Title: $28 Cheap Flights to Gloucester, MA - Expedia.com ![Good Harbor Beach featuring a sunset, a sandy beach and general coastal views](https://images.trvl-media.com/place/553248621532667409/fda0f2a2-9a66-4e87-a0d4-6552f49b1eaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248621532667409/fda0f2a2-9a66-4e87-a0d4-6552f49b1eaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $28 Cheap Flights to Gloucester, MA [View $28 flight on Thu, Feb 26, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:RDU,to:BOS,departure:2/26/2026TANYT&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=AQoyCjAIxnISBDMwNTgY8aABIMGTASibmYYDMJaahgM4RUAAWAFqBFBDXzFyB0sxNFJYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) - [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 [Gloucester Travel Guide](https://expedia.com/Gloucester.dx8008)[Hotels in Gloucester](https://expedia.com/Gloucester-Hotels.d8008.Travel-Guide-Hotels)[Things to do in Gloucester](https://expedia.com/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities)[Car Rentals in Gloucester](https://expedia.com/Car-Rentals-In-Gloucester.d8008.Car-Rental-Guide)[Gloucester Vacation Packages](https://expedia.com/Gloucester.d8008.Destination-Travel-Guides) ## Popular airlines to Gloucester - ![](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:Gloucester, Massachusetts, United States of America,departure:2/20/2026TANYT&leg2=from:Gloucester, Massachusetts, 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:Gloucester, Massachusetts, United States of America,departure:2/20/2026TANYT&leg2=from:Gloucester, Massachusetts, 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:Gloucester, Massachusetts, United States of America,departure:2/20/2026TANYT&leg2=from:Gloucester, Massachusetts, 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_B6.svg) JetBlue Airways [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Gloucester, Massachusetts, United States of America,departure:2/20/2026TANYT&leg2=from:Gloucester, Massachusetts, 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":"B6"}}]) - ![](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:Gloucester, Massachusetts, United States of America,departure:2/20/2026TANYT&leg2=from:Gloucester, Massachusetts, 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_NK.svg) Spirit Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Gloucester, Massachusetts, United States of America,departure:2/20/2026TANYT&leg2=from:Gloucester, Massachusetts, 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":"NK"}}]) - ![](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:Gloucester, Massachusetts, United States of America,departure:2/20/2026TANYT&leg2=from:Gloucester, Massachusetts, 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://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 Gloucester Nonstop Carry-on included Lower price than typical - Columbus (CMH)Boston (BOS) Wed, Feb 11 Mon, Feb 16 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 4-day trip found 11 hours ago 25% less than typical $341 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:BOS,departure:2/11/2026TANYT&leg2=from:BOS,to:CMH,departure:2/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-187dfee04ccf467b82727e83cead08d5-265-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBheXlW6oBBwoDQ01IEACyAQcKA0JPUxAA~AQo0CjIIwYIBEgQ0NjQxGII7IMGTASj59YQDMO_2hAM4QkAAWAFqBUJBU0lDcghTMEZXVU5CWApnCjIIwYIBEgQ0NDI0GMGTASDLASi0p4UDMICohQM4QkAAWAFqBUJBU0lDcghTMEZXWk5CWgoxCMGCARIENDUxNxjLASCCOyirqIUDMKGphQM4QkABWAFqBUJBU0lDcghTMEZXWk5CWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs&medianPrice=594.00&displayPrice=340.60&src=dflp) - Columbus (CMH)Boston (BOS) Wed, Feb 11 Mon, Feb 16 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 4-day trip found 15 hours ago 25% less than typical $341 