Title: $30 Cheap Flights to Windermere, FL - Expedia.com ![Aerial Overlooking Lakeside Homes in Central Florida](https://images.trvl-media.com/place/6085091/7090f298-653b-4ae8-a3d7-158982a4a6fe.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6085091/7090f298-653b-4ae8-a3d7-158982a4a6fe.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $30 Cheap Flights to Windermere, FL [View $30 flight on Wed, Mar 11, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:LGA,to:MCO,departure:3/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:29.98&airProductToken=AQowCi4IxnISBDQzODMYywEgzHAo3qyHAzCVrocDOEVAAFgBagRQQ18xcgdLMTRYWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) - [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 [Windermere Travel Guide](https://expedia.com/Windermere.dx6085091)[Hotels in Windermere](https://expedia.com/Windermere-Hotels.d6085091.Travel-Guide-Hotels)[Things to do in Windermere](https://expedia.com/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities)[Car Rentals in Windermere](https://expedia.com/Car-Rentals-In-Windermere.d6085091.Car-Rental-Guide)[Windermere Vacation Packages](https://expedia.com/Windermere.d6085091.Destination-Travel-Guides) ## Popular airlines to Windermere - ![](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:Windermere, Florida, United States of America,departure:3/8/2026TANYT&leg2=from:Windermere, Florida, United States of America,to:CMH,departure:3/15/2026TANYT&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_AA.svg) American Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windermere, Florida, United States of America,departure:3/8/2026TANYT&leg2=from:Windermere, Florida, United States of America,to:CMH,departure:3/15/2026TANYT&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_DL.svg) Delta [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windermere, Florida, United States of America,departure:3/8/2026TANYT&leg2=from:Windermere, Florida, United States of America,to:CMH,departure:3/15/2026TANYT&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_UA.svg) United [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windermere, Florida, United States of America,departure:3/8/2026TANYT&leg2=from:Windermere, Florida, United States of America,to:CMH,departure:3/15/2026TANYT&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_B6.svg) JetBlue Airways [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windermere, Florida, United States of America,departure:3/8/2026TANYT&leg2=from:Windermere, Florida, United States of America,to:CMH,departure:3/15/2026TANYT&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_NK.svg) Spirit Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windermere, Florida, United States of America,departure:3/8/2026TANYT&leg2=from:Windermere, Florida, United States of America,to:CMH,departure:3/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![](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:Windermere, Florida, United States of America,departure:3/8/2026TANYT&leg2=from:Windermere, Florida, United States of America,to:CMH,departure:3/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](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 Windermere? Prices were available within the past 7 days and start at $30 for one-way flights and $60 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Mar 3 - Wed, Mar 4 SJU San Juan MCO Orlando $163 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:SJU,to:MCO,departure:3/3/2026TANYT&leg2=from:MCO,to:SJU,departure:3/4/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:162.98&airProductToken=AQotCisIzpYBEgM5MDQYsqIBIMxwKNjPhgMwm9GGAzhHQABYAWoCUlByBUdBM05SCi0KKwjOlgESAzkwMxjMcCCyogEo0-GGAzD94oYDOEdAAFgBagJSUHIFR0EzTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, Apr 27 - Wed, Apr 29 SJU San Juan MCO Orlando $182 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:SJU,to:MCO,departure:4/27/2026TANYT&leg2=from:MCO,to:SJU,departure:4/29/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:181.96&airProductToken=AQphCi8IxnISBDEwMTUYsqIBIO9ZKMe4iwMwwLqLAzhFQABYAWoEUENfMXIHWjE0UFBDNAouCMZyEgQyNTA1GO9ZIMxwKN-_iwMwhMGLAzhFQABYAWoEUENfMXIHWjE0UFBDNAphCi4IxnISBDM4NTYYzHAg71ko29OLAzD61IsDOEVAAFgBagRQQ18xcgdaMTRQUEM0Ci8IxnISBDQ0NjIY71kgsqIBKOfXiwMwzdmLAzhFQABYAWoEUENfMXIHWjE0UFBDNBIMCAEQARgBKgJGOTIAGAEiBAgBEAEoAigDMA0) ![Arajet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DM.gif) Fri, Apr 