Title: $53 Cheap Flights to Winchester, OH - Expedia.com ![MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings](https://images.trvl-media.com/place/6056879/31f89911-167f-41d8-88d6-62f9fb8763d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6056879/31f89911-167f-41d8-88d6-62f9fb8763d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $53 Cheap Flights to Winchester, OH [View $53 flight on Wed, Apr 15, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:MCO,to:CVG,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:52.98&airProductToken=AQowCi4IxnISBDI1NDcYzHAgojUotLqKAzDIu4oDOEVAAFgBagRQQ18xcgdaMjFEWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) [Winchester Travel Guide](https://expedia.com/Winchester.dx183815)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d183815.Travel-Guide-Hotels)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d183815.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d183815.Destination-Travel-Guides) ## Popular airlines to Winchester - ![](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:Winchester, Ohio, United States of America,departure:3/29/2026TANYT&leg2=from:Winchester, Ohio, United States of America,to:CMH,departure:4/5/2026TANYT&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:Winchester, Ohio, United States of America,departure:3/29/2026TANYT&leg2=from:Winchester, Ohio, United States of America,to:CMH,departure:4/5/2026TANYT&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:Winchester, Ohio, United States of America,departure:3/29/2026TANYT&leg2=from:Winchester, Ohio, United States of America,to:CMH,departure:4/5/2026TANYT&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_F9.svg) Frontier Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winchester, Ohio, United States of America,departure:3/29/2026TANYT&leg2=from:Winchester, Ohio, United States of America,to:CMH,departure:4/5/2026TANYT&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_WN.svg) Southwest Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winchester, Ohio, United States of America,departure:3/29/2026TANYT&leg2=from:Winchester, Ohio, United States of America,to:CMH,departure:4/5/2026TANYT&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_AS.svg) Alaska Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winchester, Ohio, United States of America,departure:3/29/2026TANYT&leg2=from:Winchester, Ohio, United States of America,to:CMH,departure:4/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winchester, Ohio, United States of America,departure:3/29/2026TANYT&leg2=from:Winchester, Ohio, United States of America,to:CMH,departure:4/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) ## How much is the cheapest flight to Winchester? Prices were available within the past 7 days and start at $53 for one-way flights and $107 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) Wed, Apr 15 - Fri, Apr 17 MCO Orlando CVG Cincinnati $107 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:CVG,departure:4/15/2026TANYT&leg2=from:CVG,to:MCO,departure:4/17/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:106.96&airProductToken=AQowCi4IxnISBDE3MTMYzHAgojUo97aKAzCIuIoDOEVAAFgBagRQQ18xcgdaMjFEWFMyCjAKLgjGchIEMTc1MBiiNSDMcCigz4oDMKvQigM4RUAAWAFqBFBDXzFyB1oyMUlYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, May 21 - Tue, May 26 JFK New York CVG Cincinnati $229 Roundtrip found 5 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:JFK,to:CVG,departure:5/21/2026TANYT&leg2=from:CVG,to:JFK,departure:5/26/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:228.79&airProductToken=AQozCjEIwYIBEgQ0NDA4GKlRIKI1KOzJjQMw-sqNAzhCQABYAWoFQkFTSUNyCE5WRkhaTkJYCjMKMQjBggESBDQ2NTcYojUgqVEoy4COAzDPgY4DOEJAAFgBagVCQVNJQ3IITlZGSFpOQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Fri, Apr 24 - Mon, Apr 27 MCO Orlando CVG Cincinnati $239 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:CVG,departure:4/24/2026TANYT&leg2=from:CVG,to:MCO,departure:4/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:238.79&airProductToken=AQowCi4I15wBEgQxNDU0GMxwIKI1KLCdiwMwt56LAzhGQABYAWoDV0dBcgdGTE5XUjJFCi8KLQjXnAESAzk4OBiiNSDMcCjRv4sDMNPAiwM4RkAAWAFqA1dHQXIHRkxOV1IyRRIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, May 6 - Mon, May 11 MCO Orlando CVG Cincinnati $239 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:CVG,departure:5/6/2026TANYT&leg2=from:CVG,to:MCO,departure:5/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:238.80&airProductToken=AQo3CjUIxJgBEgQyODI0GMxwIKI1KOyljAMw8aaMAzhFQABYAWoJTUFJTkJBU0lDcghWRldRQTBCUQo3CjUIxJgBEgQyODI0GKI1IMxwKMvcjAMwyd2MAzhFQABYAWoJTUFJTkJBU0lDcghWRldRQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, May 5 - Tue, May 12 LGA New York CVG Cincinnati $241 