Title: $59 Cheap flights from Winchendon, 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) # $59 Cheap flights from Winchendon, MA [View $59 flight on Tue, Mar 24, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:ORH,to:RSW,departure:3/24/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:59.00&airProductToken=AQowCi4IwmwSBDI4MzMYrjwg0bQBKPa_iAMwu8GIAzhMQABYAWoCRE5yCFBJMlFVRUwxEgwIARABGAEqAkI2MgAYASIECAEQASgCKAQoBjAB) - [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 [Winchendon Travel Guide](https://expedia.com/Winchendon.dx3000441689)[Hotels in Winchendon](https://expedia.com/Winchendon-Hotels.d3000441689.Travel-Guide-Hotels)[Car Rentals in Winchendon](https://expedia.com/Car-Rentals-In-Winchendon.d3000441689.Car-Rental-Guide)[Winchendon Vacation Packages](https://expedia.com/Winchendon.d3000441689.Destination-Travel-Guides) ## Popular airlines from Winchendon - ![](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_B6.svg) JetBlue Airways - ![](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_QR.svg) Qatar Airways - ![](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 Winchendon Nonstop Carry-on included Lower price than typical - Worcester (ORH)Orlando (MCO) Wed, Feb 25 Mon, Mar 2 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 3 hours ago 45% less than typical $189 [](https://www.expedia.com/Flights-Search?leg1=from:ORH,to:MCO,departure:2/25/2026TANYT&leg2=from:MCO,to:ORH,departure:3/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-fd1acd13e9344679abe8ff342b592643-36-1-st-v5-sos-fd1acd13e9344679abe8ff342b592643-26-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAb_E41uqAQcKA09SSBAAsgEHCgNNQ08QAA~AQouCiwIwmwSAzk4NxiuPCDMcCjujoYDMKyQhgM4TEAAWAFqAkROcghVSTRRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpuCjUIxJgBEgQxMTY0GMxwIMsBKLXGhgMw1seGAzhFQABYAWoJTUFJTkJBU0lDcghYQVZOQTBCQwo1CMSYARIENTQyNBjLASCuPCjryIYDMLHJhgM4RUABWAFqCU1BSU5CQVNJQ3IIWEFWTkEwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB&medianPrice=463.00&displayPrice=188.19&src=dflp) - Worcester (ORH)Orlando (MCO) Tue, Mar 10 Tue, Mar 17 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 7 hours ago 55% less than typical $139 [](https://www.expedia.com/Flights-Search?leg1=from:ORH,to:MCO,departure:3/10/2026TANYT&leg2=from:MCO,to:ORH,departure:3/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-0a7d96a6ca78406f92e6f77b648dfedb-39-1-st-v5-sos-0a7d96a6ca78406f92e6f77b648dfedb-32-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAcve4luqAQcKA09SSBAAsgEHCgNPUkwQAA~AQouCiwIwmwSAzk4NxiuPCDMcCjPoIcDMI2ihwM4TEAAWAFqAkROcghQSTJRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpmCjEIwYIBEgQxNzA2GMxwIO9ZKMrthwMw5e6HAzhCQABYAWoFQkFTSUNyCE9WQUpaU0JWCjEIwYIBEgQ1ODA0GO9ZIK48KP_vhwMwz_CHAzhCQAFYAWoFQkFTSUNyCE9WQUpaU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=384.00&displayPrice=138.20&src=dflp) - Worcester (ORH)Orlando (MCO) Tue, Mar 10 Tue, Mar 17 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 7 hours ago 50% less than typical $123 [](https://www.expedia.com/Flights-Search?leg1=from:ORH,to:MCO,departure:3/10/2026TANYT&leg2=from:MCO,to:ORH,departure:3/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-9e925eee656944cba76ccecf4141b33d-1-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBy97iW6oBBwoDT1JIEACyAQcKA09STBAA~AQouCiwIwmwSAzk4NxiuPCDMcCjPoIcDMI2ihwM4TEAAWAFqAkROcghQSTJRVUVMMQouCiwIwmwSAzQ4OBjMcCCuPCjM7ocDMPXvhwM4TEAAWAFqAkROcghQSTJRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE&medianPrice=322.00&displayPrice=122.49&src=dflp) - Worcester (ORH)Fort Lauderdale (FLL) Fri, Feb 20 Sat, Feb 28 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 7-day trip found 4 hours ago 65% less than typical $183 [](https://www.expedia.com/Flights-Search?leg1=from:ORH,to:FLL,departure:2/20/2026TANYT&leg2=from:FLL,to:ORH,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-fe012cc3a6724310b8ddce09fc8e31eb-33-1-st-v5-sos-fe012cc3a6724310b8ddce09fc8e31eb-22-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAaen41uqAQcKA09SSBABsgEHCgNGTEwQAg~AQovCi0IwmwSBDIxMTkYrjwg5VooyNmFAzCV24UDOExAAFgBagJETnIIVUk0UVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpmCjEIwYIBEgQxMjkyGOVaIO9ZKNKuhgMw_K-GAzhCQABYAWoFQkFTSUNyCE9WQUpaU0JWCjEIwYIBEgQ1ODA0GO9ZIK48KI2xhgMw3bGGAzhCQAFYAWoFQkFTSUNyCE9WQUpaU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=742.00&displayPrice=182.20&src=dflp) - Worcester (ORH)Fort Lauderdale (FLL) Sun, Feb 22 Thu, Feb 26 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 20 hours ago 65% less than typical $183 [](https://www.expedia.com/Flights-Search?leg1=from:ORH,to:FLL,departure:2/22/2026TANYT&leg2=from:FLL,to:ORH,departure:2/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-f3e7394b83a244b2862a6c5a851b3b62-37-1-st-v5-sos-f3e7394b83a244b2862a6c5a851b3b62-26-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAfbr31uQAQiQAQGqAQcKA09SSBAAsgEHCgNGTEwQAA~AQovCi0IwmwSBDIxMTkYrjwg5VooiPCFAzDV8YUDOExAAFgBagJETnIIVUk0UVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpmCjEIwYIBEgQxMjkyGOVaIO9ZKJKYhgMwvJmGAzhCQABYAWoFQkFTSUNyCE9WQUpaU0JWCjEIwYIBEgQ1ODA0GO9ZIK48KM2ahgMwnZuGAzhCQAFYAWoFQkFTSUNyCE9WQUpaU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=670.00&displayPrice=182.20&src=dflp) - Worcester (ORH)Fort Lauderdale (FLL) Sat, Mar 14 Fri, Mar 27 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 12-day trip found 14 hours ago 45% less than typical $286 [](https://www.expedia.com/Flights-Search?leg1=from:ORH,to:FLL,departure:3/14/2026TANYT&leg2=from:FLL,to:ORH,departure:3/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-a2d55ce860524ab296f5a1d63284e3e4-16-1-st-v5-sos-a2d55ce860524ab296f5a1d63284e3e4-14-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAbCO4VuqAQcKA09SSBAAsgEHCgNGTEwQAA~AQovCi0IwmwSBDIxMTkYrjwg5Voox9CHAzCU0ocDOExAAFgBagJETnIIWkk0QVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpuCjUIxJgBEgQyMTMzGOVaIMsBKJTeiAMwyN-IAzhFQABYAWoJTUFJTkJBU0lDcghWQVVOQTBCUQo1CMSYARIENTQyNBjLASCuPCjk4YgDMKbiiAM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB&medianPrice=669.00&displayPrice=285.79&src=dflp) - Worcester (ORH)Fort Myers (RSW) Mon, Feb 23 Fri, Feb 27 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 20 hours ago 70% less than typical $154 [](https://www.expedia.com/Flights-Search?leg1=from:ORH,to:RSW,departure:2/23/2026TANYT&leg2=from:RSW,to:ORH,departure:2/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-5ddb459b68bf4694ae6a22c1fcec5ba1-23-1-st-v5-sos-5ddb459b68bf4694ae6a22c1fcec5ba1-19-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZLi31uqAQcKA09SSBAAsgEHCgNSU1cQAA~AQowCi4IwmwSBDI4MzMYrjwg0bQBKI_6hQMw1PuFAzhMQABYAWoCRE5yCFVJNFFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ.AQpnCjIIwYIBEgQxNjMxGNG0ASDvWSi-o4YDMOWkhgM4QkAAWAFqBUJBU0lDcghPVkFKWlNCVgoxCMGCARIENTgwNBjvWSCuPCjtpYYDML2mhgM4QkABWAFqBUJBU0lDcghPVkFKWlNCVhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs&medianPrice=686.00&displayPrice=153.19&src=dflp) - Worcester (ORH)Fort Myers (RSW) Thu, Feb 19 Thu, Feb 26 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 13 hours ago 70% less than typical $154 [](https://www.expedia.com/Flights-Search?leg1=from:ORH,to:RSW,departure:2/19/2026TANYT&leg2=from:RSW,to:ORH,departure:2/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-23c44880f8de4dd38525682b33e68c30-19-1-st-v5-sos-23c44880f8de4dd38525682b33e68c30-20-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAcKx4VuQAQGQAQGqAQcKA09SSBAAsgEHCgNSU1cQAA~AQowCi4IwmwSBDI4MzMYrjwg0bQBKI_NhQMw1M6FAzhMQABYAWoCRE5yCFVJNFFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ.AQpnCjIIwYIBEgQxNjMxGNG0ASDvWSiemIYDMMWZhgM4QkAAWAFqBUJBU0lDcghPVkFKWlNCVgoxCMGCARIENTgwNBjvWSCuPCjNmoYDMJ2bhgM4QkABWAFqBUJBU0lDcghPVkFKWlNCVhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs&medianPrice=674.00&displayPrice=153.19&src=dflp) - Worcester (ORH)Fort Myers (RSW) Sun, Feb 8 Sun, Feb 15 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 6-day trip found 5 hours ago 50% less than typical $318 [](https://www.expedia.com/Flights-Search?leg1=from:ORH,to:RSW,departure:2/8/2026TANYT&leg2=from:RSW,to:ORH,departure:2/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-c05b85d07226415fb29ce6014c2f6164-7-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBy5HjW6oBBwoDT1JIEACyAQcKA1JTVxAA~AQowCi4IwmwSBDI4MzMYrjwg0bQBKPPRhAMwuNOEAzhMQABYAWoCRE5yCFdJM0FSRUwxCjAKLgjCbBIEMjgzNBjRtAEgrjwop56FAzDYn4UDOExAAFgBagJETnIITUk3QVJFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=828.00&displayPrice=317.50&src=dflp) ## Cheapest flights from Winchendon 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 ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sun, Apr 5 - Tue, Apr 14 ORH Worcester MCO Orlando $123 Roundtrip found 4 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:4/5/2026TANYT&leg2=from:MCO,to:ORH,departure:4/14/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:122.49&airProductToken=AQogCh4IwmwSAzk4NxiuPCDMcCjRxYkDMInHiQM4TEAAWAEKIAoeCMJsEgM2ODgYzHAgrjwouqyKAzDlrYoDOExAAFgBEgoIARABGAEqAkI2GAEiBAgBEAEoBDAB) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, Mar 9 - Sun, Mar 15 ORH Worcester RSW Fort Myers $138 Roundtrip found 4 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:RSW,departure:3/9/2026TANYT&leg2=from:RSW,to:ORH,departure:3/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:137.49&airProductToken=AQoiCiAIwmwSBDI4MzMYrjwg0bQBKM-XhwMwlJmHAzhMQABYAQoiCiAIwmwSBDI4MzQY0bQBIK48KO7YhwMwn9qHAzhMQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Feb 25 - Thu, Feb 26 ORH Worcester MCO Orlando $138 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:2/25/2026TANYT&leg2=from:MCO,to:ORH,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:137.49&airProductToken=AQouCiwIwmwSAzk4NxiuPCDMcCjujoYDMKyQhgM4TEAAWAFqAkROcghVSTRRVUVMMQouCiwIwmwSAzQ4OBjMcCCuPCiwmIYDMNmZhgM4TEAAWAFqAkROcghQSTJRVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, Mar 3 - Sat, Mar 7 ORH Worcester MCO Orlando $139 