Title: $28 Cheap flights from Middletown, 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 Middletown, CT [View $28 flight on Sun, Feb 22, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:BDL,to:MCO,departure:2/22/2026TANYT&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=AQowCi4IxnISBDE2ODMY4VggzHAogvKFAzC484UDOEVAAFgBagRQQ18xcgdLMTRZWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) - [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 [Middletown Travel Guide](https://expedia.com/Middletown.dx8862)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8862.Travel-Guide-Hotels)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d8862.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d8862.Destination-Travel-Guides) ## Popular airlines from Middletown - ![](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 Middletown Nonstop Carry-on included Lower price than typical - Hartford (BDL)San Juan (SJU) Sun, Mar 8 Sun, Mar 15 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 13 hours ago 50% less than typical $323 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:SJU,departure:3/8/2026TANYT&leg2=from:SJU,to:BDL,departure:3/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-4287c87c03104e569aa739f6e5b41c84-410-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB8M3jW6oBBwoDQkRMEACyAQcKA1NKVRAA~AQowCi4IwmwSBDE0NzUY4VggsqIBKLWOhwMwnJCHAzhMQABYAWoCRE5yCFBJN1FSRUwxCjAKLgjCbBIEMTQ3NhiyogEg4VgondaHAzCR2IcDOExAAFgBagJETnIIT0kzQVJFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=895.00&displayPrice=323.00&src=dflp) - Hartford (BDL)San Juan (SJU) Sun, Mar 15 Fri, Mar 20 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 9 hours ago 45% less than typical $373 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:SJU,departure:3/15/2026TANYT&leg2=from:SJU,to:BDL,departure:3/20/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-33b47f589b4a47a1bc3653b065067a68-191-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBm8_kW6oBBwoDQkRMEACyAQcKA1NKVRAA~AQowCi4IwmwSBDE0NzUY4VggsqIBKLfdhwMwnt-HAzhMQABYAWoCRE5yCFVJN1FSRUwxCjAKLgjCbBIEMTQ3NhiyogEg4VgovY6IAzCxkIgDOExAAFgBagJETnIIWkkwQVJFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=915.00&displayPrice=373.00&src=dflp) - Hartford (BDL)San Juan (SJU) Fri, Mar 13 Wed, Mar 18 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 1 hour ago 35% less than typical $427 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:SJU,departure:3/13/2026TANYT&leg2=from:SJU,to:BDL,departure:3/18/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-b98b7af860394efe9a46833a0d57f967-1304-1-st-v5-sos-b98b7af860394efe9a46833a0d57f967-1254-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAfux5luqAQcKA0hGRBAAsgEHCgNTSlUQAA~AQowCi4IwmwSBDE0NzUY4VggsqIBKPfGhwMw3siHAzhMQABYAWoCRE5yCFdJMEFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ.AQpvCjYIxJgBEgQxNzYzGLKiASDgXCiS-YcDMIL7hwM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5ORjBOQloKNQjEmAESBDI3MzUY4Fwg4VgoiP2HAzCI_ocDOEVAAVgBaglNQUlOQkFTSUNyCFZOTkYwTkJaEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ&medianPrice=838.00&displayPrice=426.50&src=dflp) - Hartford (BDL)Fort Lauderdale (FLL) 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 6 hours ago 40% less than typical $334 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:FLL,departure:3/15/2026TANYT&leg2=from:FLL,to:BDL,departure:3/21/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-b5e660c369e34c84b02da5b046946112-1378-1-st-v5-sos-b5e660c369e34c84b02da5b046946112-1226-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAded5VuQAQCQARKqAQcKA0JETBAAsgEHCgNGTEwQAA~AQouCiwIwmwSAzU1ORjhWCDlWiiP2ocDMNfbhwM4TEAAWAFqAkROcghNSTdBVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpgCi4I15wBEgQxMTUyGOVaIKEDKP-ZiAMwkJuIAzhVQABYAWoDV0dBcgdVTEEwVzJGCi4I15wBEgQxOTQzGKEDIOFYKOmdiAMw9Z6IAzhVQAFYAWoDV0dBcgdVTEEwVzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=724.00&displayPrice=333.30&src=dflp) - Hartford (BDL)Fort Lauderdale (FLL) Mon, Mar 16 Sun, Mar 22 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 16 hours ago 50% less than typical $243 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:FLL,departure:3/16/2026TANYT&leg2=from:FLL,to:BDL,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-9737e21843c24af48ab8d0ef9ceab7e7-1487-1-st-v5-sos-9737e21843c24af48ab8d0ef9ceab7e7-1369-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdiG41uQAQGQAR-qAQcKA0JETBAAsgEHCgNGTEwQAA~AQouCiwIwmwSAzU1ORjhWCDlWii65YcDMILnhwM4TEAAWAFqAkROcghPSTRBVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpgCi4I15wBEgQyOTUyGOVaIMFFKPOsiAMwia6IAzhBQABYAWoDV0dBcgdBTEE3SDJGCi4I15wBEgQzMzA2GMFFIOFYKPawiAMwy7GIAzhBQAFYAWoDV0dBcgdBTEE3SDJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=673.00&displayPrice=242.30&src=dflp) - Hartford (BDL)Fort Lauderdale (FLL) Mon, Mar 16 Fri, Mar 20 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 11 hours ago 60% less than typical $207 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:FLL,departure:3/16/2026TANYT&leg2=from:FLL,to:BDL,departure:3/20/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-9338c6f6a54d4e97b9823c81a089ed5a-1467-1-st-v5-sos-9338c6f6a54d4e97b9823c81a089ed5a-1346-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAauK5FuqAQcKA0JETBAAsgEHCgNGTEwQAA~AQouCiwIwmwSAzU1ORjhWCDlWii65YcDMILnhwM4TEAAWAFqAkROcghPSTRBVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpwCjYIxJgBEgQxMjk0GOVaIOO0ASiLlIgDMMiViAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFVTkEwQkMKNgjEmAESBDI5ODkY47QBIOFYKJqWiAMwgJeIAzhFQAFYAWoJTUFJTkJBU0lDcghWQVVOQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=670.00&displayPrice=206.70&src=dflp) - Hartford (BDL)Tampa (TPA) Mon, Mar 9 Sun, Mar 15 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 11 hours ago 60% less than typical $183 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:TPA,departure:3/9/2026TANYT&leg2=from:TPA,to:BDL,departure:3/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-10cef048a3ab45eab7cdaa49fa658be7-2647-1-st-v5-sos-10cef048a3ab45eab7cdaa49fa658be7-2520-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdmA5FuqAQcKA0hGRBAAsgEHCgNUUEEQAA~AQouCiwIwmwSAzYzMxjhWCDzAyiml4cDMOWYhwM4TEAAWAFqAkROcghQSTJRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQphCi4I15wBEgM2ODMY8wMg7LABKLHehwMw1t-HAzhBQABYAWoDV0dBcgdBTEFVVzJGCi8I15wBEgQzMzc0GOywASDhWCid44cDMJXkhwM4QUABWAFqA1dHQXIHQUxBVVcyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE&medianPrice=621.00&displayPrice=182.29&src=dflp) - Hartford (BDL)Tampa (TPA) Tue, Mar 10 Sun, Mar 15 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 5-day trip found 2 hours ago 60% less than typical $183 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:TPA,departure:3/10/2026TANYT&leg2=from:TPA,to:BDL,departure:3/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-314f036b4dac43c08892795939eb6623-3125-1-st-v5-sos-314f036b4dac43c08892795939eb6623-3086-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAaz_5VuqAQcKA0JETBAAsgEHCgNUUEEQAA~AQouCiwIwmwSAzYzMxjhWCDzAyjGoocDMIWkhwM4TEAAWAFqAkROcghQSTJRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQphCi4I15wBEgM2ODMY8wMg7LABKLHehwMw1t-HAzhBQABYAWoDV0dBcgdBTEFVVzJGCi8I15wBEgQzMzc0GOywASDhWCid44cDMJXkhwM4QUABWAFqA1dHQXIHQUxBVVcyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE&medianPrice=579.00&displayPrice=182.29&src=dflp) - Hartford (BDL)Tampa (TPA) Mon, Mar 9 Fri, Mar 13 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 2 hours ago 60% less than typical $183 