Previously seen trips

Next departures for Chicago to Winona on August 6
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 TRY 1,877, it presents an excellent value for a comfortable ride.

3train per day

5h 35mAverage Duration

251 milesDistance

37kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average PriceTRY 8,962 - TRY 9,262	Average Duration16h 45m	CO₂ emissions 10kg CO₂e
Train	Average PriceTRY 1,877 - TRY 18,843	Average Duration5h 35m	CO₂ emissions 37kg CO₂e

Compare bus companies

Jefferson Lines

3.9/5791 reviews

Staff4.3

Timeliness3.4

Cleanliness4.5

Wifi2.8

Founded in 1919, Jefferson Lines provides bus services across the Midwest in the US. Their buses have WiFi, USB plugs, bathrooms, reclining seats, reading lights and GPS tracking. Tickets are non-refundable, but you can change the date by paying a fee. Known for their affordable prices and convenient schedules, if you're looking to travel in the Midwest, Jefferson Lines is the way to go.

US bus companies:FlixBus, Greyhound, Futura, Elite, Chihuahuenses, Tufesa, Adirondack Trailways

Frequently asked questions about traveling 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 TRY 8,962. The average price for this route is around TRY 8,962. 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 trip duration from Chicago to Winona is 16h 45m, covering a distance of 252 miles (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 is the earliest and latest departure time 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 recommended mode of travel by Busbud.