Title: $38 Cheap Flights to Wellesley, MA - 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) # $38 Cheap Flights to Wellesley, MA [View $38 flight on Tue, Jun 2, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:RDU,to:BOS,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:37.98&airProductToken=AQoyCjAIxnISBDMwNTgY8aABIMGTASjO0I4DMNfRjgM4RUAAWAFqBFBDXzFyB0syMUVYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) [Wellesley Travel Guide](https://expedia.com/Wellesley.dx7665)[Hotels in Wellesley](https://expedia.com/Wellesley-Hotels.d7665.Travel-Guide-Hotels)[Car Rentals in Wellesley](https://expedia.com/Car-Rentals-In-Wellesley.d7665.Car-Rental-Guide)[Wellesley Vacation Packages](https://expedia.com/Wellesley.d7665.Destination-Travel-Guides) ## Popular airlines to Wellesley - ![](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:Wellesley, Massachusetts, United States of America,departure:3/24/2026TANYT&leg2=from:Wellesley, Massachusetts, United States of America,to:CMH,departure:3/31/2026TANYT&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:Wellesley, Massachusetts, United States of America,departure:3/24/2026TANYT&leg2=from:Wellesley, Massachusetts, United States of America,to:CMH,departure:3/31/2026TANYT&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_B6.svg) JetBlue Airways [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Wellesley, Massachusetts, United States of America,departure:3/24/2026TANYT&leg2=from:Wellesley, Massachusetts, United States of America,to:CMH,departure:3/31/2026TANYT&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_UA.svg) United [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Wellesley, Massachusetts, United States of America,departure:3/24/2026TANYT&leg2=from:Wellesley, Massachusetts, United States of America,to:CMH,departure:3/31/2026TANYT&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:Wellesley, Massachusetts, United States of America,departure:3/24/2026TANYT&leg2=from:Wellesley, Massachusetts, United States of America,to:CMH,departure:3/31/2026TANYT&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:Wellesley, Massachusetts, United States of America,departure:3/24/2026TANYT&leg2=from:Wellesley, Massachusetts, United States of America,to:CMH,departure:3/31/2026TANYT&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_NK.svg) Spirit Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Wellesley, Massachusetts, United States of America,departure:3/24/2026TANYT&leg2=from:Wellesley, Massachusetts, United States of America,to:CMH,departure:3/31/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![](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 Wellesley Nonstop Carry-on included Lower price than typical - Columbus (CMH)Boston (BOS) Sun, Mar 15 Sat, Mar 28 ![Delta](https://a.travel-assets.com/air/airlines/dl_sq.svg)Delta • Nonstop --- 13-day trip found 16 hours ago 25% less than typical $351 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:BOS,departure:3/15/2026TANYT&leg2=from:BOS,to:CMH,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-b9fea7f5967e4794b8e00996d56d9540-2253-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB28iLXaoBBwoDQ01IEACyAQcKA0JPUxAA~AQo4CjYIxJgBEgQ1NjYzGII7IMGTASjY1ocDMNbXhwM4RUAAWAFqCU1BSU5CQVNJQ3IIWEYwTkEwQlEKOAo2CMSYARIENTY1MxjBkwEggjso6e2IAzDz7ogDOEVAAFgBaglNQUlOQkFTSUNyCFZGME5IM0JREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ&medianPrice=605.00&displayPrice=350.80&src=dflp) - Columbus (CMH)Boston (BOS) Sun, Mar 15 Sat, Mar 28 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 13-day trip found 16 hours ago 25% less than typical $351 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:BOS,departure:3/15/2026TANYT&leg2=from:BOS,to:CMH,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-b35468b05b6f446788186633599b3d62-379-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB18iLXaoBBwoDQ01IEACyAQcKA0JPUxAA~AQo0CjIIwYIBEgQ0NjQyGII7IMGTASiy14cDMKrYhwM4QkAAWAFqBUJBU0lDcghTMEZXWk5CWgo0CjIIwYIBEgQ0MzUxGMGTASCCOyii7YgDMLLuiAM4QkAAWAFqBUJBU0lDcghTMEZXVU5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs&medianPrice=605.00&displayPrice=350.80&src=dflp) - Columbus (CMH)Boston (BOS) Fri, Mar 13 Mon, Mar 16 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 10 hours ago 20% less than typical $393 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:BOS,departure:3/13/2026TANYT&leg2=from:BOS,to:CMH,departure:3/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-4a70b3ea0fa149f69bcbb1c3724cbc46-599-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBlOeMXaoBBwoDQ01IEACyAQcKA0JPUxAA~AQo0CjIIwYIBEgQ0Mzg5GII7IMGTASiUw4cDMIzEhwM4QkAAWAFqBUJBU0lDcghTMEZXWk5CWgo0CjIIwYIBEgQ0MzUxGMGTASCCOyie5ocDMK7nhwM4QkAAWAFqBUJBU0lDcghTMEZXWk5CWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs&medianPrice=627.00&displayPrice=392.80&src=dflp) ## How much is the cheapest flight to Wellesley? Prices were available within the past 7 days and start at $38 for one-way flights and $72 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sat, Aug 29 - Sat, Sep 12 MCO Orlando PSM Portsmouth $107 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:PSM,departure:8/29/2026TANYT&leg2=from:PSM,to:MCO,departure:9/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:106.21&airProductToken=AQosCioIzbABEgM4NDYYzHAgz2QomrGWAzDUspYDOEJAAFgBagJOT3IFQk5PMDAKLAoqCM2wARIDODQ3GM9kIMxwKLzQlwMwitKXAzhBQABYAWoCTk9yBUFOTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Apr 14 - Wed, Apr 22 FLL Fort Lauderdale BOS Boston $109 Roundtrip found 6 