Title: $38 Cheap flights from Chester, 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) # $38 Cheap flights from Chester, MA [View $38 flight on Mon, May 18, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:BDL,to:MCO,departure:5/18/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:37.98&airProductToken=AQowCi4IxnISBDI3NjkY4VggzHAomKyNAzDNrY0DOEVAAFgBagRQQ18xcgdLMjFEWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) [Chester Travel Guide](https://expedia.com/Chester.dx6005399)[Hotels in Chester](https://expedia.com/Chester-Hotels.d6005399.Travel-Guide-Hotels)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d6005399.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d6005399.Destination-Travel-Guides) ## Popular airlines from Chester - ![](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/2024/10/30/landing_airline_sq_logo_MX.svg) Breeze Airways - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier 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 Chester Nonstop Carry-on included Lower price than typical - Hartford (BDL)Orlando (MCO) Tue, Apr 21 Fri, Apr 24 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 18 hours ago 50% less than typical $278 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:MCO,departure:4/21/2026TANYT&leg2=from:MCO,to:BDL,departure:4/24/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-ca4f15f8347548abae354c99f1e3474e-2938-1-st-v5-sos-ca4f15f8347548abae354c99f1e3474e-2863-1~9.S.1~AQoGCAEQg7wCEgcI1AQQARgBKAJYAnAAcAB6A2Jmc3oDYmZziAHVtJZdkAEBkAEAqgEHCgNCREwQALIBBwoDTUNPEAA~AQovCi0IwmwSBDEzMzcY4VggzHAo8PuKAzCk_YoDOExAAFgBagJETnIIUEkyUVVTTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpgCi4I15wBEgQzMTAwGMxwIMFFKJOgiwMwn6GLAzhFQABYAWoDV0dBcgdFTEE3VzJGCi4I15wBEgQzODQ1GMFFIOFYKJukiwMw66SLAzhFQAFYAWoDV0dBcgdFTEE3VzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=697.00&displayPrice=277.20&src=dflp) - Hartford (BDL)Orlando (MCO) Tue, Apr 21 Sun, Apr 26 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 5-day trip found 15 hours ago 40% less than typical $303 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:MCO,departure:4/21/2026TANYT&leg2=from:MCO,to:BDL,departure:4/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-8d5a20f2b2e140d7bd0102376a78282a-2387-1-st-v5-sos-8d5a20f2b2e140d7bd0102376a78282a-2311-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdL5ll2QAQGQAQCqAQcKA0hGRBAAsgEHCgNPUkwQAA~AQovCi0IwmwSBDEzMzcY4VggzHAo8PuKAzCk_YoDOExAAFgBagJETnIIUEkyUVVTTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpgCi4I15wBEgQzMDk4GMxwIMFFKMm2iwMw1beLAzhVQABYAWoDV0dBcgdVTEE3VzJGCi4I15wBEgQzODQ1GMFFIOFYKOq6iwMwuruLAzhVQAFYAWoDV0dBcgdVTEE3VzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=635.00&displayPrice=302.20&src=dflp) - Hartford (BDL)Orlando (MCO) Sun, Apr 19 Sun, Apr 26 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 7-day trip found 22 hours ago 30% less than typical $403 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:MCO,departure:4/19/2026TANYT&leg2=from:MCO,to:BDL,departure:4/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-a39457bfec884e698fd57e47e54307e8-1838-1-st-v5-sos-a39457bfec884e698fd57e47e54307e8-1724-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAevFlV2QARSQAQGqAQcKA0JETBAAsgEHCgNPUkwQAA~AQovCi0IwmwSBDEzMzcY4VggzHAosOWKAzDk5ooDOExAAFgBagJETnIIV0k3QVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpgCi4I15wBEgQzMDk4GMxwIMFFKMm2iwMw1beLAzhVQABYAWoDV0dBcgdVTEE3VzJGCi4I15wBEgQzODQ1GMFFIOFYKOq6iwMwuruLAzhVQAFYAWoDV0dBcgdVTEE3VzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=723.00&displayPrice=402.20&src=dflp) - Hartford (BDL)San Juan (SJU) Sun, Mar 