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:BOS,departure:2/11/2026TANYT&leg2=from:BOS,to:CMH,departure:2/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-f4086b5fc7d94315bc20631dac13bd5d-1595-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBoYDlW6oBBwoDQ01IEAKyAQcKA0JPUxAC~AQo0CjIIwYIBEgQ0NjQyGII7IMGTASiR8IQDMIrxhAM4QkAAWAFqBUJBU0lDcghTMEZXVU5CWApnCjIIwYIBEgQ0NDI0GMGTASDLASi0p4UDMICohQM4QkAAWAFqBUJBU0lDcghTMEZXWk5CWgoxCMGCARIENDUxNxjLASCCOyirqIUDMKGphQM4QkABWAFqBUJBU0lDcghTMEZXWk5CWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs&medianPrice=587.00&displayPrice=340.60&src=dflp) - Columbus (CMH)Boston (BOS) Fri, Feb 20 Mon, Feb 23 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 21 hours ago 20% less than typical $373 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:BOS,departure:2/20/2026TANYT&leg2=from:BOS,to:CMH,departure:2/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-4735307c9d4647edaea10692c99b71a5-525-1~9.S.1~AQoGCAEQmKwSEgcI1AQQARgBKAJYAnAAegNiZnOIAeLS41uqAQcKA0NNSBAAsgEHCgNCT1MQAA~AQo0CjIIwYIBEgQ0Mzg5GII7IMGTASiw14UDMKjYhQM4QkAAWAFqBUJBU0lDcghTMEZXWk5CWgo0CjIIwYIBEgQ0MzUxGMGTASCCOyi6-oUDMMr7hQM4QkAAWAFqBUJBU0lDcghTMEZXWk5CWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs&medianPrice=607.00&displayPrice=372.80&src=dflp) ## How much is the cheapest flight to Gloucester? Prices were available within the past 7 days and start at $28 for one-way flights and $61 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Wed, Feb 25 - Wed, Mar 4 ATL Atlanta BOS Boston $87 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ATL,to:BOS,departure:2/25/2026TANYT&leg2=from:BOS,to:ATL,departure:3/4/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:86.38&airProductToken=AQpdCiwIzpYBEgQzMDMxGOBcIIwCKNCOhgMwzI-GAzhQQABYAWoCUlByBlBBMTRWMgotCM6WARIEMzAzMhiMAiDBkwEojZCGAzDZkYYDOFBAAVgBagJSUHIGUEExNFYyClwKLQjOlgESBDE3NDAYwZMBIOVaKJPbhgMw6NyGAzhQQABYAWoCUlByBlBBMTRWMgorCM6WARIDNTc5GOVaIOBcKKXehgMwm9-GAzhQQAFYAWoCUlByBlBBMTRWMhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Wed, Apr 22 - Sat, Apr 25 ATL Atlanta BOS Boston $88 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ATL,to:BOS,departure:4/22/2026TANYT&leg2=from:BOS,to:ATL,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:87.96&airProductToken=AQoxCi8IxnISBDM1MTIY4FwgwZMBKOCDiwMwhYWLAzhFQABYAWoEUENfMXIHWjIxWFhTMgoxCi8IxnISBDMwODUYwZMBIOBcKPijiwMwvqWLAzhFQABYAWoEUENfMXIHWjIxU1hTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, Apr 14 - Wed, Apr 15 ORD Chicago BOS Boston $107 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:4/14/2026TANYT&leg2=from:BOS,to:ORD,departure:4/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:106.80&airProductToken=AQo5CjcI1YIBEgQxNzU2GK4cIMGTASiRq4oDMKisigM4TkAAWAFqCjFfYmFzaWNlY29yCEdBQTJBSEJTCjgKNgjVggESAzI4NRjBkwEgrhwog7SKAzC2tYoDOE5AAFgBagoxX2Jhc2ljZWNvcghHQUEyQUhCUxIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAs) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, Apr 14 - Wed, Apr 15 ORD Chicago BOS Boston $107 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:4/14/2026TANYT&leg2=from:BOS,to:ORD,departure:4/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:106.80&airProductToken=AQo0CjIIwYIBEgQzMjA5GK4cIMGTASj2qooDMI2sigM4QkAAWAFqBUJBU0lDcghPVkFKWlNCWAo0CjIIwYIBEgQyMTE0GMGTASCuHCiwtIoDMO21igM4QkAAWAFqBUJBU0lDcghPVkFKWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, May 6 - Sat, May 9 ORD Chicago BOS Boston $107 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:5/6/2026TANYT&leg2=from:BOS,to:ORD,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:107.00&airProductToken=AQovCi0IwmwSAzMxMhiuHCDBkwEo8aGMAzCFo4wDOExAAFgBagJETnIIUEkyUVVFTDEKLwotCMJsEgM4MTEYwZMBIK4cKOfHjAMwnMmMAzhMQABYAWoCRE5yCFBJMlFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ## Alternative airports near Gloucester 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:2/20/2026TANYT&leg2=from:BOS,to:CMH,departure:2/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) BOS Logan Intl. Cheapest 45 min [Flights from $373 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:BOS,departure:2/20/2026TANYT&leg2=from:BOS,to:CMH,departure:2/22/2026TANYT&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 Boston (BOS) ### September is typically the cheapest month to fly From $100 - $292 per traveler. ## Tips to find the cheapest flights to Gloucester **The cheapest day to fly** Get started finding a cheap flight to Gloucester 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** February is the cheapest month to fly to Gloucester. 