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:3/3/2026TANYT&leg2=from:MCO,to:ORH,departure:3/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:138.20&airProductToken=AQpmCjEIwYIBEgQ1ODA0GK48IO9ZKNbThgMwq9SGAzhCQABYAWoFQkFTSUNyCE9WQUpaU0JWCjEIwYIBEgQxNzIwGO9ZIMxwKJvWhgMwwNeGAzhCQAFYAWoFQkFTSUNyCE9WQUpaU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Feb 25 - Sat, Feb 28 ORH Worcester MCO Orlando $144 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:2/25/2026TANYT&leg2=from:MCO,to:ORH,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:143.50&airProductToken=AQouCiwIwmwSAzk4NxiuPCDMcCjujoYDMKyQhgM4TEAAWAFqAkROcghQSTJRVUVMMRIMCAEQARgBKgJCNjIAGAEiBAgBEAEoAigEKAYwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sun, Feb 22 - Thu, Feb 26 ORH Worcester MCO Orlando $148 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:2/22/2026TANYT&leg2=from:MCO,to:ORH,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:147.20&airProductToken=AQpmCjEIwYIBEgQ1ODA0GK48IO9ZKLbuhQMwi--FAzhCQABYAWoFQkFTSUNyCE9VQUpaU0JWCjEIwYIBEgQyOTUyGO9ZIMxwKM7vhQMw8_CFAzhCQAFYAWoFQkFTSUNyCE9VQUpaU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Feb 28 - Tue, Mar 3 ORH Worcester MCO Orlando $148 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:2/28/2026TANYT&leg2=from:MCO,to:ORH,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:148.00&airProductToken=AQqbAQoxCMGCARIENTgwNBiuPCDvWSj2sYYDMMuyhgM4QkAAWAFqBUJBU0lDcghPVkFKWlNCVgoyCMGCARIEMTg5MhjvWSDimgEo7bOGAzDjtIYDOEJAAVgBagVCQVNJQ3IIT1ZBSlpTQlYKMgjBggESBDE4NzkY4poBIMxwKIu1hgMw87WGAzhCQAFYAWoFQkFTSUNyCE9WQUpaU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, Mar 23 - Thu, Mar 26 ORH Worcester FLL Fort Lauderdale $153 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:FLL,departure:3/23/2026TANYT&leg2=from:FLL,to:ORH,departure:3/26/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:152.48&airProductToken=AQovCi0IwmwSBDIxMTkYrjwg5Voo57WIAzC0t4gDOExAAFgBagJETnIIUEkyUVVFTDEKLwotCMJsEgQyMDIwGOVaIK48KM3ViAMwhteIAzhMQABYAWoCRE5yCFBJMlFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Feb 21 - Thu, Feb 26 ORH Worcester MCO Orlando $153 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:2/21/2026TANYT&leg2=from:MCO,to:ORH,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:152.80&airProductToken=AQpmCjEIwYIBEgQ1ODA0GK48IO9ZKJbjhQMw6-OFAzhCQABYAWoFQkFTSUNyCE9VQUpaU0JWCjEIwYIBEgQxNzIwGO9ZIMxwKMXmhQMw6-eFAzhCQAFYAWoFQkFTSUNyCE9VQUpaU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, Dec 13 - Fri, Dec 18 ORH Worcester FLL Fort Lauderdale $172 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:FLL,departure:12/13/2026TANYT&leg2=from:FLL,to:ORH,departure:12/18/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:171.90&airProductToken=AQpuCjUIxJgBEgQ1NDI0GK48IMsBKOLanwMwrtufAzhFQABYAWoJTUFJTkJBU0lDcghWRFZOQTBCUQo1CMSYARIEMjMwOBjLASDlWij73J8DMLnenwM4RUABWAFqCU1BSU5CQVNJQ3IIVkRWTkEwQlEKbgo1CMSYARIEMjMwNBjlWiDLASiQj6ADMMKQoAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkRWTkEwQlEKNQjEmAESBDU0MjQYywEgrjwolpKgAzDZkqADOEVAAVgBaglNQUlOQkFTSUNyCFZEVk5BMEJREgwIARABGAEqAkRMMgAYASIECAEQASgCKAMoBDAB) ## Flights from Winchendon: Essential Travel Information | Cheapest flight from Winchendon | $123 (roundtrip) | | ------------------------------------- | ----------------------------------------- | | Best airlines to fly from Winchendon | JetBlue Airways, American Airlines, Delta | | Cheapest month to fly from Winchendon | April | | Winchendon IATA code | ORH | | Winchendon Country/State | Massachusetts | | Airline ticket deals from Winchendon | $123 - $172 | ## How to Find Cheap Flights from Winchendon, MA #### How much is a flight from Winchendon? This week, flights from Winchendon are available between $123 – $172\. #### How to find cheap flights from Winchendon? Expedia makes it easy to compare cheap flights from Winchendon to many destinations. Check out excellent deals on domestic and international flights from Winchendon. 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 Winchendon? 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 Winchendon 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 Winchendon may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Winchendon? 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 Winchendon with: JetBlue Airways, American Airlines, Delta. #### What is the best month to fly from Winchendon? One of the cheapest times to fly from Winchendon airport(s) is April, 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 Winchendon? Expedia is the place to find last-minute flights from Winchendon, 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 Winchendon 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 Winchendon. 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 Lake Dennison State Recreation Area ](https://www.expedia.com/Lake-Dennison-State-Recreation-Area-Hotels.0-l553248621532666831-0.Travel-Guide-Filter-Hotels) - [Baldwinville Hotels ](https://www.expedia.com/Baldwinville-Hotels.d3000405305.Travel-Guide-Hotels) - [Resorts in Baldwinville ](https://www.expedia.com/Baldwinville-Resorts.d3000405305-aaResorts.Travel-Guide-Accommodation) - [Motels in Baldwinville ](https://www.expedia.com/Baldwinville-Motels.d3000405305-aaMotels.Travel-Guide-Accommodation) - [Hotels near Mount Wachusett Community College ](https://www.expedia.com/Mount-Wachusett-Community-College-Hotels.0-l6253317-0.Travel-Guide-Filter-Hotels) - [Royalston Hotels ](https://www.expedia.com/Royalston-Hotels.d3000441486.Travel-Guide-Hotels) - [B&B in Royalston ](https://www.expedia.com/Royalston-Bed-And-Breakfast.d3000441486-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Royalston ](https://www.expedia.com/Royalston-Cottages.d3000441486-aaCottages.Travel-Guide-Accommodation) - [4 Star Hotels in Royalston ](https://www.expedia.com/4Star-Royalston-Hotels.s40-0-d3000441486.Travel-Guide-Filter-Hotels) - [Motels in Royalston ](https://www.expedia.com/Royalston-Motels.d3000441486-aaMotels.Travel-Guide-Accommodation) - [Resorts in Royalston ](https://www.expedia.com/Royalston-Resorts.d3000441486-aaResorts.Travel-Guide-Accommodation) - [Hotels near Cushing Academy ](https://www.expedia.com/Cushing-Academy-Hotels.0-l6180070-0.Travel-Guide-Filter-Hotels) - [Ashburnham Hotels ](https://www.expedia.com/Ashburnham-Hotels.d6084384.Travel-Guide-Hotels) - [Hotels near Ashburnham Town Hall ](https://www.expedia.com/Ashburnham-Town-Hall-Hotels.0-l6180086-0.Travel-Guide-Filter-Hotels) - [B&B in Ashburnham ](https://www.expedia.com/Ashburnham-Bed-And-Breakfast.d6084384-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Ashburnham ](https://www.expedia.com/Ashburnham-Castles.d6084384-aaCastles.Travel-Guide-Accommodation) - [3 Star Hotels