$332 Find Cheap Flights to Winona

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Winona departing on 3/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$347
American Airlines
Thu 1/1Thu 1/8
ORD - LSE • Non-stop
Cheapest one-way
$346
Multiple Airlines
Thu 3/26
DEN - LSE • 2 stops
Top routes
DEN-LSE
Cheapest
ORD-LSE
Most popular
Insights
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We hope you love your trip to Winona!
Flight Deals
Useful Info
Flight Deals

Cheap Flights to Winona

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Winona that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Winona

Thu, Jan 1 - Thu, Jan 8
American Airlines Logo
6:11 pm - 7:36 pm
ORD
-
LSE
1h 25mnonstop
American Airlines Logo
5:08 pm - 6:40 pm
LSE
-
ORD
1h 32mnonstop
$347American Airlines
Fri, Jan 16 - Sun, Jan 18
American Airlines Logo
9:45 am - 11:07 am
ORD
-
LSE
1h 22mnonstop
American Airlines Logo
5:08 pm - 6:40 pm
LSE
-
ORD
1h 32mnonstop
$367American Airlines
Tue, Jan 13 - Tue, Jan 20
American Airlines Logo
5:20 pm - 10:16 pm
IAH
-
LSE
4h 56m1 stop
American Airlines Logo
5:08 pm - 10:42 pm
LSE
-
IAH
5h 34m1 stop
$380American Airlines
Tue, Jan 13 - Tue, Jan 20
American Airlines Logo
9:35 am - 10:16 pm
IAH
-
LSE
12h 41m2 stops
American Airlines Logo
5:08 pm - 10:42 pm
LSE
-
IAH
5h 34m1 stop
$386American Airlines
Wed, Jan 14 - Wed, Jan 21
American Airlines Logo
6:00 am - 4:16 pm
HOU
-
LSE
10h 16m2 stops
American Airlines Logo
11:37 am - 10:46 pm
LSE
-
HOU
11h 09m2 stops
$391American Airlines
Wed, Jan 14 - Wed, Jan 21
American Airlines Logo
6:00 am - 4:16 pm
IAH
-
LSE
10h 16m2 stops
American Airlines Logo
11:37 am - 10:49 pm
LSE
-
IAH
11h 12m2 stops
$391American Airlines
Sat, Dec 13 - Tue, Jan 13
American Airlines Logo
4:11 pm - 5:32 pm
ORD
-
LSE
1h 21mnonstop
American Airlines Logo
5:08 pm - 6:40 pm
LSE
-
ORD
1h 32mnonstop
$411American Airlines
Wed, Jan 14 - Wed, Jan 21
American Airlines Logo
8:00 am - 4:16 pm
IAH
-
LSE
8h 16m2 stops
American Airlines Logo
11:37 am - 4:46 pm
LSE
-
IAH
5h 09m1 stop
$416American Airlines
Wed, Jan 14 - Thu, Jan 22
American Airlines Logo
6:05 am - 4:16 pm
IAH
-
LSE
10h 11m2 stops
American Airlines Logo
11:37 am - 4:46 pm
LSE
-
IAH
5h 09m1 stop
$417American Airlines
Wed, Jan 14 - Thu, Jan 22
American Airlines Logo
6:00 am - 4:16 pm
HOU
-
LSE
10h 16m2 stops
American Airlines Logo
11:37 am - 10:46 pm
LSE
-
HOU
11h 09m2 stops
$422American Airlines
Useful Info

Good to know - Book Cheap Winona Plane Tickets

Low seasonJanuary
Cheapest flight$346
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Denver to La Crosse

FAQs - booking Winona flights

  • How long is the flight to Winona?

    Flights from Chicago1h 23m
  • What is the cheapest flight to La Crosse?

    In the last 3 days, the cheapest flight deal to La Crosse was found on the route from Denver, at $347 return. The most popular connection is from Chicago to La Crosse and KAYAK users have found round-trip deals for as low as $347 in the last 3 days.

  • How to fly to Winona?

    You cannot fly directly to Winona. KAYAK recommends you fly to La Crosse (LSE) (22.4 miles from Winona). From there you can rent a car or get a taxi.

  • What airports are near Winona?

    The closest airport is La Crosse (LSE) (22.4 mi). Other nearby airports are Rochester (RST) (43.66 mi), Sparta/Fort McCoy (CMY) (45.21 mi), Eau Claire (EAU) (56.8 mi) or Minneapolis St Paul (MSP) (96.33 mi). KAYAK recommends you fly to La Crosse.

  • How far is La Crosse Airport from central La Crosse?

    The city center of La Crosse is 5 miles from La Crosse Airport.

  • What is the name of La Crosse’s airport?

    There is only 1 airport in La Crosse, called La Crosse Airport (LSE). It can also be referred to as La Crosse or La Crosse Mnpl.

  • How does KAYAK find such low prices on flights to Winona?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Winona.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Winona?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winona is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Winona?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winona with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Winona?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winona up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Winona

  • There is no major airport in Winona. It is instead served by La Crosse Airport.
  • Looking for a cheap flight? 25% of our users found flights on this route for $359 or less one-way.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Winona flight deals.

Reviews of the top airline flying to Winona

 
Need help choosing which airline to fly with from the United States to Winona? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11048 reviews
6.5Food
8.0Crew
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

8.0 ExcellentConnie, Dec 2025
PHX - MKE
Read more American Airlines reviews

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

I liked the humor of the captain and crew on the flight from Flagstaff to Dallas. They were humorous.

AA delayed the flight for 3 hours and 50 minutes, but delayed the last 2 hours, 30 minutes at a time, so if we knew before, could have stayed at home and worked instead of being at the airport wasting time... The plane's crew was excellent, not their fault.

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

Everything you need to know for your flight to Winona