Title: $33 Cheap flights from Winthrop, 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 Winthrop, MA [View $33 flight on Wed, Apr 22, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:BOS,to:ATL,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:32.98&airProductToken=AQoxCi8IxnISBDM1MTEYwZMBIOBcKLeFiwMw9IaLAzhFQABYAWoEUENfMXIHSzIxWFhTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travelers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Flight 1 Leaving from Going to Departing Flight 2 Leaving from Going to Departing [Winthrop Travel Guide](https://expedia.com/Winthrop.dx175875)[Hotels in Winthrop](https://expedia.com/Winthrop-Hotels.d175875.Travel-Guide-Hotels)[Things to do in Winthrop](https://expedia.com/Things-To-Do-In-Winthrop.d175875.Travel-Guide-Activities)[Car Rentals in Winthrop](https://expedia.com/Car-Rentals-In-Winthrop.d175875.Car-Rental-Guide)[Winthrop Vacation Packages](https://expedia.com/Winthrop.d175875.Destination-Travel-Guides) ## Popular airlines from Winthrop - ![](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_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_NK.svg) Spirit Airlines - ![](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_AS.svg) Alaska Airlines - ![](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 from Winthrop Nonstop Carry-on included Lower price than typical - Boston (BOS)San Juan (SJU) Fri, Mar 20 Fri, Mar 27 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip just found 55% less than typical $354 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:SJU,departure:3/20/2026TANYT&leg2=from:SJU,to:BOS,departure:3/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-c108c6b38b924dfda2c5546df4669032-835-1-st-v5-sos-c108c6b38b924dfda2c5546df4669032-796-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAe7Ks1yQAQiQAQGqAQcKA0JPUxAAsgEHCgNTSlUQAA~AQowCi4IwmwSAzU2MRjBkwEgsqIBKKmWiAMwlpiIAzhMQABYAWoCRE5yCE9JM0FVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ.AQpwCjYIxJgBEgQxODc5GLKiASDgXCjn3YgDMNzfiAM4RUAAWAFqCU1BSU5CQVNJQ3IIWE5ORjBOQloKNgjEmAESBDg4MDUY4FwgwZMBKIngiAMwo-GIAzhFQAFYAWoJTUFJTkJBU0lDcghYTk5GME5CWhIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=1015.00&displayPrice=353.50&src=dflp) - Boston (BOS)San Juan (SJU) Fri, Feb 27 Mon, Mar 2 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 1 hour ago 55% less than typical $324 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:SJU,departure:2/27/2026TANYT&leg2=from:SJU,to:BOS,departure:3/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-b576adcc7bbd4fa9b1f36479d22b9ce3-739-1-st-v5-sos-b576adcc7bbd4fa9b1f36479d22b9ce3-677-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAbugs1yQAQCQASyqAQcKA0JPUxAAsgEHCgNTSlUQAA~AQowCi4IwmwSAzY2MRjBkwEgsqIBKJ2lhgMwkKeGAzhMQABYAWoCRE5yCFBJN0FCRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ.AQo5CjcIxJgBEgQxNzgwGLKiASDBkwEosMiGAzCyyoYDOEVAAFgBaglNQUlOQkFTSUNyCFROTkMwTkJaEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ&medianPrice=918.00&displayPrice=324.00&src=dflp) - Boston (BOS)San Juan (SJU) Fri, Mar 13 Sat, Mar 21 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 8-day trip found 9 hours ago 55% less than typical $347 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:SJU,departure:3/13/2026TANYT&leg2=from:SJU,to:BOS,departure:3/21/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-dccf6afd27174075ac2680e64f7913b9-574-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBw7uxXKoBBwoDQk9TEACyAQcKA1NKVRAA~AQowCi4IwmwSAzg2MRjBkwEgsqIBKN2_hwMwzcGHAzhMQABYAWoCRE5yCFBJN0FCRUwxCl8KLgjCbBIEMTYwNBiyogEgqVEotpqIAzCtnIgDOExAAFgBagJETnIIUEk3QVJFTDEKLQjCbBIDNDE4GKlRIMGTASi7nYgDMIWeiAM4TEABWAFqAkROcghPSTRBVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE&medianPrice=1075.00&displayPrice=346.71&src=dflp) - Boston (BOS)Orlando (MCO) Sat, Mar 14 Thu, Mar 19 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 