Title: $33 Cheap flights from Gloucester, MA - Expedia.com ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $33 Cheap flights from Gloucester, MA [View $33 flight on Tue, Mar 3, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:BOS,to:MCO,departure:3/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:32.15&airProductToken=AQovCi0IzpYBEgQyODgyGMGTASDMcCin04YDMPbUhgM4V0AAWAFqAlJQcgZXVFJHQzYSDAgBEAEYASoCTksyABgBIgQIARABKAIoAygEMA0) - [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 from Gloucester - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada ## Today's featured flight deals from Gloucester Nonstop Carry-on included Lower price than typical - Boston (BOS)London (LHR) Mon, Feb 9 Fri, Feb 13 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 8 hours ago 55% less than typical $499 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:LHR,departure:2/9/2026TANYT&leg2=from:LHR,to:BOS,departure:2/13/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-108bf41cb6da400a9a5c9d30b7865047-47-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB86TjW6IBAU6qAQcKA0JPUxAAsgEHCgNMSFIQAA~AQpBCj8IyYQBEgQ0MDI3GMGTASDriQEo796EAzCE4oQDOE9AAFgBagVCQVNJQ3IIT0xOMEMyQlZ6CgjBggESBDAxMDgKZgoxCMmEARIDNzE2GOuJASCMGCjthYUDMP6GhQM4T0AAWAFqBUJBU0lDcghPTE4wQzJCVgoxCMmEARIDMzQ1GIwYIMGTASiFiIUDMJKMhQM4T0ABWAFqBUJBU0lDcghPTE4wQzJCVhIKCAEQARgBKgJJQhgBIgQIARABKAIoAygEMA0&medianPrice=1480.00&displayPrice=498.53&src=dflp) - Boston (BOS)London (LHR) Sun, Feb 15 Thu, Feb 19 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 16 hours ago 55% less than typical $499 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:LHR,departure:2/15/2026TANYT&leg2=from:LHR,to:BOS,departure:2/19/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-166e68bb0b0e4fbd8c5348addcbe9074-2302-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBicThW6IBAU6qAQcKA0JPUxAAsgEHCgNMSFIQAA~AQpBCj8IyYQBEgQ0MDI3GMGTASDriQEor6KFAzDEpYUDOE9AAFgBagVCQVNJQ3IIT0xOMEMyQlZ6CgjBggESBDAxMDgKZgoxCMmEARIDNzE0GOuJASCMGCiFyYUDMJvKhQM4T0AAWAFqBUJBU0lDcghPTE4wQzJCVgoxCMmEARIDMzQ1GIwYIMGTASjFy4UDMNLPhQM4T0ABWAFqBUJBU0lDcghPTE4wQzJCVhIKCAEQARgBKgJJQhgBIgQIARABKAIoAygEMA0&medianPrice=1422.00&displayPrice=498.43&src=dflp) - Boston (BOS)London (LHR) 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 23 hours ago 50% less than typical $499 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:LHR,departure:2/11/2026TANYT&leg2=from:LHR,to:BOS,departure:2/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-c974e5f507304d63b513bc847b1803e8-1273-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBhJDgW6IBAU6qAQcKA0JPUxAAsgEHCgNMSFIQAA~AQpBCj8IyYQBEgQ0MDI3GMGTASDriQEor_WEAzDE-IQDOE9AAFgBagVCQVNJQ3IIT0xOMEMyQlZ6CgjBggESBDAxMDgKZgoxCMmEARIDNzE0GOuJASCMGCilp4UDMLuohQM4T0AAWAFqBUJBU0lDcghPTE4wQzJCVgoxCMmEARIDMzQ1GIwYIMGTASjlqYUDMPKthQM4T0ABWAFqBUJBU0lDcghPTE4wQzJCVhIKCAEQARgBKgJJQhgBIgQIARABKAIoAygEMA0&medianPrice=1338.00&displayPrice=498.43&src=dflp) - Boston (BOS)Phoenix (PHX) Sun, Mar 15 Sat, Mar 21 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 6-day trip found 1 hour ago 55% less than typical $282 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:PHX,departure:3/15/2026TANYT&leg2=from:PHX,to:BOS,departure:3/21/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-96d25e7b7b774617aaed67096587d55b-3012-1-st-v5-sos-96d25e7b7b774617aaed67096587d55b-2813-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZn45FuQAQCQASOqAQcKA0JPUxAAsgEHCgNQSFgQAA~AQo1CjMIwYIBEgQyMjYwGMGTASDvuQEo59aHAzDV2YcDOEJAAFgBagVCQVNJQ3IIT1VBSlpUQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL.AQphCi4I15wBEgM4OTMY77kBIKEDKJCbiAMwzpyIAzhHQABYAWoDV0dBcgdHTEFVVzJGCi8I15wBEgQxOTEzGKEDIMGTASiCnogDMJifiAM4R0ABWAFqA1dHQXIHR0xBVVcyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE&medianPrice=784.00&displayPrice=281.60&src=dflp) - Boston (BOS)Phoenix (PHX) Sun, Mar 8 Sun, Mar 15 ![Delta](https://a.travel-assets.com/air/airlines/dl_sq.svg)Delta • Nonstop --- 7-day trip just found 50% less than typical $282 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:PHX,departure:3/8/2026TANYT&leg2=from:PHX,to:BOS,departure:3/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-a0c3c05d3ee744bfbd24feb19a2a1fbe-2882-1-st-v5-sos-a0c3c05d3ee744bfbd24feb19a2a1fbe-2670-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAe385FuqAQcKA0JPUxAAsgEHCgNQSFgQAA~AQo5CjcIxJgBEgQyMTQ4GMGTASDvuQEovo2HAzCpkIcDOEVAAFgBaglNQUlOQkFTSUNyCFZBVVNBMEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ.AQpoCjIIwYIBEgQzMjA1GO-5ASCuHCi74IcDMJHihwM4QkAAWAFqBUJBU0lDcghRVUFIWk5CWAoyCMGCARIENDM1OBiuHCDBkwEozuKHAzDi44cDOEJAAVgBagVCQVNJQ3IIUVVBSFpOQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=777.00&displayPrice=281.59&src=dflp) - Boston (BOS)Phoenix (PHX) Sun, Mar 15 Sun, Mar 22 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 7-day trip found 23 hours ago 50% less than typical $282 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:PHX,departure:3/15/2026TANYT&leg2=from:PHX,to:BOS,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-3788396f00d14d32a14689b08afc6ebf-1285-1-st-v5-sos-3788396f00d14d32a14689b08afc6ebf-1286-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAduA4FuQAQCQARmqAQcKA0JPUxAAsgEHCgNQSFgQAA~AQo1CjMIwYIBEgQyMjYwGMGTASDvuQEo59aHAzDV2YcDOEJAAFgBagVCQVNJQ3IIT1VBSlpUQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL.AQpoCjIIwYIBEgQyNjA2GO-5ASCCOyiVr4gDMPKwiAM4QkAAWAFqBUJBU0lDcghRVUFIWk5CWAoyCMGCARIENDY0MhiCOyDBkwEo0LGIAzDIsogDOEJAAVgBagVCQVNJQ3IIUVVBSFpOQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=776.00&displayPrice=281.59&src=dflp) - Boston (BOS)Nashville (BNA) Mon, Mar 16 Fri, Mar 20 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 3-day trip found 21 hours ago 55% less than typical $177 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:BNA,departure:3/16/2026TANYT&leg2=from:BNA,to:BOS,departure:3/20/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-a087697abf4245678a17aad126cda96c-832-1-st-v5-sos-a087697abf4245678a17aad126cda96c-766-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAaXC4FuQASyQAQqqAQcKA0JPUxAAsgEHCgNCTkEQAA~AQoxCi8I15wBEgQxMjQzGMGTASChAyid6IcDMMzphwM4REAAWAFqA1dHQXIHRFpOVUgyRRIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE.AQpeCi0IwmwSBDExNzQYoQMgqVEo3pCIAzDqkYgDOExAAFgBagJETnIIT0kyQVVFTDEKLQjCbBIDNDE4GKlRIMGTASimkogDMPCSiAM4TEABWAFqAkROcghPSTJBVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE&medianPrice=518.00&displayPrice=176.71&src=dflp) - Boston (BOS)Nashville (BNA) Mon, Mar 16 Sat, Mar 21 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 4-day trip found 2 hours ago 55% less than typical $177 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:BNA,departure:3/16/2026TANYT&leg2=from:BNA,to:BOS,departure:3/21/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-1b6f5373f83f48dfb87e9b9fab3cbc2d-3503-1-st-v5-sos-1b6f5373f83f48dfb87e9b9fab3cbc2d-3441-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAd7T5FuqAQcKA0JPUxAAsgEHCgNCTkEQAQ~AQoxCi8I15wBEgQxMjQzGMGTASChAyid6IcDMMzphwM4REAAWAFqA1dHQXIHRFpOVUgyRRIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE.AQpeCi0IwmwSBDExNzQYoQMgqVEo_puIAzCKnYgDOExAAFgBagJETnIIT0kyQVVFTDEKLQjCbBIDNDE4GKlRIMGTASi7nYgDMIWeiAM4TEABWAFqAkROcghPSTJBVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE&medianPrice=502.00&displayPrice=176.71&src=dflp) - Boston (BOS)Nashville (BNA) Fri, Mar 6 Sun, Mar 15 ![Delta](https://a.travel-assets.com/air/airlines/dl_sq.svg)Delta • Nonstop --- 9-day