Cheap Flights to Winona County from $50 (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.

Thu, Oct 1 - Thu, Oct 8
SFB
Orlando Sanford Intl.
LSE
La Crosse Municipal
$100 Roundtrip, found 2 hours ago
$100
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Thu, Oct 1 from Orlando Sanford Intl. to La Crosse Municipal, returning Thu, Oct 8, priced at $100 found 2 hours ago
Fri, Sep 11 - Mon, Sep 21
AZA
Phoenix - Mesa Gateway
LSE
La Crosse Municipal
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Fri, Sep 11 from Phoenix - Mesa Gateway to La Crosse Municipal, returning Mon, Sep 21, priced at $112 found 2 hours ago
Tue, Sep 22 - Sat, Sep 26
DCA
Ronald Reagan Washington National
RST
Rochester Intl.
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 22 from Ronald Reagan Washington National to Rochester Intl., returning Sat, Sep 26, priced at $294 found 1 day ago
Fri, Sep 11 - Mon, Sep 14
EWR
Newark Liberty Intl. Airport
RST
Rochester Intl.
$303 Roundtrip, found 4 days ago
$303
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Sep 11 from Newark Liberty Intl. Airport to Rochester Intl., returning Mon, Sep 14, priced at $303 found 4 days ago
Fri, Feb 5 - Sun, Feb 7
BNA
Nashville Intl.
RST
Rochester Intl.
$308 Roundtrip, found 1 day ago
$308
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 5 from Nashville Intl. to Rochester Intl., returning Sun, Feb 7, priced at $308 found 1 day ago
Sat, Sep 26 - Tue, Sep 29
LAX
Los Angeles Intl.
RST
Rochester Intl.
$348 Roundtrip, found 5 days ago
$348
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 26 from Los Angeles Intl. to Rochester Intl., returning Tue, Sep 29, priced at $348 found 5 days ago
Tue, Dec 22 - Tue, Dec 29
PNS
Pensacola Intl.
LSE
La Crosse Municipal
$352 Roundtrip, found 15 hours ago
$352
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Dec 22 from Pensacola Intl. to La Crosse Municipal, returning Tue, Dec 29, priced at $352 found 15 hours ago
Wed, Oct 14 - Mon, Oct 19
SFO
San Francisco Intl.
RST
Rochester Intl.
$353 Roundtrip, found 8 hours ago
$353
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Oct 14 from San Francisco Intl. to Rochester Intl., returning Mon, Oct 19, priced at $353 found 8 hours ago
OriginDestinationTravel DatesFlights From*
DTWRochesterSeptember 19 to September 22$288
EWRRochesterSeptember 11 to September 14$303
ATLRochesterSeptember 28 to October 5$313
BNARochesterSeptember 16 to September 21$313
LAXRochesterSeptember 26 to September 29$348
ORDRochesterOctober 2 to October 6$396
BOSRochesterOctober 15 to October 18$398
BOSLa CrosseSeptember 16 to September 23$419
BNALa CrosseSeptember 16 to September 21$453
EWRLa CrosseSeptember 10 to September 13$489
JAXLa CrosseNovember 25 to November 29$606
LAXLa CrosseOctober 14 to October 15$661
DTWLa CrosseSeptember 10 to September 11$736
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DTWRochesterAugust 28 to August 29$363
LGARochesterAugust 30 to September 9$418
INDRochesterAugust 30 to September 2$694
*Prices include taxes and fees

Best Winona County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Gundersen Hotel & Suites
2.5-star property

Gundersen Hotel & Suites

Nov 14 - Nov 17

3 night stay

Indianapolis (IND) to La Crosse (LSE)

Delta • Non-stop roundtrip • Coach
Price was $568, price is now $445 per person
$445
per person
found 1 day ago
Aspen Select
3.5-star property

Aspen Select

Oct 16 - Oct 20

4 night stay

Orlando (MCO) to Rochester (RST)

American Airlines • Non-stop roundtrip • Coach
Price was $627, price is now $510 per person
$510
per person
found 13 hours ago
The Towers At Kahler Grand Hotel
4.0-star property

The Towers At Kahler Grand Hotel

Oct 16 - Oct 20

4 night stay

Orlando (MCO) to Rochester (RST)

American Airlines • Non-stop roundtrip • Coach
Price was $1,315, price is now $1,114 per person
$1,114
per person
found 13 hours ago
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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! (1,011 reviews)
"I really like it , it was clean and nice"

Reviewed on Aug 24, 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! (1,023 reviews)
"Na"

Reviewed on Aug 24, 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.
Opens in a new windowThe Plaza Hotel & Suites Winona
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Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona

3 out of 5
925 Bruski Drive 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 Sugar Loaf Trailhead and Sugar Loaf Bluff are located nearby.
Opens in a new windowFairfield Inn & Suites by Marriott 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 $100. 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 15 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, October 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 $100. 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 $100 and $736. 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.