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:TPA,departure:3/9/2026TANYT&leg2=from:TPA,to:BDL,departure:3/13/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-4fe4e41aa4834f7ebb3447f1e7ff4ab3-3381-1-st-v5-sos-4fe4e41aa4834f7ebb3447f1e7ff4ab3-3257-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZ2P5luQASmQAQGqAQcKA0JETBAAsgEHCgNUUEEQAA~AQouCiwIwmwSAzYzMxjhWCDzAyiml4cDMOWYhwM4TEAAWAFqAkROcghQSTJRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpgCi4I15wBEgQ0NTY1GPMDIMFFKPvHhwMwh8mHAzhBQABYAWoDV0dBcgdBTEFVVzJGCi4I15wBEgQzMzA2GMFFIOFYKODLhwMwsMyHAzhBQAFYAWoDV0dBcgdBTEFVVzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=572.00&displayPrice=182.29&src=dflp) ## Cheapest flights from Middletown 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, Feb 22 - Thu, Feb 26 BDL Hartford MCO Orlando $56 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:2/22/2026TANYT&leg2=from:MCO,to:BDL,departure:2/26/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:55.96&airProductToken=AQowCi4IxnISBDE2ODMY4VggzHAogvKFAzC484UDOEVAAFgBagRQQ18xcgdLMTRZWFMyCjAKLgjGchIEMjc3MBjMcCDhWCjjm4YDMI2dhgM4RUAAWAFqBFBDXzFyB0sxNERYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Feb 26 - Wed, Mar 4 BDL Hartford MCO Orlando $61 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:2/26/2026TANYT&leg2=from:MCO,to:BDL,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=AQowCi4IxnISBDE2ODMY4VggzHAoxJ2GAzCJn4YDOEVAAFgBagRQQ18xcgdLMTRSWFMyCjAKLgjGchIEMTY4NBjMcCDhWCjS24YDMP_chgM4RUAAWAFqBFBDXzFyB0syMURYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, Mar 2 - Wed, Mar 4 BDL Hartford MCO Orlando $66 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:3/2/2026TANYT&leg2=from:MCO,to:BDL,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:65.97&airProductToken=AQovCi0IxnISBDI3NjkY4VggzHAomMeGAzDXyIYDOEtAAFgBagNFQ09yB0syMURYUzIKLwotCMZyEgQxNjg0GMxwIOFYKNLbhgMw_9yGAzhLQABYAWoDRUNPcgdLMjFEWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwAQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Wed, Feb 25 - Thu, Mar 5 BDL Hartford MCO Orlando $70 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:2/25/2026TANYT&leg2=from:MCO,to:BDL,departure:3/5/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:69.96&airProductToken=AQowCi4IxnISBDI3NjkY4VggzHAo146GAzCWkIYDOEVAAFgBagRQQ18xcgdLMTREWFMyCjAKLgjGchIEMTY4NBjMcCDhWCi454YDMOnohgM4RUAAWAFqBFBDXzFyB1oyMURYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Thu, May 28 - Wed, Jun 3 HVN New Haven MCO Orlando $78 Roundtrip found 5 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HVN,to:MCO,departure:5/28/2026TANYT&leg2=from:MCO,to:HVN,departure:6/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:78.00&airProductToken=AQosCioIzbABEgM4MzEYp20gzHAohJ6OAzC4n44DOEFAAFgBagJFWnIFQUVaMDAKLAoqCM2wARIDODMwGMxwIKdtKMfdjgMw8d6OAzhBQABYAWoCRVpyBUFFWjAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Feb 19 - Sun, Mar 1 BDL Hartford ATL Atlanta $80 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:ATL,departure:2/19/2026TANYT&leg2=from:ATL,to:BDL,departure:3/1/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:79.96&airProductToken=AQowCi4IxnISBDEzMDUY4Vgg4Fwoj82FAzC8zoUDOEVAAFgBagRQQ18xcgdaMDdRWFM5CjAKLgjGchIEMTMwNhjgXCDhWCiIvIYDMJi9hgM4RUAAWAFqBFBDXzFyB1owN1lYUzkSCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sun, Apr 5 - Thu, Apr 9 BDL Hartford MIA Miami $87 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MIA,departure:4/5/2026TANYT&leg2=from:MIA,to:BDL,departure:4/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:86.97&airProductToken=AQohCh8IxnISBDI2NTMY4VggjAIoxMmJAzCEy4kDOFpAAFgBCiEKHwjGchIEMjY1NBiMAiDhWCjN9IkDMI32iQM4S0AAWAESCggBEAEYASoCRjkYASIECAEQASgEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Apr 29 - Sat, May 2 BDL Hartford MIA Miami $137 