Title: $51 Cheap flights from Pittsfield, 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) # $51 Cheap flights from Pittsfield, MA [View $51 flight on Sat, Aug 22, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:ALB,to:RSW,departure:8/22/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:50.61&airProductToken=AQotCisIzbABEgM3NzkY4Aog0bQBKK7klQMwgOaVAzhBQABYAWoCTk9yBUFOTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) [Pittsfield Travel Guide](https://expedia.com/Pittsfield.dx9478)[Hotels in Pittsfield](https://expedia.com/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)[Car Rentals in Pittsfield](https://expedia.com/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.com/Pittsfield.d9478.Destination-Travel-Guides) ## Popular airlines from Pittsfield - ![](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_WN.svg) Southwest 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/2024/10/30/landing_airline_sq_logo_MX.svg) Breeze Airways - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines - ![](https://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 Pittsfield Nonstop Carry-on included Lower price than typical - Albany (ALB)Orlando (MCO) Sun, Apr 12 Sat, Apr 18 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 6-day trip found 7 hours ago 60% less than typical $208 [](https://www.expedia.com/Flights-Search?leg1=from:ALB,to:MCO,departure:4/12/2026TANYT&leg2=from:MCO,to:ALB,departure:4/18/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-76582d2b86314c8bb7354a358bc9a8ca-1515-1-st-v5-sos-76582d2b86314c8bb7354a358bc9a8ca-1475-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZO0-1yqAQcKA0FMQhAAsgEHCgNNQ08QAA~AQovCi0I15wBEgMxNzUY4AogzHAonJGKAzDGkooDOFZAAFgBagNXR0FyB1ZMTlZIMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB.AQptCjQIxJgBEgM1MzUYzHAg4Fwo4teKAzDS2IoDOEVAAFgBaglNQUlOQkFTSUNyCFhBVlRBMEJDCjUIxJgBEgQyMzg5GOBcIOAKKKnZigMwsNqKAzhFQAFYAWoJTUFJTkJBU0lDcghYQVZUQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=666.00&displayPrice=207.60&src=dflp) - Albany (ALB)Orlando (MCO) Sun, Apr 12 Sat, Apr 18 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 5-day trip found 11 hours ago 60% less than typical $208 [](https://www.expedia.com/Flights-Search?leg1=from:ALB,to:MCO,departure:4/12/2026TANYT&leg2=from:MCO,to:ALB,departure:4/18/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-0e4fd1631e02495e8cc28907825ac88c-1533-1-st-v5-sos-0e4fd1631e02495e8cc28907825ac88c-1503-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAYzX-lyqAQcKA0FMQhAAsgEHCgNNQ08QAA~AQovCi0IwmwSBDI3MjAY4AogzHAo15WKAzCQl4oDOExAAFgBagJETnIIUEkyUVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQptCjQIxJgBEgM1MzUYzHAg4Fwo4teKAzDS2IoDOEVAAFgBaglNQUlOQkFTSUNyCFhBVlRBMEJDCjUIxJgBEgQyMzg5GOBcIOAKKKnZigMwsNqKAzhFQAFYAWoJTUFJTkJBU0lDcghYQVZUQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=666.00&displayPrice=207.60&src=dflp) - Albany (ALB)Orlando (MCO) Sun, Apr 12 Sat, Apr 18 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 5-day trip found 19 hours ago 60% less than typical $187 [](https://www.expedia.com/Flights-Search?leg1=from:ALB,to:MCO,departure:4/12/2026TANYT&leg2=from:MCO,to:ALB,departure:4/18/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-734d5993461f4eab8201a7d486ddb98a-1392-1-st-v5-sos-734d5993461f4eab8201a7d486ddb98a-1367-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZXw-FyqAQcKA0FMQhAAsgEHCgNNQ08QAA~AQovCi0I15wBEgMxNzgY4AogzHAo9paKAzCqmIoDOFZAAFgBagNXR0FyB1ZMTlZIMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB.AQptCjQIxJgBEgM1MzUYzHAg4Fwo4teKAzDS2IoDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJDCjUIxJgBEgQyMzg5GOBcIOAKKKnZigMwsNqKAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=666.00&displayPrice=186.60&src=dflp) - Albany (ALB)Fort Lauderdale (FLL) Tue, Apr 14 Sun, Apr 19 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 5-day trip found 1 hour ago 45% less than typical $278 [](https://www.expedia.com/Flights-Search?leg1=from:ALB,to:FLL,departure:4/14/2026TANYT&leg2=from:FLL,to:ALB,departure:4/19/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-8862dfb65a194dafab022ae27ecc0fb6-1252-1-st-v5-sos-8862dfb65a194dafab022ae27ecc0fb6-1245-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAbno_FyqAQcKA0FMQhAAsgEHCgNGTEwQAA~AQovCi0IwmwSBDEwODcY4Aog5VoomKiKAzDQqYoDOExAAFgBagJETnIIVUkyUVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpuCjUIxJgBEgQyMTMzGOVaIMsBKPTgigMwpuKKAzhFQABYAWoJTUFJTkJBU0lDcghUQVZUQTBCQwo1CMSYARIENDY2OBjLASDgCiig44oDMOfjigM4RUABWAFqCU1BSU5CQVNJQ3IIVEFWVEEwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB&medianPrice=649.00&displayPrice=277.60&src=dflp) - Albany (ALB)Fort Lauderdale (FLL) Thu, Mar 26 Sun, Mar 29 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 3-day trip found 21 hours ago 35% less than typical $383 [](https://www.expedia.com/Flights-Search?leg1=from:ALB,to:FLL,departure:3/26/2026TANYT&leg2=from:FLL,to:ALB,departure:3/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-5326fc0f459f44688bf24e5c9bc0c83f-1079-1-st-v5-sos-5326fc0f459f44688bf24e5c9bc0c83f-1070-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAby_-FyQAQ2QASCqAQcKA0FMQhAAsgEHCgNGTEwQAA~AQovCi0IwmwSBDEwODcY4Aog5VoouNKIAzD_04gDOExAAFgBagJETnIIVkk3QVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpgCi4I15wBEgQyOTUyGOVaIMFFKNP7iAMw6fyIAzhWQABYAWoDV0dBcgdWTEFWVzJGCi4I15wBEgQxNDEwGMFFIOAKKNv_iAMwq4CJAzhWQAFYAWoDV0dBcgdWTEFWVzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=752.00&displayPrice=382.20&src=dflp) - Albany (ALB)Fort Lauderdale (FLL) Mon, Apr 13 Wed, Apr 22 ![JetBlue Airways](https://a.travel-assets.com/air/airlines/b6_sq.svg)JetBlue Airways • Nonstop --- 9-day trip found 6 hours ago 55% less than typical $187 [](https://www.expedia.com/Flights-Search?leg1=from:ALB,to:FLL,departure:4/13/2026TANYT&leg2=from:FLL,to:ALB,departure:4/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-aa797ab4d2074bdc93656ccbe6d5d7c2-1798-1-st-v5-sos-aa797ab4d2074bdc93656ccbe6d5d7c2-1750-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAb_O-1yqAQcKA0FMQhAAsgEHCgNGTEwQAA~AQovCi0IwmwSBDEwODcY4Aog5Voo-JyKAzCwnooDOExAAFgBagJETnIIVUkyUVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB.AQpgCi4I15wBEgQxMDQxGOVaIMFFKOOCiwMw_oOLAzhWQABYAWoDV0dBcgdWTEFWSDJGCi4I15wBEgQxMzgzGMFFIOAKKLWEiwMwhYWLAzhWQAFYAWoDV0dBcgdWTEFWSDJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=523.00&displayPrice=186.60&src=dflp) - Albany (ALB)Tampa (TPA) Tue, Apr 14 Sun, Apr 19 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 4-day trip found 4 hours ago 20% less than typical $375 [](https://www.expedia.com/Flights-Search?leg1=from:ALB,to:TPA,departure:4/14/2026TANYT&leg2=from:TPA,to:ALB,departure:4/19/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-157e74007df346efa753de1e120732b7-1988-1-st-v5-sos-157e74007df346efa753de1e120732b7-1870-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAfKd_FyQAQGQAQOqAQcKA0FMQhAAsgEHCgNUUEEQAA~AQovCi0I15wBEgMxODUY4Aog8wMovamKAzD2qooDOEZAAFgBagNXR0FyB0ZaTlZOMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB.AQpmCjEIwYIBEgQzMDEwGPMDIO9ZKLjgigMw1uGKAzhCQABYAWoFQkFTSUNyCEdWQVpaTkJYCjEIwYIBEgQ2MDE1GO9ZIOAKKIDiigMw1uKKAzhCQAFYAWoFQkFTSUNyCEdWQVpaTkJYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=620.00&displayPrice=374.60&src=dflp) - Albany (ALB)Tampa (TPA) Tue, Apr 14 Sat, Apr 18 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 3-day trip found 4 hours ago 30% less than typical $312 [](https://www.expedia.com/Flights-Search?leg1=from:ALB,to:TPA,departure:4/14/2026TANYT&leg2=from:TPA,to:ALB,departure:4/18/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-ed899220bd0342539cabe1292cd1ce0e-2807-1-st-v5-sos-ed899220bd0342539cabe1292cd1ce0e-2700-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdSd_FyqAQcKA0FMQhAAsgEHCgNUUEEQAA~AQovCi0I15wBEgMxODUY4Aog8wMovamKAzD2qooDOEZAAFgBagNXR0FyB0ZaTlZOMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB.AQpuCjUIxJgBEgQxNzI2GPMDIOBcKPLVigMw1daKAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTQTVCQwo1CMSYARIEMTEzNxjgXCDgCiiH14oDMI3YigM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0E1QkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB&medianPrice=583.00&displayPrice=311.60&src=dflp) - Albany (ALB)Tampa (TPA) Tue, Apr 14 Sat, Apr 18 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 3-day trip found 23 hours ago 30% less than typical $305 [](https://www.expedia.com/Flights-Search?leg1=from:ALB,to:TPA,departure:4/14/2026TANYT&leg2=from:TPA,to:ALB,departure:4/18/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-c0ed064974554f59b2ca32c078606cf4-2003-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBhPX3XKoBBwoDQUxCEAGyAQcKA1RQQRAB~AQovCi0I15wBEgMxODUY4Aog8wMovamKAzD2qooDOEFAAFgBagNXR0FyB0FCTlZOMkYKYAouCNecARIEMjYxOBjzAyDBRSjj1YoDMPTWigM4RkAAWAFqA1dHQXIHRlpBVk4yRgouCNecARIEMTM4MxjBRSDgCiiw14oDMIDYigM4RkABWAFqA1dHQXIHRlpBVk4yRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE&medianPrice=583.00&displayPrice=304.60&src=dflp) ## Cheapest flights from Pittsfield 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 ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sat, Aug 22 - Sat, Aug 29 ALB Albany RSW Fort Myers $102 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:RSW,departure:8/22/2026TANYT&leg2=from:RSW,to:ALB,departure:8/29/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:101.22&airProductToken=AQotCisIzbABEgM3NzkY4Aog0bQBKK7klQMwgOaVAzhBQABYAWoCTk9yBUFOTzAwCi0KKwjNsAESAzc3OBjRtAEg4Aooo7GWAzDmspYDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Tue, Apr 28 - Thu, Apr 30 ALB Albany MCO Orlando $130 Roundtrip found 7 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:4/28/2026TANYT&leg2=from:MCO,to:ALB,departure:4/30/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:129.23&airProductToken=AQpaCisIzbABEgM3NDUY4Aog8aABKM3IiwMww8mLAzhBQABYAWoCTk9yBUFOTzAwCisIzbABEgM4NTUY8aABIMxwKP7JiwMw7sqLAzhBQAFYAWoCTk9yBUFOTzAwCiwKKgjNsAESAzg1NBjMcCDgCijU3IsDMNneiwM4QUAAWAFqAk5PcgVBTk8wMBIKCAEQARgBKgJNWBgBIgQIARABKAIoAygEMA0) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Thu, Sep 10 - Mon, Sep 14 ALB Albany TPA Tampa $156 Roundtrip found 21 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:TPA,departure:9/10/2026TANYT&leg2=from:TPA,to:ALB,departure:9/14/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:155.22&airProductToken=AQpaCisIzbABEgMzNjkY4Aog4pEBKLS5lwMwy7qXAzhBQABYAWoCTk9yBUFOTzAwCisIzbABEgMxMDEY4pEBIPMDKJS7lwMw67uXAzhBQAFYAWoCTk9yBUFOTzAwClsKLAjNsAESBDIxMzQY8wMg8aABKI3llwMwhOaXAzhBQABYAWoCTk9yBUFOTzAwCisIzbABEgMzNzYY8aABIOAKKIDnlwMw6eeXAzhBQAFYAWoCTk9yBUFOTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Thu, Jul 