22 Fri, Mar 27 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 7 hours ago 45% less than typical $393 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:SJU,departure:3/22/2026TANYT&leg2=from:SJU,to:BDL,departure:3/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-acd889eabb974128b1cd3144f7a64027-242-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBp-2YXaoBBwoDSEZEEACyAQcKA1NKVRAA~AQowCi4IwmwSBDE0NzUY4VggsqIBKJesiAMw_q2IAzhMQABYAWoCRE5yCFBJN1FSRUwxCjAKLgjCbBIEMTQ3NhiyogEg4Vgond2IAzCR34gDOExAAFgBagJETnIIT0kzQVJFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=951.00&displayPrice=393.00&src=dflp) - Hartford (BDL)San Juan (SJU) Mon, Mar 23 Fri, Mar 27 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 16 hours ago 40% less than typical $393 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:SJU,departure:3/23/2026TANYT&leg2=from:SJU,to:BDL,departure:3/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-3147c1b5a94b483b89654eca9f4b18e3-184-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB-e6WXaoBBwoDQkRMEACyAQcKA1NKVRAA~AQowCi4IwmwSBDE0NzUY4VggsqIBKLe3iAMwnrmIAzhMQABYAWoCRE5yCFBJN1FSRUwxCjAKLgjCbBIEMTQ3NhiyogEg4Vgond2IAzCR34gDOExAAFgBagJETnIIT0kzQVJFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=868.00&displayPrice=393.00&src=dflp) - Hartford (BDL)San Juan (SJU) Sun, Apr 12 Sat, Apr 18 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 5-day trip found 8 hours ago 30% less than typical $511 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:SJU,departure:4/12/2026TANYT&leg2=from:SJU,to:BDL,departure:4/18/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-e6a312d300e64d6896b01f7862eb66e1-219-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB1r-YXaoBBwoDSEZEEACyAQcKA1NKVRAA~AQowCi4IwmwSBDE0NzUY4VggsqIBKK2YigMwj5qKAzhMQABYAWoCRE5yCE9JM0FSRUwxCjAKLgjCbBIEMTQ3NhiyogEg4Vgo3dSKAzDK1ooDOExAAFgBagJETnIITUkwQVJFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=979.00&displayPrice=511.00&src=dflp) - Hartford (BDL)Fort Lauderdale (FLL) Sat, Mar 28 Sat, Apr 4 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 7 hours ago 60% less than typical $232 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:FLL,departure:3/28/2026TANYT&leg2=from:FLL,to:BDL,departure:4/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-5a77f4cf0d83484e982f00fa1fabbbb5-675-1-st-v5-sos-5a77f4cf0d83484e982f00fa1fabbbb5-639-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdvfmF2QARCQAQCqAQcKA0JETBABsgEHCgNGTEwQAA~AQovCi0IwmwSBDIxNTkY4Vgg5Vook--IAzDX8IgDOExAAFgBagJETnIIT0k0QVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpuCjUIxJgBEgQxNDEzGOVaIOBcKMS8iQMwwL2JAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTQTBCQwo1CMSYARIEMTAxMRjgXCDhWCiDv4kDMIvAiQM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB&medianPrice=749.00&displayPrice=231.61&src=dflp) - Hartford (BDL)Fort Lauderdale (FLL) Wed, Mar 25 Sun, Mar 29 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 17 hours ago 55% less than typical $233 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:FLL,departure:3/25/2026TANYT&leg2=from:FLL,to:BDL,departure:3/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-0f0e620d4ff5451aa7677f2ef0f76d41-1037-1-st-v5-sos-0f0e620d4ff5451aa7677f2ef0f76d41-1028-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAc7Pll2qAQcKA0hGRBAAsgEHCgNGTEwQAA~AQouCiwIwmwSAzU1ORjhWCDlWijayogDMKLMiAM4TEAAWAFqAkROcghQSTRRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpgCi4I15wBEgQyOTUyGOVaIMFFKNP7iAMw6fyIAzhEQABYAWoDV0dBcgdETEFVSDJGCi4I15wBEgQzMzA2GMFFIOFYKNb_iAMwq4CJAzhEQAFYAWoDV0dBcgdETEFVSDJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=693.00&displayPrice=232.20&src=dflp) - Hartford (BDL)Fort Lauderdale (FLL) Thu, Mar 26 Sun, Mar 29 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 18 hours ago 50% less than typical $299 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:FLL,departure:3/26/2026TANYT&leg2=from:FLL,to:BDL,departure:3/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-57fa27e50cbf446db29f9177ab8819ad-903-1-st-v5-sos-57fa27e50cbf446db29f9177ab8819ad-804-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAfmpll2QAQWQAQWqAQcKA0JETBAAsgEHCgNGTEwQAA~AQouCiwIwmwSAzU1ORjhWCDlWii_14gDMIXZiAM4TEAAWAFqAkROcghXSTdBQkVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpgCi4I15wBEgQyOTUyGOVaIMFFKNP7iAMw6fyIAzhEQABYAWoDV0dBcgdETEFVSDJGCi4I15wBEgQzMzA2GMFFIOFYKNb_iAMwq4CJAzhEQAFYAWoDV0dBcgdETEFVSDJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=748.00&displayPrice=298.20&src=dflp) ## Cheapest flights from Chester 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) Mon, May 18 - Fri, Jun 5 BDL Hartford MCO Orlando $76 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:5/18/2026TANYT&leg2=from:MCO,to:BDL,departure:6/5/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:75.96&airProductToken=AQowCi4IxnISBDI3NjkY4VggzHAomKyNAzDNrY0DOEVAAFgBagRQQ18xcgdLMjFEWFMyCjAKLgjGchIEMTY4NBjMcCDhWCjw9I4DMJ32jgM4RUAAWAFqBFBDXzFyB0syMURYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, Jun 1 - Fri, Jun 12 BDL Hartford MCO Orlando $86 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:6/1/2026TANYT&leg2=from:MCO,to:BDL,departure:6/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:85.97&airProductToken=AQovCi0IxnISBDI3NjkY4VggzHAonsuOAzDNzI4DOEtAAFgBagNFQ09yB0syMU5YUzIKLwotCMZyEgQxNjg0GMxwIOFYKJLFjwMwx8aPAzhLQABYAWoDRUNPcgdLMjFEWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwAQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Tue, Jun 2 - Fri, Jun 5 BDL Hartford MCO Orlando $89 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:6/2/2026TANYT&leg2=from:MCO,to:BDL,departure:6/5/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:88.59&airProductToken=AQosCioIzbABEgM1MjIY4VggzHAouM-OAzDs0I4DOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Mon, May 4 - Fri, Jun 5 BDL Hartford MCO Orlando $93 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:5/4/2026TANYT&leg2=from:MCO,to:BDL,departure:6/5/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:92.60&airProductToken=AQosCioIzbABEgM4NTkY4VggzHAosY-MAzDDkYwDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Apr 23 - Thu, Apr 30 BDL Hartford ATL Atlanta $93 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:ATL,departure:4/23/2026TANYT&leg2=from:ATL,to:BDL,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:92.96&airProductToken=AQovCi0IxnISBDEzMDUY4Vgg4FwohpKLAzCrk4sDOFpAAFgBagNFQ09yB1oyMVJYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMoBDAB) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Tue, Jun 2 - Fri, Jun 12 BDL Hartford MCO Orlando $94 Roundtrip found 4 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:6/2/2026TANYT&leg2=from:MCO,to:BDL,departure:6/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:93.59&airProductToken=AQosCioIzbABEgM1MjIY4VggzHAouM-OAzDs0I4DOEFAAFgBagJFWnIFQUVaMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Mon, May 4 - Fri, Jun 5 BDL Hartford MCO Orlando $98 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:5/4/2026TANYT&leg2=from:MCO,to:BDL,departure:6/5/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:97.60&airProductToken=AQosCioIzbABEgM4NTkY4VggzHAosY-MAzDDkYwDOEFAAFgBagJFWnIFQUVaMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sun, May 17 - Wed, May 20 BDL