10 - Tue, Apr 14 PUJ Punta Cana SFB Orlando $211 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PUJ,to:SFB,departure:4/10/2026TANYT&leg2=from:SFB,to:PUJ,departure:4/14/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:210.25&airProductToken=AQoxCi8IxJoBEgQ1MjIwGI9NILIJKMb-iQMw-v-JAzhBQABYAWoFQkFTSUNyBkFCQVNPVwo0CjIIxJoBEgQ1MjIxGLIJII9NKPOrigMwmK2KAzjBoAFAAFgBagVCQVNJQ3IHQVBCQVNPVxIKCAsQARgIKgJETRgBIgQIARABKAIwAw) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Jun 3 - Thu, Jun 4 SJU San Juan MCO Orlando $280 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:SJU,to:MCO,departure:6/3/2026TANYT&leg2=from:MCO,to:SJU,departure:6/4/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:279.40&airProductToken=AQovCi0IwmwSAzMzNBiyogEgzHAovuGOAzD44o4DOExAAFgBagJETnIIVUkyQVVFTDEKMAouCMJsEgQxMDMzGMxwILKiASj5544DMKbpjgM4TEAAWAFqAkROcghVSTJBVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, May 16 - Tue, May 19 SJU San Juan MCO Orlando $294 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:SJU,to:MCO,departure:5/16/2026TANYT&leg2=from:MCO,to:SJU,departure:5/19/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:294.00&airProductToken=AQpnCjIIwYIBEgQyOTcxGLKiASCMAiiJkI0DMLuRjQM4QkAAWAFqBUJBU0lDcghPTk4yQUhCWgoxCMGCARIEMjI5NRiMAiDMcCjyk40DMLyUjQM4QkABWAFqBUJBU0lDcghPTk4yQUhCWgpnCjEIwYIBEgQyODk0GMxwIIwCKPixjQMwwLKNAzhCQABYAWoFQkFTSUNyCE9OTjJBSEJaCjIIwYIBEgQzMjAyGIwCILKiASiEs40DMJ20jQM4QkABWAFqBUJBU0lDcghPTk4yQUhCWhIMCAEQARgBKgJBQTIAGAEiBAgBEAEoAigDKAQwCw) ## Alternative airports near Windermere Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:MCO,departure:3/8/2026TANYT&leg2=from:MCO,to:CMH,departure:3/11/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) MCO Orlando Intl. Cheapest 29 min [Flights from $164 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:MCO,departure:3/8/2026TANYT&leg2=from:MCO,to:CMH,departure:3/11/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from Columbus (CMH) to Orlando (MCO) ### January is typically the cheapest month to fly From $40 - $164 per traveler. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=FTG_SPRING_PROMO_) ## Frequently asked questions ### What month is the cheapest to fly to Windermere? ### Which US cities have the cheapest flights to Windermere? > - New Haven (HVN) > - Latrobe (LBE) > - Portsmouth (PSM) > - Newburgh (SWF) > - Trenton (TTN) > > > with fares typically starting around $32. ### Which US cities fly direct to Windermere? > - Newark (EWR) > - New York (JFK, LGA) > - Chicago (MDW, ORD) > - Philadelphia (PHL) > - Boston (BOS) > > > To Tampa Intl. (TPA) > - Newark (EWR) > - New York (JFK, LGA) > - Chicago (MDW, ORD) > - Philadelphia (PHL) > - Atlanta (ATL) > > > To Daytona Beach Intl. (DAB) > - New York (JFK, LGA) > - Boston (BOS) > - Atlanta (ATL) > - Charlotte (CLT) > - Hartford (BDL) ### How to find a cheap flight to Windermere? ### Which airlines fly to Windermere? > - American Airlines > - Delta > - Delta Air Lines > - Frontier Airlines > - JetBlue Airways > - Spirit Airlines > - United ### Where do you fly into Windermere? > - The closest major airport is Orlando, FL (MCO-Orlando Intl.), about 16 miles from the city center, which is a hub for American Airlines, United, and Frontier Airlines, with other airlines like Delta, WN also operating here. > - Tampa, FL (TPA-Tampa Intl.) is another option, about 78 miles away, serving as a hub for American Airlines, Delta, and United, with Frontier Airlines, WN also operating here. > - Daytona Beach, FL (DAB-Daytona Beach Intl.), about 58 miles away, serving as a hub for Delta, American Airlines, and JetBlue Airways, with MX, KLM also operating here. > - Gainesville, FL (GNV-Gainesville Regional), about 97 miles away, serving as a hub for Delta, American Airlines, and MQ, with OH, Aeromexico also operating here. > - Melbourne, FL (MLB-Orlando Melbourne Intl.), about 68 miles away, serving as a hub for Delta and American Airlines. ### What is the cheapest airport to fly to in Windermere? ### Which budget airlines fly to Windermere? > - Frontier Airlines: serves Orlando (MCO), Tampa (TPA) > - Spirit Airlines: serves Orlando (MCO), Tampa (TPA) > - Southwest Airlines: serves Orlando (MCO), Tampa (TPA) > - JetBlue Airways: serves Orlando (MCO), Daytona Beach (DAB), Tampa (TPA) > - Breeze: serves Orlando (MCO), Daytona Beach (DAB), Tampa (TPA) > - WestJet: serves Orlando (MCO), Daytona Beach (DAB), Melbourne (MLB), Tampa (TPA), Gainesville (GNV) > - Sun Country Airlines: serves Orlando (MCO), Tampa (TPA) > - Volaris: flies to Orlando (MCO) > - Azul: flies to Orlando (MCO) > - Flair Airlines: flies to Orlando (MCO) ### What is the best month to visit Windermere? ### How far in advance should I book a flight to Windermere? ### What day of the week is cheapest day to buy a plane ticket to Windermere? ### What is the most expensive month to fly to Windermere? ### What public holidays or seasonal events might make flights to Windermere more expensive? ### How far is the airport from central Windermere? > - Orlando, FL (MCO-Orlando Intl.): 9 miles southeast > - Orlando, FL (SFB-Orlando Sanford Intl.): 19 miles northeast > > > These options give you flexibility when planning your trip. ### How can I track flight prices to Windermere? ### How to get a cheap last-minute flight to Windermere? ### Can I earn miles booking a flight to Windermere with Expedia? ### Can I save money by booking a Windermere trip package? ### Can I change or cancel my flight to Windermere? \*Flight schedules are subject to change. ## Book with confidence # Tips to find the cheapest flights to Windermere **The cheapest day to fly** Get started finding a cheap flight to Windermere 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** March is the cheapest month to fly to Windermere. 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 Windermere. 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 Windermere, 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 Windermere** The lowest price for round-trip flights to Windermere in 2026 starts from from $60, while one-way tickets start from from $30\. 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 Windermere. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Windermere** Spirit Airlines, Frontier Airlines, Arajet, JetBlue Airways, Southwest Airlines, American Airlines are just some of the airlines that can typically offer cheap tickets to Windermere. 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 Windermere and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Windermere, 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 Windermere. 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 Windermere 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 Windermere** 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 Windermere. **Stopover savings** The cheapest tickets to Windermere are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Windermere. 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 Windermere 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 Windermere. Simply download the free Expedia app to your smart device and activate Windermere 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 Windermere. 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. ## Travel information | Destination airport | Orlando Intl. | | ----------------------------- | ------------- | | Destination airport IATA code | MCO | | Destination city name | Orlando | | Roundtrip price | $60 | ## Trending flights to Windermere Prices were available within the past 7 days and start at $30 for one-way flights and $60 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Tue, Mar 10 - Wed, Mar 11 LGA New York MCO Orlando $60 Roundtrip found 4 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:LGA,to:MCO,departure:3/10/2026TANYT&leg2=from:MCO,to:LGA,departure:3/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:59.96&airProductToken=AQowCi4IxnISBDQzODMYywEgzHAovqGHAzD1oocDOEVAAFgBagRQQ18xcgdLMTRFWFMyCjAKLgjGchIEMjYxNhjMcCDLASj-qocDMKGshwM4RUAAWAFqBFBDXzFyB0sxNFhYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Orlando Hotels ](https://www.expedia.com/Orlando-Hotels.d178294.Travel-Guide-Hotels) - [Hotels near Walt Disney World® Resort ](https://www.expedia.com/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - 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