trip found 18 hours ago 45% less than typical $208 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:BNA,departure:3/6/2026TANYT&leg2=from:BNA,to:BOS,departure:3/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-d8596feb576c435584d45eff32d04272-3552-1-st-v5-sos-d8596feb576c435584d45eff32d04272-3499-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZea4VuQAQOQAQOqAQcKA0JPUxAAsgEHCgNCTkEQAA~AQo4CjYIxJgBEgQ1NTk5GMGTASChAyiy-IYDMPP5hgM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB.AQpgCi0I15wBEgM1ODUYoQMgwUUoz96HAzC434cDOEZAAFgBagNXR0FyB0ZMQVVXMkUKLwjXnAESBDE0MzUYwUUgwZMBKP_ihwMw3uOHAzhGQAFYAWoDV0dBcgdGTEFVVzJFEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=485.00&displayPrice=207.20&src=dflp) ## Cheapest flights from Gloucester These prices were available within the past 7 days. Prices quoted are per person, 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 - Tue, Mar 10 BOS Boston FLL Fort Lauderdale $64 Roundtrip found 5 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:FLL,departure:2/25/2026TANYT&leg2=from:FLL,to:BOS,departure:3/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:63.90&airProductToken=AQovCi0IzpYBEgQxNzQwGMGTASDlWiizjIYDMIiOhgM4V0AAWAFqAlJQcgZXQTE0WTQKLgosCM6WARIDNzQzGOVaIMGTASigpYcDMOCmhwM4V0AAWAFqAlJQcgZXQTE0WTQSCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Wed, Mar 4 - Wed, Mar 11 BOS Boston MIA Miami $65 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MIA,departure:3/4/2026TANYT&leg2=from:MIA,to:BOS,departure:3/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:64.50&airProductToken=AQovCi0IzpYBEgQzMDMzGMGTASCMAij64IYDMNjihgM4V0AAWAFqAlJQcgZXQTE0TlIKLwotCM6WARIEMzAzMhiMAiDBkwEoka2HAzDdrocDOFdAAFgBagJSUHIGV0ExNE5SEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Mar 3 - Tue, Mar 10 BOS Boston MCO Orlando $66 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MCO,departure:3/3/2026TANYT&leg2=from:MCO,to:BOS,departure:3/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:65.50&airProductToken=AQovCi0IzpYBEgQyODgyGMGTASDMcCin04YDMPbUhgM4V0AAWAFqAlJQcgZXQTIxTlIKLwotCM6WARIEMTYxNBjMcCDBkwEoxKSHAzD5pYcDOFdAAFgBagJSUHIGV0EyMU5SEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Mon, Mar 23 - Sat, Mar 28 BOS Boston MIA Miami $70 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MIA,departure:3/23/2026TANYT&leg2=from:MIA,to:BOS,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:69.98&airProductToken=AQovCi0IzpYBEgQzMDMzGMGTASCMAijZsIgDMK6yiAM4V0AAWAFqAlJQcgZXQTE0TlIKLwotCM6WARIEMzAzMhiMAiDBkwEoj-uIAzDT7IgDOFBAAFgBagJSUHIGUEExNFYyEgwIARABGAEqAk5LMgAYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Thu, Feb 19 - Wed, Feb 25 BOS Boston MIA Miami $73 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MIA,departure:2/19/2026TANYT&leg2=from:MIA,to:BOS,departure:2/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:72.24&airProductToken=AQovCi0IzpYBEgQzMDMzGMGTASCMAijazoUDMLjQhQM4V0AAWAFqAlJQcgZXQTE0TlIKLgosCM6WARIDMjcyGIwCIMGTASjBk4YDMIuVhgM4V0AAWAFqAlJQcgZXQTE0TlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Mar 3 - Tue, Apr 14 BOS Boston MIA Miami $74 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MIA,departure:3/3/2026TANYT&leg2=from:MIA,to:BOS,departure:4/14/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:73.57&airProductToken=AQowCi4IzpYBEgMyNzMYwZMBIIwCKObUhgMwwNaGAzhQQABYAWoCUlByCFAyMVNZQlYyCl4KLAjOlgESAzk5ORiMAiDjtAEokK-KAzDPsIoDOFBAAFgBagJSUHIGUEExNFYyCi4IzpYBEgQzMDIwGOO0ASDBkwEouLOKAzCttIoDOFBAAVgBagJSUHIGUEExNFYyEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sun, Feb 8 - Sat, Feb 14 PSM Portsmouth MCO Orlando $97 