$56 Cheap Flights to Winona, MN

Flights to Winona at a glance

Traveling to Winona is easy; you can choose from full-service or budget airlines. Compare different flight times and select the best option that aligns with your budget and schedule, making it simple to plan your visit to the city’s renowned attractions and neighborhoods.

• Major airports near Winona: Rochester International Airport (RST), La Crosse Municipal Airport (LSE), Chippewa Valley Regional Airport (EAU)
• Closest airport to Winona: La Crosse Municipal Airport, LSE (around 24 miles)
• Flights per week: 800+ flights arriving across Winona airports
• Number of airlines that fly to Winona: around 4 carriers

Popular airports near Winona

Winona is a charming city ideal for those seeking outdoor adventures, breathtaking scenery, and romantic getaways. Visitors are drawn to Winona for its eco-friendly experiences and picturesque landscapes. The city is conveniently accessible through three major airports, making it easy to find flights to Winona.

• Rochester International Airport (RST): Situated in Olmsted County, Minnesota, approximately 42 miles from Winona, this airport offers both domestic and international flights, linking to over 75 domestic cities and 3 international locations. Travelers can opt for premium economy or first-class service for enhanced comfort, subject to the airlines and routes. Key airlines include American Airlines and Delta.
• La Crosse Municipal Airport (LSE): Found in La Crosse County, Wisconsin, about 24 miles from Winona, this airport facilitates domestic travel to around 20 cities nationwide. For those seeking extra comfort, first-class seating options are available depending on the airline and route. American Airlines is a primary carrier at this airport.
• Chippewa Valley Regional Airport (EAU): Located in Chippewa County, Wisconsin, roughly 56 miles from Winona, this airport handles domestic flights connecting to over 10 cities across the U.S. Major airlines operating here include United and Sun Country Airlines, providing travelers with various flight options to suit their needs.

Top routes to Winona

• Chicago (ORD) to Winona (RST/EAU), with one-way tickets available from around $90
• Phoenix (PHX) to Winona (RST/LSE/EAU), with one-way fares starting at around $120
• Boston (BOS) to Winona (RST/LSE/EAU), with one-way flight options from around $120
• Washington (IAD/DCA) to Winona (RST/LSE), with one-way flight options from around $110
• New York (JFK/LGA) to Winona (RST/LSE/EAU), with one-way tickets available from around $110

Cheapest routes to Winona

• Fort Myers (RSW) to Winona (RST/EAU), with low one-way fares from around $70
• Chicago (ORD) to Winona (RST/EAU), with budget one-way fares from around $90
• Detroit (DTW) to Winona (RST/EAU), with low one-way fares from around $100
• Denver (DEN) to Winona (RST), with low-cost one-way tickets from around $110
• Washington (IAD/DCA) to Winona (RST/LSE), with low one-way fares from around $110

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Winona

• American Airlines: Operates flights to Rochester International Airport (RST) and La Crosse Municipal Airport (LSE), responsible for approximately 51% of arrivals in Winona. The average fare for a one-way ticket is around $280, with premium cabins possibly offering first class based on the route.
• Delta: Provides service to Rochester International Airport (RST), contributing to about 40% of Winona's arrivals. The average one-way fare is roughly $270, with premium cabin choices that may include both premium economy and first class, depending on the specific route.
• United: Flies into Chippewa Valley Regional Airport (EAU), making up nearly 8% of arrivals at Winona. The typical fare for a one-way ticket is about $190.
• Sun Country Airlines: Serves Chippewa Valley Regional Airport (EAU), accounting for approximately 1% of Winona’s arrivals. Average one-way fares are around $160, making it a cost-effective choice for travelers.

Best time to fly to Winona

The most popular months for travelers to fly to Winona are January, March, and April, when peak temperatures in Winona can reach up to 44.8°F in April. If you prefer quieter travel, consider September, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 62.8°F. For better deals, May usually offers the lowest average one-way fare around $254, roughly 9% cheaper than the yearly average. Looking for additional cheaper months to fly? August, July, and June offer average one-way fares of around $270, making them good options for flexible travelers.

