Title: $28 Cheap flights from Westport, CT - 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) # $28 Cheap flights from Westport, CT [View $28 flight on Sat, Feb 28, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:ISP,to:TPA,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:27.98&airProductToken=AQowCi4IxnISBDMzNTUYyHwg8wMoz7OGAzCOtYYDOEVAAFgBagRQQ18xcgdLMTRTWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) - [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 [Westport Travel Guide](https://expedia.com/Westport.dx56054)[Hotels in Westport](https://expedia.com/Westport-Hotels.d56054.Travel-Guide-Hotels)[Things to do in Westport](https://expedia.com/Things-To-Do-In-Westport.d56054.Travel-Guide-Activities)[Car Rentals in Westport](https://expedia.com/Car-Rentals-In-Westport.d56054.Car-Rental-Guide)[Westport Vacation Packages](https://expedia.com/Westport.d56054.Destination-Travel-Guides) ## Popular airlines from Westport - ![](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_B6.svg) JetBlue Airways - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/30/landing_airline_sq_logo_MX.svg) Breeze Airways - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AM.svg) Aeromexico - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet - ![](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 Westport Nonstop Carry-on included Lower price than typical - White Plains (HPN)Fort Lauderdale (FLL) 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 10 hours ago 65% less than typical $197 [](https://www.expedia.com/Flights-Search?leg1=from:HPN,to:FLL,departure:3/14/2026TANYT&leg2=from:FLL,to:HPN,departure:3/19/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-c9c0e6d6c0b140b58b19446f30855b1f-820-1-st-v5-sos-c9c0e6d6c0b140b58b19446f30855b1f-796-1~9.S.1~AQoGCAEQjrwCEgcI1AQQARgBKAJYAnAAcAB6A2Jmc3oDYmZziAG-pPtbkAEBkAEBqgEHCgNIUE4QALIBBwoDRkxMEAA~AQouCiwIwmwSAzYxMxjnayDlWiir0IcDMOfRhwM4TEAAWAFqAkROcghVSTRRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpuCjUIxJgBEgQxMTY4GOVaIOBcKLmDiAMwq4SIAzhFQABYAWoJTUFJTkJBU0lDcghWQVVTQTBCQwo1CMSYARIEMjk3MxjgXCDnayi0hYgDMMOGiAM4RUABWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB&medianPrice=769.00&displayPrice=196.70&src=dflp) - White Plains (HPN)Fort Lauderdale (FLL) 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 10 hours ago 65% less than typical $197 [](https://www.expedia.com/Flights-Search?leg1=from:HPN,to:FLL,departure:3/14/2026TANYT&leg2=from:FLL,to:HPN,departure:3/19/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-3ad698250ba44dbd9fa09000770dc19d-771-1-st-v5-sos-3ad698250ba44dbd9fa09000770dc19d-747-1~9.S.1~AQoGCAEQjrwCEgcI1AQQARgBKAJYAnAAcAB6A2Jmc3oDYmZziAG6pPtbqgEHCgNIUE4QALIBBwoDRkxMEAA~AQouCiwIwmwSAzYxMxjnayDlWiir0IcDMOfRhwM4TEAAWAFqAkROcghVSTRRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpwCjYIxJgBEgQyNjMxGOVaIOO0ASjYg4gDMIqFiAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQkMKNgjEmAESBDUwMzcY47QBIOdrKNKFiAMwuYaIAzhFQAFYAWoJTUFJTkJBU0lDcghWQVVTQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=769.00&displayPrice=196.70&src=dflp) - White Plains (HPN)Fort Lauderdale (FLL) Mon, Mar 16 Sat, Mar 21 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 22 hours ago 50% less than typical $252 [](https://www.expedia.com/Flights-Search?leg1=from:HPN,to:FLL,departure:3/16/2026TANYT&leg2=from:FLL,to:HPN,departure:3/21/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-fd5227ddae2e4534856fdafd1c948f62-627-1-st-v5-sos-fd5227ddae2e4534856fdafd1c948f62-602-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAd_L-FuqAQcKA0hQThAAsgEHCgNGTEwQAA~AQouCiwIwmwSAzYxMxjnayDlWijt5ocDMKnohwM4TEAAWAFqAkROcghQSTJRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpoCjIIwYIBEgQxOTgyGOVaIOKaASiCmogDMIubiAM4QkAAWAFqBUJBU0lDcghRVUFKWlNCWAoyCMGCARIENTE4MBjimgEg52soxJyIAzDDnYgDOEJAAVgBagVCQVNJQ3IIUVVBSlpTQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=650.00&displayPrice=251.70&src=dflp) - White Plains (HPN)West Palm Beach (PBI) Sun, Mar 15 Sat, Mar 21 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 