23 hours ago 60% less than typical $227 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:MCO,departure:3/14/2026TANYT&leg2=from:MCO,to:BOS,departure:3/19/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-fc5f68178ad247f2b089fd95dcb120a2-1395-1~8.S.1~AQoGCAEQmKwSEgcI1AQQARgBKAJYAnAAegNiZnOIAbm2rlyQAQeqAQcKA0JPUxAAsgEHCgNNQ08QAA~AQovCi0IwmwSAzM1MRjBkwEgzHAostKHAzD204cDOExAAFgBagJETnIIVUk0UVVFTDEKXgotCMJsEgQxNTg0GMxwIKlRKJaFiAMwtYaIAzhMQABYAWoCRE5yCE9JMkFVRUwxCi0IwmwSAzQxOBipUSDBkwEohoeIAzDQh4gDOExAAVgBagJETnIIT0kyQVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=779.00&displayPrice=226.61&src=dflp) - Boston (BOS)Orlando (MCO) Sat, Mar 21 Thu, Mar 26 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 23 hours ago 60% less than typical $247 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:MCO,departure:3/21/2026TANYT&leg2=from:MCO,to:BOS,departure:3/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-10b85215a3494ba68c8e9bf077f9e991-283-1~8.S.1~AQoGCAEQmKwSEgcI1AQQARgBKAJYAnAAegNiZnOIAenDrlyqAQcKA0JPUxAAsgEHCgNNQ08QAA~AQowCi4IwmwSBDExNTEYwZMBIMxwKNagiAMwnaKIAzhMQABYAWoCRE5yCE9JMkFSRUwxCl4KLQjCbBIEMjc4NBjMcCCpUSiB14gDMKXYiAM4TEAAWAFqAkROcghPSTJBVUVMMQotCMJsEgM5MTgYqVEgwZMBKIDZiAMw1dmIAzhMQAFYAWoCRE5yCE9JMkFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ&medianPrice=777.00&displayPrice=246.61&src=dflp) - Boston (BOS)Orlando (MCO) Thu, Feb 26 Mon, Mar 2 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 16 hours ago 35% less than typical $317 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:MCO,departure:2/26/2026TANYT&leg2=from:MCO,to:BOS,departure:3/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-ddaa4a58a58845d4beddf2746408460b-1055-1-st-v5-sos-ddaa4a58a58845d4beddf2746408460b-951-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdP4r1yQAQGQAQiqAQcKA0JPUxAAsgEHCgNNQ08QAA~AQowCi4IwmwSBDIwNTEYwZMBIMxwKPSXhgMww5mGAzhMQABYAWoCRE5yCFpJN1FVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ.AQpvCjUIxJgBEgQxMDI0GMxwIKlRKMLKhgMw8MuGAzhFQABYAWoJTUFJTkJBU0lDcghWQTdTQTBCQwo2CMSYARIEMjYzORipUSDBkwEolsyGAzDkzIYDOEVAAVgBaglNQUlOQkFTSUNyCFZBN1NBMEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ&medianPrice=658.00&displayPrice=316.60&src=dflp) - Boston (BOS)London (LHR) Wed, Feb 25 Sat, Feb 28 ![British Airways](https://a.travel-assets.com/air/airlines/ba_sq.svg)British Airways • Nonstop --- 3-day trip found 17 hours ago 55% less than typical $526 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:LHR,departure:2/25/2026TANYT&leg2=from:LHR,to:BOS,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-cd503247b590489087a4b20d37075a06-325-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBwuSvXKIBAU6qAQcKA0JPUxAAsgEHCgNMT04QAA~AQpACj4IwYIBEgQ2OTgxGMGTASDriQEoro2GAzC0kIYDOE9AAFgBagVCQVNJQ3IIT0xOMEMyQlZ6CQjCggESAzIzOApACj4IwYIBEgQ2OTI3GOuJASDBkwEoobGGAzDttIYDOE9AAFgBagVCQVNJQ3IIT0xOMEMyQlZ6CQjCggESAzIwMxIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs&medianPrice=1542.00&displayPrice=525.33&src=dflp) - Boston (BOS)London (LHR) Mon, Feb 23 Fri, Feb 27 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 9 hours ago 55% less than typical $497 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:LHR,departure:2/23/2026TANYT&leg2=from:LHR,to:BOS,departure:2/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-f1904424ccf44bf6b006049ea9729675-212-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBkb-xXKIBAU6qAQcKA0JPUxAAsgEHCgNMSFIQAA~AQpBCj8IyYQBEgQ0MDI3GMGTASDriQEor_yFAzDE_4UDOE9AAFgBagVCQVNJQ3IIT0xOMEMyQlZ6CgjBggESBDAxMDgKZgoxCMmEARIDNzE2GOuJASCMGCito4YDML6khgM4T0AAWAFqBUJBU0lDcghPTE4wQzJCVgoxCMmEARIDMzQ1GIwYIMGTASjFpYYDMNKphgM4T0ABWAFqBUJBU0lDcghPTE4wQzJCVhIKCAEQARgBKgJJQhgBIgQIARABKAIoAygEMA0&medianPrice=1503.00&displayPrice=496.93&src=dflp) - Boston (BOS)London (LHR) Thu, Feb 26 Mon, Mar 2 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 19 hours