Title: $33 Cheap Flights to Winterset, IA - Expedia.com ![hogback covered bridge, summer](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $33 Cheap Flights to Winterset, IA [View $33 flight on Sat, Mar 28, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:DEN,to:DSM,departure:3/28/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:32.98&airProductToken=AQowCi4IxnISBDE2NzgYg2kgw2Qo5u6IAzDQ74gDOEVAAFgBagRQQ18xcgdLMjFTWFMyEgwIARABGAEqAkY5MgAYASIECAEQASgCKAMwDQ) - [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 [Winterset Travel Guide](https://expedia.com/Winterset.dx181516)[Hotels in Winterset](https://expedia.com/Winterset-Hotels.d181516.Travel-Guide-Hotels)[Car Rentals in Winterset](https://expedia.com/Car-Rentals-In-Winterset.d181516.Car-Rental-Guide)[Winterset Vacation Packages](https://expedia.com/Winterset.d181516.Destination-Travel-Guides) ## Popular airlines to Winterset - ![](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:Winterset, Iowa, United States of America,departure:2/20/2026TANYT&leg2=from:Winterset, Iowa, United States of America,to:CMH,departure:2/27/2026TANYT&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:Winterset, Iowa, United States of America,departure:2/20/2026TANYT&leg2=from:Winterset, Iowa, United States of America,to:CMH,departure:2/27/2026TANYT&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:Winterset, Iowa, United States of America,departure:2/20/2026TANYT&leg2=from:Winterset, Iowa, United States of America,to:CMH,departure:2/27/2026TANYT&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:Winterset, Iowa, United States of America,departure:2/20/2026TANYT&leg2=from:Winterset, Iowa, United States of America,to:CMH,departure:2/27/2026TANYT&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_F9.svg) Frontier Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winterset, Iowa, United States of America,departure:2/20/2026TANYT&leg2=from:Winterset, Iowa, United States of America,to:CMH,departure:2/27/2026TANYT&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_AS.svg) Alaska Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winterset, Iowa, United States of America,departure:2/20/2026TANYT&leg2=from:Winterset, Iowa, United States of America,to:CMH,departure:2/27/2026TANYT&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_QF.svg) Qantas Airways [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Winterset, Iowa, United States of America,departure:2/20/2026TANYT&leg2=from:Winterset, Iowa, United States of America,to:CMH,departure:2/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"QF"}}]) - ![](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 Winterset? Prices were available within the past 7 days and start at $33 for one-way flights and $66 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) Fri, Mar 6 - Mon, Mar 9 DEN Denver DSM Des Moines $66 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:DSM,departure:3/6/2026TANYT&leg2=from:DSM,to:DEN,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:65.96&airProductToken=AQowCi4IxnISBDE2NzgYg2kgw2Qo4veGAzDM-IYDOEVAAFgBagRQQ18xcgdLMjFJWFMyCjAKLgjGchIEMTY3NxjDZCCDaSixmocDMK6bhwM4RUAAWAFqBFBDXzFyB0syMU5YUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Apr 1 - Tue, Apr 7 ORD Chicago DSM Des Moines $157 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:DSM,departure:4/1/2026TANYT&leg2=from:DSM,to:ORD,departure:4/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:156.79&airProductToken=AQozCjEIwYIBEgQ0ODA1GK4cIMNkKLidiQMwl56JAzhCQABYAWoFQkFTSUNyCE9WQUlLU0JYCjMKMQjBggESBDQxMjEYw2Qgrhwov-CJAzCm4YkDOEJAAFgBagVCQVNJQ3IIT1ZBSUtTQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Apr 1 - Tue, Apr 7 ORD Chicago DSM Des Moines $157 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:DSM,departure:4/1/2026TANYT&leg2=from:DSM,to:ORD,departure:4/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:156.79&airProductToken=AQo4CjYI1YIBEgQzNDc4GK4cIMNkKNiYiQMwuZmJAzhOQABYAWoKMV9iYXNpY2Vjb3IIS0FVMkFLQlMKOAo2CNWCARIEMjY2OBjDZCCuHCjw2okDMMzbiQM4TkAAWAFqCjFfYmFzaWNlY29yCEtBVTJBS0JTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Apr 28 - Wed, May 6 ORD Chicago DSM Des Moines $177 Roundtrip found 15 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:DSM,departure:4/28/2026TANYT&leg2=from:DSM,to:ORD,departure:5/6/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:176.39&airProductToken=AQpECiAIxJgBEgQzODYzGK4cIMx8KIrJiwMw6smLAzhFQABYAQogCMSYARIENDkxMxjMfCDDZCiSyosDMNnKiwM4RUABWAEKRgohCMSYARIENTQxNBjDZCDjtAEonqCMAzCJoYwDOEVAAFgBCiEIxJgBEgQ0MTY4GOO0ASCuHCiyoYwDMI2ijAM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Tue, Apr 21 - Sat, Apr 25 ORD Chicago DSM