Hartford FLL Fort Lauderdale $149 Roundtrip found 12 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:FLL,departure:5/17/2026TANYT&leg2=from:FLL,to:BDL,departure:5/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:148.01&airProductToken=AQouCiwIwmwSAzI1ORjhWCDlWiiRn40DMM2gjQM4TEAAWAFqAkROcghQSTJRVVZMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Apr 4 - Sat, Apr 11 BDL Hartford ATL Atlanta $159 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:ATL,departure:4/4/2026TANYT&leg2=from:ATL,to:BDL,departure:4/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:158.80&airProductToken=AQo3CjUIxJgBEgQyOTMzGOFYIOBcKNi3iQMw_7iJAzhFQABYAWoJTUFJTkJBU0lDcghWRlZRQTBCRwo3CjUIxJgBEgQyOTUxGOBcIOFYKM6HigMw1IiKAzhFQABYAWoJTUFJTkJBU0lDcghWRlZRQTBCRxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sun, Apr 19 - Tue, Apr 28 BDL Hartford ATL Atlanta $179 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:ATL,departure:4/19/2026TANYT&leg2=from:ATL,to:BDL,departure:4/28/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:178.39&airProductToken=AQpfCi4I15wBEgQyNDU1GOFYIMFFKNPmigMwqOeKAzhWQABYAWoDV0dBcgdWTEFWUjJFCi0I15wBEgM1MDIYwUUg4FwoluiKAzCJ6YoDOFZAAVgBagNXR0FyB1ZMQVZSMkUKYQovCNecARIEMTE5MRjgXCDssAEo1caLAzDNx4sDOFZAAFgBagNXR0FyB1ZMQVZSMkUKLgjXnAESAzQ3ORjssAEg4Vgos8mLAzCwyosDOFZAAVgBagNXR0FyB1ZMQVZSMkUSDAgBEAEYASoCV04yABgBIgQIARABKAIoAygEMAE) ![](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 Chester, MA #### How much is a flight from Chester? This week, flights from Chester are available between $76 – $179\. #### How to find cheap flights from Chester? Expedia makes it easy to compare cheap flights from Chester to many destinations. Check out excellent deals on domestic and international flights from Chester. 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 Chester? 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 Chester 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 Chester may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Chester? 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 Chester with: Frontier Airlines, Breeze Airways, JetBlue Airways, Southwest Airlines, American Airlines, Delta. #### What is the best month to fly from Chester? One of the cheapest times to fly from Chester airport(s) is May, 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 Chester? Expedia is the place to find last-minute flights from Chester, 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 Chester 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 Chester. 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 Chester: Essential Travel Information | Cheapest flight from Chester | $76 (roundtrip) | | ---------------------------------- | ------------------------------------------------------------------------------------------------ | | Best airlines to fly from Chester | Frontier Airlines, Breeze Airways, JetBlue Airways, Southwest Airlines, American Airlines, Delta | | Cheapest month to fly from Chester | May | | Chester IATA code | CEF | | Chester Country/State | Massachusetts | | Airline ticket deals from Chester | $76 - $179 | \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Becket Land Trust Historic Quarry ](https://www.expedia.com/Becket-Land-Trust-Historic-Quarry-Hotels.0-l553248621532666600-0.Travel-Guide-Filter-Hotels) - [Hotels near Sherwood Forest ](https://www.expedia.com/Sherwood-Forest-Becket-Hotels.0-n553248635976472129-0.Travel-Guide-Filter-Hotels) - [Hotels near Littleville Lake ](https://www.expedia.com/Littleville-Lake-Hotels.0-l553248621532666607-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Middlefield ](https://www.expedia.com/4Star-Middlefield-Hotels.s40-0-d132966.Travel-Guide-Filter-Hotels) - [B&B in Middlefield ](https://www.expedia.com/Middlefield-Bed-And-Breakfast.d132966-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Middlefield ](https://www.expedia.com/Middlefield-Resorts.d132966-aaResorts.Travel-Guide-Accommodation) - [Middlefield Hotels ](https://www.expedia.com/Middlefield-Hotels.d132966.Travel-Guide-Hotels) - [Condo Resorts in Middlefield ](https://www.expedia.com/Middlefield-Condominium-Resort.d132966-aaCondominiumResort.Travel-Guide-Accommodation) - [Huntington Hotels ](https://www.expedia.com/Huntington-Hotels.d6005407.Travel-Guide-Hotels) - [3 Star Hotels in Huntington ](https://www.expedia.com/3Star-Huntington-Hotels.s30-0-d6005407.Travel-Guide-Filter-Hotels) - [Condo Rentals in Huntington ](https://www.expedia.com/Huntington-Condos.d6005407-aaCondos.Travel-Guide-Accommodation) - [Cottages in Huntington ](https://www.expedia.com/Huntington-Cottages.d6005407-aaCottages.Travel-Guide-Accommodation) - [5 Star Hotels in Huntington ](https://www.expedia.com/5Star-Huntington-Hotels.s50-0-d6005407.Travel-Guide-Filter-Hotels) - [Hotels near Pyramid Lake ](https://www.expedia.com/Pyramid-Lake-Hotels.0-l553248621532647064-0.Travel-Guide-Filter-Hotels) - [Hotels near Kushi Institute ](https://www.expedia.com/Kushi-Institute-Hotels.0-l553248621532666603-0.Travel-Guide-Filter-Hotels) - [Becket Hotels ](https://www.expedia.com/Becket-Hotels.d6005395.Travel-Guide-Hotels) - [Cottages in Becket ](https://www.expedia.com/Becket-Cottages.d6005395-aaCottages.Travel-Guide-Accommodation) - [Pet-Friendly Hotels in Becket ](https://www.expedia.com/Becket-Hotels-Pet-Friendly-Hotel.0-0-d6005395-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Becket ](https://www.expedia.com/Becket-Cabins.d6005395-aaCabins.Travel-Guide-Accommodation) - [Historic Hotels in Becket ](https://www.expedia.com/Becket-Hotels-Historic-Hotel.0-0-d6005395-tHistoricHotel.Travel-Guide-Filter-Hotels) - [B&B in Becket ](https://www.expedia.com/Becket-Bed-And-Breakfast.d6005395-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Becket ](https://www.expedia.com/Becket-Hotels-Luxury-Hotel.0-0-d6005395-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Becket ](https://www.expedia.com/Becket-Hotels-Cheap-Hotels.0-0-d6005395-tCheapHotels.Travel-Guide-Filter-Hotels) - [Apartments in Becket ](https://www.expedia.com/Becket-Apartments.d6005395-aaApartments.Travel-Guide-Accommodation) - [Vacation Homes in Becket ](https://www.expedia.com/Becket-Private-Vacation-Homes.d6005395-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Becket ](https://www.expedia.com/Becket-Condos.d6005395-aaCondos.Travel-Guide-Accommodation) - [Motels in Becket ](https://www.expedia.com/Becket-Motels.d6005395-aaMotels.Travel-Guide-Accommodation) - [Beach Hotels in Becket ](https://www.expedia.com/Becket-Hotels-Beach-Hotel.0-0-d6005395-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels on the Lake in Becket ](https://www.expedia.com/Becket-Hotels-Lakefront-Hotels.0-0-d6005395-tLakefrontHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Becket ](https://www.expedia.com/Becket-Hotels-Family-Hotel.0-0-d6005395-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Quiet Resorts & in Becket ](https://www.expedia.com/Becket-Hotels-Secluded-Hotels.0-0-d6005395-tSecludedHotels.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Becket ](https://www.expedia.com/Becket-Hotels-Boutique-Hotel.0-0-d6005395-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Becket ](https://www.expedia.com/4Star-Becket-Hotels.s40-0-d6005395.