Chicago, IL, USA to Winona, MN, USA from $12: 6 ways by bus, train, flight or car
Compare Travel Options and Prices
How to Get from Chicago to Winona: Cheapest, Fastest and Best Way
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$12 by trainBest price
409 kmDistance
3h 35m Fastest
Compare Train, Bus, Flight, and Driving Options
Get detailed, step-by-step directions below for your trip from Chicago to Winona with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.
Chicago - Winona operators
Explore transport companies operating between Chicago and Winona, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.
Contact phone
+1 800-872-7245Website
https://www.amtrak.com/home.html
Train from Chicago Union Station to Winona
Average Duration
5h 29mEstimated price
$12-130Contact phone
+1 800-872-7245Website
https://www.amtrak.com/home.html
Bus from Chicago Union Station to Winona State University, MN via Madison
Average Duration
8hEstimated price
$59-124Contact phone
+1-858-800-8898Website
jeffersonlines.com
Bus from Madison, WI-Lake St. to Winona State University, MN
Average Duration
Estimated price
$0-0Drive from Chicago to Winona
Average Duration
5hEstimated price
$55-85Website
aa.com
Plane from Chicago O'Hare (ORD) to La Crosse (LSE)
Average Duration
1h 24mEstimated price
$123-122Plane from Chicago O'Hare (ORD) to Rochester (RST)
Average Duration
1h 21mEstimated price
$123-550Website
southwest.com
Plane from Chicago Midway (MDW) to Minneapolis (MSP)
Average Duration
1h 25mEstimated price
$124-125Website
delta.com
Plane from Chicago Midway (MDW) to Minneapolis (MSP)
Average Duration
1h 36mEstimated price
$126-550Chicago to Winona: Overview of Bus, Train, Flight, and Car Trips
Traveling between Chicago and Winona offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.
🚗 Embark on a scenic road trip from the bustling city of Chicago to the charming town of Winona, covering a distance of 307 miles. 🌳 Enjoy approximately 5 hours of picturesque Midwest landscapes and charming small towns along the way.
💰 Prices for a car journey from Chicago to Winona typically range from $55 to $85, providing an affordable and convenient travel option for those seeking a peaceful getaway. 🛣️ Experience the freedom of the open road as you navigate through beautiful countryside and quaint rural communities.
Average price
$55 - $85
🚂 Traveling by train from Chicago to Winona is a convenient and scenic journey. The direct train service operated by Amtrak departs five times a day from Chicago Union Station, taking approximately 5 hours and 29 minutes to reach Winona.
💰 Ticket prices for the Chicago to Winona train journey range from $12 to $130, offering flexibility for travelers with different budgets. Whether you're planning a day trip or a longer stay in Winona, taking the train is a comfortable and cost-effective way to travel between these two cities.
Departure Point
Chicago Union Station
Arrival Point
Winona station
🛫 Flying from Chicago to Winona is a convenient option, with a direct flight from Chicago O'Hare Airport to La Crosse Airport taking just 1 hour and 18 minutes. American Airlines provides flights for this route, ensuring a smooth journey.
🌄 Once you land at La Crosse Airport, the total travel time to reach Winona from Chicago by plane is approximately 3 hours and 35 minutes. This is a relatively quick and efficient way to travel between the two cities.
💸 Flight prices between Winona and Chicago can vary, typically ranging from $328 to $635.
Departure Point
Chicago O'Hare Airport
Arrival Point
La Crosse Airport
🛤️ The journey by bus from Chicago to Winona, including transfers, typically takes around 8 hours. Amtrak operates the service departing from Chicago Union Station.
💰 Bus fares between Winona and Chicago can vary from $59 to $124, offering an affordable and convenient travel option for those looking to explore the route by land.
Departure Point
Chicago Union Station
Arrival Point
Winona State University, MN station
Frequently asked questions
Find out more about the route from Chicago to Winona.
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The distance between Chicago and Winona is approximately 409 km. The typical travel time by train is 5 hours and 29 minutes. Alternatively, you can fly from Chicago O'Hare to La Crosse and then take a train, which takes around 4 hours and 40 minutes. If you prefer driving, it takes approximately 5 hours to reach Winona from Chicago by car. Lastly, traveling by bus usually takes around 8 hours.
The most cost-effective option for traveling from Chicago to Winona is by train, with prices ranging from $12 to $130. This mode of transportation takes approximately 5 hours and 29 minutes. However, if time efficiency is a priority, the quickest way to reach Winona is by flying and then taking a train, with a travel time of 4 hours and 40 minutes, at a cost of $270 to $750.
When traveling from Chicago to Winona the prices of a train ticket can range from $12 to $130. If you prefer to take a bus, the prices vary from $59 to $124.
To travel from Chicago to Winona without using public transportation, you can drive your own car. The distance between the two cities is about 494 km, which takes approximately 5 hours by car. The driving route allows for flexibility and convenience, and the cost can vary between $55 to $85 depending on various factors such as fuel prices and tolls.
The most convenient way to travel from Chicago to Winona without a car is by train. The train journey takes approximately 5 hours and 29 minutes, with tickets ranging in price from $12 to $130. There are no direct flights between the two cities, but a combination of flying from Chicago O'Hare to La Crosse and then taking the train is also an option, with a total travel time of around 4 hours and 40 minutes.
Yes, there is a direct train link between Chicago and Winona. The train departs from Chicago Union Station and arrives at Winona, with services operating five times a day. The journey by train takes approximately 5 hours and 29 minutes. However, there is no direct bus route between the two cities, so the travel time by bus is longer, taking approximately 8 hours with transfers.
The flight from Chicago to Winona typically takes around 1 hour and 14 minutes. The cost of the flight can vary depending on factors such as the airline and the time of booking. However, on average, flights between these two cities can cost anywhere from $100 to $300.
There are several options for accommodation near Winona. There are at least seven hotels available in the area, with prices starting at $41 per night. Some popular choices include The Plaza Hotel & Suites, AmericInn by Wyndham Winona, and Express Suites Riverport Inn.