5-day trip found 21 hours ago 60% less than typical $207 [](https://www.expedia.com/Flights-Search?leg1=from:HPN,to:PBI,departure:3/15/2026TANYT&leg2=from:PBI,to:HPN,departure:3/21/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-0f24d5447a004712bdc8034802873676-835-1-st-v5-sos-0f24d5447a004712bdc8034802873676-780-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZjo-FuQAQCQASeqAQcKA0hQThAAsgEHCgNQQkkQAA~AQovCi0IwmwSBDEzNjcY52sgr0Ao3N2HAzCI34cDOExAAFgBagJETnIIVUkyUVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpuCjUIxJgBEgQxMzc2GK9AIOBcKJiaiAMwj5uIAzhFQABYAWoJTUFJTkJBU0lDcghYQVZOQTBCQwo1CMSYARIEMjk3MxjgXCDnayj0m4gDMIOdiAM4RUABWAFqCU1BSU5CQVNJQ3IIWEFWTkEwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB&medianPrice=689.00&displayPrice=206.70&src=dflp) - White Plains (HPN)West Palm Beach (PBI) Mon, Feb 16 Fri, Feb 20 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 11 hours ago 35% less than typical $394 [](https://www.expedia.com/Flights-Search?leg1=from:HPN,to:PBI,departure:2/16/2026TANYT&leg2=from:PBI,to:HPN,departure:2/20/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-882ab04b976b4ea4b4bfec9f2c64c070-943-1-st-v5-sos-882ab04b976b4ea4b4bfec9f2c64c070-885-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAb6F-1uqAQcKA0hQThAAsgEHCgNQQkkQAA~AQovCi0IwmwSBDEzNjcY52sgr0Aot66FAzDjr4UDOExAAFgBagJETnIITUk3QVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpoCjIIwYIBEgQxOTA1GK9AIOKaASi61IUDMLnVhQM4QkAAWAFqBUJBU0lDcghHM0FKWk5CWAoyCMGCARIENTE4MBjimgEg52so4NaFAzDf14UDOEJAAVgBagVCQVNJQ3IIRzNBSlpOQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=777.00&displayPrice=393.69&src=dflp) - White Plains (HPN)West Palm Beach (PBI) Sat, Mar 14 Sat, Mar 21 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 7 hours ago 65% less than typical $177 [](https://www.expedia.com/Flights-Search?leg1=from:HPN,to:PBI,departure:3/14/2026TANYT&leg2=from:PBI,to:HPN,departure:3/21/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-db3b30cebf104308a215709b39a81a21-507-1-st-v5-sos-db3b30cebf104308a215709b39a81a21-462-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdf9-1uqAQcKA0hQThAAsgEHCgNQQkkQAA~AQovCi0IwmwSBDEzNjcY52sgr0AovNKHAzDo04cDOExAAFgBagJETnIIVUkyUVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpoCjIIwYIBEgQxOTA1GK9AIOKaASiemogDMJ2biAM4QkAAWAFqBUJBU0lDcghPVkFKWlNCVgoyCMGCARIENTE4MBjimgEg52soxJyIAzDDnYgDOEJAAVgBagVCQVNJQ3IIT1ZBSlpTQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=684.00&displayPrice=176.70&src=dflp) - White Plains (HPN)San Juan (SJU) Sat, Feb 28 Sat, Mar 7 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 15 hours ago 55% less than typical $385 [](https://www.expedia.com/Flights-Search?leg1=from:HPN,to:SJU,departure:2/28/2026TANYT&leg2=from:SJU,to:HPN,departure:3/7/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-060daa1b418a4c14921f53dbbfde9d28-510-1-st-v5-sos-060daa1b418a4c14921f53dbbfde9d28-486-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAe6R-luqAQcKA0hQThAAsgEHCgNTSlUQAA~AQowCi4IwmwSBDI2MDEY52sgsqIBKKyvhgMwj7GGAzhMQABYAWoCRE5yCFVJNEFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ.AQppCjMIwYIBEgQzMzI0GLKiASDimgEo-P2GAzDv_4YDOEJAAFgBagVCQVNJQ3IITk5ON0FIQloKMgjBggESBDU2MDYY4poBIOdrKKaBhwMwqIKHAzhCQAFYAWoFQkFTSUNyCE5OTjdBSEJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=1090.00&displayPrice=384.50&src=dflp) - White Plains (HPN)San Juan (SJU) Sat, Feb 28 Wed, Mar 4 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 8 hours ago 60% less than typical $286 [](https://www.expedia.com/Flights-Search?leg1=from:HPN,to:SJU,departure:2/28/2026TANYT&leg2=from:SJU,to:HPN,departure:3/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-08ad4ef98cd0463e82c501a655bd6fcd-402-1-st-v5-sos-08ad4ef98cd0463e82c501a655bd6fcd-367-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAb_Q-1uQASSQAQCqAQcKA0hQThAAsgEHCgNTSlUQAA~AQowCi4IwmwSBDI2MDEY52sgsqIBKKyvhgMwj7GGAzhMQABYAWoCRE5yCFVJNEFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ.AQpmCjEIwYIBEgM5OTMYsqIBIIwCKJrdhgMw096GAzhCQABYAWoFQkFTSUNyCE9OTjJBVEJaCjEIwYIBEgQzMzk2GIwCIOdrKIbihgMwy-OGAzhCQAFYAWoFQkFTSUNyCE9OTjJBVEJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=933.00&displayPrice=285.50&src=dflp) - White