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSM,to:MCO,departure:2/8/2026TANYT&leg2=from:MCO,to:PSM,departure:2/14/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:96.49&airProductToken=AQotCisIzbABEgQyODU1GM9kIMxwKJPThAMwrdWEAzhBQABYAWoCTk9yBUFOTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Mar 9 - Fri, Mar 13 BOS Boston FLL Fort Lauderdale $167 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:FLL,departure:3/9/2026TANYT&leg2=from:FLL,to:BOS,departure:3/13/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:166.80&airProductToken=AQo4CjYIxJgBEgQyMTk2GMGTASDlWijvl4cDML2ZhwM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQkMSDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sun, Mar 8 - Wed, Mar 11 BOS Boston MIA Miami $167 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MIA,departure:3/8/2026TANYT&leg2=from:MIA,to:BOS,departure:3/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:166.81&airProductToken=AQo0CjIIwYIBEgQyOTgwGMGTASCMAij4h4cDMNeJhwM4QkAAWAFqBUJBU0lDcghRVUFKWlNCWAo0CjIIwYIBEgQyNzY0GIwCIMGTASjmqocDMLCshwM4QkAAWAFqBUJBU0lDcghRVUFKWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Apr 29 - Thu, Apr 30 BOS Boston TPA Tampa $167 Roundtrip found 13 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:TPA,departure:4/29/2026TANYT&leg2=from:TPA,to:BOS,departure:4/30/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:166.90&airProductToken=AQo5CjcI1YIBEgQxNDE0GMGTASDzAyj40IsDMJfUiwM4TkAAWAFqCjFfYmFzaWNlY29yCEdBRzJBSEJTCnAKNgjVggESBDEzNzAY8wMgiBgooeKLAzCy44sDOE5AAFgBagoxX2Jhc2ljZWNvcghLQUcyQUhCUwo2CNWCARIDNzU1GIgYIMGTASjn44sDMM_kiwM4TkAAWAFqCjFfYmFzaWNlY29yCEtBRzJBSEJTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ## Flights from Gloucester: Essential Travel Information | Cheapest flight from Gloucester | $64 (roundtrip) | | ------------------------------------- | ------------------------------------------------------------------------------------ | | Best airlines to fly from Gloucester | Spirit Airlines, Frontier Airlines, Breeze Airways, American Airlines, Delta, United | | Cheapest month to fly from Gloucester | February | | Gloucester IATA code | BOS | | Gloucester Country/State | Massachusetts | | Airline ticket deals from Gloucester | $64 - $167 | ## How to Find Cheap Flights from Gloucester, MA #### How much is a flight from Gloucester? This week, flights from Gloucester are available between $64 – $167\. #### How to find cheap flights from Gloucester? Expedia makes it easy to compare cheap flights from Gloucester to many destinations. Check out excellent deals on domestic and international flights from Gloucester. Once you select an offer, use our filters and sort by “Price (Lowest)” to see some of the cheapest and suitable options. #### How can I get the best deal on flights from Gloucester? On Expedia, you have some of best airline ticket deals at your fingertips. Whether it’s a beach escape with your partner, a family vacation with your kids, or business trip with colleagues, these low airline ticket prices mean more savings for you. An excellent strategy for finding some of the best deals on flights from Gloucester is to be flexible with your dates. Within each offer, you can compare prices for similar timeframes using our “Show flexible dates” feature. Depending on your destination, direct flights from Gloucester may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Gloucester? At Expedia, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from Gloucester with: Spirit Airlines, Frontier Airlines, Breeze Airways, American Airlines, Delta, United. #### What is the best month to fly from Gloucester? One of the cheapest times to fly from Gloucester airport(s) is February, based on the current list of flights available now. Prices on plane tickets vary considerably throughout the year due to availability and seasonal