How much is the train ticket from Winona to Chicago?

The cheapest train tickets from Winona to Chicago start from RUB 2 875. The average price for this train route is around RUB 6 510. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.

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 .

Which train operators serve the Winona to Chicago route?

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

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.

Train Winona to Chicago from RUB 2 690 | Refundable Tickets

Next train departures

Next departures from Winona to Chicago on 18 June
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	13:31	Winona Station	5h 55m	19:26	Chicago (Union Station), IL	Cheapest
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	Fastest
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	13:31	Winona Station	7h 33m	21:04	Chicago (Union Station), IL	No tags

Next departures from Winona to Chicago on 19 June
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	CheapestFastest
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags

Next departures from Winona to Chicago on 20 June
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	11:01	Winona Station	8h 25m	19:26	Chicago (Union Station), IL	Cheapest
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	Fastest
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	13:31	Winona Station	5h 55m	19:26	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	8h 25m	19:26	Chicago (Union Station), IL	No tags

Next departures from Winona to Chicago on 21 June
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended	Price and booking link
	Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	CheapestFastest
	Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags

Next departures from Winona to Chicago on 22 June
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	13:41	Winona Station	5h 40m	19:21	Chicago (Union Station), IL	CheapestFastest
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	8h 20m	19:21	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	8h 20m	19:21	Chicago (Union Station), IL	No tags

Next departures from Winona to Chicago on 23 June
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	13:41	Winona Station	5h 40m	19:21	Chicago (Union Station), IL	CheapestFastest
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	8h 20m	19:21	Chicago (Union Station), IL	No tags

Next departures from Winona to Chicago on 24 June
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	13:41	Winona Station	5h 40m	19:21	Chicago (Union Station), IL	CheapestFastest
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	8h 20m	19:21	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	8h 20m	19:21	Chicago (Union Station), IL	No tags

Next departures from Winona to Chicago on 25 June
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	13:41	Winona Station	5h 40m	19:21	Chicago (Union Station), IL	CheapestFastest
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	5h 44m	16:45	Chicago (Union Station), IL	No tags
Train	11:01	Winona Station	8h 20m	19:21	Chicago (Union Station), IL	No tags

Last refresh of the prices: Yesterday at 10:37 PM 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 RUB 2 875, it presents an excellent value for a comfortable ride.

3train per day

5h 55mAverage duration

405 kmDistance

37kgCO₂ emissions

	Average price	Average duration	CO₂ emissions	Actions
Bus	Average priceRUB 11 581 - RUB 13 726	Average duration15h 45m	CO₂ emissions 10kg CO₂e
Train	Average priceRUB 2 875 - RUB 30 561	Average duration5h 55m	CO₂ emissions 37kg CO₂e

Train Companies

Amtrak

4.1/55 826 reviews

Staff4.7

Timeliness3.8

Cleanliness4.5

WiFi3.6

Based on 5826 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained about the Wi-Fi. Amtrak ticket prices on this trip start at RUB 2 875

US train companies: Amtrak, Amtrak Acela, Brightline

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.

How much is the train ticket from Winona to Chicago?
The cheapest train tickets from Winona to Chicago start from RUB 2 875. The average price for this train route is around RUB 6 510. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
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.
Which train operators serve the Winona to Chicago route?
Several major train operators run on this route, with 3 trains available per day.
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

16/06

RUB 5 007

17/06

RUB 5 007

Today

RUB 9 565

19/06

RUB 11 134

20/06

RUB 6 277

21/06

RUB 11 134

22/06

RUB 7 697

23/06

RUB 6 202

The cheapest trip from Winona, MN to Chicago was searched and found on 16 Jun 2026 with a price of RUB 5 007

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 RUB 5 007 to RUB 46 776 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 RUB 6 202, which is on 2026-06-23.

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

The Train is the cheapest travel choice for this destination

Vehicle type	Travel time	Avg price	Daily departures
Vehicle typeBus	Travel time15h 45m	Avg priceRUB 13 726	Daily departures1
Vehicle typeTrain	Travel time5h 55m	Avg priceRUB 6 510	Daily departures3

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 RUB 6 510 on average. If you're on a budget, you'll find cheap tickets from RUB 2 875. 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!