 Jun 2026 with a price of SEK 646

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Winona, MN to Chicago as early as possible.

You can expect to pay from SEK 646 to SEK 6 031 for a train ticket from Winona, MN to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at SEK 993, which is on 2026-06-17.

What's the cheapest way to go from Winona, MN to Chicago?

busbud logoThe Train is the cheapest travel choice for this destination

The best way to travel between Winona, MN and Chicago is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost SEK 840 on average. If you're on a budget, you'll find cheap tickets from SEK 371. If you're looking for the fastest way to get to Chicago, choose the train, as it will take you from Winona, MN to Chicago in about 5h 55m – that's the fastest way to get there!

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