Previously seen trips

Next departures for Chicago to Winona on October 11
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location
Bus	9:30pm	Chicago (Bus Station)	16h	1:30pm	Winona St Uni
Bus	9:15pm	Chicago (Bus Station)	16h 15m	1:30pm	Winona St Uni
Bus	9:15pm	Chicago (Bus Station)	16h 15m	1:30pm	Winona St Uni
Bus	9:15pm	Chicago (Bus Station)	16h 15m	1:30pm	Winona St Uni
Bus	9:15pm	Chicago (Bus Station)	16h 15m	1:30pm	Winona St Uni

Compare 2 ways to go from Chicago to Winona

We recommend taking the train

Among the sustainable travel choices, the Train stands out as a good way to reach Winona. The journey takes about 5 hours 35 minutes, and with fares starting at just PEN 136, it presents an excellent value for a comfortable ride.

3train per day

5h 35mAverage Duration

405 kmDistance

37kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average PricePEN 646 - PEN 668	Average Duration16h 45m	CO₂ emissions 10kg CO₂e
Train	Average PricePEN 136 - PEN 907	Average Duration5h 35m	CO₂ emissions 37kg CO₂e

Compare bus companies

Jefferson Lines

3.9/5805 reviews

Staff4.2

Timeliness3.5

Cleanliness4.3

Wi‑Fi2.9

Based on 805 reviews, the company was rated 3.9 stars on Busbud. Travellers were especially satisfied with the ticket access and the departure location but often complained with the Wi‑Fi. Jefferson Lines ticket prices on this trip start at PEN 646

US bus companies:FlixBus, Greyhound, Tufesa, Chihuahuenses, Adirondack Trailways, Valley Transit, Wanda Coach

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

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

How much is the bus ticket from Chicago to Winona?
The cheapest bus tickets from Chicago to Winona start from PEN 646. The average price for this route is around PEN 646. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Chicago to Winona?
The average bus travel time from Chicago to Winona is 16h 45m, covering a distance of 406 km. The quickest bus can get you there in 16h 45m and is operated by Jefferson Lines.
Which bus companies service the Chicago to Winona route?
Several major bus companies operate on this route with 1 buses available per day.
What are the earliest and latest departure times for the bus from Chicago to Winona?
The earliest bus departs from Chicago to Winona at 9:15pm. And the latest bus departs at 9:15pm.
What are the CO₂ emissions for the bus trip from Chicago to Winona?
A bus trip from Chicago to Winona generates an estimated 10.1371 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.