9 - Thu, Jul 16 ALB Albany FLL Fort Lauderdale $165 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:FLL,departure:7/9/2026TANYT&leg2=from:FLL,to:ALB,departure:7/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:164.29&airProductToken=AQosCioIzbABEgMzNjkY4Aog5Voo1PSRAzD49pEDOENAAFgBagJOT3IFQ05PMDAKLAoqCM2wARIDMzY4GOVaIOAKKPjAkgMwjMOSAzhEQABYAWoCTk9yBUROTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sat, May 30 - Tue, Jun 9 ALB Albany MCO Orlando $167 Roundtrip found 14 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:5/30/2026TANYT&leg2=from:MCO,to:ALB,departure:6/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:166.81&airProductToken=AQovCi0IwmwSBDI5MjAY4AogzHAo2K2OAzCNr44DOExAAFgBagJETnIIUEk0UVVFTDEKLwotCMJsEgQyOTE5GMxwIOAKKJuljwMwxqaPAzhMQABYAWoCRE5yCFBJNFFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Fri, May 29 - Wed, Jun 3 ALB Albany MCO Orlando $177 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:5/29/2026TANYT&leg2=from:MCO,to:ALB,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:176.81&airProductToken=AQovCi0I15wBEgMxNzUY4AogzHAo_KGOAzCmo44DOFZAAFgBagNXR0FyB1ZMTlZIMkYKMAouCNecARIEMzA2ORjMcCDgCiig4Y4DMMrijgM4VkAAWAFqA1dHQXIHVkxOVkgyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Tue, Apr 21 - Fri, Apr 24 ALB Albany MIA Miami $182 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MIA,departure:4/21/2026TANYT&leg2=from:MIA,to:ALB,departure:4/24/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:181.69&airProductToken=AQpgCi4I15wBEgQxMDc3GOAKIMFFKPT5igMwxPqKAzhWQABYAWoDV0dBcgdWTEFWSDJGCi4I15wBEgQxNzgwGMFFIIwCKOb8igMwhv6KAzhWQAFYAWoDV0dBcgdWTEFWSDJGCpABCi4I15wBEgQxNzc2GIwCIMxwKJmeiwMw5J6LAzhWQABYAWoDV0dBcgdWTEFWSDJGCi4I15wBEgQzMTAwGMxwIMFFKJOgiwMwn6GLAzhWQAFYAWoDV0dBcgdWTEFWSDJGCi4I15wBEgQxMDIwGMFFIOAKKKCkiwMw8KSLAzhWQAFYAWoDV0dBcgdWTEFWSDJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Apr 8 - Wed, Apr 15 ALB Albany MCO Orlando $197 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:4/8/2026TANYT&leg2=from:MCO,to:ALB,departure:4/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:196.40&airProductToken=AQpuCjUIxJgBEgQyMzg5GOAKIOBcKKzqiQMw1uuJAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTQTBCQwo1CMSYARIEMTU2MhjgXCDMcCjA7IkDMJbtiQM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQkMSDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Apr 9 - Tue, Apr 14 ALB Albany MCO Orlando $197 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:4/9/2026TANYT&leg2=from:MCO,to:ALB,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:196.40&airProductToken=AQpoCjIIwYIBEgQxNzgzGOAKIOKaASil9YkDMLH2iQM4QkAAWAFqBUJBU0lDcghRVkFKWlNCVgoyCMGCARIEMTg3ORjimgEgzHAo1PeJAzC--IkDOEJAAVgBagVCQVNJQ3IIUVZBSlpTQlYSDAgBEAEYASoCQUEyABgBIgQIARABKAIoAygEMAs) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Apr 25 - Sat, May 2 ALB Albany FLL Fort Lauderdale $197 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ALB,to:FLL,departure:4/25/2026TANYT&leg2=from:FLL,to:ALB,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:196.41&airProductToken=AQpvCjYI1YIBEgQyMjI1GOAKIK4cKP2jiwMwlqWLAzhOQABYAWoKMV9iYXNpY2Vjb3IIS0FBMkFIQlMKNQjVggESAzUxNxiuHCDlWijgpYsDMKSniwM4TkAAWAFqCjFfYmFzaWNlY29yCEtBQTJBSEJTCm8KNQjVggESAzQwMxjlWiCuHCjB94sDMJb5iwM4TkAAWAFqCjFfYmFzaWNlY29yCEtBQTJBSEJTCjYI1YIBEgQyMTcxGK4cIOAKKL76iwMwwPuLAzhOQABYAWoKMV9iYXNpY2Vjb3IIS0FBMkFIQlMSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![](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 