Title: $69 Cheap Flights to Winona, MS - Expedia.com ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $69 Cheap Flights to Winona, MS [View $69 flight on Mon, Mar 2, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:ATL,to:GLH,departure:3/2/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:69.00&airProductToken=AQooCiYIy44BEgQzODA0GOBcIOY6KNHJhgMwnMqGAzhUQABYAXIEVDIxThIKCAEQARgBKgJLRxgBIgQIARABKAIoAygEMAE) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travelers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Winona Travel Guide](https://expedia.com/Winona.dx7891)[Hotels in Winona](https://expedia.com/Winona-Hotels.d7891.Travel-Guide-Hotels)[Car Rentals in Winona](https://expedia.com/Car-Rentals-In-Winona.d7891.Car-Rental-Guide)[Winona Vacation Packages](https://expedia.com/Winona.d7891.Destination-Travel-Guides) ## Popular airlines to Winona - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winona, Mississippi, United States of America,departure:2/21/2026TANYT&leg2=from:Winona, Mississippi, United States of America,to:CMH,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winona, Mississippi, United States of America,departure:2/21/2026TANYT&leg2=from:Winona, Mississippi, United States of America,to:CMH,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winona, Mississippi, United States of America,departure:2/21/2026TANYT&leg2=from:Winona, Mississippi, United States of America,to:CMH,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winona, Mississippi, United States of America,departure:2/21/2026TANYT&leg2=from:Winona, Mississippi, United States of America,to:CMH,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winona, Mississippi, United States of America,departure:2/21/2026TANYT&leg2=from:Winona, Mississippi, United States of America,to:CMH,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winona, Mississippi, United States of America,departure:2/21/2026TANYT&leg2=from:Winona, Mississippi, United States of America,to:CMH,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winona, Mississippi, United States of America,departure:2/21/2026TANYT&leg2=from:Winona, Mississippi, United States of America,to:CMH,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our OneKeyCash [Learn about One Key](https://www.expedia.com/welcome-one-key) ## How much is the cheapest flight to Winona? Prices were available within the past 7 days and start at $69 for one-way flights and $138 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Thu, May 7 - Tue, May 12 ORD Chicago GLH Greenville $286 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:GLH,departure:5/7/2026TANYT&leg2=from:GLH,to:ORD,departure:5/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:285.90&airProductToken=AQplCjEI1YIBEgM1MzkYrhwgo7EBKP-rjAMwqa2MAzhLQABYAWoFMl9lY29yCEtBRzJBS0VTCjAIy44BEgQzODAyGKOxASDmOiiDrowDMM6ujAM4RUAAWAFqBTJfZWNvcgZFMTROQ1gKmAEKMAjLjgESBDM4MDEY5jogo7EBKIjljAMw0-WMAzhFQABYAWoFMl9lY29yBkUxNE5DWAoxCNWCARIDNTM5GKOxASCIOCi85owDMIrnjAM4S0AAWAFqBTJfZWNvcghLQVUyQUtFUwoxCNWCARIEMTUwMxiIOCCuHCjt6IwDMJfqjAM4S0AAWAFqBTJfZWNvcghLQVUyQUtFUxIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAs) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Apr 14 - Wed, Apr 15 ORD Chicago JAN Jackson $297 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:JAN,departure:4/14/2026TANYT&leg2=from:JAN,to:ORD,departure:4/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:296.40&airProductToken=AQpECiAIxJgBEgQxMjQ3GK4cIOBcKJ6pigMwnKqKAzhFQABYAQogCMSYARIEMzE1MRjgXCCJaCj2qooDMMSrigM4RUABWAEKRAogCMSYARIEMTI3OBiJaCDgXCiKuYoDMNy5igM4RUAAWAEKIAjEmAESBDExMzkY4FwgrhwolLqKAzCRu4oDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Tue, Apr 14 - Sat, Apr 18 ORD Chicago JAN Jackson $302 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:JAN,departure:4/14/2026TANYT&leg2=from:JAN,to:ORD,departure:4/18/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:301.70&airProductToken=AQqPAQouCNecARIEMzY4MhiuHCCDWCi3q4oDMM2sigM4SkAAWAFqA1dHQXIHSkRBVkgyRQotCNecARICMzcYg1ggx6MBKI6tigMw3q2KAzhKQAFYAWoDV0dBcgdKREFWSDJFCi4I15wBEgM0ODAYx6MBIIloKOCuigMwsK-KAzhKQAFYAWoDV0dBcgdKREFWSDJFEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Feb 