Title: $88 Cheap flights from Phillipston, 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) # $88 Cheap flights from Phillipston, MA [View $88 flight on Tue, Apr 7, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:ORH,to:ORD,departure:4/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:87.70&airProductToken=AQplCjEIwYIBEgQ1ODIyGK48IO9ZKL_diQMwmN6JAzhCQABYAWoFQkFTSUNyCFEzQVdaTkJWCjAIwYIBEgM0OTAY71kgrhwo2N6JAzCA4IkDOEJAAVgBagVCQVNJQ3IIUTNBV1pOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) [Phillipston Travel Guide](https://expedia.com/Phillipston.dx3000441438)[Hotels in Phillipston](https://expedia.com/Phillipston-Hotels.d3000441438.Travel-Guide-Hotels)[Car Rentals in Phillipston](https://expedia.com/Car-Rentals-In-Phillipston.d3000441438.Car-Rental-Guide)[Phillipston Vacation Packages](https://expedia.com/Phillipston.d3000441438.Destination-Travel-Guides) ## Popular airlines from Phillipston - ![](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 Phillipston Nonstop Carry-on included Lower price than typical - Hartford (BDL)Orlando (MCO) Thu, Apr 23 Sun, Apr 26 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 23 hours ago 45% less than typical $303 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:MCO,departure:4/23/2026TANYT&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-0b299ee27d5c43e8a842ff9b1f21a200-1790-1-st-v5-sos-0b299ee27d5c43e8a842ff9b1f21a200-1729-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAbuEmF2QAQGQAQGqAQcKA0hGRBAAsgEHCgNPUkwQAA~AQovCi0IwmwSBDE0MzcY4VggzHAol5GLAzDLkosDOExAAFgBagJETnIIUEkyUVVTTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpgCi4I15wBEgQzMDk4GMxwIMFFKMm2iwMw1beLAzhVQABYAWoDV0dBcgdVTEE3VzJGCi4I15wBEgQzODQ1GMFFIOFYKOq6iwMwuruLAzhVQAFYAWoDV0dBcgdVTEE3VzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=689.00&displayPrice=302.20&src=dflp) - Hartford (BDL)Orlando (MCO) Thu, Apr 23 Mon, Apr 27 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 23 hours ago 55% less than typical $203 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:MCO,departure:4/23/2026TANYT&leg2=from:MCO,to:BDL,departure:4/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-d71ada28f5a34f3386aa1ead11a57e50-1941-1-st-v5-sos-d71ada28f5a34f3386aa1ead11a57e50-1878-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZ_9l12QAQGQAQGqAQcKA0JETBAAsgEHCgNPUkwQAA~AQovCi0IwmwSBDE0MzcY4VggzHAol5GLAzDLkosDOExAAFgBagJETnIIUEkyUVVTTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpgCi4I15wBEgQzMTAwGMxwIMFFKPPBiwMw_8KLAzhWQABYAWoDV0dBcgdWWkFWSDJGCi4I15wBEgQzODQ1GMFFIOFYKIrGiwMw2saLAzhWQAFYAWoDV0dBcgdWWkFWSDJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=574.00&displayPrice=202.20&src=dflp) - Hartford (BDL)Orlando (MCO) Sun, Mar 22 Wed, Mar 25 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 17 hours ago 50% less than typical $277 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:MCO,departure:3/22/2026TANYT&leg2=from:MCO,to:BDL,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-099243150d9c48cc9b0600da3276d11e-1029-1~9.S.1~AQoGCAEQjrwCEgcI1AQQARgBKAJYAnAAegNiZnOIAaGlmV2qAQcKA0hGRBAAsgEHCgNPUkwQAA~AQovCi0IwmwSBDEzMzcY4VggzHAog6uIAzC2rIgDOExAAFgBagJETnIITUk3QVJFTDEKLgosCMJsEgM0MzgYzHAg4Vgo8M2IAzCbz4gDOExAAFgBagJETnIIVUk0UVJaTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=713.00&displayPrice=276.80&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 8 