Pittsfield, MA #### How much is a flight from Pittsfield? This week, flights from Pittsfield are available between $102 – $197\. #### How to find cheap flights from Pittsfield? Expedia makes it easy to compare cheap flights from Pittsfield to many destinations. Check out excellent deals on domestic and international flights from Pittsfield. 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 Pittsfield? 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 Pittsfield 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 Pittsfield may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Pittsfield? 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 Pittsfield with: Breeze Airways, Southwest Airlines, JetBlue Airways, United, Delta, American Airlines. #### What is the best month to fly from Pittsfield? One of the cheapest times to fly from Pittsfield airport(s) is August, 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 Pittsfield? Expedia is the place to find last-minute flights from Pittsfield, 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 Pittsfield 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 Pittsfield. 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 Pittsfield: Essential Travel Information | Cheapest flight from Pittsfield | $102 (roundtrip) | | ------------------------------------- | ------------------------------------------------------------------------------------- | | Best airlines to fly from Pittsfield | Breeze Airways, Southwest Airlines, JetBlue Airways, United, Delta, American Airlines | | Cheapest month to fly from Pittsfield | August | | Pittsfield IATA code | ALB | | Pittsfield Country/State | Massachusetts | | Airline ticket deals from Pittsfield | $102 - $197 | \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Berkshire Museum ](https://www.expedia.com/Berkshire-Museum-Hotels.0-l553248621532665288-0.Travel-Guide-Filter-Hotels) - [Hotels near Berkshire Athenaeum ](https://www.expedia.com/Berkshire-Athenaeum-Hotels.0-l553248621532665287-0.Travel-Guide-Filter-Hotels) - 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[Flights from Atlanta (ATL) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/atl/psf/atlanta-to-pittsfield) - [Flights from Islip (ISP) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/isp/psf/islip-to-pittsfield) - [Flights from Chicago (ORD) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ord/psf/chicago-to-pittsfield) - [Flights from Denver (DEN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/den/psf/denver-to-pittsfield) - [Flights from San Francisco (SFO) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/sfo/psf/san-francisco-to-pittsfield) - [Flights from Hartford (BDL) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bdl/psf/hartford-to-pittsfield) - [Flights from Baltimore (BWI) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bwi/psf/baltimore-to-pittsfield) - [Flights from Detroit (DTW) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/dtw/psf/detroit-to-pittsfield) - [Flights from Raleigh (RDU) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/rdu/psf/raleigh-to-pittsfield) - 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[Flights from Norfolk (ORF) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/orf/psf/norfolk-to-pittsfield) - [Flights