Title: $28 Cheap Flights to Upperville, VA - Expedia.com ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $28 Cheap Flights to Upperville, VA [View $28 flight on Sat, Apr 11, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:ATL,to:IAD,departure:4/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:27.98&airProductToken=AQowCi4IxnISBDM2OTIY4FwgiBgopY6KAzCZj4oDOEVAAFgBagRQQ18xcgdLMjFTWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) - [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 [Upperville Travel Guide](https://expedia.com/Upperville.dx184116)[Hotels in Upperville](https://expedia.com/Upperville-Hotels.d184116.Travel-Guide-Hotels)[Car Rentals in Upperville](https://expedia.com/Car-Rentals-In-Upperville.d184116.Car-Rental-Guide)[Upperville Vacation Packages](https://expedia.com/Upperville.d184116.Destination-Travel-Guides) ## Popular airlines to Upperville - ![](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:Upperville, Virginia, United States of America,departure:3/15/2026TANYT&leg2=from:Upperville, Virginia, United States of America,to:CMH,departure:3/22/2026TANYT&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_AA.svg) American Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Upperville, Virginia, United States of America,departure:3/15/2026TANYT&leg2=from:Upperville, Virginia, United States of America,to:CMH,departure:3/22/2026TANYT&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:Upperville, Virginia, United States of America,departure:3/15/2026TANYT&leg2=from:Upperville, Virginia, United States of America,to:CMH,departure:3/22/2026TANYT&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:Upperville, Virginia, United States of America,departure:3/15/2026TANYT&leg2=from:Upperville, Virginia, United States of America,to:CMH,departure:3/22/2026TANYT&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:Upperville, Virginia, United States of America,departure:3/15/2026TANYT&leg2=from:Upperville, Virginia, United States of America,to:CMH,departure:3/22/2026TANYT&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:Upperville, Virginia, United States of America,departure:3/15/2026TANYT&leg2=from:Upperville, Virginia, United States of America,to:CMH,departure:3/22/2026TANYT&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_B6.svg) JetBlue Airways [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Upperville, Virginia, United States of America,departure:3/15/2026TANYT&leg2=from:Upperville, Virginia, United States of America,to:CMH,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![](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) ## Today's featured flight deals to Upperville Nonstop Carry-on included Lower price than typical - Columbus (CMH)Washington (DCA) Fri, Mar 20 Mon, Mar 23 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 22 hours ago 35% less than typical $243 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:DCA,departure:3/20/2026TANYT&leg2=from:BWI,to:CMH,departure:3/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-10fecf9c032b41208a2184a0a8d7e364-3145-1-st-v5-sos-10fecf9c032b41208a2184a0a8d7e364-3086-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZOF2lyQAR-QAR-qAQcKA0NNSBAAsgEHCgNXQVMQAA~AQoyCjAIwYIBEgQ1NTU5GII7IEMoo5OIAzD9k4gDOEJAAFgBagVCQVNJQ3IIU1ZBSVpOQloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL.AQpgCi4I15wBEgQxOTI1GMFFIMxwKP22iAMwmLiIAzhEQABYAWoDV0dBcgdEWkFWTjJECi4I15wBEgQyNDQ4GMxwIII7KMW4iAMw0bmIAzhEQAFYAWoDV0dBcgdEWkFWTjJEEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=497.00&displayPrice=242.60&src=dflp) - Columbus (CMH)Washington (DCA) Fri, Mar 20 Mon, Mar 23 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 23 hours ago 35% less than typical $243 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:DCA,departure:3/20/2026TANYT&leg2=from:BWI,to:CMH,departure:3/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-00c2c279e42a421ebb739f5e521301ac-3117-1-st-v5-sos-00c2c279e42a421ebb739f5e521301ac-3087-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAfP22VyqAQcKA0NNSBAAsgEHCgNXQVMQAA~AQoyCjAIwYIBEgQ0NzAwGII7IEMo6JGIAzC9kogDOEJAAFgBagVCQVNJQ3IIU1ZBSVpOQloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL.AQpgCi4I15wBEgQxOTI1GMFFIMxwKP22iAMwmLiIAzhEQABYAWoDV0dBcgdEWkFWTjJECi4I15wBEgQyNDQ4GMxwIII7KMW4iAMw0bmIAzhEQAFYAWoDV0dBcgdEWkFWTjJEEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=497.00&displayPrice=242.60&src=dflp) - Columbus (CMH)Washington (DCA) Sat, Mar 28 Sat, Apr 4 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 6-day trip found 2 hours ago 55% less than typical $143 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:DCA,departure:3/28/2026TANYT&leg2=from:DCA,to:CMH,departure:4/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-ffaf9da3b5a3468e964e772dd2e2dc2e-622-1-st-v5-sos-ffaf9da3b5a3468e964e772dd2e2dc2e-619-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAYK43lyQASKQASKqAQcKA0NNSBAAsgEHCgNEQ0EQAA~AQoyCjAIwYIBEgQ1NTU5GII7IEMo9eyIAzDP7YgDOEJAAFgBagVCQVNJQ3IIT1ZBSUpTQloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL.AQoyCjAIwYIBEgQ0NDM5GEMggjsosriJAzCQuYkDOEJAAFgBagVCQVNJQ3IIT1ZBSUpTQloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=401.00&displayPrice=142.78&src=dflp) ## How much is the cheapest flight to Upperville? Prices were available within the past 7 days and start at $28 for one-way flights and $56 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) Sat, May 2 - Sat, May 9 ATL Atlanta IAD Washington $56 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ATL,to:IAD,departure:5/2/2026TANYT&leg2=from:IAD,to:ATL,departure:5/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:55.96&airProductToken=AQowCi4IxnISBDEwODIY4FwgiBgo0POLAzDC9IsDOEVAAFgBagRQQ18xcgdLMjFTWFMyCjAKLgjGchIEMTA4MRiIGCDgXCjbw4wDMNjEjAM4RUAAWAFqBFBDXzFyB0syMVNYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Mon, Mar 