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-758b963932664c179a061e9651b56dc8-314-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBtqabXaoBBwoDQkRMEACyAQcKA1NKVRAA~AQowCi4IwmwSBDE0NzUY4VggsqIBKJesiAMw_q2IAzhMQABYAWoCRE5yCFBJN1FSRUwxCjAKLgjCbBIEMTQ3NhiyogEg4Vgond2IAzCR34gDOExAAFgBagJETnIIT0kzQVJFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=951.00&displayPrice=393.00&src=dflp) - Hartford (BDL)San Juan (SJU) Sat, Mar 21 Fri, Mar 27 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 5-day trip found 5 hours ago 40% less than typical $443 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:SJU,departure:3/21/2026TANYT&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-31a3c176d10e4a2db2dded019c599417-481-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB54qcXaoBBwoDSEZEEACyAQcKA1NKVRAA~AQowCi4IwmwSBDE0NzUY4VggsqIBKPegiAMw3qKIAzhMQABYAWoCRE5yCFVJN1FSRUwxCjAKLgjCbBIEMTQ3NhiyogEg4Vgond2IAzCR34gDOExAAFgBagJETnIIWkkwQVJFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=969.00&displayPrice=443.00&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 3 hours ago 40% less than typical $423 [](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-6fb6137422234dcab633f3b19ce417e9-367-1~9.S.1~AQoGCAEQmKwSEgcI1AQQARgBKAJYAnAAegNiZnOIAcLEnF2qAQcKA0JETBAAsgEHCgNTSlUQAA~AQowCi4IwmwSBDE0NzUY4VggsqIBKJesiAMw_q2IAzhMQABYAWoCRE5yCFBJN1FSRUwxCjAKLgjCbBIEMTQ3NhiyogEg4Vgond2IAzCR34gDOExAAFgBagJETnIIWkkwQVJFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB&medianPrice=898.00&displayPrice=423.00&src=dflp) - Hartford (BDL)Tampa (TPA) Sun, Mar 29 Sun, Apr 5 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 7-day trip found 1 hour ago 25% less than typical $348 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:TPA,departure:3/29/2026TANYT&leg2=from:TPA,to:BDL,departure:4/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-f6c53c1871a54eceb50b5acf31df1b7b-684-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB_PCcXaoBBwoDSEZEEACyAQcKA1RQQRAA~AQouCiwIwmwSAzUzMxjhWCDzAyjU9IgDMI72iAM4TEAAWAFqAkROcghNSTdBVUVMMQouCiwIwmwSAzUzNBjzAyDhWCiryYkDMNnKiQM4TEAAWAFqAkROcghXSTJBQkVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE&medianPrice=612.00&displayPrice=347.80&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 20 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) Thu, Mar 26 Mon, Mar 30 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 4-day trip found 21 hours ago 35% less than typical $333 [](https://www.expedia.com/Flights-Search?leg1=from:BDL,to:FLL,departure:3/26/2026TANYT&leg2=from:FLL,to:BDL,departure:3/30/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-0de75511833b43fdb32727496a12e578-1238-1-st-v5-sos-0de75511833b43fdb32727496a12e578-1162-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZTDmF2qAQcKA0JETBAAsgEHCgNGTEwQAA~AQouCiwIwmwSAzU1ORjhWCDlWii_14gDMIXZiAM4TEAAWAFqAkROcghWSTNBVUVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE.AQpgCi4I15wBEgQyOTUyGOVaIMFFKOSGiQMw_4eJAzhEQABYAWoDV0dBcgdETEFVSDJGCi4I15wBEgQzMzA2GMFFIOFYKIWLiQMw1YuJAzhEQAFYAWoDV0dBcgdETEFVSDJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=654.00&displayPrice=332.19&src=dflp) ## Cheapest flights from Phillipston 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 ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, May 26 - Fri, May 29 ORH Worcester ORD Chicago $180 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:ORD,departure:5/26/2026TANYT&leg2=from:ORD,to:ORH,departure:5/29/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:179.91&airProductToken=AQpmCjEIwYIBEgQ2MDgyGK48IO9ZKP6FjgMw14aOAzhCQABYAWoFQkFTSUNyCFEzQVdaTkJWCjEIwYIBEgQyODQwGO9ZIK4cKNmIjgMw8omOAzhCQAFYAWoFQkFTSUNyCFEzQVdaTkJWCmYKMQjBggESBDIxMTUYrhwg71konKOOAzCapI4DOEJAAFgBagVCQVNJQ3IIUTNBV1pOQlYKMQjBggESBDYwODIY71kgrjwo7aaOAzDFp44DOEJAAVgBagVCQVNJQ3IIUTNBV1pOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Jun 