Cheap Flights to Winona County from $162 (2026/2027)

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How Much Does it Cost To Fly To Winona County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

OriginDestinationTravel DatesFlights From*
ORDRochesterJuly 3 to July 3$248
MSPRochesterJune 20 to August 8$254
BNARochesterAugust 6 to August 9$266
INDRochesterJune 18 to June 22$278
DTWRochesterJuly 2 to July 5$285
EWRRochesterAugust 21 to August 25$314
JAXRochesterJune 30 to July 21$392
BNALa CrosseJuly 22 to July 26$436
LAXRochesterJuly 22 to July 26$457
JAXLa CrosseJuly 1 to July 11$470
ATLLa CrosseSeptember 4 to September 7$585
BOSRochesterJune 21 to June 22$610
INDLa CrosseJune 9 to June 10$637
EWRLa CrosseJune 9 to June 14$655
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRLa CrosseMay 30 to June 6$350
LAXRochesterMay 30 to May 31$495
LAXLa CrosseMay 30 to June 1$563
*Prices include taxes and fees

Best Winona County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham La Crosse
Baymont by Wyndham La Crosse/Onalaska
Pearl Street Hotel & Suites
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Travelers ❤️ These Winona County 🏨

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

3 out of 5
900 Bruski Dr Winona MN
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sugar Loaf Trailhead and Sugar Loaf Bluff are located nearby.
8.6/10 Excellent! (1,001 reviews)
"Rooms were clean just a little outdated, pool was nice, breakfast was very good and had a good selection"

Reviewed on May 22, 2026

Opens in a new windowExpress Suites Riverport Inn & Suites
Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

2 out of 5
1025 Sugar Loaf Rd Winona MN
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sugar Loaf Trailhead and Sugar Loaf Bluff are located nearby.
7.8/10 Good! (1,000 reviews)
"Clean, good location, friendly staff. Decent quick breakfast options, but could use a little more variety. Overall a good stay!"

Reviewed on May 17, 2026

Opens in a new windowSuper 8 by Wyndham Winona MN
The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona

3 out of 5
1025 Highway 61 E Winona MN
Stay at this hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sugar Loaf Trailhead and Sugar Loaf Bluff are located nearby.
8.8/10 Excellent! (1,001 reviews)
"We like the motel. We found that the availability of usb ports or easily accessible electrical outlets was less than we would have liked."

Reviewed on May 22, 2026

Opens in a new windowThe Plaza Hotel & Suites Winona
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Days Inn by Wyndham Winona

Days Inn by Wyndham Winona

2 out of 5
420 Cottonwood Dr Winona MN
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Remlinger Muscle Cars and Fitzgerald Library are located nearby.
7.8/10 Good! (1,000 reviews)
"Everything just ok. Room was good not great. Ancient TV remote had no back on it. No A/C in hotel except the window unit. All rooms had windows open. Trying to save $ which we did but you get what you pay for."

Reviewed on May 17, 2026

Opens in a new windowDays Inn by Wyndham Winona
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Winona County?
Your next vacation doesn't have to cost a fortune. Within the last seven days, the cheapest return flight to Winona County cost $248. Find your ideal fare and spend the cash you save on amazing experiences. This price was available on Travelocity for flights to Winona County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Winona County?
You'll have a choice of 19 airline companies when you want to book your flight to Winona County. Let Delta Air Lines fly you there comfortably. This favorite carrier has 121 services every month to Winona, Winona County's gateway city.
What is the cheapest month to fly to Winona County?
According to Travelocity's direct return flight demand from January to December last year, August is the cheapest period to jet out to Winona County. Keep an eye out for flights across this month and land an awesome deal today.
How can I check my flight status to Winona County?
"Trips" has you sorted when it comes to the finer details of your flight to Winona County. This handy customer portal allows you to arrange everything in the one place, from looking up your flight status to making updates to your itinerary. Click on Trips at the top of the Travelocity homepage and then sign in or create a free account. Or you can download the Travelocity app and access your itinerary while you're on the go. Whether you've got the family flying with you or you're a solo wanderer, all your travel plans are right there at your fingertips.
How do I find the best deals on flights to Winona County?
Being flexible with your dates is a great way to snag a fantastic deal. Travelocity makes it easy to find your ideal fare through the "Flexible dates" function. First, search for your Winona County flight, then compare the cheapest prices for nearby dates by hitting the "Flexible dates" dropdown box above. Booking in advance and avoiding peak periods are other steps you can take. In the last seven days, the cheapest price for a return flight to Winona County was $248. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Winona County with Travelocity?
A memorable vacation is at the click of a button when you make a reservation with Travelocity. With a wide selection of choices and great deals on cheap family flights, rental cars and more, we make it simple to find the best prices for you. You can also enjoy our 24/7 customer assistance and free cancellations on most hotels during every step of the process. Wander wisely with us and secure your cheap flights to Winona County today.
What are the most popular flight routes to Winona County?
To help you find great flights to Winona County, here's our list of some of the leading routes:

  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to La Crosse Municipal Airport (LSE) - 637 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to La Crosse Municipal Airport (LSE) - 429 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to La Crosse Municipal Airport (LSE) - 212 flights a month.

How much is a flight to Winona County on average?
Based on prices found over the last seven days, roundtrip flights to Winona County were between $248 and $655. Whenever you're ready to jet off, Travelocity will help you find a fare to suit your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Winona County?
To get an idea of the average length of a direct flight to Winona County, browse through these popular routes:

  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to La Crosse Municipal Airport (LSE) - 49 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to La Crosse Municipal Airport (LSE) - 1 hour and 10 minutes
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to La Crosse Municipal Airport (LSE) - 1 hour and 34 minutes

What can I expect on a flight to Winona County?
Factors like which airline you're flying with and where your plane leaves from will mostly determine your onboard experience. Of course, you'll likely find all types of flights to Winona County, from cheap flights for family vacations to premium airfares. Warm meals, drinks and entertainment are generally what most airlines provide on long-haul trips.