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:FLL,to:BOS,departure:4/14/2026TANYT&leg2=from:BOS,to:FLL,departure:4/22/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:108.98&airProductToken=AQouCiwIzpYBEgMxMDIY5VogwZMBKOquigMwqLCKAzhHQABYAWoCUlByBkdBMTROUgowCi4IzpYBEgM3NzAYwZMBIOVaKJOCiwMw2YOLAzhHQABYAWoCUlByCEcyMVNZQlYyEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Apr 9 - Mon, Apr 13 MCO Orlando BOS Boston $110 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:BOS,departure:4/9/2026TANYT&leg2=from:BOS,to:MCO,departure:4/13/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:109.97&airProductToken=AQoxCi8IxnISBDMzNDgYzHAgwZMBKMPwiQMwh_KJAzhFQABYAWoEUENfMXIHWjIxUlhTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Apr 29 - Wed, May 20 ILM Wilmington BOS Boston $127 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ILM,to:BOS,departure:4/29/2026TANYT&leg2=from:BOS,to:ILM,departure:5/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:126.80&airProductToken=AQowCi4IwmwSBDEyOTAY6GIgwZMBKPTUiwMw9dWLAzhMQABYAWoCRE5yCFBJMlFVRUwxCjAKLgjCbBIEMTI5MxjBkwEg6GIo3b-NAzDdwI0DOExAAFgBagJETnIIUEkyUVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, May 30 - Tue, Jun 2 ILM Wilmington BOS Boston $157 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ILM,to:BOS,departure:5/30/2026TANYT&leg2=from:BOS,to:ILM,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:156.59&airProductToken=AQo4CjYIxJgBEgQ1Njk1GOhiIMGTASjMsY4DMNSyjgM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQkMKbwo2CMSYARIENTYxMRjBkwEgywEooNKOAzDv0o4DOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJDCjUIxJgBEgQ1MjEyGMsBIOhiKPLTjgMw7dSOAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCQxIMCAEQARgBKgJETDIAGAEiBAgBEAEoAigDKAQwAQ) ## Alternative airports near Wellesley 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:BOS,departure:3/24/2026TANYT&leg2=from:BOS,to:CMH,departure:3/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) BOS Logan Intl. Cheapest 25 min [Flights from $264 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:BOS,departure:3/24/2026TANYT&leg2=from:BOS,to:CMH,departure:3/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ![](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 Wellesley? ### Which US cities have the cheapest flights to Wellesley? ### Which US cities fly direct to Wellesley? > - New York > - Washington > - Chicago > - Philadelphia > - Charlotte ### How to find a cheap flight to Wellesley? ### How to get a cheap last-minute flight to Wellesley? ### How far in advance should I book a flight to Wellesley? ### Which day of the week is the cheapest day to buy a plane ticket to Wellesley? ### Which airlines fly to Wellesley? > - Delta Air Lines > - JetBlue Airways > - American Airlines > - United Airlines ### Where do you fly into Wellesley? ### How far is the airport from central Wellesley? ### Can I save money by booking a Wellesley trip package? ### Can I change or cancel my flight to Wellesley? \*Flight schedules are subject to change. ## Book with confidence # Tips to find the cheapest flights to Wellesley **The cheapest day to fly** Get started finding a cheap flight to Wellesley 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** August is the cheapest month to fly to Wellesley. 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 Wellesley. 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 Wellesley, 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 Wellesley** The lowest price for round-trip flights to Wellesley in 2026 starts from from $72, while one-way tickets start from from $38\. 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 Wellesley. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Wellesley** Frontier Airlines, Breeze Airways, Spirit Airlines, Delta, JetBlue Airways are just some of the airlines that can typically offer cheap tickets to Wellesley. 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 Wellesley and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Wellesley, 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 Wellesley. 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 Wellesley 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 Wellesley** 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 Wellesley. **Stopover savings** The cheapest tickets to Wellesley are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Wellesley. 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 Wellesley 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 Wellesley. Simply download the free Expedia app to your smart device and activate Wellesley 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 Wellesley. 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 | Logan Intl. | | ----------------------------- | ----------- | | Destination airport IATA code | BOS | | Destination city name | Boston | | Roundtrip price | $72 | ## Trending flights to Wellesley Prices were available within the past 7 days and start at $38 for one-way flights and $72 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) Mon, Mar 23 - Mon, Mar 23 RDU Raleigh BOS Boston $72 Roundtrip found 8 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:RDU,to:BOS,departure:3/23/2026TANYT&leg2=from:BOS,to:RDU,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:71.96&airProductToken=AQoyCjAIxnISBDMwNTgY8aABIMGTASixsogDMKyziAM4RUAAWAFqBFBDXzFyB0swN05YUzIKMgowCMZyEgQzMDU3GMGTASDxoAEo-LOIAzD_tIgDOEVAAFgBagRQQ18xcgdLMDdOWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Wellesley Square Station ](https://www.expedia.com/Wellesley-Square-Station-Hotels.d6210868.Travel-Guide-Hotels) - 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