ago 50% less than typical $499 [](https://www.expedia.com/Flights-Search?leg1=from:BOS,to:LHR,departure:2/26/2026TANYT&leg2=from:LHR,to:BOS,departure:3/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-b6ce03fcb2b84ac9aa0388b9f21dbc25-2042-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gByrKvXKIBAU6qAQcKA0JPUxAAsgEHCgNMSFIQAA~AQpBCj8IyYQBEgQ0MDI3GMGTASDriQEoj56GAzCkoYYDOE9AAFgBagVCQVNJQ3IIT0xOMEMyQlZ6CgjBggESBDAxMDgKZgoxCMmEARIDNzE2GOuJASCMGCiNxYYDMJ7GhgM4T0AAWAFqBUJBU0lDcghPTE4wQzJCVgoxCMmEARIDMzQ1GIwYIMGTASilx4YDMLLLhgM4T0ABWAFqBUJBU0lDcghPTE4wQzJCVhIKCAEQARgBKgJJQhgBIgQIARABKAIoAygEMA0&medianPrice=1374.00&displayPrice=498.33&src=dflp) ## Cheapest flights from Winthrop 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) Sat, Mar 7 - Wed, Mar 11 BOS Boston FLL Fort Lauderdale $72 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:FLL,departure:3/7/2026TANYT&leg2=from:FLL,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:71.26&airProductToken=AQovCi0IzpYBEgQyMjMxGMGTASDlWijugocDMMuEhwM4V0AAWAFqAlJQcgZXQTE0WTQKLwotCM6WARIEMjIzMBjlWiDBkwEouq2HAzD7rocDOFdAAFgBagJSUHIGV0ExNFk0EgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sat, Sep 5 - Sat, Sep 12 PSM Portsmouth MCO Orlando $102 Roundtrip found 4 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSM,to:MCO,departure:9/5/2026TANYT&leg2=from:MCO,to:PSM,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:101.21&airProductToken=AQosCioIzbABEgM4NDcYz2QgzHAo3IGXAzCqg5cDOEFAAFgBagJOT3IFQU5PMDAKLAoqCM2wARIDODQ2GMxwIM9kKNrOlwMwlNCXAzhBQABYAWoCTk9yBUFOTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Wed, May 13 - Tue, May 19 BOS Boston TPA Tampa $133 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:TPA,departure:5/13/2026TANYT&leg2=from:TPA,to:BOS,departure:5/19/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:132.76&airProductToken=AQpcCi0IzpYBEgQxNzQwGMGTASDlWiik7owDMOrvjAM4UEAAWAFqAlJQcgZQQTIxTzEKKwjOlgESAzc1NxjlWiDzAyio84wDMOfzjAM4UEABWAFqAlJQcgZQQTIxTzEKWworCM6WARIDNzU4GPMDIOVaKO-3jQMwsLiNAzhQQABYAWoCUlByBlBBMjFPMQosCM6WARIDNzQzGOVaIMGTASjtuI0DMK-6jQM4UEABWAFqAlJQcgZQQTIxTzESCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Mon, Mar 2 - Tue, Apr 7 BOS Boston SJU San Juan $145 Roundtrip found 5 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:SJU,departure:3/2/2026TANYT&leg2=from:SJU,to:BOS,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:144.61&airProductToken=AQoyCjAIzpYBEgQzOTA4GMGTASCyogEovcuGAzC0zYYDOFdAAFgBagJSUHIIVzE0U1lCTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Wed, Apr 8 - Wed, Apr 15 PSM Portsmouth RSW Fort Myers $152 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSM,to:RSW,departure:4/8/2026TANYT&leg2=from:RSW,to:PSM,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:151.80&airProductToken=AQotCisIzbABEgM3ODEYz2Qg0bQBKLjqiQMwqOyJAzhCQABYAWoCTk9yBUJOTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, May 6 - Tue, May 12 BOS Boston MIA Miami $157 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MIA,departure:5/6/2026TANYT&leg2=from:MIA,to:BOS,departure:5/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:156.80&airProductToken=AQo0CjIIwYIBEgQxOTA5GMGTASCMAijxo4wDMMuljAM4QkAAWAFqBUJBU0lDcghPV0RIS1NCWAo0CjIIwYIBEgQxODk0GIwCIMGTASjA44wDMIrljAM4QkAAWAFqBUJBU0lDcghPV0RIS1NCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, May 6 - Tue, May 12 BOS Boston MIA Miami $157 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MIA,departure:5/6/2026TANYT&leg2=from:MIA,to:BOS,departure:5/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:156.80&airProductToken=AQo4CjYIxJgBEgQxNjQ5GMGTASCMAiifpowDMPWnjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkRXU0MyQlEKNwo1CMSYARIDNzc2GIwCIMGTASjc6YwDMLLrjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkRXU0MyQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Wed, Apr 15 - Tue, Apr 21 BOS Boston MIA Miami $177 