Des Moines $184 Roundtrip found 9 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:DSM,departure:4/21/2026TANYT&leg2=from:DSM,to:ORD,departure:4/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:183.40&airProductToken=AQpgCi4I15wBEgQzNjgzGK4cIINpKML5igMw5_qKAzhWQABYAWoDV0dBcgdWQkFWTjJECi4I15wBEgQyNDA0GINpIMNkKM_9igMwx_6KAzhWQAFYAWoDV0dBcgdWQkFWTjJECmAKLgjXnAESBDIxMjMYw2Qgg2ko3KSLAzDPpYsDOFZAAFgBagNXR0FyB1ZaQVZOMkQKLgjXnAESBDIzNjcYg2kgrhwokqeLAzCoqIsDOFZAAVgBagNXR0FyB1ZaQVZOMkQSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB) ## Alternative airports near Winterset 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:DSM,departure:2/20/2026TANYT&leg2=from:DSM,to:CMH,departure:2/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) DSM Des Moines Intl. CheapestClosest 44 min [Flights from $447 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:DSM,departure:2/20/2026TANYT&leg2=from:DSM,to:CMH,departure:2/23/2026TANYT&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 Des Moines (DSM) ### October is typically the cheapest month to fly From $178 - $548 per traveler. ## Tips to find the cheapest flights to Winterset **The cheapest day to fly** Get started finding a cheap flight to Winterset 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 Winterset. 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 Winterset. 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 Winterset, 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 Winterset** The lowest price for round-trip flights to Winterset in 2026 starts from from $66, while one-way tickets start from from $33\. 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 Winterset. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Winterset** Frontier Airlines, Southwest Airlines, American Airlines, United, Delta are just some of the airlines that can typically offer cheap tickets to Winterset. 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 Winterset and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Winterset, 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 Winterset. 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 Winterset 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 Winterset** 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 Winterset. **Stopover savings** The cheapest tickets to Winterset are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Winterset. 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 Winterset 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 Winterset. Simply download the free Expedia app to your smart device and activate Winterset 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 Winterset. 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 Winterset? ### Which US cities have the cheapest flights to Winterset? ### Which US cities fly direct to Winterset? > - Chicago > - Denver > - Atlanta > - Dallas > - Detroit ### How to find a cheap flight to Winterset? ### How to get a cheap last-minute flight to Winterset? ### How far in advance should I book a flight to Winterset? ### Which day of the week is the cheapest day to buy a plane ticket to Winterset? ### Which airlines fly to Winterset? > - United Airlines > - American Airlines > - Delta Air Lines > - Frontier Airlines ### Where do you fly into Winterset? ### How far is the airport from central Winterset? ### Can I save money by booking a Winterset trip package? ### Can I change or cancel my flight to Winterset? \*Flight schedules are subject to change. __Flights to Winterset information__ | Destination airport | Des Moines Intl. | | ----------------------------- | ---------------- | | Destination airport IATA code | DSM | | Destination city name | Des Moines | | Roundtrip price | $66 | ## Trending flights to Winterset Prices were available within the past 7 days and start at $33 for one-way flights and $66 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) Fri, Mar 6 - Mon, Mar 9 DEN Denver DSM Des Moines $66 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:DSM,departure:3/6/2026TANYT&leg2=from:DSM,to:DEN,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:65.96&airProductToken=AQowCi4IxnISBDE2NzgYg2kgw2Qo4veGAzDM-IYDOEVAAFgBagRQQ18xcgdLMjFJWFMyCjAKLgjGchIEMTY3NxjDZCCDaSixmocDMK6bhwM4RUAAWAFqBFBDXzFyB0syMU5YUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Madison County Hotels ](https://www.expedia.com/Destinations-In-Madison-County.d553248635976430525.Hotel-Destinations) - [Hotels near John Wayne Birthplace Museum ](https://www.expedia.com/John-Wayne-Birthplace-Museum-Hotels.0-l6105996-0.Travel-Guide-Filter-Hotels) - 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