from Fargo (FAR) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/far/psf/fargo-to-pittsfield) - [Flights from Pensacola (PNS) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/pns/psf/pensacola-to-pittsfield) - [Flights from Ontario (ONT) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ont/psf/ontario-to-pittsfield) - [Flights from Richmond (RIC) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ric/psf/richmond-to-pittsfield) - [Flights from Cincinnati (CVG) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/cvg/psf/cincinnati-to-pittsfield) - [Flights from Burlington (BTV) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/btv/psf/burlington-to-pittsfield) - [Flights from New Haven (HVN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/hvn/psf/new-haven-to-pittsfield) - [Hopscotch Air Nantucket (ACK) to Pittsfield (PSF) flights ](https://www.expedia.com/lp/flight-routes/hopscotch-air-from-nantucket-memorial-to-pittsfield-municipal/o2/ack/psf) - [Flights from Tucson (TUS) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/tus/psf/tucson-to-pittsfield) - [Flights from Newburgh (SWF) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/swf/psf/newburgh-to-pittsfield) - [Flights from Reno (RNO) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/rno/psf/reno-to-pittsfield) - [Hopscotch Air Burbank (BUR) to Pittsfield (PSF) flights ](https://www.expedia.com/lp/flight-routes/hopscotch-air-from-hollywood-burbank-to-pittsfield-municipal/o2/bur/psf) - [Flights from Louisville (SDF) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/sdf/psf/louisville-to-pittsfield) - [Flights from Barcelona (BCN) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bcn/psf/barcelona-to-pittsfield) - [Flights from Des Moines (DSM) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/dsm/psf/des-moines-to-pittsfield) - [Flights from Tri-Cities (TRI) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/tri/psf/tri-cities-to-pittsfield) - 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[Hopscotch Air Islip (ISP) to Pittsfield (PSF) flights ](https://www.expedia.com/lp/flight-routes/hopscotch-air-from-macarthur-to-pittsfield-municipal/o2/isp/psf) - [Flights from Xi'an (XIY) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/xiy/psf/xian-to-pittsfield) - [Flights from El Paso (ELP) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/elp/psf/el-paso-to-pittsfield) - [Flights from Ithaca (ITH) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/ith/psf/ithaca-to-pittsfield) - [Flights from Burbank (BUR) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/bur/psf/burbank-to-pittsfield) - [Flights from Stuart (SUA) to Pittsfield (PSF) ](https://www.expedia.com/lp/flights/sua/psf/stuart-to-pittsfield) - [Berkshire Museum ](https://www.expedia.com/Berkshire-Museum-Pittsfield.d553248621532665288.Vacation-Attraction) - [Berkshire Athenaeum ](https://www.expedia.com/Berkshire-Athenaeum-Pittsfield.d553248621532665287.Vacation-Attraction) - [Canoe Meadows Wildlife Sanctuary ](https://www.expedia.com/Canoe-Meadows-Wildlife-Sanctuary-Pittsfield.d553248621532665285.Vacation-Attraction) - [Herman Melville's Arrowhead ](https://www.expedia.com/Herman-Melvilles-Arrowhead-Pittsfield.d553248621532665284.Vacation-Attraction) - [Car rental Pittsfield Airport (PSF) ](https://www.expedia.com/Car-Rentals-In-Pittsfield-Municipal.d6031274.Car-Rental-Guide) \*Available to One Key members.