demand. #### Are there any last-minute flights from Gloucester? Expedia is the place to find last-minute flights from Gloucester, making it easy for you to compare prices on flights in the near future for different combinations of travel dates and from multiple airlines. We source some of the best deals for you and display some of the best offers available over the next 2 weeks. #### Why book your ticket with Expedia? Booking flights from Gloucester with Expedia is the obvious choice to get low prices, save money, and see more value from every dollar spent. We show you some of the best deals happening right now and provide a vast inventory of airlines and flight routes to choose from, so you can find some of the cheapest flights from Gloucester. You can customize your journey to your timeline, route preferences, budget, rewards programs, and more. #### Can I change/cancel my flight? Some flights can be changed or canceled, but fees and refunds will depend on the unique terms of your flight agreement. Airlines have different rules and restrictions for exchanging or refunding flights. For more information, go to your itinerary or visit our [customer service portal](https://www.expedia.com/service/). We recommend choosing flights with no change fees for the most flexibility. Filter by “Flexible change policies” to see flights with no change fees. \*Data specialists from both ARC and Expedia Group analysed ARC's global flight data to distil actionable information to help people save money on travel. While it's impossible to guarantee when to find the lowest prices, after examining the variables, we were able to observe trends. Analysis based on ARC, round-trip flight data between 1 October 2017 - 30 September 2018 for Economy and Premium cabin ATPs on a global basis. \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other ### Lodging - [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) - [Hotels near Cape Ann Historical Museum ](https://www.expedia.com/Cape-Ann-Historical-Museum-Hotels.0-l553248621533117278-0.Travel-Guide-Filter-Hotels) - [Hotels near Capt Bill & Sons Whale Watch ](https://www.expedia.com/Capt-Bill-Sons-Whale-Watch-Hotels.0-l553248621533117279-0.Travel-Guide-Filter-Hotels) - [Hotels near Cape Ann Museum ](https://www.expedia.com/Cape-Ann-Museum-Hotels.0-l553248621532667408-0.Travel-Guide-Filter-Hotels) - 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[Rocky Neck Art Colony ](https://www.expedia.com/Rocky-Neck-Art-Colony-Gloucester.d553248621561735328.Vacation-Attraction) - [Half Moon Beach ](https://www.expedia.com/Half-Moon-Beach-Gloucester.d553248621532667316.Vacation-Attraction) - [Stage Fort Park ](https://www.expedia.com/Stage-Fort-Park-Gloucester.d553248621532667315.Vacation-Attraction) - [Good Harbor Beach ](https://www.expedia.com/Good-Harbor-Beach-Gloucester.d553248621532667409.Vacation-Attraction) - [Hammond Castle ](https://www.expedia.com/Hammond-Castle-Gloucester.d6092287.Vacation-Attraction) - [Niles Beach ](https://www.expedia.com/Niles-Beach-Gloucester.d553248621561735327.Vacation-Attraction) - [Dogtown ](https://www.expedia.com/Dogtown-Gloucester.d6092281.Vacation-Attraction) - [Ravenswood Park ](https://www.expedia.com/Ravenswood-Park-Gloucester.d6092279.Vacation-Attraction) - [Eastern Point Lighthouse ](https://www.expedia.com/Eastern-Point-Lighthouse-Gloucester.d553248621532667401.Vacation-Attraction) - [Wingaersheek Beach ](https://www.expedia.com/Wingaersheek-Beach-Gloucester.d553248621532667334.Vacation-Attraction) - 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[Things to do in North Shore ](https://www.expedia.com/Things-To-Do-In-North-Shore.d6047672.Travel-Guide-Activities) \*Available to One Key members.