3 - Sat, Jun 6 ORH Worcester MCO Orlando $183 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:6/3/2026TANYT&leg2=from:MCO,to:ORH,departure:6/6/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:182.30&airProductToken=AQouCiwIwmwSAzk4NxiuPCDMcCjE3o4DMPLfjgM4TEAAWAFqAkROcghVSTJRVU9MMQouCiwIwmwSAzU4OBjMcCCuPCjr_o4DMJWAjwM4TEAAWAFqAkROcghVSTJRVU9MMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, Mar 25 - Fri, Mar 27 ORH Worcester MCO Orlando $191 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:3/25/2026TANYT&leg2=from:MCO,to:ORH,departure:3/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:190.30&airProductToken=AQouCiwIwmwSAzk4NxiuPCDMcCinyogDMObLiAM4TEAAWAFqAkROcghPSTRRVUVMMQouCiwIwmwSAzQ4OBjMcCCuPCiM34gDMLXgiAM4TEAAWAFqAkROcghQSTJRVVZMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, May 26 - Fri, May 29 ORH Worcester ORD Chicago $192 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:ORD,departure:5/26/2026TANYT&leg2=from:ORD,to:ORH,departure:5/29/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:191.50&airProductToken=AQpuCjUIxJgBEgQ1NDI0GK48IMsBKL-FjgMwjIaOAzhFQABYAWoJTUFJTkJBU0lDcghWQVVTQTBCQwo1CMSYARIEMjgwNhjLASCuHCjNh44DMPiIjgM4RUABWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Mar 23 - Tue, Mar 31 ORH Worcester MCO Orlando $197 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:3/23/2026TANYT&leg2=from:MCO,to:ORH,departure:3/31/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:196.90&airProductToken=AQpmCjEIwYIBEgQ1ODA0GK48IO9ZKKi0iAMw_7SIAzhCQABYAWoFQkFTSUNyCFFVQUpaU0JWCjEIwYIBEgQyOTUyGO9ZIMxwKLK1iAMw17aIAzhCQAFYAWoFQkFTSUNyCFFVQUpaU0JWEgwIARABGAEqAkFBMgAYASIECAEQASgCKAMoBDAL) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Mar 23 - Tue, Mar 31 ORH Worcester MCO Orlando $197 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:3/23/2026TANYT&leg2=from:MCO,to:ORH,departure:3/31/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:196.91&airProductToken=AQpuCjUIxJgBEgQ1NDI0GK48IMsBKNG1iAMwnLaIAzhFQABYAWoJTUFJTkJBU0lDcghWQVVTQTBCQwo1CMSYARIEMjU0MBjLASDMcCiMt4gDMMO4iAM4RUABWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQkMKbgo1CMSYARIEMTU3MxjMcCDLASj4i4kDMJuNiQM4RUAAWAFqCU1BSU5CQVNJQ3IIVkRWU0E5QkMKNQjEmAESBDU0MjQYywEgrjwo5I6JAzCmj4kDOEVAAVgBaglNQUlOQkFTSUNyCFZEVlNBOUJDEgwIARABGAEqAkRMMgAYASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, May 13 - Sat, May 16 ORH Worcester MCO Orlando $198 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MCO,departure:5/13/2026TANYT&leg2=from:MCO,to:ORH,departure:5/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:197.70&airProductToken=AQpmCjEIwYIBEgQ1ODIyGK48IO9ZKL_yjAMwmPOMAzhCQABYAWoFQkFTSUNyCFFWQUpVU0JWCjEIwYIBEgQzMTM3GO9ZIMxwKIr1jAMwvvaMAzhCQAFYAWoFQkFTSUNyCFFWQUpVU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, May 1 - Mon, May 4 ORH Worcester ORD Chicago $200 Roundtrip found 23 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:ORD,departure:5/1/2026TANYT&leg2=from:ORD,to:ORH,departure:5/4/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:199.90&airProductToken=AQpmCjEIwYIBEgQ1ODIyGK48IO9ZKL_riwMwmOyLAzhCQABYAWoFQkFTSUNyCFFVQVdaTkJWCjEIwYIBEgQzMzMxGO9ZIK4cKP3uiwMwkvCLAzhCQAFYAWoFQkFTSUNyCFFVQVdaTkJWCmYKMQjBggESBDE4ODYYrhwg71komImMAzCXiowDOEJAAFgBagVCQVNJQ3IIUVVBV1pOQlYKMQjBggESBDU4MjIY71kgrjwosoyMAzCGjYwDOEJAAVgBagVCQVNJQ3IIUVVBV1pOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, Mar 30 - Wed, Apr 8 ORH Worcester FLL Fort Lauderdale $203 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:FLL,departure:3/30/2026TANYT&leg2=from:FLL,to:ORH,departure:4/8/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:202.30&airProductToken=AQovCi0IwmwSBDIxMTkYrjwg5Voox4SJAzCUhokDOExAAFgBagJETnIIUEk0UVVWTDEKLwotCMJsEgQyMDIwGOVaIK48KJLoiQMwx-mJAzhMQABYAWoCRE5yCFBJMlFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, May 6 - Sun, May 10 ORH Worcester ORD Chicago $206 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORH,to:ORD,departure:5/6/2026TANYT&leg2=from:ORD,to:ORH,departure:5/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:205.90&airProductToken=AQpmCjEIwYIBEgQ1ODIyGK48IO9ZKN-jjAMwuKSMAzhCQABYAWoFQkFTSUNyCFFWQUpaU0JWCjEIwYIBEgQzMzMxGO9ZIK4cKJ2njAMwsqiMAzhCQAFYAWoFQkFTSUNyCFFWQUpaU0JWCmYKMQjBggESBDE4ODYYrhwg71ko2MyMAzDXzYwDOEJAAFgBagVCQVNJQ3IITlVBWlpOQlYKMQjBggESBDU4MjIY71kgrjwo8s-MAzDG0IwDOEJAAVgBagVCQVNJQ3IITlVBWlpOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![](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 Phillipston, MA #### How much is a flight from Phillipston? This week, flights from Phillipston are available between $180 – $206\. #### How to find cheap flights from Phillipston? Expedia makes it easy to compare cheap flights from Phillipston to many destinations. Check out excellent deals on domestic and international flights from Phillipston. 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 Phillipston? 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 Phillipston 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 Phillipston may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Phillipston? 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 Phillipston with: American Airlines, Delta, JetBlue Airways. #### What is the best month to fly from Phillipston? One of the cheapest times to fly from Phillipston 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 Phillipston? Expedia is the place to find last-minute flights from Phillipston, 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 Phillipston 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 Phillipston. 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 Phillipston: Essential Travel Information | Cheapest flight from Phillipston | $180 (roundtrip) | | -------------------------------------- | ----------------------------------------- | | Best airlines to fly from Phillipston | American Airlines, Delta, JetBlue Airways | | Cheapest month to fly from Phillipston | May | | Phillipston IATA code | CEF | | Phillipston Country/State | Massachusetts | | Airline ticket deals from Phillipston | $180 - $206 | \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Templeton Hotels ](https://www.expedia.com/Templeton-Hotels.d553248634998996438.Travel-Guide-Hotels) - [Hotels near Brooks Woodland Preserve ](https://www.expedia.com/Brooks-Woodland-Preserve-Hotels.0-l553248621532666785-0.Travel-Guide-Filter-Hotels) - [Hotels near Ellinwood Country Club ](https://www.expedia.com/Ellinwood-Country-Club-Hotels.0-l553248621532666820-0.Travel-Guide-Filter-Hotels) - [Hotels near North Common Meadow ](https://www.expedia.com/North-Common-Meadow-Hotels.0-l553248621532666784-0.