Plains (HPN)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 35% less than typical $509 [](https://www.expedia.com/Flights-Search?leg1=from:HPN,to:SJU,departure:2/27/2026TANYT&leg2=from:SJU,to:HPN,departure:3/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-30ec8e06e6ac467d8d7418c65abd034b-420-1-st-v5-sos-30ec8e06e6ac467d8d7418c65abd034b-392-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdSU_VuQAQGQAQGqAQcKA0hQThAAsgEHCgNTSlUQAA~AQowCi4IwmwSBDI2MDEY52sgsqIBKIykhgMw76WGAzhMQABYAWoCRE5yCFpJMEFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ.AQpmCjEIwYIBEgM5OTMYsqIBIIwCKNrGhgMwk8iGAzhCQABYAWoFQkFTSUNyCFNOTjdBSEJaCjEIwYIBEgQzMzk2GIwCIOdrKMbLhgMwi82GAzhCQAFYAWoFQkFTSUNyCFNOTjdBSEJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=990.00&displayPrice=508.50&src=dflp) ## Cheapest flights from Westport 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 ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sun, Mar 1 - Tue, Mar 31 ISP Islip TPA Tampa $57 Roundtrip found 17 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ISP,to:TPA,departure:3/1/2026TANYT&leg2=from:TPA,to:ISP,departure:3/31/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:56.96&airProductToken=AQowCi4IxnISBDMzNTUYyHwg8wMo776GAzCuwIYDOEVAAFgBagRQQ18xcgdLMTREWFMyCjAKLgjGchIEMzM1NhjzAyDIfCi9kokDMOGTiQM4RUAAWAFqBFBDXzFyB0syMUVYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, Feb 28 - Wed, Mar 4 ISP Islip MCO Orlando $61 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ISP,to:MCO,departure:2/28/2026TANYT&leg2=from:MCO,to:ISP,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:60.96&airProductToken=AQowCi4IxnISBDM5NDEYyHwgzHAonbGGAzDQsoYDOEVAAFgBagRQQ18xcgdLMTRTWFMyCjAKLgjGchIEMzk0MhjMcCDIfCi024YDMNTchgM4RUAAWAFqBFBDXzFyB0syMURYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Avelo Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/xp.gif) Tue, Apr 28 - Thu, Apr 30 HVN New Haven MCO Orlando $73 Roundtrip found 8 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HVN,to:MCO,departure:4/28/2026TANYT&leg2=from:MCO,to:HVN,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:72.55&airProductToken=AQo1CjMI2KABEgM3MTkYp20gzHAo9sWLAzCgx4sDOEVAAFgBaghCQVNFRkFSRXIIRUwyM1dQQkMKNQozCNigARIDNzE0GMxwIKdtKI_fiwMwseCLAzhFQABYAWoIQkFTRUZBUkVyCEVORTdXTkIxEgoICxABGAgqAlhQGAEiBAgBEAEoAjAD) ![Avelo Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/xp.gif) Thu, Apr 30 - Sun, May 3 HVN New Haven TPA Tampa $78 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HVN,to:TPA,departure:4/30/2026TANYT&leg2=from:TPA,to:HVN,departure:5/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:77.20&airProductToken=AQo1CjMI2KABEgM0NjYYp20g8wMoyd6LAzD634sDOEVAAFgBaghCQVNFRkFSRXIIRU5FN1dOQjEKNQozCNigARIDNDY3GPMDIKdtKMP-iwMw8v-LAzhFQABYAWoIQkFTRUZBUkVyCEVORTdXTkIxEgoICxABGAgqAlhQGAEiBAgBEAEoAjAD) ![Avelo Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/xp.gif) Tue, Mar 10 - Thu, Mar 12 HVN New Haven PBI West Palm Beach $84 Roundtrip found 8 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HVN,to:PBI,departure:3/10/2026TANYT&leg2=from:PBI,to:HVN,departure:3/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:83.90&airProductToken=AQo1CjMI2KABEgMzNDUYp20gr0Aozp-HAzCAoYcDOEVAAFgBaghCQVNFRkFSRXIIRUxDM1dQRkMKNQozCNigARIDMzQ4GK9AIKdtKOe6hwMwlLyHAzhFQABYAWoIQkFTRUZBUkVyCEVMRDNXUEZDEgoICxABGAgqAlhQGAEiBAgBEAEoAjAD) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Tue, Feb 24 - Tue, Mar 3 ISP Islip PBI West Palm Beach $98 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ISP,to:PBI,departure:2/24/2026TANYT&leg2=from:PBI,to:ISP,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:97.96&airProductToken=AQowCi4IxnISBDI0NDcYyHwgr0AorIKGAzDyg4YDOEVAAFgBagRQQ18xcgdaMTRFWFMyCjAKLgjGchIEMjQ0OBivQCDIfCiT14YDMLrYhgM4RUAAWAFqBFBDXzFyB1oyMUVYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sun, Mar 22 - Sun, Apr 5 HVN New Haven RSW Fort Myers $102 Roundtrip found 9 