Title: $59 Cheap Flights to Cromwell, KY - 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) # $59 Cheap Flights to Cromwell, KY [View $59 flight on Tue, Jun 2, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:ORD,to:OWB,departure:6/2/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:59.00&airProductToken=AQorCikIzIwBEgQzMDk0GK4cIM4NKLTSjgMwk9OOAzhWQABYAXIHVjE0TkVTUxIKCAEQARgBKgJMRhgBIgQIARABKAIoAygEMAE) - [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 [Cromwell Travel Guide](https://expedia.com/Cromwell.dx6338699)[Hotels in Cromwell](https://expedia.com/Cromwell-Hotels.d6338699.Travel-Guide-Hotels)[Car Rentals in Cromwell](https://expedia.com/Car-Rentals-In-Cromwell.d6338699.Car-Rental-Guide)[Cromwell Vacation Packages](https://expedia.com/Cromwell.d6338699.Destination-Travel-Guides) ## Popular airlines to Cromwell - ![](https://a.travel-assets.com/air/airlines/lf_sq.svg) Contour Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Cromwell, Kentucky, United States of America,departure:2/24/2026TANYT&leg2=from:Cromwell, Kentucky, United States of America,to:CMH,departure:3/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LF"}}]) - ![](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 Cromwell? Prices were available within the past 7 days and start at $59 for one-way flights and $113 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Contour Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LF.gif) Mon, Mar 23 - Sun, Mar 29 CLT Charlotte OWB Owensboro $118 Roundtrip found 8 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CLT,to:OWB,departure:3/23/2026TANYT&leg2=from:OWB,to:CLT,departure:3/29/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:117.99&airProductToken=AQoqCigIzIwBEgQzMDkyGOKaASDODSittogDMJa3iAM4VkAAWAFyBVYwTlNTCioKKAjMjAESBDMwOTEYzg0g4poBKMP4iAMwrPmIAzhWQABYAXIFVjBOU1MSCggBEAEYASoCTEYYASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Apr 22 - Thu, Apr 23 ORD Chicago OWB Owensboro $235 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:OWB,departure:4/22/2026TANYT&leg2=from:OWB,to:ORD,departure:4/23/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:234.80&airProductToken=AQpdCjEIwYIBEgQyMDgwGK4cIOKaASiPhYsDMI6GiwM4UUAAWAFqBE1BSU5yCFFXQVVVTk0zCigIzIwBEgQzMDkyGOKaASDODSjth4sDMNaIiwM4S0ABWAFyBUs3Q05YCikKJwjMjAESBDMwOTMYzg0grhwoqI-LAzCMkIsDOEtAAFgBcgVLN0NOWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Apr 1 - Wed, Apr 8 DFW Dallas OWB Owensboro $314 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DFW,to:OWB,departure:4/1/2026TANYT&leg2=from:OWB,to:DFW,departure:4/8/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:313.40&airProductToken=AQqXAQoyCNWCARIEMjI2MBijsQEgiDgoh5aJAzDOlokDOEtAAFgBagUyX2Vjb3IIS0FVMkFLRVMKMQjVggESBDIxODIYiDggrhwohJeJAzCpmIkDOEtAAFgBagUyX2Vjb3IIS0FVMkFLRVMKLgjMjAESBDMwOTQYrhwgzg0o9JiJAzDTmYkDOEtAAFgBagUyX2Vjb3IFSzdDTlgKZQovCMyMARIEMzA5MxjODSCuHCjI5okDMKzniQM4TUAAWAFqBTJfZWNvcgZNQzIxTkUKMgjVggESBDIyOTAYrhwgo7EBKMroiQMw9emJAzhLQABYAWoFMl9lY29yCEtBVTJBS0VTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Tue, Mar 17 - Wed, Mar 25 SMF Sacramento OWB Owensboro $467 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:SMF,to:OWB,departure:3/17/2026TANYT&leg2=from:OWB,to:SMF,departure:3/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:466.21&airProductToken=AQplCiAIwaYBEgQyNDY3GJIrIJIBKIn1hwMwgfaHAzhHQABYAQofCMGmARIDMzI4GJIBIK4cKKf3hwMwm_mHAzhHQAFYAQogCMyMARIEMzA5NBiuHCDODSib-4cDMPr7hwM4TUABWAEKZQogCMyMARIEMzA5MxjODSCuHCjvyIgDMNPJiAM4TUAAWAEKIAjBpgESBDE0NDcYrhwgkmgotsyIAzDTzogDOE9AAVgBCh8IwaYBEgM0MDAYkmggkiso08-IAzDG0IgDOE9AAVgBEgoIARABGAEqAkFTGAEiBAgBEAEoBDAB) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Feb 25 - Mon, Mar 2 BDL Hartford OWB Owensboro $509 Roundtrip found 5 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:OWB,departure:2/25/2026TANYT&leg2=from:OWB,to:BDL,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:508.50&airProductToken=AQpjCh4IwmwSAzY3NhjhWCCpUSjUjIYDMJeNhgM4WkAAWAEKHwjCbBIEMjEwNRipUSCuHCjEjoYDMPyPhgM4WkABWAEKIAjMjAESBDMwOTYYrhwgzg0owpKGAzCck4YDOFJAAVgBCmMKIAjMjAESBDMwOTMYzg0grhwoy8aGAzCvx4YDOE1AAFgBCh8IwmwSBDIxMDYYrhwgqVEowciGAzDOyYYDOFBAAVgBCh4IwmwSAzY3NRipUSDhWCjtzIYDMKnNhgM4VUABWAESCggBEAEYASoCQjYYASIECAEQASgEMAE) ## Tips to find the cheapest flights to Cromwell **The cheapest day to fly** Get started finding a cheap flight to Cromwell 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 Cromwell. 