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MIA,departure:4/29/2026TANYT&leg2=from:MIA,to:BDL,departure:5/2/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:136.80&airProductToken=AQozCjEIwYIBEgQyODA2GOFYIIwCKJrViwMw5taLAzhCQABYAWoFQkFTSUNyCE9WQUpVU0JYCjMKMQjBggESBDI4MDYYjAIg4Vgo8vSLAzC09osDOEJAAFgBagVCQVNJQ3IIT1ZBSlVTQlgSDAgBEAEYASoCQUEyABgBIgQIARABKAIoAygEMAs) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sat, May 23 - Wed, May 27 BDL Hartford MCO Orlando $137 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:5/23/2026TANYT&leg2=from:MCO,to:BDL,departure:5/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:136.80&airProductToken=AQovCi0I15wBEgM0NzcY4VggzHAoy96NAzD1340DOFZAAFgBagNXR0FyB1ZETlZIMkYKMAouCNecARIEMTI2OBjMcCDhWCi2ko4DMNuTjgM4VkAAWAFqA1dHQXIHVkROVkgyRhIMCAEQARgBKgJXTjIAGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sat, May 30 - Wed, Jun 3 BDL Hartford FLL Fort Lauderdale $137 Roundtrip found 8 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BDL,to:FLL,departure:5/30/2026TANYT&leg2=from:FLL,to:BDL,departure:6/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:136.99&airProductToken=AQouCiwIwmwSAzg1ORjhWCDlWiihso4DMOGzjgM4TEAAWAFqAkROcghQSTJRVU9MMQouCiwIwmwSAzg2MBjlWiDhWCix3Y4DMOrejgM4TEAAWAFqAkROcghQSTJRVU9MMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ## Flights from Middletown: Essential Travel Information | Cheapest flight from Middletown | $56 (roundtrip) | | ------------------------------------- | ----------------------------------------------------------------------------------------- | | Best airlines to fly from Middletown | Frontier Airlines, Breeze Airways, Southwest Airlines, JetBlue Airways, American Airlines | | Cheapest month to fly from Middletown | February | | Middletown IATA code | HFD | | Middletown Country/State | Connecticut | | Airline ticket deals from Middletown | $56 - $137 | ## How to Find Cheap Flights from Middletown, CT #### How much is a flight from Middletown? This week, flights from Middletown are available between $56 – $137\. #### How to find cheap flights from Middletown? Expedia makes it easy to compare cheap flights from Middletown to many destinations. Check out excellent deals on domestic and international flights from Middletown. 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 Middletown? 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 Middletown 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 Middletown may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Middletown? 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 Middletown with: Frontier Airlines, Breeze Airways, Southwest Airlines, JetBlue Airways, American Airlines. #### What is the best month to fly from Middletown? One of the cheapest times to fly from Middletown 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 Middletown? Expedia is the place to find last-minute flights from Middletown, 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 Middletown 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 Middletown. 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 - [Main Street Historic District Hotels ](https://www.expedia.com/Main-Street-Historic-District-Hotels.d6346612.Travel-Guide-Hotels) - [Cabin Rentals in Main Street Historic District ](https://www.expedia.com/Main-Street-Historic-District-Cabins.d6346612-aaCabins.Travel-Guide-Accommodation) - [5 Star Hotels in Main Street Historic District ](https://www.expedia.com/5Star-Main-Street-Historic-District-Hotels.s50-0-d6346612.Travel-Guide-Filter-Hotels) - [Hotels near Kidcity Children's Museum ](https://www.expedia.com/Kidcity-Childrens-Museum-Hotels.0-l6210935-0.Travel-Guide-Filter-Hotels) - [Washington Street Historic District Hotels ](https://www.expedia.com/Washington-Street-Historic-District-Hotels.d6346605.Travel-Guide-Hotels) - [Apartments in Washington Street Historic