$50 Cheap flights to Winona County

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Winona County

A stone wall with a hole, overlooking a river and a town.
FlightsFlights
FlightsFlights

Winona

Winona

Cheap flights to Winona County from $50 One Way, $100 Round Trip

$100 return flights and $50 one-way flights to Winona County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Dec 3 - Sun, Dec 6
SFB
Orlando
LSE
La Crosse
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Dec 3 from Orlando to La Crosse, returning Sun, Dec 6, priced at $100 found 1 day ago
Thu, Oct 29 - Sun, Nov 1
PGD
Punta Gorda
LSE
La Crosse
$110 Roundtrip, found 2 days ago
$110
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Oct 29 from Punta Gorda to La Crosse, returning Sun, Nov 1, priced at $110 found 2 days ago
Fri, Nov 6 - Mon, Nov 9
AZA
Mesa
LSE
La Crosse
$118 Roundtrip, found 5 days ago
$118
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Fri, Nov 6 from Mesa to La Crosse, returning Mon, Nov 9, priced at $118 found 5 days ago
Wed, Nov 25 - Sun, Nov 29
ORD
Chicago
LSE
La Crosse
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 25 from Chicago to La Crosse, returning Sun, Nov 29, priced at $294 found 1 day ago
Tue, Oct 27 - Sat, Oct 31
DTW
Detroit
RST
Rochester
$313 Roundtrip, found 14 hours ago
$313
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Oct 27 from Detroit to Rochester, returning Sat, Oct 31, priced at $313 found 14 hours ago
Fri, Oct 23 - Tue, Oct 27
IAH
Houston
RST
Rochester
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 23 from Houston to Rochester, returning Tue, Oct 27, priced at $343 found 1 day ago
Tue, Oct 27 - Tue, Nov 10
TVC
Traverse City
RST
Rochester
$346 Roundtrip, found 4 days ago
$346
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Oct 27 from Traverse City to Rochester, returning Tue, Nov 10, priced at $346 found 4 days ago
Fri, Oct 2 - Sun, Oct 4
CVG
Cincinnati
RST
Rochester
$363 Roundtrip, found 17 hours ago
$363
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Fri, Oct 2 from Cincinnati to Rochester, returning Sun, Oct 4, priced at $363 found 17 hours ago
Thu, Apr 15 - Sat, Apr 24
SAN
San Diego
RST
Rochester
$368 Roundtrip, found 2 days ago
$368
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Apr 15 from San Diego to Rochester, returning Sat, Apr 24, priced at $368 found 2 days ago
Tue, Sep 29 - Tue, Oct 6
ATL
Atlanta
LSE
La Crosse
$377 Roundtrip, found 3 days ago
$377
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 29 from Atlanta to La Crosse, returning Tue, Oct 6, priced at $377 found 3 days ago
Mon, Sep 28 - Mon, Oct 5
ATL
Atlanta
RST
Rochester
$393 Roundtrip, found 2 days ago
$393
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Sep 28 from Atlanta to Rochester, returning Mon, Oct 5, priced at $393 found 2 days ago
Wed, Oct 28 - Sun, Nov 1
DJT
West Palm Beach
LSE
La Crosse
$431 Roundtrip, found 18 hours ago
$431
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Oct 28 from West Palm Beach to La Crosse, returning Sun, Nov 1, priced at $431 found 18 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
BOSRochesterSeptember 25 to September 26$490
EWRRochesterSeptember 27 to September 28$776
BOSLa CrosseSeptember 26 to September 27$844
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Winona County Accommodation Deals

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

3 out of 5
900 Bruski Dr Winona MN
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $134 total per night from Sep 20 to Sep 21
$134 total
Sep 20 - Sep 21
Total with taxes and fees
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 ...
Opens in a new windowExpress Suites Riverport Inn & Suites
The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona

3 out of 5
1025 Highway 61 E Winona MN
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $184 total per night from Sep 20 to Sep 21
$184 total
Sep 20 - Sep 21
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,001 reviews)
"This was our third stay at The Plaza. We love being able to stay there when visiting our granddaughter at Winona State. We like the fact that is has a very nice attached restaurant, a great free breakfast, and friendly staff. The only complaint I have had in three visits happened this time. It was ..."

Reviewed on Sep 17, 2026

Opens in a new windowThe Plaza Hotel & Suites Winona
Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

2 out of 5
1025 Sugar Loaf Rd Winona MN
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $58 total per night from Oct 4 to Oct 5
$58 total
Oct 4 - Oct 5
Total with taxes and fees
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 ...
7.6/10 Good! (1,002 reviews)
"There were cobwebs in three of the corners of the room and a big spider in there as well. The outlet was loose in the bathroom so my blowdrier kept stopping. The toilet didn't work right. The desk worker was kind. Breakfast was fine. It was an OK place to stay for the price."