in Ashburnham ](https://www.expedia.com/3Star-Ashburnham-Hotels.s30-0-d6084384.Travel-Guide-Filter-Hotels) - [Motels in Ashburnham ](https://www.expedia.com/Ashburnham-Motels.d6084384-aaMotels.Travel-Guide-Accommodation) - [Cottages in Ashburnham ](https://www.expedia.com/Ashburnham-Cottages.d6084384-aaCottages.Travel-Guide-Accommodation) - [4 Star Hotels in Ashburnham ](https://www.expedia.com/4Star-Ashburnham-Hotels.s40-0-d6084384.Travel-Guide-Filter-Hotels) - [Vacation Homes in Ashburnham ](https://www.expedia.com/Ashburnham-Private-Vacation-Homes.d6084384-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Gardner Hotels ](https://www.expedia.com/Gardner-Hotels.d55718.Travel-Guide-Hotels) - [Hotels near Stevens Memorial Library ](https://www.expedia.com/Stevens-Memorial-Library-Hotels.0-l6180097-0.Travel-Guide-Filter-Hotels) - [Hotels near Doane's Falls ](https://www.expedia.com/Doanes-Falls-Hotels.0-l553248621532666825-0.Travel-Guide-Filter-Hotels) - [Motels in Gardner ](https://www.expedia.com/Gardner-Motels.d55718-aaMotels.Travel-Guide-Accommodation) - [Pet-friendly Hotels in Gardner ](https://www.expedia.com/Gardner-Hotels-Pet-Friendly-Hotel.0-0-d55718-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [B&B in Gardner ](https://www.expedia.com/Gardner-Bed-And-Breakfast.d55718-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with an Indoor Pool in Gardner ](https://www.expedia.com/Gardner-Hotels-Hotels-With-Indoor-Pool.0-0-d55718-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Gardner ](https://www.expedia.com/Gardner-Hotels-Hotel-With-Pool.0-0-d55718-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Gardner ](https://www.expedia.com/Gardner-Hotels-Spa-Hotel.0-0-d55718-tSpaHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Gardner ](https://www.expedia.com/Gardner-Hotels-Cheap-Hotels.0-0-d55718-tCheapHotels.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Gardner ](https://www.expedia.com/3Star-Gardner-Hotels.s30-0-d55718.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Gardner ](https://www.expedia.com/Gardner-Hotels-Romantic-Hotel.0-0-d55718-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Gardner ](https://www.expedia.com/Gardner-Hotels-Hotels-With-Hot-Tubs.0-0-d55718-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Family Hotels in Gardner ](https://www.expedia.com/Gardner-Hotels-Family-Hotel.0-0-d55718-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Gardner ](https://www.expedia.com/Gardner-Cabins.d55718-aaCabins.Travel-Guide-Accommodation) - [Cottages in Gardner ](https://www.expedia.com/Gardner-Cottages.d55718-aaCottages.Travel-Guide-Accommodation) - [Luxury Hotels in Gardner ](https://www.expedia.com/Gardner-Hotels-Luxury-Hotel.0-0-d55718-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Gardner ](https://www.expedia.com/5Star-Gardner-Hotels.s50-0-d55718.