District ](https://www.expedia.com/Washington-Street-Historic-District-Apartments.d6346605-aaApartments.Travel-Guide-Accommodation) - [Hotels near Wesleyan University ](https://www.expedia.com/Wesleyan-University-Hotels.0-l501175-0.Travel-Guide-Filter-Hotels) - [Hotels near Harbor Park ](https://www.expedia.com/Harbor-Park-Hotels.0-l553248621558035071-0.Travel-Guide-Filter-Hotels) - [Hotels near Van Vleck Observatory ](https://www.expedia.com/Van-Vleck-Observatory-Hotels.0-l553248621532665893-0.Travel-Guide-Filter-Hotels) - [Portland Hotels ](https://www.expedia.com/Portland-Hotels.d183073.Travel-Guide-Hotels) - [Cabin Rentals in Portland ](https://www.expedia.com/Portland-Cabins.d183073-aaCabins.Travel-Guide-Accommodation) - [Motels in Portland ](https://www.expedia.com/Portland-Motels.d183073-aaMotels.Travel-Guide-Accommodation) - [B&B in Portland ](https://www.expedia.com/Portland-Bed-And-Breakfast.d183073-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Brownstone Exploration & Discovery Park ](https://www.expedia.com/Brownstone-Exploration-Discovery-Park-Hotels.0-l553248621558114723-0.Travel-Guide-Filter-Hotels) - [Hotels near Artfarm ](https://www.expedia.com/Artfarm-Hotels.0-l553248621532665891-0.Travel-Guide-Filter-Hotels) - [Hotels near Connecticut River State Wildlife Area ](https://www.expedia.com/Connecticut-River-State-Wildlife-Area-Hotels.0-l553248621557937006-0.Travel-Guide-Filter-Hotels) - [Cromwell Hotels ](https://www.expedia.com/Cromwell-Hotels.d6635.Travel-Guide-Hotels) - [Hotels near Cromwell Meadows Wildlife Management Area ](https://www.expedia.com/Cromwell-Meadows-Wildlife-Management-Area-Hotels.0-l553248621532665895-0.Travel-Guide-Filter-Hotels) - [Hotels near Wadsworth Mansion ](https://www.expedia.com/Wadsworth-Mansion-Hotels.0-l6210966-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Cheap-Hotels.0-0-d6635-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Indoor-Pool.0-0-d6635-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Pet-friendly Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Pet-Friendly-Hotel.0-0-d6635-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Hot-Tubs.0-0-d6635-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hilton-Hotels.0-0-d6635--bHiltonHotels.Travel-Guide-Filter-Hotels) - [B&B in Cromwell ](https://www.expedia.com/Cromwell-Bed-And-Breakfast.d6635-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts & Hotels with Spas in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Spa-Hotel.0-0-d6635-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotel-With-Pool.0-0-d6635-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Restaurants.0-0-d6635-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Motels in Cromwell ](https://www.expedia.com/Cromwell-Motels.d6635-aaMotels.Travel-Guide-Accommodation) - [Beach Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Beach-Hotel.0-0-d6635-tBeachHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Luxury-Hotel.0-0-d6635-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Extended Stay America Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Extended-Stay-America.0-0-d6635--bExtendedStayAmerica.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Bar-Hotel.0-0-d6635-tBarHotel.Travel-Guide-Filter-Hotels) - [Apartments in Cromwell ](https://www.expedia.com/Cromwell-Apartments.d6635-aaApartments.Travel-Guide-Accommodation) - [Golf Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Golf-Hotel.0-0-d6635-tGolfHotel.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Cromwell ](https://www.expedia.com/4Star-Cromwell-Hotels.s40-0-d6635.