30 - Tue, Apr 7 MCO Orlando IAD Washington $70 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:IAD,departure:3/30/2026TANYT&leg2=from:IAD,to:MCO,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:69.59&airProductToken=AQosCioIzbABEgM5MTQYzHAgiBgouoGJAzCqg4kDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, May 2 - Sat, May 9 ATL Atlanta IAD Washington $115 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ATL,to:IAD,departure:5/2/2026TANYT&leg2=from:IAD,to:ATL,departure:5/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:114.80&airProductToken=AQo4CjYI1YIBEgQyNjM0GOBcIIgYKPz4iwMw7vmLAzhOQABYAWoKMV9iYXNpY2Vjb3IIR0FGNUFLQlMKOAo2CNWCARIEMjczORiIGCDgXCjEwowDMLzDjAM4TkAAWAFqCjFfYmFzaWNlY29yCEdBRjVBS0JTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sat, Apr 25 - Sat, May 2 MCO Orlando DCA Washington $132 Roundtrip found 4 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:DCA,departure:4/25/2026TANYT&leg2=from:DCA,to:MCO,departure:5/2/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:131.59&airProductToken=AQovCi0I15wBEgQzNjcwGMxwIEMosaWLAzC4posDOFZAAFgBagNXR0FyB1ZMTlZIMkUKLwotCNecARIEMTQwNBhDIMxwKKv3iwMwwfiLAzhWQABYAWoDV0dBcgdWTE5WSDJFEgoIAhABGAIqAldOGAEiBAgBEAEoAigDKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, Jun 2 - Wed, Jun 3 MCO Orlando DCA Washington $147 Roundtrip found 19 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:DCA,departure:6/2/2026TANYT&leg2=from:DCA,to:MCO,departure:6/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:146.79&airProductToken=AQoyCjAIwYIBEgQyMDYyGMxwIEMogdOOAzCP1I4DOEJAAFgBagVCQVNJQ3IIT1ZBSlpTQloKMQovCMGCARIDNTkyGEMgzHAoj9uOAzCi3I4DOEJAAFgBagVCQVNJQ3IIT1ZBSlpTQloSDAgBEAEYASoCQUEyABgBIgQIARABKAIoAygEMAs) ## Alternative airports near Upperville 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:IAD,departure:3/15/2026TANYT&leg2=from:IAD,to:CMH,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) IAD Washington Dulles Intl. Cheapest 48 min [Flights from $280 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:IAD,departure:3/15/2026TANYT&leg2=from:IAD,to:CMH,departure:3/22/2026TANYT&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 Washington (IAD) ### October is typically the cheapest month to fly From $105 - $414 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 Upperville? ### Which US cities have the cheapest flights to Upperville? ### Which US cities fly direct to Upperville? > - Boston > - Chicago > - Atlanta > - New York > - Orlando ### How to find a cheap flight to Upperville? ### How to get a cheap last-minute flight to Upperville? ### How far in advance should I book a flight to Upperville? ### Which day of the week is the cheapest day to buy a plane ticket to Upperville? ### Which airlines fly to Upperville? > - JetBlue Airways > - Delta Air Lines > - American Airlines > - United Airlines ### Where do you fly into Upperville? ### How far is the airport from central Upperville? ### Can I save money by booking an Upperville trip package? ### Can I change or cancel my flight to Upperville? \*Flight schedules are subject to change. ## Book with confidence # Tips to find the cheapest flights to Upperville **The cheapest day to fly** Get started finding a cheap flight to Upperville 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 Upperville. 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 Upperville. 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 Upperville, 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 Upperville** The lowest price for round-trip flights to Upperville in 2026 starts from from $56, while one-way tickets start from from $28\. 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 Upperville. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Upperville** Frontier Airlines, Breeze Airways, United, Southwest Airlines, American Airlines are just some of the airlines that can typically offer cheap tickets to Upperville. 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 Upperville and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Upperville, 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 Upperville. 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 Upperville 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 Upperville** 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 Upperville. **Stopover savings** The cheapest tickets to Upperville are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Upperville. 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 Upperville 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 Upperville. Simply download the free Expedia app to your smart device and activate Upperville 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 Upperville. 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 | Washington Dulles Intl. | | ----------------------------- | ----------------------- | | Destination airport IATA code | IAD | | Destination city name | Washington | | Roundtrip price | $56 | ## Trending flights to Upperville Prices were available within the past 7 days and start at $28 for one-way flights and $56 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, Jun 23 - Thu, Jun 25 MCO Orlando IAD Washington $56 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:IAD,departure:6/23/2026TANYT&leg2=from:IAD,to:MCO,departure:6/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:55.96&airProductToken=AQowCi4IxnISBDQyMzAYzHAgiBgo57-QAzD5wJADOEVAAFgBagRQQ18xcgdLMjFEWFMyCjAKLgjGchIENDM1NRiIGCDMcCjI15ADMNzYkAM4RUAAWAFqBFBDXzFyB0syMVJYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Paris Barns ](https://www.expedia.com/Paris-Barns-Hotels.0-l553248621532661865-0.Travel-Guide-Filter-Hotels) - [Paris Hotels ](https://www.expedia.com/Paris-Hotels.d6050691.Travel-Guide-Hotels) - 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