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Gardner ](https://www.expedia.com/Gardner-Hotels-Couples-Resorts-Hotels.0-0-d55718-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Gardner ](https://www.expedia.com/Gardner-Hotels-Wedding-Hotels.0-0-d55718-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with Room Service in Gardner ](https://www.expedia.com/Gardner-Hotels-Hotels-With-Room-Service.0-0-d55718-tHotelswithRoomService.Travel-Guide-Filter-Hotels) - [Hotel with a Concierge Hotels in Gardner ](https://www.expedia.com/Gardner-Hotels-Hotel-With-A-Concierge.0-0-d55718-tHotelwithaConcierge.Travel-Guide-Filter-Hotels) - [Non-Smoking Hotels in Gardner ](https://www.expedia.com/Gardner-Hotels-Smoke-Free-Hotels.0-0-d55718-tSmokeFreeHotels.Travel-Guide-Filter-Hotels) - [Templeton Hotels ](https://www.expedia.com/Templeton-Hotels.d553248634998996438.Travel-Guide-Hotels) - [Hotels near Royalston Falls ](https://www.expedia.com/Royalston-Falls-Hotels.0-l553248621532666827-0.Travel-Guide-Filter-Hotels) - [Phillipston Hotels ](https://www.expedia.com/Phillipston-Hotels.d3000441438.Travel-Guide-Hotels) - [B&B in Phillipston ](https://www.expedia.com/Phillipston-Bed-And-Breakfast.d3000441438-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Apartments in Phillipston ](https://www.expedia.com/Phillipston-Apartments.d3000441438-aaApartments.Travel-Guide-Accommodation) - [4 Star Hotels in Phillipston ](https://www.expedia.com/4Star-Phillipston-Hotels.s40-0-d3000441438.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Phillipston ](https://www.expedia.com/3Star-Phillipston-Hotels.s30-0-d3000441438.Travel-Guide-Filter-Hotels) - [Motels in Phillipston ](https://www.expedia.com/Phillipston-Motels.d3000441438-aaMotels.Travel-Guide-Accommodation) - [5 Star Hotels in Phillipston ](https://www.expedia.com/5Star-Phillipston-Hotels.s50-0-d3000441438.Travel-Guide-Filter-Hotels) - [Hotels near Alan E. Rich Environmental Park ](https://www.expedia.com/Alan-E-Rich-Environmental-Park-Hotels.0-l553248621532666822-0.Travel-Guide-Filter-Hotels) - [Athol Hotels ](https://www.expedia.com/Athol-Hotels.d3000421242.Travel-Guide-Hotels) - [B&B in Athol ](https://www.expedia.com/Athol-Bed-And-Breakfast.d3000421242-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Athol ](https://www.expedia.com/Athol-Cottages.d3000421242-aaCottages.Travel-Guide-Accommodation) - [Motels in Athol ](https://www.expedia.com/Athol-Motels.d3000421242-aaMotels.Travel-Guide-Accommodation) ### Flights - [Flights from Baldwinville ](https://www.expedia.com/lp/flights/3000405305/flights-from-baldwinville) - [Flights to Baldwinville ](https://www.expedia.com/Cheap-Flights-To-Baldwinville.d3000405305.Travel-Guide-Flights) - [Flights from Royalston ](https://www.expedia.com/lp/flights/3000441486/flights-from-royalston) - [Flights from Ashburnham ](https://www.expedia.com/lp/flights/6084384/flights-from-ashburnham) - [Flights to Royalston ](https://www.expedia.com/Cheap-Flights-To-Royalston.d3000441486.Travel-Guide-Flights) - [Flights from Gardner ](https://www.expedia.com/lp/flights/55718/flights-from-gardner) - [Flights to Ashburnham ](https://www.expedia.com/Cheap-Flights-To-Ashburnham.d6084384.Travel-Guide-Flights) - [Flights to Gardner ](https://www.expedia.com/Cheap-Flights-To-Gardner.d55718.Travel-Guide-Flights) - [Flights to Phillipston ](https://www.expedia.com/Cheap-Flights-To-Phillipston.d3000441438.Travel-Guide-Flights) - [Flights from Athol ](https://www.expedia.com/lp/flights/3000421242/flights-from-athol) - [Flights from Ashby ](https://www.expedia.com/lp/flights/3000421236/flights-from-ashby) - [Flights to Athol ](https://www.expedia.com/Cheap-Flights-To-Athol.d3000421242.Travel-Guide-Flights) ### Packages - [Lake Dennison State Recreation Area ](https://www.expedia.com/Lake-Dennison-State-Recreation-Area-Winchendon.d553248621532666831.Vacation-Attraction) - [Visit Baldwinville ](https://www.expedia.com/Baldwinville.dx3000405305) - [Mount Wachusett Community College ](https://www.expedia.com/Mount-Wachusett-Community-College-Gardner.d6253317.Vacation-Attraction) - [Royalston Vacations ](https://www.expedia.com/Royalston.d3000441486.Destination-Travel-Guides) - [Cushing Academy ](https://www.expedia.com/Cushing-Academy-Ashburnham.d6180070.Vacation-Attraction) - [Ashburnham Town Hall ](https://www.expedia.com/Ashburnham-Town-Hall-Ashburnham.d6180086.Vacation-Attraction) - [Visit Ashburnham ](https://www.expedia.com/Ashburnham.dx6084384) - [Ashburnham Vacations ](https://www.expedia.com/Ashburnham.d6084384.Destination-Travel-Guides) - [Doane's Falls ](https://www.expedia.com/Doanes-Falls-Royalston.d553248621532666825.Vacation-Attraction) - [Gardner Vacations ](https://www.expedia.com/Gardner.d55718.Destination-Travel-Guides) - [Visit Gardner ](https://www.expedia.com/Gardner.dx55718) - [Royalston Falls ](https://www.expedia.com/Royalston-Falls-Athol.d553248621532666827.Vacation-Attraction) - [Visit Phillipston ](https://www.expedia.com/Phillipston.dx3000441438) ### Cars - [Car rentals near Baldwinville ](https://www.expedia.com/Car-Rentals-In-Baldwinville.d3000405305.Car-Rental-Guide) - [Car rentals near Royalston ](https://www.expedia.com/Car-Rentals-In-Royalston.d3000441486.Car-Rental-Guide) - [Car rentals near Cushing Academy ](https://www.expedia.com/Car-Rentals-In-Cushing-Academy.d6180070.Car-Rental-Guide) - [Car rentals near Ashburnham ](https://www.expedia.com/Car-Rentals-In-Ashburnham.d6084384.Car-Rental-Guide) - [Car rentals near Gardner ](https://www.expedia.com/Car-Rentals-In-Gardner.d55718.Car-Rental-Guide) - [Enterprise Rental Cars in Gardner ](https://www.expedia.com/Enterprise-Car-Rentals-In-Gardner.d55718-c15.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Gardner ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Gardner.d55718-c45.Car-Rental-Guide-Suppliers) - [Alamo Rent A Car Rental Cars in Gardner ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Gardner.d55718-c6.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Gardner ](https://www.expedia.com/Budget-Car-Rentals-In-Gardner.d55718-c39.Car-Rental-Guide-Suppliers) - [Convertible Car Rentals in Gardner ](https://www.expedia.com/Convertible-Car-Rentals-In-Gardner.d55718-tConvertible.Car-Rental-Guide-Class) - [Car rentals near Templeton ](https://www.expedia.com/Car-Rentals-In-Templeton.d553248634998996438.Car-Rental-Guide) - [Car rentals near Phillipston ](https://www.expedia.com/Car-Rentals-In-Phillipston.d3000441438.Car-Rental-Guide) - [Car rentals near Athol ](https://www.expedia.com/Car-Rentals-In-Athol.d3000421242.Car-Rental-Guide) ### Vacation Rentals - [Ashburnham Vacation Rentals ](https://www.expedia.com/Ashburnham-Vacation-Rentals.d6084384.Travel-Guide-VacationRentals) - [Gardner Vacation Rentals ](https://www.expedia.com/Gardner-Vacation-Rentals.d55718.Travel-Guide-VacationRentals) - [Phillipston Vacation Rentals ](https://www.expedia.com/Phillipston-Vacation-Rentals.d3000441438.Travel-Guide-VacationRentals) - [Athol Vacation Rentals ](https://www.expedia.com/Athol-Vacation-Rentals.d3000421242.Travel-Guide-VacationRentals) \*Available to One Key members.