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Winona

Getting some of the best deals on flights to Winona is all about timing and flexibility. Here are some key tips to help you save:

1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Winona hotel and flight deals.
4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
5. Earn miles—you can earn airline miles when you book your Winona flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Winona

Winona welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Winona efficiently:

• Public transportation: From La Crosse Municipal Airport, La Crosse Station, a train station, is located about 5.2 miles away by car, while La Crosse, Wisconsin Seaport, a seaport, and La Crosse Queen Cruise Dock, a cruise terminal, are both approximately 6.8 miles away by car, making it convenient for travelers to access these transportation options for their onward journeys.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Winona, with options including free hotel shuttles and private rides, which can be arranged in advance.
• Car rental: Renting a car in Winona is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Winona on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay in and around Winona

• Minnesota City: Located 8 miles away from Winona, Minnesota City is perfect for those seeking outdoor experiences and scenic beauty. This charming city offers ample opportunities for romance and adventure, with a variety of recreational areas and hiking trails. Key points of interest include the picturesque John Latsch State Park, ideal for nature enthusiasts, and the educational hub of St. Mary's University of Minnesota. Visitors can also enjoy the serene views of the nearby lake and river, making it a delightful escape for nature lovers.
• Historic Downtown Winona: Historic Downtown Winona is located around the area of Winona and serves as a vibrant cultural hub for travelers. This charming neighborhood is rich in history and offers outdoor activities alongside its cultural experiences. Explore the beautiful Winona County Courthouse, a historic landmark, or visit the Winona County Historical Society for a deep dive into local history. With access to hiking trails and the scenic lake, this area provides a perfect blend of education and leisure for visitors wishing to immerse themselves in the local culture.
• Tamarack: Tamarack is located 16 miles drive away from Winona, making it an excellent destination for outdoor enthusiasts and sports lovers. This village is known for its adventure opportunities, including a country private club and golf course. Nature reserves and breathtaking lakes surround the area, inviting visitors to explore. Notable attractions include the stunning Perrot State Park and Trempealeau Mountain, both ideal for those seeking adventure and natural beauty. Tamarack is perfect for travelers looking to connect with nature and enjoy outdoor activities.

Tips for short-haul flights to Winona

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

• Pack light and skip checked bags—with budget airlines, traveling with just a carry-on is often more economical. Maximize space by using travel-sized toiletries, wearing your heaviest clothing, and coordinating your outfits. This approach also helps you avoid the hassle of waiting at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights might not provide in-flight entertainment options. Download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book to keep yourself entertained. Remember to charge your devices fully before you board.
• Arrive at the airport in plenty of time—for short or domestic flights, it's advisable to arrive at least 1.5 to 2 hours prior to departure, taking into account potential traffic and security lines.
• Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Winona

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

• Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines typically provide free seat selection once online check-in opens, which is generally 24–48 hours prior to your flight. Some airlines may allow seat selection even earlier than this.
• Arrive at the airport in plenty of time—aim to be at the airport at least 3 hours before departure for international flights to accommodate check-in, security, and immigration processes.
• Relax at the airport—if you have extra time, take the opportunity to browse the shops, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is typically free and available.
• Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and sleep pattern to align with your destination's time zone. Aim to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Tips to find the cheapest flights to Winona

The cheapest day to fly

Get started finding a cheap flight to Winona on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

September is the cheapest month to fly to Winona. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Winona. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Winona, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Winona

The lowest price for round-trip flights to Winona in 2026 starts from $112, while one-way tickets start from from $56. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Winona. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Winona

Allegiant Air, American Airlines, Delta are just some of the airlines that can typically offer cheap tickets to Winona. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Winona and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Winona, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Winona. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Winona plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Winona

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Winona.

Stopover savings

The cheapest tickets to Winona are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Winona. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Winona for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Winona. Simply download the free Expedia app to your smart device and activate Winona flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Winona. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.