Cheap Flights to Winona County from $137 (2026/2027)

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Winona

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Winona

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.

Fri, Aug 14 - Sat, Aug 15
ORD
O'Hare Intl.
RST
Rochester Intl.
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Aug 14 from O'Hare Intl. to Rochester Intl., returning Sat, Aug 15, priced at $254 found 1 day ago
Wed, Sep 23 - Sat, Sep 26
CAE
Columbia Metropolitan
LSE
La Crosse Municipal
$270 Roundtrip, found 4 hours ago
$270
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Sep 23 from Columbia Metropolitan to La Crosse Municipal, returning Sat, Sep 26, priced at $270 found 4 hours ago
Sat, Aug 22 - Tue, Aug 25
MEM
Memphis Intl.
LSE
La Crosse Municipal
$277 Roundtrip, just found
$277
Roundtrip
just found
Select American Airlines flight, departing Sat, Aug 22 from Memphis Intl. to La Crosse Municipal, returning Tue, Aug 25, priced at $277 just found
Thu, Sep 3 - Tue, Sep 15
MCO
Orlando Intl.
RST
Rochester Intl.
$295 Roundtrip, found 5 hours ago
$295
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Sep 3 from Orlando Intl. to Rochester Intl., returning Tue, Sep 15, priced at $295 found 5 hours ago
Wed, Aug 26 - Mon, Aug 31
DFW
Dallas-Fort Worth Intl.
RST
Rochester Intl.
$305 Roundtrip, found 11 hours ago
$305
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Aug 26 from Dallas-Fort Worth Intl. to Rochester Intl., returning Mon, Aug 31, priced at $305 found 11 hours ago
Sat, Sep 5 - Sat, Sep 19
ORF
Norfolk Intl.
RST
Rochester Intl.
$308 Roundtrip, found 1 day ago
$308
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 5 from Norfolk Intl. to Rochester Intl., returning Sat, Sep 19, priced at $308 found 1 day ago
Wed, Oct 14 - Mon, Oct 19
PHX
Sky Harbor Intl.
RST
Rochester Intl.
$318 Roundtrip, found 1 day ago
$318
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Oct 14 from Sky Harbor Intl. to Rochester Intl., returning Mon, Oct 19, priced at $318 found 1 day ago
Thu, Sep 10 - Fri, Sep 18
RNO
Reno-Tahoe Intl.
RST
Rochester Intl.
$324 Roundtrip, found 3 hours ago
$324
Roundtrip
found 3 hours ago
Select Delta flight, departing Thu, Sep 10 from Reno-Tahoe Intl. to Rochester Intl., returning Fri, Sep 18, priced at $324 found 3 hours ago
Fri, Jul 24 - Sat, Jul 25
BWI
Baltimore Washington Intl. Thurgood Marshall
RST
Rochester Intl.
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 24 from Baltimore Washington Intl. Thurgood Marshall to Rochester Intl., returning Sat, Jul 25, priced at $336 found 1 day ago
Mon, Jul 20 - Mon, Jul 27
MEM
Memphis Intl.
RST
Rochester Intl.
$367 Roundtrip, found 4 hours ago
$367
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Mon, Jul 20 from Memphis Intl. to Rochester Intl., returning Mon, Jul 27, priced at $367 found 4 hours ago
OriginDestinationTravel DatesFlights From*
ORDRochesterAugust 7 to August 8$254
ATLRochesterAugust 12 to August 18$305
JAXRochesterAugust 20 to August 31$308
BNALa CrosseSeptember 30 to October 4$345
JAXLa CrosseSeptember 23 to October 3$376
ORDLa CrosseSeptember 3 to September 8$406
JFKRochesterAugust 10 to September 29$469
BOSLa CrosseJuly 22 to July 26$505
DTWRochesterSeptember 20 to September 23$506
INDRochesterAugust 17 to August 21$518
EWRLa CrosseJuly 24 to July 27$542
LAXLa CrosseJuly 24 to July 26$759
DTWLa CrosseJuly 23 to July 25$859
*Prices include taxes and fees

Best Winona County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Aspen Select
3.5-star property

Aspen Select

Aug 11 - Aug 15

4 night stay

Jacksonville (JAX) to Rochester (RST)

American Airlines • Non-stop roundtrip • Coach
Price was $655, price is now $558 per person
$558
per person
found 12 hours ago
The Towers At Kahler Grand Hotel
4.0-star property

The Towers At Kahler Grand Hotel

Aug 11 - Aug 15

4 night stay

Jacksonville (JAX) to Rochester (RST)

American Airlines • Non-stop roundtrip • Coach
Price was $1,392, price is now $1,183 per person
$1,183
per person
found 12 hours ago
AmericInn by Wyndham Austin
3.0-star property

AmericInn by Wyndham Austin

Aug 11 - Aug 15

4 night stay

Jacksonville (JAX) to Rochester (RST)

American Airlines • Non-stop roundtrip • Coach
Price was $1,130, price is now $968 per person
$968
per person
found 5 hours ago
Don't see what you're looking for?
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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! (1,006 reviews)
"Price and location were good. Breakfast was also good; nice variety and freshness. Room cleanliness not so good; trash behind recliner, shower body soap empty, some mold showing around edges of bath mat."

Reviewed on Jul 7, 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.
7.6/10 Good! (1,002 reviews)
"Clean. Beds not as comfortable."

Reviewed on Jul 7, 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! (1,002 reviews)
"Always a great experience"

Reviewed on Jun 28, 2026

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

AmericInn by Wyndham Winona

3 out of 5
303 Pelzer Street 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 in our reviews. Popular attractions Remlinger Muscle Cars and Westfield Golf Club are located nearby.
9/10 Wonderful! (957 reviews)
"Our room was very clean and the staff were kind and helpful. Would stay there again."

Reviewed on Jul 6, 2026

Opens in a new windowAmericInn 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 $254. 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 $254. 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 $254 and $859. 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.