Reviewed on Sep 19, 2026

Opens in a new windowSuper 8 by Wyndham Winona MN
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona

3 out of 5
925 Bruski Drive Winona MN
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $160 total per night from Oct 1 to Oct 2
$160 total
Oct 1 - Oct 2
Total with taxes and fees
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. ...
9.4/10 Exceptional! (405 reviews)
"Wonderful Property !"

Reviewed on Aug 31, 2026

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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Winona County

Orbitz is your one stop for guaranteed low prices on Winona County flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

Save Big On Car Rentals Too

Orbitz will find you discount air fare for flights to Winona County and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

Get Free Travel Advice By Calling the Orbitz Hotline

Our experts will make things even easier by helping you to find the best budget flights to Winona County Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

Book Travel on the Fly with Orbitz on the Go

Our state of the art mobile apps will allow you to book cheap flights to Winona County from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

Frequently asked questions

Which airlines fly to Winona County?
Pick from 24 airlines that travel to Winona County via La Crosse Municipal Airport (LSE). Then, get ready to soak up the best of this popular region. You're bound to find the perfect flight among these top domestic carriers:

  • American Airlines - 26 flights to Winona County per month
  • Delta - 9 flights to Winona County per month

What is the best airport to fly to in Winona County?
There's one major entry point for this region — La Crosse Municipal Airport (LSE). Book your airfares for this popular gateway and discover all that Winona County has to offer.
How much is a flight to Winona County?
Prices for round-trip flights dipped as low as $100 this week to Winona County, and rose as high as $844. Some lucky passengers flying out of Orlando (SFB) managed to snap up one-way flights starting at just $50.
How to book the cheapest flight to Winona County?
With some of the most incredible flight deals around, a bargain is always waiting for you with Orbitz. The following handy hints will help you score cheap flights to Winona County — and leave you with more cash to play with:

  • Taking off from or landing at other airports may be more affordable. Type in your preferred departure and arrival points. Next, click on the 'Nearby airports' function below to look through your options.
  • If your plans aren't set in stone, click on the 'Show flexible dates' link to see the flight deals for a selection of departure dates. You may find an even better fare.
  • To refine your results, click on 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also choose your preferred flight times under 'Sort & Filter' to the left.
  • If you've worked out your travel dates, don't delay booking. Ticket prices generally become more expensive as the departure date gets closer.
  • Think about combining your flights, hotels and car rental into a package deal to make your dollar go further.
  • Flying during the busy season can mean pricey airfares. Try to travel outside of popular dates, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Winona County?
Book your flights to Winona County in January. This is the best time of the year for low airfares, followed by February and August. Land cheap flights and enjoy your dream getaway with Orbitz.
What day of the week is the cheapest to book a flight to Winona County?
If you're after inexpensive fares to Winona County, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Winona County?
If you're chasing cheap flights to Winona County, leave early in the week. Orbitz data from 2020 shows Monday is the most affordable day to set off, followed by Tuesday. Saturday is the most expensive, so avoid flying on this day and do your bank account a favor.
What is the cheapest month to fly to Winona County?
To pick up cheap flights to Winona County, you should take off in August. If saving money on your plane ticket is your main concern, Orbitz data has found that this is generally an excellent month to take a trip. June is when airfares are the most expensive.
Which airlines allow free cancellation?
Flexibility is important these days, that's why Orbitz lets you search for flights that won't slap on fees for amendments to your reservation. Enter your departure and arrival points, then select "Filter by flexible change policies." We'll show you options that include free cancellation and no change fees.
What do I need for the flight to Winona County?
Nothing beats flying somewhere new, but it's smart to be prepared. This list of top tips will help get your trip off to an excellent start:

  • Before you take your seat on the plane, you'll need to show proof of identification, like your passport. You'll also need your boarding pass. If you're traveling with the kids, check with your airline about which documents they require — if any.
  • To keep you amused on the short trip to Winona County, download some new songs or stock up the podcast library on your smartphone. Food can also be a nice distraction while in the air, so take some snacks.
  • Even if you're traveling when it's 90 degrees outside, carry a sweater on board with you. Airplane cabins can get downright chilly.

How many direct flights are there to Winona County?
There are roughly 7 direct flights into Winona County each month. Depending on your departure destination, you may be able to book a nonstop ticket with American Airlines.
How do I get cheap first-class/business deals to Winona County?
There are ways of booking business or first-class airfares to Winona County that won't burn a hole through your budget. Snap up a seat at the front of the plane for less with these useful tips:

  • Flexibility is everything. By being open to a variety of travel dates, you'll have more chances of picking up a great deal on first or business-class airfares.
  • Find a low-cost carrier that has business-class seats. They often come with extra legroom and a glass of Champagne — and a nicer price.
  • Take advantage of your airline's flight rewards program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

What is the best time to go to Winona County?
Winona County is busy in March, July and August. If you're contemplating visiting during these months, it may be an idea to book early to ensure you score the greatest deals. Like to know what summer's like in Winona County? Average daily temperatures usually float between 60 ºF and 75 ºF. Like most places in the Northern Hemisphere, summertime kicks off June 20 here.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.