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 Gloucester. 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 Gloucester, 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 Gloucester** The lowest price for round-trip flights to Gloucester in 2026 starts from from $61, 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 Gloucester. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Gloucester** Spirit Airlines, Frontier Airlines, Delta, American Airlines, United, JetBlue Airways are just some of the airlines that can typically offer cheap tickets to Gloucester. 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 Gloucester and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Gloucester, 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 Gloucester. 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 Gloucester 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 Gloucester** 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 Gloucester. **Stopover savings** The cheapest tickets to Gloucester are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Gloucester. 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 Gloucester 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 Gloucester. Simply download the free Expedia app to your smart device and activate Gloucester 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 Gloucester. 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 Gloucester? ### Which US cities have the cheapest flights to Gloucester? ### Which US cities fly direct to Gloucester? > - New York > - Washington > - Chicago > - Philadelphia > - Charlotte ### How to find a cheap flight to Gloucester? ### How to get a cheap last-minute flight to Gloucester? ### How far in advance should I book a flight to Gloucester? ### Which day of the week is the cheapest day to buy a plane ticket to Gloucester? ### Which airlines fly to Gloucester? > - Delta Air Lines > - JetBlue Airways > - American Airlines > - United Airlines ### Where do you fly into Gloucester? ### How far is the airport from central Gloucester? ### Can I save money by booking a Gloucester trip package? ### Can I change or cancel my flight to Gloucester? \*Flight schedules are subject to change. __Flights to Gloucester information__ | Destination airport | Logan Intl. | | ----------------------------- | ----------- | | Destination airport IATA code | BOS | | Destination city name | Boston | | Roundtrip price | $66 | ## Trending flights to Gloucester Prices were available within the past 7 days and start at $28 for one-way flights and $61 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) Thu, Feb 26 - Sat, Feb 28 RDU Raleigh BOS Boston $61 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:RDU,to:BOS,departure:2/26/2026TANYT&leg2=from:BOS,to:RDU,departure:2/28/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:60.96&airProductToken=AQoyCjAIxnISBDMwNTgY8aABIMGTASibmYYDMJaahgM4RUAAWAFqBFBDXzFyB0sxNFJYUzIKMgowCMZyEgQzMDU3GMGTASDxoAEov7GGAzDGsoYDOEVAAFgBagRQQ18xcgdLMjFTWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Sargent House Museum ](https://www.expedia.com/Sargent-House-Museum-Hotels.0-l6092285-0.Travel-Guide-Filter-Hotels) - [Hotels near Gloucester Unitarian Universalist Church ](https://www.expedia.com/Gloucester-Unitarian-Universalist-Church-Hotels.0-l553248635975257319-0.Travel-Guide-Filter-Hotels) - 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