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Becket ](https://www.expedia.com/Becket-Hotels-Romantic-Hotel.0-0-d6005395-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Guest Houses in Becket ](https://www.expedia.com/Becket-Guest-Houses.d6005395-aaGuestHouses.Travel-Guide-Accommodation) - [Ski Hotels in Becket ](https://www.expedia.com/Becket-Hotels-Ski-Hotel.0-0-d6005395-tSkiHotel.Travel-Guide-Filter-Hotels) - [Chalets in Becket ](https://www.expedia.com/Becket-Chalets.d6005395-aaChalets.Travel-Guide-Accommodation) - [Hotels near Blandford Ski Area ](https://www.expedia.com/Blandford-Ski-Area-Hotels.0-l553248621532666606-0.Travel-Guide-Filter-Hotels) - [Hotels near Skyline Trail ](https://www.expedia.com/Skyline-Trail-Hotels.0-l553248621532666608-0.Travel-Guide-Filter-Hotels) - [Hotels near Jacob's Pillow ](https://www.expedia.com/Jacobs-Pillow-Hotels.0-l553248621532666599-0.Travel-Guide-Filter-Hotels) - [Blandford Hotels ](https://www.expedia.com/Blandford-Hotels.d80625.Travel-Guide-Hotels) - [B&B in Blandford ](https://www.expedia.com/Blandford-Bed-And-Breakfast.d80625-aaBedAndBreakfast.Travel-Guide-Accommodation) - [5 Star Hotels in Blandford ](https://www.expedia.com/5Star-Blandford-Hotels.s50-0-d80625.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Blandford ](https://www.expedia.com/4Star-Blandford-Hotels.s40-0-d80625.Travel-Guide-Filter-Hotels) - [Lodges in Blandford ](https://www.expedia.com/Blandford-Lodges.d80625-aaLodges.Travel-Guide-Accommodation) - [Resorts in Blandford ](https://www.expedia.com/Blandford-Resorts.d80625-aaResorts.Travel-Guide-Accommodation) - [3 Star Hotels in Blandford ](https://www.expedia.com/3Star-Blandford-Hotels.s30-0-d80625.Travel-Guide-Filter-Hotels) - [Motels in Blandford ](https://www.expedia.com/Blandford-Motels.d80625-aaMotels.Travel-Guide-Accommodation) - [Norwich Lake Hotels ](https://www.expedia.com/Norwich-Lake-Hotels.d553248635975876005.Travel-Guide-Hotels) - [Otis Hotels ](https://www.expedia.com/Otis-Hotels.d6005412.Travel-Guide-Hotels) - [Cabin Rentals in Otis ](https://www.expedia.com/Otis-Cabins.d6005412-aaCabins.Travel-Guide-Accommodation) - [B&B in Otis ](https://www.expedia.com/Otis-Bed-And-Breakfast.d6005412-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Otis ](https://www.expedia.com/Otis-Condos.d6005412-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Otis ](https://www.expedia.com/Otis-Guest-Houses.d6005412-aaGuestHouses.Travel-Guide-Accommodation) - [Cottages in Otis ](https://www.expedia.com/Otis-Cottages.d6005412-aaCottages.Travel-Guide-Accommodation) - [Resorts in Otis ](https://www.expedia.com/Otis-Resorts.d6005412-aaResorts.Travel-Guide-Accommodation) - [Rv Parks in Otis ](https://www.expedia.com/Otis-RV-Parks.d6005412-aaRVParks.Travel-Guide-Accommodation) - [Motels in Otis ](https://www.expedia.com/Otis-Motels.d6005412-aaMotels.Travel-Guide-Accommodation) - [5 Star Hotels in Otis ](https://www.expedia.com/5Star-Otis-Hotels.s50-0-d6005412.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Otis ](https://www.expedia.com/4Star-Otis-Hotels.s40-0-d6005412.Travel-Guide-Filter-Hotels) - [Lodges in Otis ](https://www.expedia.com/Otis-Lodges.d6005412-aaLodges.Travel-Guide-Accommodation) - [Vacation Homes in Otis ](https://www.expedia.com/Otis-Private-Vacation-Homes.d6005412-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Worthington Hotels ](https://www.expedia.com/Worthington-Hotels.d6005428.Travel-Guide-Hotels) - [Resorts in Worthington ](https://www.expedia.com/Worthington-Resorts.d6005428-aaResorts.Travel-Guide-Accommodation) - [5 Star Hotels in Worthington ](https://www.expedia.com/5Star-Worthington-Hotels.s50-0-d6005428.