Title: $104 Cheap Flights to Osterville, MA - Expedia.com ![Osterville featuring a bay or harbor and a coastal town](https://images.trvl-media.com/place/183338/8a17e714-193f-4593-904e-60223d02c37e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183338/8a17e714-193f-4593-904e-60223d02c37e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $104 Cheap Flights to Osterville, MA [View $104 flight on Mon, Aug 3, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:DCA,to:MVY,departure:8/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:103.10&airProductToken=AQozCjEIwYIBEgQ0NTcyGEMgrMUBKKyNlAMwjI6UAzhCQABYAWoFQkFTSUNyCE9WQUpaU0JaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) [Osterville Travel Guide](https://expedia.com/Osterville.dx183338)[Hotels in Osterville](https://expedia.com/Osterville-Hotels.d183338.Travel-Guide-Hotels)[Car Rentals in Osterville](https://expedia.com/Car-Rentals-In-Osterville.d183338.Car-Rental-Guide)[Osterville Vacation Packages](https://expedia.com/Osterville.d183338.Destination-Travel-Guides) ## Popular airlines to Osterville - ![](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:Osterville, Massachusetts, United States of America,departure:3/27/2026TANYT&leg2=from:Osterville, Massachusetts, United States of America,to:CMH,departure:4/3/2026TANYT&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_AA.svg) American Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Osterville, Massachusetts, United States of America,departure:3/27/2026TANYT&leg2=from:Osterville, Massachusetts, United States of America,to:CMH,departure:4/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](https://a.travel-assets.com/air/airlines/9k_sq.svg) Cape Air [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Osterville, Massachusetts, United States of America,departure:3/27/2026TANYT&leg2=from:Osterville, Massachusetts, United States of America,to:CMH,departure:4/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"9K"}}]) ## How much is the cheapest flight to Osterville? Prices were available within the past 7 days and start at $104 for one-way flights and $166 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Jun 29 - Fri, Jul 3 DCA Washington ACK Nantucket $166 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DCA,to:ACK,departure:6/29/2026TANYT&leg2=from:ACK,to:DCA,departure:7/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:166.00&airProductToken=AQpnCjEIwYIBEgQxNTUwGEMgwZMBKJj_kAMw-_-QAzhCQABYAWoFQkFTSUNyCE9WRFpaTkJaCjIIwYIBEgQ0NzA4GMGTASDAUCiygJEDMP2AkQM4QkABWAFqBUJBU0lDcghPVkRaWk5CWgoyCjAIwYIBEgQ0NTUzGMBQIEMoqrGRAzCaspEDOEJAAFgBagVCQVNJQ3IIT1ZEWlpOQloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Fri, Jun 12 - Tue, Jun 16 JFK New York ACK Nantucket $187 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:JFK,to:ACK,departure:6/12/2026TANYT&leg2=from:ACK,to:JFK,departure:6/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:186.20&airProductToken=AQovCi0IwmwSBDIyOTEYqVEgwFAo3cOPAzCrxI8DOFBAAFgBagJBTnIIUEkyUVVFWTUKLgosCMJsEgMxOTIYwFAgqVEo5PGPAzCo8o8DOFBAAFgBagJBTnIIUEkyUVVFWTUSCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Jun 10 - Wed, Jun 17 DCA Washington ACK Nantucket $196 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DCA,to:ACK,departure:6/10/2026TANYT&leg2=from:ACK,to:DCA,departure:6/17/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:195.80&airProductToken=AQptCjQIxJgBEgQxMTcyGEMgywEouKmPAzCCqo8DOEVAAFgBaglNQUlOQkFTSUNyCFZEVk5BMEJRCjUIxJgBEgQ1NzM3GMsBIMBQKKirjwMw-auPAzhFQAFYAWoJTUFJTkJBU0lDcghWRFZOQTBCUQptCjUIxJgBEgQ1NzY3GMBQIMsBKKP9jwMw9P2PAzhFQABYAWoJTUFJTkJBU0lDcghWRFZOQTBCUQo0CMSYARIEMTgyNRjLASBDKLr_jwMwk4CQAzhFQAFYAWoJTUFJTkJBU0lDcghWRFZOQTBCURIMCAEQARgBKgJETDIAGAEiBAgBEAEoAigDKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sun, May 24 - Thu, May 28 EWR New York ACK Nantucket $245 Roundtrip found 21 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ACK,departure:5/24/2026TANYT&leg2=from:ACK,to:EWR,departure:5/28/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:244.39&airProductToken=AQo5CjcI1YIBEgQ0NDk3GMSNASDAUCjB640DMJfsjQM4TkAAWAFqCjFfYmFzaWNlY29yCExBQTJKSEJTCjkKNwjVggESBDQ0OTQYwFAgxI0BKOCbjgMwypyOAzhOQABYAWoKMV9iYXNpY2Vjb3IIVERBNFBGQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Fri, Mar 