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 Cromwell. 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 Cromwell, 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 Cromwell** The lowest price for round-trip flights to Cromwell in 2026 starts from from $113, while one-way tickets start from from $59\. 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 Cromwell. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Cromwell** Contour Airlines, American Airlines, United, Alaska Airlines, JetBlue Airways are just some of the airlines that can typically offer cheap tickets to Cromwell. 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 Cromwell and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Cromwell, 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 Cromwell. 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 Cromwell 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 Cromwell** 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 Cromwell. **Stopover savings** The cheapest tickets to Cromwell are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Cromwell. 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 Cromwell 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 Cromwell. Simply download the free Expedia app to your smart device and activate Cromwell 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 Cromwell. 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 Cromwell? ### Which US cities have the cheapest flights to Cromwell? ### Which US cities fly direct to Cromwell? > - Chicago > - New York > - Dallas > - Washington > - Houston ### How to find a cheap flight to Cromwell? ### How to get a cheap last-minute flight to Cromwell? ### How far in advance should I book a flight to Cromwell? ### Which day of the week is the cheapest day to buy a plane ticket to Cromwell? ### Which airlines fly to Cromwell? ### Where do you fly into Cromwell? ### How far is the airport from central Cromwell? ### Can I save money by booking a Cromwell trip package? ### Can I change or cancel my flight to Cromwell? \*Flight schedules are subject to change. __Flights to Cromwell information__ | Destination airport | Owensboro-Daviess County Regional | | ----------------------------- | --------------------------------- | | Destination airport IATA code | OWB | | Destination city name | Owensboro | | Roundtrip price | $112 | ## Trending flights to Cromwell Prices were available within the past 7 days and start at $59 for one-way flights and $113 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Contour Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LF.gif) Tue, Feb 24 - Tue, Feb 24 ORD Chicago OWB Owensboro $113 Roundtrip found 19 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:OWB,departure:2/24/2026TANYT&leg2=from:OWB,to:ORD,departure:2/24/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:112.39&airProductToken=AQorCikIzIwBEgQzMDk0GK4cIM4NKMyDhgMwpoSGAzhWQABYAXIHVjE0TkVTUworCikIzIwBEgQzMDk1GM4NIK4cKMuFhgMwqoaGAzhWQABYAXIHVjE0TkVTUxIKCAEQARgBKgJMRhgBIgQIARABKAIoAygEMAE) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Bill Monroe Homeplace ](https://www.expedia.com/Bill-Monroe-Homeplace-Hotels.0-l553248623454080935-0.Travel-Guide-Filter-Hotels) - [Rosine Hotels ](https://www.expedia.com/Rosine-Hotels.d3000438970.Travel-Guide-Hotels) - 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