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:LGA,to:CVG,departure:5/5/2026TANYT&leg2=from:CVG,to:LGA,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:240.40&airProductToken=AQpvCjUI1YIBEgM0NjcYywEgrhwotZWMAzDUlowDOE5AAFgBagoxX2Jhc2ljZWNvcghMRks1QUZCTgo2CNWCARIEMjY1NBiuHCCiNSiQl4wDMOOXjAM4TkAAWAFqCjFfYmFzaWNlY29yCExGSzVBRkJOCnAKNgjVggESBDM0MzIYojUgrhwozOSMAzCs5YwDOE5AAFgBagoxX2Jhc2ljZWNvcghMRks1QUZCTgo2CNWCARIEMTc5MxiuHCDLASiA5owDMIrnjAM4TkAAWAFqCjFfYmFzaWNlY29yCExGSzVBRkJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ## Find the cheapest month to fly from Columbus (CMH) to Cincinnati (CVG) ### September is typically the cheapest month to fly From $206 - $904 per traveler. ## Frequently asked questions ### What month is the cheapest to fly to Winchester? ### Which US cities have the cheapest flights to Winchester? ### Which US cities fly direct to Winchester? > - New York > - Chicago > - Washington > - Atlanta > - Newark ### How to find a cheap flight to Winchester? ### How to get a cheap last-minute flight to Winchester? ### How far in advance should I book a flight to Winchester? ### Which day of the week is the cheapest day to buy a plane ticket to Winchester? ### Which airlines fly to Winchester? > - Delta Air Lines - 1,339 flights to Winchester each month, including 1,339 flights to Cincinnati - Northern Kentucky Intl. Airport (CVG) per month. > - American Airlines - 1,066 flights to Winchester each month, including 1,066 flights to Cincinnati - Northern Kentucky Intl. Airport (CVG) per month. > - United Airlines - 507 flights to Winchester each month, including 507 flights to Cincinnati - Northern Kentucky Intl. Airport (CVG) per month. ### Where do you fly into Winchester? ### How far is the airport from central Winchester? ### Can I save money by booking a Winchester trip package? ### Can I change or cancel my flight to Winchester? \*Flight schedules are subject to change. ## Book with confidence # Tips to find the cheapest flights to Winchester **The cheapest day to fly** Get started finding a cheap flight to Winchester 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** April is the cheapest month to fly to Winchester. 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 Winchester. 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 Winchester, 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 Winchester** The lowest price for round-trip flights to Winchester in 2026 starts from from $107, while one-way tickets start from from $53\. 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 Winchester. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Winchester** Frontier Airlines, American Airlines, Southwest Airlines, United, Delta are just some of the airlines that can typically offer cheap tickets to Winchester. 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 Winchester and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Winchester, 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 Winchester. 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 Winchester 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 Winchester** 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 Winchester. **Stopover savings** The cheapest tickets to Winchester are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Winchester. 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 Winchester 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 Winchester. Simply download the free Expedia app to your smart device and activate Winchester 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 Winchester. 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 | Cincinnati - Northern Kentucky Intl. | | ----------------------------- | ------------------------------------ | | Destination airport IATA code | CVG | | Destination city name | Cincinnati | | Roundtrip price | $107 | ## Trending flights to Winchester Prices were available within the past 7 days and start at $53 for one-way flights and $107 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) Wed, Apr 15 - Fri, Apr 17 MCO Orlando CVG Cincinnati $107 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:CVG,departure:4/15/2026TANYT&leg2=from:CVG,to:MCO,departure:4/17/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:106.96&airProductToken=AQowCi4IxnISBDE3MTMYzHAgojUo97aKAzCIuIoDOEVAAFgBagRQQ18xcgdaMjFEWFMyCjAKLgjGchIEMTc1MBiiNSDMcCigz4oDMKvQigM4RUAAWAFqBFBDXzFyB1oyMUlYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Seaman Hotels ](https://www.expedia.com/Seaman-Hotels.d181456.Travel-Guide-Hotels) - [Cabin Rentals in Seaman ](https://www.expedia.com/Seaman-Cabins.d181456-aaCabins.Travel-Guide-Accommodation) - 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