20 - Mon, Mar 23 JFK New York HYA Hyannis $623 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:JFK,to:HYA,departure:3/20/2026TANYT&leg2=from:HYA,to:JFK,departure:3/23/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:622.10&airProductToken=AQoqCigIuZYBEgMxMDEYqVEghwYo25GIAzCmkogDOFZAAFgBagJFUnIDVklQCioKKAi5lgESAzEwMBiHBiCpUSilsogDMPqyiAM4VkAAWAFqAkVScgNWSVASCggBEAEYASoCSFIYASIECAEQASgCKAMoBDAB) ![](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 Osterville? ### Which US cities have the cheapest flights to Osterville? ### Which US cities fly direct to Osterville? > - New York > - Washington > - Chicago > - Philadelphia > - Charlotte ### How to find a cheap flight to Osterville? ### How to get a cheap last-minute flight to Osterville? ### How far in advance should I book a flight to Osterville? ### Which day of the week is the cheapest day to buy a plane ticket to Osterville? ### Which airlines fly to Osterville? > - Delta Air Lines > - JetBlue Airways > - American Airlines > - United Airlines ### Where do you fly into Osterville? ### How far is the airport from central Osterville? ### Can I save money by booking an Osterville trip package? ### Can I change or cancel my flight to Osterville? \*Flight schedules are subject to change. ## Book with confidence # Tips to find the cheapest flights to Osterville **The cheapest day to fly** Get started finding a cheap flight to Osterville 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** June is the cheapest month to fly to Osterville. 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 Osterville. 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 Osterville, 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 Osterville** The lowest price for round-trip flights to Osterville in 2026 starts from from $166, while one-way tickets start from from $104\. 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 Osterville. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Osterville** American Airlines, JetBlue Airways, Delta, United, Cape Air are just some of the airlines that can typically offer cheap tickets to Osterville. 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 Osterville and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Osterville, 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 Osterville. 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 Osterville 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 Osterville** 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 Osterville. **Stopover savings** The cheapest tickets to Osterville are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Osterville. 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 Osterville 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 Osterville. Simply download the free Expedia app to your smart device and activate Osterville 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 Osterville. 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 | Nantucket Memorial | | ----------------------------- | ------------------ | | Destination airport IATA code | ACK | | Destination city name | Nantucket | | Roundtrip price | $166 | ## Trending flights to Osterville Prices were available within the past 7 days and start at $104 for one-way flights and $166 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Jun 29 - Fri, Jul 3 DCA Washington ACK Nantucket $166 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DCA,to:ACK,departure:6/29/2026TANYT&leg2=from:ACK,to:DCA,departure:7/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:166.00&airProductToken=AQpnCjEIwYIBEgQxNTUwGEMgwZMBKJj_kAMw-_-QAzhCQABYAWoFQkFTSUNyCE9WRFpaTkJaCjIIwYIBEgQ0NzA4GMGTASDAUCiygJEDMP2AkQM4QkABWAFqBUJBU0lDcghPVkRaWk5CWgoyCjAIwYIBEgQ0NTUzGMBQIEMoqrGRAzCaspEDOEJAAFgBagVCQVNJQ3IIT1ZEWlpOQloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Stand Up & Paddle Cape Cod ](https://www.expedia.com/Stand-Up-Paddle-Cape-Cod-Hotels.0-l553248621532666435-0.Travel-Guide-Filter-Hotels) - 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