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Wedding-Hotels.0-0-d6635-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Winery-Hotel.0-0-d6635-tWineryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Romantic-Hotel.0-0-d6635-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Cromwell ](https://www.expedia.com/Cromwell-Cabins.d6635-aaCabins.Travel-Guide-Accommodation) - [Hotels with an Outdoor Pool in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Outdoor-Pool.0-0-d6635-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Free-Parking.0-0-d6635-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Cromwell ](https://www.expedia.com/3Star-Cromwell-Hotels.s30-0-d6635.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d6635-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Vacation Homes in Cromwell ](https://www.expedia.com/Cromwell-Private-Vacation-Homes.d6635-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels with Laundry Facilities in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Laundry-Facilities.0-0-d6635-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Hotels with a Gym in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Fitness-Center.0-0-d6635-tHotelswithFitnessCenter.Travel-Guide-Filter-Hotels) - [Hotels with Room Service in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Room-Service.0-0-d6635-tHotelswithRoomService.Travel-Guide-Filter-Hotels) - [Condo Rentals in Cromwell ](https://www.expedia.com/Cromwell-Condos.d6635-aaCondos.Travel-Guide-Accommodation) - [Ski Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Ski-Hotel.0-0-d6635-tSkiHotel.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Cromwell ](https://www.expedia.com/5Star-Cromwell-Hotels.s50-0-d6635.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-Adjoining-Rooms.0-0-d6635-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [Hotels with a View in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Hotels-With-View.0-0-d6635-tHotelswithView.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Cromwell ](https://www.expedia.com/2Star-Cromwell-Hotels.s20-0-d6635.Travel-Guide-Filter-Hotels) - [RV Parks in Cromwell ](https://www.expedia.com/Cromwell-RV-Parks.d6635-aaRVParks.Travel-Guide-Accommodation) - [Gay friendly Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-LGBT-Welcoming-Hotel.0-0-d6635-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels in Cromwell ](https://www.expedia.com/Cromwell-Hotels-Motel-6.0-0-d6635--bMotel6.Travel-Guide-Filter-Hotels) - [Hotels near Wadsworth Falls State Park ](https://www.expedia.com/Wadsworth-Falls-State-Park-Hotels.0-l553248621561886273-0.Travel-Guide-Filter-Hotels) - [Hotels near Arrigoni Winery ](https://www.expedia.com/Arrigoni-Winery-Hotels.0-l553248621532665897-0.Travel-Guide-Filter-Hotels) - [Rockfall Hotels ](https://www.expedia.com/Rockfall-Hotels.d6353672.Travel-Guide-Hotels) - [Hotels near Smith Park ](https://www.expedia.com/Smith-Park-Hotels.0-l553248621557934413-0.Travel-Guide-Filter-Hotels) - [Hotels near Dooley Pond Public Access ](https://www.expedia.com/Dooley-Pond-Public-Access-Hotels.0-l553248621558035062-0.Travel-Guide-Filter-Hotels) ### Flights - [Flights to Portland ](https://www.expedia.com/Cheap-Flights-To-Portland.d183073.Travel-Guide-Flights) - [Flights from Cromwell ](https://www.expedia.com/lp/flights/6635/flights-from-cromwell) - [Flights to Cromwell ](https://www.expedia.com/Cheap-Flights-To-Cromwell.d6635.Travel-Guide-Flights) - [Flights from Middlefield ](https://www.expedia.com/lp/flights/6003940/flights-from-middlefield) ### Packages - [Visit Main Street Historic District ](https://www.expedia.com/Main-Street-Historic-District.dx6346612) - [Main Street Historic District Vacations ](https://www.expedia.com/Main-Street-Historic-District.d6346612.Destination-Travel-Guides) - [Kidcity Children's Museum ](https://www.expedia.com/Kidcity-Childrens-Museum-Middletown.d6210935.Vacation-Attraction) - [General Mansfield