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MIA,departure:4/15/2026TANYT&leg2=from:MIA,to:BOS,departure:4/21/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:176.39&airProductToken=AQphCi8I15wBEgQzOTEwGMGTASDBRSixt4oDMJC4igM4VkAAWAFqA1dHQXIHVkJBV0gyRgouCNecARIEMTc4MBjBRSCMAiimuYoDMMa6igM4VkABWAFqA1dHQXIHVkJBV0gyRgphCi4I15wBEgQxOTQ3GIwCIMFFKIL8igMwov2KAzhWQABYAWoDV0dBcgdWQkFXSDJGCi8I15wBEgQxNDIzGMFFIMGTASiB_ooDMOD-igM4VkABWAFqA1dHQXIHVkJBV0gyRhIMCAEQARgBKgJXTjIAGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sat, Mar 7 - Wed, Mar 11 BOS Boston FLL Fort Lauderdale $177 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:FLL,departure:3/7/2026TANYT&leg2=from:FLL,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:176.80&airProductToken=AQovCi0IwmwSAzM2ORjBkwEg5VoouYOHAzCNhYcDOExAAFgBagJETnIIVUk0UVJFTDEKLwotCMJsEgM4NzAY5VogwZMBKNiphwMwmKuHAzhMQABYAWoCRE5yCFVJNFFSRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sun, Mar 15 - Wed, Mar 25 BOS Boston FLL Fort Lauderdale $182 Roundtrip found 15 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:FLL,departure:3/15/2026TANYT&leg2=from:FLL,to:BOS,departure:3/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:181.90&airProductToken=AQpzCjgI1YIBEgQyMzk0GMGTASDEjQEo79iHAzDC2YcDOE5AAFgBagoxX2Jhc2ljZWNvcghLQUE0QUhCUwo3CNWCARIEMTAxNhjEjQEg5Voo9NqHAzC03IcDOE5AAFgBagoxX2Jhc2ljZWNvcghLQUE0QUhCUwo5CjcI1YIBEgQyNjAzGOVaIMGTASjUx4gDMLjKiAM4TkAAWAFqCjFfYmFzaWNlY29yCEdEVTVBWEJTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![](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_) ## How to Find Cheap Flights from Winthrop, MA #### How much is a flight from Winthrop? This week, flights from Winthrop are available between $72 – $182\. #### How to find cheap flights from Winthrop? Expedia makes it easy to compare cheap flights from Winthrop to many destinations. Check out excellent deals on domestic and international flights from Winthrop. 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 Winthrop? 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 Winthrop 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 Winthrop may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Winthrop? 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 Winthrop with: Frontier Airlines, Spirit Airlines, Breeze Airways, Southwest Airlines, American Airlines, Delta, JetBlue Airways, United. #### What is the best month to fly from Winthrop? One of the cheapest times to fly from Winthrop airport(s) is March, 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 Winthrop? Expedia is the place to find last-minute flights from Winthrop, 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 Winthrop 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 Winthrop. 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. ## Travel information ## Flights from Winthrop: Essential Travel Information | Cheapest flight from Winthrop | $72 (roundtrip) | | ----------------------------------- | ------------------------------------------------------------------------------------------------------------------------- | | Best airlines to fly from Winthrop | Frontier Airlines, Spirit Airlines, Breeze Airways, Southwest Airlines, American Airlines, Delta, JetBlue Airways, United | | Cheapest month to fly from Winthrop | March | | Winthrop IATA code | BOS | | Winthrop Country/State | Boston | | Airline ticket deals from Winthrop | $72 - $182 | \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Logan Intl. ](https://www.expedia.com/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels) - [Hotels near Downtown Boston ](https://www.expedia.com/Downtown-Boston-Boston-Hotels.0-n6340396-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Boston ](https://www.expedia.com/Boston-Hotels-Cheap-Hotels.0-0-d178239-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near Suffolk Downs Station ](https://www.expedia.com/Suffolk-Downs-Station-Hotels.d6210612.Travel-Guide-Hotels) - [Hotels near Orient Heights Station ](https://www.expedia.com/Orient-Heights-Station-Hotels.d6210601.Travel-Guide-Hotels) - [B&B in Orient Heights Station ](https://www.expedia.com/Orient-Heights-Station-Bed-And-Breakfast.d6210601-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Orient Heights Station ](https://www.expedia.com/Orient-Heights-Station-Condos.d6210601-aaCondos.Travel-Guide-Accommodation) - [Hotels near Belle Isle Marsh Reservation ](https://www.expedia.com/Belle-Isle-Marsh-Reservation-Hotels.0-l6262318-0.Travel-Guide-Filter-Hotels) - [Hotels near Harbor View - Orient Heights ](https://www.expedia.com/Harbor-View-Orient-Heights-Boston-Hotels.0-n553248635976470690-0.Travel-Guide-Filter-Hotels) - [Hotels near Beachmont Station ](https://www.expedia.com/Beachmont-Station-Hotels.d6210604.Travel-Guide-Hotels) - [Hotels near TD Garden ](https://www.expedia.com/TD-Garden-Hotels.0-l6070137-0.Travel-Guide-Filter-Hotels) - [Hotels near Orient Heights ](https://www.expedia.com/Orient-Heights-Boston-Hotels.0-n142091-0.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Orient Heights ](https://www.expedia.com/Orient-Heights-Boston-Hotels-Marriott-Hotels-Resorts.0-n142091-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Beach Hotels in Orient Heights ](https://www.expedia.com/Orient-Heights-Boston-Hotels-Beach-Hotel.0-n142091-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Orient Heights ](https://www.expedia.com/Orient-Heights-Boston-Hotels-Hotels-With-Complimentary-Breakfast.0-n142091-0-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Flights to Boston ](https://www.expedia.com/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights) - 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[Flights from Cincinnati (CVG) to Boston (BOS) ](https://www.expedia.com/lp/flights/cvg/bos/cincinnati-to-boston) - [Flights from Cleveland (CLE) to Boston (BOS) ](https://www.expedia.com/lp/flights/cle/bos/cleveland-to-boston) - [Flights from Fort Myers (RSW) to Boston (BOS) ](https://www.expedia.com/lp/flights/rsw/bos/fort-myers-to-boston) - [Flights from Salt Lake City (SLC) to Boston (BOS) ](https://www.expedia.com/lp/flights/slc/bos/salt-lake-city-to-boston) - [Flights from New York (JFK) to Boston (BOS) ](https://www.expedia.com/lp/flights/jfk/bos/new-york-to-boston) - [Flights from Las Vegas (LAS) to Boston (BOS) ](https://www.expedia.com/lp/flights/las/bos/las-vegas-to-boston) - [Flights from Portland (PDX) to Boston (BOS) ](https://www.expedia.com/lp/flights/pdx/bos/portland-to-boston) - [Flights from Indianapolis (IND) to Boston (BOS) ](https://www.expedia.com/lp/flights/ind/bos/indianapolis-to-boston) - [Flights from St. Louis (STL) to Boston (BOS) ](https://www.expedia.com/lp/flights/stl/bos/st-louis-to-boston) - 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[Flights from Allentown (ABE) to Boston (BOS) ](https://www.expedia.com/lp/flights/abe/bos/allentown-to-boston) - [Belle Isle Marsh Reservation ](https://www.expedia.com/Belle-Isle-Marsh-Reservation-Boston.d6262318.Vacation-Attraction) - [Visit Boston ](https://www.expedia.com/Boston.dx178239) - [Revere Beach ](https://www.expedia.com/Revere-Beach-Boston.d6171946.Vacation-Attraction) - [Visit Orient Heights ](https://www.expedia.com/Boston-Orient-Heights.dx142091) - [Car rental Boston Airport (BOS) ](https://www.expedia.com/Car-Rentals-In-Logan-Intl.d5459778.Car-Rental-Guide) - [Car rentals near Boston ](https://www.expedia.com/Car-Rentals-In-Boston.d178239.Car-Rental-Guide) - [Enterprise Rental Cars in Logan Intl. ](https://www.expedia.com/Enterprise-Car-Rentals-In-Logan-Intl.d5459778-c15.Car-Rental-Guide-Suppliers) - [Car rentals near Orient Heights ](https://www.expedia.com/Car-Rentals-In-Orient-Heights.d142091.Car-Rental-Guide) \*Available to One Key members.