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 Alan E. Rich Environmental Park ](https://www.expedia.com/Alan-E-Rich-Environmental-Park-Hotels.0-l553248621532666822-0.Travel-Guide-Filter-Hotels) - [Petersham Hotels ](https://www.expedia.com/Petersham-Hotels.d6050534.Travel-Guide-Hotels) - [B&B in Petersham ](https://www.expedia.com/Petersham-Bed-And-Breakfast.d6050534-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Vacation Homes in Petersham ](https://www.expedia.com/Petersham-Private-Vacation-Homes.d6050534-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [3 Star Hotels in Petersham ](https://www.expedia.com/3Star-Petersham-Hotels.s30-0-d6050534.Travel-Guide-Filter-Hotels) - [Athol Hotels ](https://www.expedia.com/Athol-Hotels.d3000421242.Travel-Guide-Hotels) - [Hotels near Millers River ](https://www.expedia.com/Millers-River-Hotels.0-l553248621532666817-0.Travel-Guide-Filter-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) - [Resorts in Athol ](https://www.expedia.com/Athol-Resorts.d3000421242-aaResorts.Travel-Guide-Accommodation) - [5 Star Hotels in Athol ](https://www.expedia.com/5Star-Athol-Hotels.s50-0-d3000421242.Travel-Guide-Filter-Hotels) - [Gardner Hotels ](https://www.expedia.com/Gardner-Hotels.d55718.Travel-Guide-Hotels) - [Hotels near Royalston Falls ](https://www.expedia.com/Royalston-Falls-Hotels.0-l553248621532666827-0.Travel-Guide-Filter-Hotels) - [Hotels near Swift River Reservation ](https://www.expedia.com/Swift-River-Reservation-Hotels.0-l553248621532666782-0.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) - [Cottages in Gardner ](https://www.expedia.com/Gardner-Cottages.d55718-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Gardner ](https://www.expedia.com/Gardner-Cabins.d55718-aaCabins.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) - [Hotels near Lake Dennison State Recreation Area ](https://www.expedia.com/Lake-Dennison-State-Recreation-Area-Hotels.0-l553248621532666831-0.Travel-Guide-Filter-Hotels) - [Hubbardston Hotels ](https://www.expedia.com/Hubbardston-Hotels.d3000441136.Travel-Guide-Hotels) - [Vacation Homes in Hubbardston ](https://www.expedia.com/Hubbardston-Private-Vacation-Homes.d3000441136-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Hubbardston ](https://www.expedia.com/Hubbardston-Apartments.d3000441136-aaApartments.Travel-Guide-Accommodation) - [4 Star Hotels in Hubbardston ](https://www.expedia.com/4Star-Hubbardston-Hotels.s40-0-d3000441136.Travel-Guide-Filter-Hotels) - [B&B in Hubbardston ](https://www.expedia.com/Hubbardston-Bed-And-Breakfast.d3000441136-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Hubbardston ](https://www.expedia.com/Hubbardston-Motels.d3000441136-aaMotels.Travel-Guide-Accommodation) - [Hotels near Doane's Falls ](https://www.expedia.com/Doanes-Falls-Hotels.0-l553248621532666825-0.Travel-Guide-Filter-Hotels) - [Hotels near Mount Wachusett Community College ](https://www.expedia.com/Mount-Wachusett-Community-College-Hotels.0-l6253317-0.Travel-Guide-Filter-Hotels) - [Barre Hotels ](https://www.expedia.com/Barre-Hotels.d76937.Travel-Guide-Hotels) - [Hotels near Barre Common District ](https://www.expedia.com/Barre-Common-District-Hotels.0-l6180425-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Barre ](https://www.expedia.com/Barre-Hotels-Pet-Friendly-Hotel.0-0-d76937-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Resorts in Barre ](https://www.expedia.com/Barre-Resorts.d76937-aaResorts.Travel-Guide-Accommodation) - [3 Star Hotels in Barre ](https://www.expedia.com/3Star-Barre-Hotels.s30-0-d76937.