$167 Find Cheap Flights to Winona - Compare and Save

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Cheap Flights to Winona

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Winona

Fri, Oct 2 - Sun, Oct 4
American Airlines Logo
11:00 pm - 12:20 amORD  Chicago O'Hare Intl-LSE La Crosse
1h 20mnonstop
American Airlines Logo
5:22 pm - 7:02 pmLSE  La Crosse-ORD Chicago O'Hare Intl
1h 40mnonstop
$259American Airlines
Fri, Oct 16 - Sun, Oct 25
American Airlines Logo
10:40 pm - 11:59 pmORD  Chicago O'Hare Intl-LSE La Crosse
1h 19mnonstop
American Airlines Logo
6:55 pm - 8:30 pmLSE  La Crosse-ORD Chicago O'Hare Intl
1h 35mnonstop
$259American Airlines
Fri, Oct 9 - Sun, Oct 11
American Airlines Logo
10:30 am - 11:53 amORD  Chicago O'Hare Intl-LSE La Crosse
1h 23mnonstop
American Airlines Logo
6:55 pm - 8:30 pmLSE  La Crosse-ORD Chicago O'Hare Intl
1h 35mnonstop
$279American Airlines
Fri, Feb 12 - Tue, Feb 16
American Airlines Logo
4:50 pm - 6:20 pmORD  Chicago O'Hare Intl-LSE La Crosse
1h 30mnonstop
American Airlines Logo
7:04 am - 8:35 amLSE  La Crosse-ORD Chicago O'Hare Intl
1h 31mnonstop
$279American Airlines
Thu, Nov 19 - Mon, Nov 23
American Airlines Logo
10:30 am - 11:56 amORD  Chicago O'Hare Intl-LSE La Crosse
1h 26mnonstop
American Airlines Logo
6:00 am - 7:39 amLSE  La Crosse-ORD Chicago O'Hare Intl
1h 39mnonstop
$279American Airlines
Thu, Oct 8 - Sun, Oct 11
American Airlines Logo
10:40 pm - 11:59 pmORD  Chicago O'Hare Intl-LSE La Crosse
1h 19mnonstop
American Airlines Logo
12:23 pm - 1:48 pmLSE  La Crosse-ORD Chicago O'Hare Intl
1h 25mnonstop
$279American Airlines
Thu, Oct 8 - Sun, Oct 11
American Airlines Logo
4:50 pm - 6:20 pmORD  Chicago O'Hare Intl-LSE La Crosse
1h 30mnonstop
American Airlines Logo
6:55 pm - 8:30 pmLSE  La Crosse-ORD Chicago O'Hare Intl
1h 35mnonstop
$279American Airlines
Fri, Sep 25 - Tue, Sep 29
American Airlines Logo
9:56 am - 11:22 amORD  Chicago O'Hare Intl-LSE La Crosse
1h 26mnonstop
American Airlines Logo
5:22 pm - 7:02 pmLSE  La Crosse-ORD Chicago O'Hare Intl
1h 40mnonstop
$289American Airlines
Wed, Oct 7 - Mon, Oct 12
Multiple Airlines Logo
1:23 pm - 9:06 amDFW  Dallas/Fort Worth-LSE La Crosse
19h 43m2 stops Atlanta Hartsfield-Jackson Orlando
Multiple Airlines Logo
8:08 pm - 3:25 pmLSE  La Crosse-DFW Dallas/Fort Worth
19h 17m1 stop Phoenix-Mesa Gateway
$391Multiple Airlines
Sat, Jan 16 - Thu, Jan 28
Multiple Airlines Logo
3:50 pm - 9:20 amMSP  Minneapolis St Paul-LSE La Crosse
17h 30m1 stop Orlando
Multiple Airlines Logo
10:10 am - 10:48 pmLSE  La Crosse-MSP Minneapolis St Paul
12h 38m1 stop Orlando Sanford Intl
$392Multiple Airlines
Useful Info

Good to know - Book Cheap Winona Plane Tickets

Low season

April

Cheapest flight

$167
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago O'Hare Airport to La Crosse

FAQs - booking Winona flights

  • How long is the flight to Winona?

    Flights from Seattle48h 30m
    Flights from New York10h 09m
    Flights from Denver4h 50m
    Flights from Boston7h 35m
    Flights from Los Angeles8h 59m
  • Which airlines fly to La Crosse?

    Many airlines fly to La Crosse, the most common ones being Delta, American Airlines, and Sun Country Air. See the amount of flights per week for popular airlines flying to La Crosse.

  • 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 $207 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Winona flight deals.

Reviews of the top airlines 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.
7.3
Allegiant AirOverall score based on 679 reviews
6.9Comfort
8.1Crew
7.7Boarding
5.9Food
5.4Entertainment
Airline reviews

The flights to and from Cincinnati were great at being on time for both, departures and arrivals. The planes could use some updating.

8.0 ExcellentRobert, Sep 2026
Read more Allegiant Air reviews

The flights to and from Cincinnati were great at being on time for both, departures and arrivals. The planes could use some updating.

It was a dismal experience. The flight was delayed for 4 hours, and we spent hours in the plane, without air, during the summer. We were not provided with water, and the medical assistance was inadequate when it arose.

The landing the pilot was very smooth. The flight attendant was kind of rude.The boarding the plane in punta Gorda was not great made us wait out in the heat 😞

My exit seat was very comfortable Coffee was to be purchased but sodas free 😏

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

The price was the only good thing about this flight. It was scary during takeoff when the plane tilted side to side. It made me feel very nervous as I have never had a take-off that unsmooth. There was no on-flight movie or music options and the only complimentary option was water. Other airlines offer trail mix or a caramel cookie and pop options as complimentary. This flight was a 2.5 hour flight. I understand for shorter flights not having options, but a flight 2 hours or longer should offer more complimentary options and in flight entertainment. Also the seats did not recline and for a longer flight reclining seats are a must for comfort.

A very pleasant flight but it would be greatly improved with wifi to help entertain kids

This is a no frills, get it done, efficient airline. The seat is a lawn chair. You better bring your own entertainment. If you want something other than water you need to pay for it. But they will get you to your destination quickly, on time, and then they will turn the flight around and go right back where they came from. Reliably. Couple times a week tops. If it fits into your schedule, you can’t get there cheaper or faster.

A three hour delay to board and then another hour on the tarmac because they couldn't get a tractor? Ugh.

American Airlines put the food on the wrong plane which had already taken off by the time we took off so we had no food on the plane.

Seems like the ac wasn’t working. It was super hot

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

I liked everything. Except that my neck was hurting on the seat. I couldn't sleep.

They cancelled our flight without warning OR a refund. Never doing business with American Airlines again! This is the second AA booked trip in a row that we've had challenges with.

seats were way too small. Too short of a flight to offer amenities.

This was a short flight handled by Hawaiian Airlines. Flight was late by about an hour. As it is so short, no food offerings other than the obligatory cookie and drink. Flight crew was great.

We appreciated that the AA agent at the check in desk was aware that we might not make our connecting flight from Liberia to Miami due to delays. He immediately got us on an earlier flight, which meant less time in the airport and the ability to catch our flight home. Without him, we might had to spend a night in Miami, which we could not do due to work schedules once we got home. This action is what made this flight sequence excellent.

The flt was good and quick, but we had to wait 10 hrs for our 1 hr flight. We chose our flight in May so we could make the connection in Chicago quickly!!! Well that did not work out!!! When profits come before peoples plans made 6 months previous, and the companies don’t care, or give refunds for poor treatments,———I’m OUT!!!!!!

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