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HVN,to:RSW,departure:3/22/2026TANYT&leg2=from:RSW,to:HVN,departure:4/5/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:101.22&airProductToken=AQotCisIzbABEgM5NDAYp20g0bQBKIqoiAMw26mIAzhBQABYAWoCTk9yBUFOTzAwCi0KKwjNsAESAzk0MRjRtAEgp20o8MOJAzCixYkDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Wed, Sep 9 - Mon, Sep 14 ISP Islip RSW Fort Myers $102 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ISP,to:RSW,departure:9/9/2026TANYT&leg2=from:RSW,to:ISP,departure:9/14/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:101.22&airProductToken=AQotCisIzbABEgM3ODcYyHwg0bQBKM2vlwMwiLGXAzhBQABYAWoCTk9yBUFOTzAwCi0KKwjNsAESAzc4NhjRtAEgyHwoxeaXAzD355cDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Mar 4 - Sun, Mar 8 HPN White Plains RSW Fort Myers $147 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HPN,to:RSW,departure:3/4/2026TANYT&leg2=from:RSW,to:HPN,departure:3/8/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:146.99&airProductToken=AQowCi4IwmwSBDEyNTEY52sg0bQBKNjehgMwmOCGAzhMQABYAWoCRE5yCFVJMlFVRUwxCi8KLQjCbBIDMjUyGNG0ASDnayjUjocDMIGQhwM4TEAAWAFqAkROcghVSTJRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sat, Feb 28 - Wed, Mar 4 ISP Islip FLL Fort Lauderdale $167 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ISP,to:FLL,departure:2/28/2026TANYT&leg2=from:FLL,to:ISP,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:166.90&airProductToken=AQowCi4I15wBEgQzNjIxGMh8IOVaKNawhgMwj7KGAzhWQABYAWoDV0dBcgdWRE5VSDJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ) ## Flights from Westport: Essential Travel Information | Cheapest flight from Westport | $57 (roundtrip) | | ----------------------------------- | -------------------------------------------------------------------------------------- | | Best airlines to fly from Westport | Frontier Airlines, Avelo Airlines, Breeze Airways, JetBlue Airways, Southwest Airlines | | Cheapest month to fly from Westport | March | | Westport IATA code | HPN | | Westport Country/State | Connecticut | | Airline ticket deals from Westport | $57 - $167 | ## How to Find Cheap Flights from Westport, CT #### How much is a flight from Westport? This week, flights from Westport are available between $57 – $167\. #### How to find cheap flights from Westport? Expedia makes it easy to compare cheap flights from Westport to many destinations. Check out excellent deals on domestic and international flights from Westport. 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 Westport? 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 Westport 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 Westport may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Westport? 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 Westport with: Frontier Airlines, Avelo Airlines, Breeze Airways, JetBlue Airways, Southwest Airlines. #### What is the best month to fly from Westport? One of the cheapest times to fly from Westport 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 Westport? Expedia is the place to find last-minute flights from Westport, 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 Westport 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 Westport. 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 ### Lodging - [Hotels near Levitt Pavilion ](https://www.expedia.com/Levitt-Pavilion-Hotels.0-l6248410-0.Travel-Guide-Filter-Hotels) - [Hotels near Westport Country Playhouse ](https://www.expedia.com/Westport-Country-Playhouse-Hotels.0-l6089813-0.Travel-Guide-Filter-Hotels) - [Hotels near Westport Historical Society ](https://www.expedia.com/Westport-Historical-Society-Hotels.0-l553248621561886376-0.Travel-Guide-Filter-Hotels) - [Hotels near Westport Farmers Market ](https://www.expedia.com/Westport-Farmers-Market-Hotels.0-l553248621561886375-0.Travel-Guide-Filter-Hotels) - [Hotels near Earthplace Museum ](https://www.expedia.com/Earthplace-Museum-Hotels.0-l553248621532664588-0.Travel-Guide-Filter-Hotels) - 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