25 - Sat, Feb 28 ORD Chicago JAN Jackson $305 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:JAN,departure:2/25/2026TANYT&leg2=from:JAN,to:ORD,departure:2/28/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:304.30&airProductToken=AQpnCjEIwYIBEgM2ODAYrhwgo7EBKLGPhgMw0pCGAzhCQABYAWoFQkFTSUNyCE5WQVpVU0JYCjIIwYIBEgQ1MzM1GKOxASCJaCiSkYYDMOyRhgM4QkABWAFqBUJBU0lDcghOVkFaVVNCWApoCjIIwYIBEgQ2MDEwGIloIOKaASjqtIYDMOq1hgM4QkAAWAFqBUJBU0lDcghRVkFXVVNCWAoyCMGCARIEMTAzORjimgEgrhwonraGAzCmt4YDOEJAAVgBagVCQVNJQ3IIUVZBV1VTQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Contour Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LF.gif) Wed, Mar 4 - Fri, Mar 27 ORD Chicago TUP Tupelo $432 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:TUP,departure:3/4/2026TANYT&leg2=from:TUP,to:ORD,departure:3/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:431.62&airProductToken=AQpoCiAIzIwBEgQzMDgwGK4cIMJBKM7ehgMwst-GAzhWQABYAQohCMyMARIEMzA4NBjCQSCjsQEoquCGAzCi4YYDOFZAAVgBCiEIzIwBEgQzMDA4GKOxASCTfSik7IYDMI3thgM4VkABWAEKaAohCMyMARIEMzAwNxiTfSCjsQEox-GIAzC64ogDOFZAAFgBCiEIzIwBEgQzMDg1GKOxASDCQSiR5IgDMP_kiAM4VkABWAEKIAjMjAESBDMwODMYwkEgrhwogeuIAzDq64gDOFZAAVgBEgoIARABGAEqAkxGGAEiBAgBEAEoBDAB) ## 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** May 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 from $138, while one-way tickets start from from $69\. 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** United, American Airlines, Delta, Southwest Airlines, Contour Airlines 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](https://www.expedia.com/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. ## Frequently asked questions ### What month is the cheapest to fly to Winona? ### Which US cities have the cheapest flights to Winona? ### Which US cities fly direct to Winona? > - Atlanta > - Dallas > - Chicago > - Houston > - Charlotte ### How to find a cheap flight to Winona? ### How to get a cheap last-minute flight to Winona? ### How far in advance should I book a flight to Winona? ### Which day of the week is the cheapest day to buy a plane ticket to Winona? ### Which airlines fly to Winona? > - American Airlines - 1,092 flights to Winona each month, including 775 flights to Memphis Intl. Airport (MEM) per month. > - Delta Air Lines - 758 flights to Winona each month, including 559 flights to Memphis Intl. Airport (MEM) per month. ### Where do you fly into Winona? ### How far is the airport from central Winona? ### Can I save money by booking a Winona trip package? ### Can I change or cancel my flight to Winona? \*Flight schedules are subject to change. __Flights to Winona information__ | Destination airport | Mid Delta Regional | | ----------------------------- | ------------------ | | Destination airport IATA code | GLH | | Destination city name | Greenville | | Roundtrip price | $138 | ## Trending flights to Winona Prices were available within the past 7 days and start at $69 for one-way flights and $138 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![KEY LIME AIR DBA DENVER AIR CONNECTION](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/KG.gif) Fri, Mar 6 - Mon, Mar 9 ATL Atlanta GLH Greenville $138 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ATL,to:GLH,departure:3/6/2026TANYT&leg2=from:GLH,to:ATL,departure:3/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:138.00&airProductToken=AQooCiYIy44BEgQzODA0GOBcIOY6KNH2hgMwnPeGAzhUQABYAXIEVDIxTgooCiYIy44BEgQzODAzGOY6IOBcKIyXhwMw15eHAzhUQABYAXIEVDIxThIKCAEQARgBKgJLRxgBIgQIARABKAIoAygEMAE) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Montgomery County Performing Arts Center ](https://www.expedia.com/Montgomery-County-Performing-Arts-Center-Hotels.0-l553248621532653595-0.Travel-Guide-Filter-Hotels) - [Hotels near Middleton Cemetery ](https://www.expedia.com/Middleton-Cemetery-Hotels.0-l553248621532649629-0.Travel-Guide-Filter-Hotels) - 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