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Barre ](https://www.expedia.com/Barre-Hotels-Hotels-With-Restaurants.0-0-d76937-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Aparthotels in Barre ](https://www.expedia.com/Barre-Apart-Hotels.d76937-aaApartHotels.Travel-Guide-Accommodation) - [Hotels with Free Breakfast in Barre ](https://www.expedia.com/Barre-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d76937-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Barre ](https://www.expedia.com/4Star-Barre-Hotels.s40-0-d76937.Travel-Guide-Filter-Hotels) - [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 Athol ](https://www.expedia.com/lp/flights/3000421242/flights-from-athol) - [Flights to Petersham ](https://www.expedia.com/Cheap-Flights-To-Petersham.d6050534.Travel-Guide-Flights) - [Flights to Athol ](https://www.expedia.com/Cheap-Flights-To-Athol.d3000421242.Travel-Guide-Flights) - [Flights from Gardner ](https://www.expedia.com/lp/flights/55718/flights-from-gardner) - [Flights to Gardner ](https://www.expedia.com/Cheap-Flights-To-Gardner.d55718.Travel-Guide-Flights) - [Flights from Barre ](https://www.expedia.com/lp/flights/76937/flights-from-barre) - [Flights to Barre ](https://www.expedia.com/Cheap-Flights-To-Barre.d76937.Travel-Guide-Flights) - [Visit Baldwinville ](https://www.expedia.com/Baldwinville.dx3000405305) - [Visit Petersham ](https://www.expedia.com/Petersham.dx6050534) - [Petersham Vacations ](https://www.expedia.com/Petersham.d6050534.Destination-Travel-Guides) - [Visit Athol ](https://www.expedia.com/Athol.dx3000421242) - [Millers River Environmental Center ](https://www.expedia.com/Millers-River-Environmental-Center-Athol.d553248621532666821.Vacation-Attraction) - [Royalston Falls ](https://www.expedia.com/Royalston-Falls-Athol.d553248621532666827.Vacation-Attraction) - [Gardner Vacations ](https://www.expedia.com/Gardner.d55718.Destination-Travel-Guides) - [Visit Gardner ](https://www.expedia.com/Gardner.dx55718) - [Lake Dennison State Recreation Area ](https://www.expedia.com/Lake-Dennison-State-Recreation-Area-Winchendon.d553248621532666831.Vacation-Attraction) - [Visit Hubbardston ](https://www.expedia.com/Hubbardston.dx3000441136) - [Doane's Falls ](https://www.expedia.com/Doanes-Falls-Royalston.d553248621532666825.Vacation-Attraction) - [Mount Wachusett Community College ](https://www.expedia.com/Mount-Wachusett-Community-College-Gardner.d6253317.Vacation-Attraction) - [Visit Barre ](https://www.expedia.com/Barre.dx76937) - [Barre Vacations ](https://www.expedia.com/Barre.d76937.Destination-Travel-Guides) - [Car rentals near Templeton ](https://www.expedia.com/Car-Rentals-In-Templeton.d553248634998996438.Car-Rental-Guide) - [Car rentals near Baldwinville ](https://www.expedia.com/Car-Rentals-In-Baldwinville.d3000405305.Car-Rental-Guide) - [Car rentals near Petersham ](https://www.expedia.com/Car-Rentals-In-Petersham.d6050534.Car-Rental-Guide) - [Car rentals near Athol ](https://www.expedia.com/Car-Rentals-In-Athol.d3000421242.Car-Rental-Guide) - [Van Car Rentals in Athol ](https://www.expedia.com/Van-Car-Rentals-In-Athol.d3000421242-tVan.Car-Rental-Guide-Class) - [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 Hubbardston ](https://www.expedia.com/Car-Rentals-In-Hubbardston.d3000441136.Car-Rental-Guide) - [Car rentals near Barre Common District ](https://www.expedia.com/Car-Rentals-In-Barre-Common-District.d6180425.Car-Rental-Guide) - [Car rentals near Barre ](https://www.expedia.com/Car-Rentals-In-Barre.d76937.Car-Rental-Guide) - [Athol Vacation Rentals ](https://www.expedia.com/Athol-Vacation-Rentals.d3000421242.Travel-Guide-VacationRentals) - [Gardner Vacation Rentals ](https://www.expedia.com/Gardner-Vacation-Rentals.d55718.Travel-Guide-VacationRentals) - [Barre Vacation Rentals ](https://www.expedia.com/Barre-Vacation-Rentals.d76937.Travel-Guide-VacationRentals) \*Available to One Key members.