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Worthington ](https://www.expedia.com/4Star-Worthington-Hotels.s40-0-d6005428.Travel-Guide-Filter-Hotels) - [B&B in Worthington ](https://www.expedia.com/Worthington-Bed-And-Breakfast.d6005428-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Worthington ](https://www.expedia.com/Worthington-Cabins.d6005428-aaCabins.Travel-Guide-Accommodation) - [Flights to Middlefield ](https://www.expedia.com/Cheap-Flights-To-Middlefield.d132966.Travel-Guide-Flights) - [Flights to Huntington ](https://www.expedia.com/Cheap-Flights-To-Huntington.d6005407.Travel-Guide-Flights) - [Flights from Becket ](https://www.expedia.com/lp/flights/6005395/flights-from-becket) - [Flights to Becket ](https://www.expedia.com/Cheap-Flights-To-Becket.d6005395.Travel-Guide-Flights) - [Flights from Blandford ](https://www.expedia.com/lp/flights/80625/flights-from-blandford) - [Flights to Blandford ](https://www.expedia.com/Cheap-Flights-To-Blandford.d80625.Travel-Guide-Flights) - [Flights from Otis ](https://www.expedia.com/lp/flights/6005412/flights-from-otis) - [Flights from Russell ](https://www.expedia.com/lp/flights/6005415/flights-from-russell) - [Flights to Otis ](https://www.expedia.com/Cheap-Flights-To-Otis.d6005412.Travel-Guide-Flights) - [Flights to Worthington ](https://www.expedia.com/Cheap-Flights-To-Worthington.d6005428.Travel-Guide-Flights) - [Becket Land Trust Historic Quarry ](https://www.expedia.com/Becket-Land-Trust-Historic-Quarry-Becket.d553248621532666600.Vacation-Attraction) - [Glendale Falls ](https://www.expedia.com/Glendale-Falls-Huntington.d553248621532666605.Vacation-Attraction) - [Visit Middlefield ](https://www.expedia.com/Middlefield.dx132966) - [Middlefield Vacations ](https://www.expedia.com/Middlefield.d132966.Destination-Travel-Guides) - [Kushi Institute ](https://www.expedia.com/Kushi-Institute-Becket.d553248621532666603.Vacation-Attraction) - [Visit Becket ](https://www.expedia.com/Becket.dx6005395) - [Blandford Ski Area ](https://www.expedia.com/Blandford-Ski-Area-Blandford.d553248621532666606.Vacation-Attraction) - [Skyline Trail ](https://www.expedia.com/Skyline-Trail-Middlefield.d553248621532666608.Vacation-Attraction) - [Jacob's Pillow ](https://www.expedia.com/Jacobs-Pillow-Becket.d553248621532666599.Vacation-Attraction) - [Visit Blandford ](https://www.expedia.com/Blandford.dx80625) - [Visit Otis ](https://www.expedia.com/Otis.dx6005412) - [Otis Vacations ](https://www.expedia.com/Otis.d6005412.Destination-Travel-Guides) - [Visit Worthington ](https://www.expedia.com/Worthington.dx6005428) - [Car rentals near Middlefield ](https://www.expedia.com/Car-Rentals-In-Middlefield.d132966.Car-Rental-Guide) - [Car rentals near Huntington ](https://www.expedia.com/Car-Rentals-In-Huntington.d6005407.Car-Rental-Guide) - [Car rentals near Becket ](https://www.expedia.com/Car-Rentals-In-Becket.d6005395.Car-Rental-Guide) - [Car rentals near Blandford ](https://www.expedia.com/Car-Rentals-In-Blandford.d80625.Car-Rental-Guide) - [Car rentals near Norwich Lake ](https://www.expedia.com/Car-Rentals-In-Norwich-Lake.d553248635975876005.Car-Rental-Guide) - [Car rentals near Otis ](https://www.expedia.com/Car-Rentals-In-Otis.d6005412.Car-Rental-Guide) - [Becket Vacation Rentals ](https://www.expedia.com/Becket-Vacation-Rentals.d6005395.Travel-Guide-VacationRentals) - [Blandford Vacation Rentals ](https://www.expedia.com/Blandford-Vacation-Rentals.d80625.Travel-Guide-VacationRentals) - [Otis Vacation Rentals ](https://www.expedia.com/Otis-Vacation-Rentals.d6005412.Travel-Guide-VacationRentals) \*Available to One Key members.