House ](https://www.expedia.com/General-Mansfield-House-Middletown.d553248621558114732.Vacation-Attraction) - [Harbor Park ](https://www.expedia.com/Harbor-Park-Middletown.d553248621558035071.Vacation-Attraction) - [Van Vleck Observatory ](https://www.expedia.com/Van-Vleck-Observatory-Middletown.d553248621532665893.Vacation-Attraction) - [Visit Portland ](https://www.expedia.com/Portland.dx183073) - [Brownstone Exploration & Discovery Park ](https://www.expedia.com/Brownstone-Exploration-Discovery-Park-Portland.d553248621558114723.Vacation-Attraction) - [Connecticut River State Wildlife Area ](https://www.expedia.com/Connecticut-River-State-Wildlife-Area-Cromwell.d553248621557937006.Vacation-Attraction) - [Cromwell Meadows Wildlife Management Area ](https://www.expedia.com/Cromwell-Meadows-Wildlife-Management-Area-Cromwell.d553248621532665895.Vacation-Attraction) - [Wadsworth Mansion ](https://www.expedia.com/Wadsworth-Mansion-Middletown.d6210966.Vacation-Attraction) - [Visit Cromwell ](https://www.expedia.com/Cromwell.dx6635) - [Cromwell Vacations ](https://www.expedia.com/Cromwell.d6635.Destination-Travel-Guides) - [Middletown Nature Gardens ](https://www.expedia.com/Middletown-Nature-Gardens-Middletown.d553248621558035065.Vacation-Attraction) - [Arrigoni Winery ](https://www.expedia.com/Arrigoni-Winery-Portland.d553248621532665897.Vacation-Attraction) - [Visit Rockfall ](https://www.expedia.com/Rockfall.dx6353672) - [Rockfall Vacations ](https://www.expedia.com/Rockfall.d6353672.Destination-Travel-Guides) - [Ron McCutcheon Park ](https://www.expedia.com/Ron-McCutcheon-Park-Middletown.d553248621558035063.Vacation-Attraction) - [Smith Park ](https://www.expedia.com/Smith-Park-Middletown.d553248621557934413.Vacation-Attraction) - [Dooley Pond Public Access ](https://www.expedia.com/Dooley-Pond-Public-Access-Middletown.d553248621558035062.Vacation-Attraction) - [River Highlands State Park ](https://www.expedia.com/River-Highlands-State-Park-Cromwell.d553248621532665896.Vacation-Attraction) - [Cromwell Commons Shopping Center ](https://www.expedia.com/Cromwell-Commons-Shopping-Center-Cromwell.d553248621557934418.Vacation-Attraction) ### Cars - [Car rentals near Main Street Historic District ](https://www.expedia.com/Car-Rentals-In-Main-Street-Historic-District.d6346612.Car-Rental-Guide) - [Car rentals near Washington Street Historic District ](https://www.expedia.com/Car-Rentals-In-Washington-Street-Historic-District.d6346605.Car-Rental-Guide) - [Car rentals near Wesleyan University ](https://www.expedia.com/Car-Rentals-In-Wesleyan-University.d501175.Car-Rental-Guide) - [Car rentals near Portland ](https://www.expedia.com/Car-Rentals-In-Portland.d183073.Car-Rental-Guide) - [Firefly Rental Cars in Portland ](https://www.expedia.com/Firefly-Car-Rentals-In-Portland.d183073-c1040.Car-Rental-Guide-Suppliers) - [Car rentals near Cromwell ](https://www.expedia.com/Car-Rentals-In-Cromwell.d6635.Car-Rental-Guide) - [Hertz Rental Cars in Cromwell ](https://www.expedia.com/Hertz-Car-Rentals-In-Cromwell.d6635-c40.Car-Rental-Guide-Suppliers) - [Car rentals near Middletown Nature Gardens ](https://www.expedia.com/Car-Rentals-In-Middletown-Nature-Gardens.d553248621558035065.Car-Rental-Guide) - [Car rentals near Rockfall ](https://www.expedia.com/Car-Rentals-In-Rockfall.d6353672.Car-Rental-Guide) - [Car rentals near Cromwell Commons Shopping Center ](https://www.expedia.com/Car-Rentals-In-Cromwell-Commons-Shopping-Center.d553248621557934418.Car-Rental-Guide) ### Vacation Rentals - [Portland Vacation Rentals ](https://www.expedia.com/Portland-Vacation-Rentals.d183073.Travel-Guide-VacationRentals) - [Cromwell Vacation Rentals ](https://www.expedia.com/Cromwell-Vacation-Rentals.d6635.Travel-Guide-VacationRentals) \*Available to One Key members.