Title: Cheap Flights to Pittsfield , VT from CA $224 - Expedia.ca ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Pittsfield , VT from CA $224 [View CA $224 flight on Wed, Nov 19, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:JFK,to:LEB,departure:19/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:223.70&airProductToken=AQpdCi0IwmwSAzMxOBipUSDBkwEoocD9AjDrwP0COFBAAFgBagJBTnIIUEk0UVVFWTUKLAjCbBIENTE3MhjBkwEgiwko5cH9AjCmwv0COFpAAVgBagJBTnIGWkgwQkVOEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers 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 [Pittsfield Travel Guide](https://expedia.ca/Pittsfield.dx184066)[Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d184066.Destination-Travel-Guides) ## Popular airlines to Pittsfield - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Pittsfield, Vermont, United States of America,departure:09/10/2025TANYT&leg2=from:Pittsfield, Vermont, United States of America,to:CMH,departure:16/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![Cape Air](https://a.travel-assets.com/air/airlines/9k_sq.svg) Cape Air [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Pittsfield, Vermont, United States of America,departure:09/10/2025TANYT&leg2=from:Pittsfield, Vermont, United States of America,to:CMH,departure:16/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"9K"}}]) ![notification illustration](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\* ![deals illustration](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\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## How much is the cheapest flight to Pittsfield? Prices were available within the past 7 days and start at CA $224 for one-way flights and CA $530 for 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) Wed, Oct 8 - Sun, Oct 12 BUF Buffalo RUT Rutland CA $530 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:RUT,departure:08/10/2025TANYT&leg2=from:RUT,to:BUF,departure:12/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:530.00&airProductToken=AQpeCi0IwmwSAzcxNhiBLSDBkwEo1OX5AjCo5vkCOFBAAFgBagJBTnIIUEk0UVJFWTUKLQjCbBIENTEwMxjBkwEgkZ0BKIzo-QIw3Oj5AjhSQAFYAWoCQU5yBlJIMEJFTgpfCi0IwmwSBDUxMDAYkZ0BIMGTASjokvoCMLWT-gI4UkAAWAFqAkFOcgZSSDBCRU4KLgjCbBIEMTMxNRjBkwEggS0o4pT6AjDFlfoCOE9AAVgBagJBTnIIT0k0UVJFWTUSCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Nov 12 - Thu, Dec 4 YYZ Toronto LEB Lebanon CA $606 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:LEB,departure:12/11/2025TANYT&leg2=from:LEB,to:YYZ,departure:04/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:605.20&airProductToken=AQqSAQoxCMGCARIENDU1ORiYzgEgqVEo9e_8AjDt8PwCOE9AAFgBagRNQUlOcghPVkFDWlNNMQoxCMGCARIENDM0ORipUSDBkwEosvP8AjCC9PwCOE9AAVgBagRNQUlOcghPVkFDWlNNMQoqCLmWARIEMTg4MRjBkwEgiwko8PT8AjCx9fwCOFNAAVgBagJFUnIDU0lQCpIBCioIuZYBEgQxODcwGIsJIMGTASi45_4CMP7n_gI4U0AAWAFqAkVScgNTSVAKMQjBggESBDQ3MDkYwZMBIMsBKKTp_gIw-un-AjhPQAFYAWoETUFJTnIIT1ZBQ1pTTTEKMQjBggESBDQ0MzgYywEgmM4BKJLs_gIwgu3-AjhPQAFYAWoETUFJTnIIT1ZBQ1pTTTESCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Nov 4 - Tue, Nov 18 YYZ Toronto LEB Lebanon CA $628 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:LEB,departure:04/11/2025TANYT&leg2=from:LEB,to:YYZ,departure:18/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:627.98&airProductToken=AQqcAQo2CMSYARIENTE4MxiYzgEgywEouJX8AjCplvwCOFhAAFgBaglNQUlOQ0xBU0NyCFhBVVNBME1MCjYIxJgBEgQ1Nzg3GMsBIMGTASijl_wCMPmX_AI4WEABWAFqCU1BSU5DTEFTQ3IIWEFVU0EwTUwKKgi5lgESBDE4NzUYwZMBIIsJKMOY_AIwhJn8AjhTQAFYAWoCRVJyA1NJUAqcAQoqCLmWARIEMTg3MBiLCSDBkwEouLP9AjD-s_0COFNAAFgBagJFUnIDU0lQCjYIxJgBEgQ1NzQ0GMGTASDLASjktP0CML61_QI4VkABWAFqCU1BSU5DTEFTQ3IIVkFWU0EwTUwKNgjEmAESBDUyMzMYywEgmM4BKO62_QIw2rf9AjhWQAFYAWoJTUFJTkNMQVNDcghWQVZTQTBNTBIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Mon, Oct 20 - Mon, Nov 3 YEG Edmonton LEB Lebanon CA $790 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YEG,to:LEB,departure:20/10/2025TANYT&leg2=from:LEB,to:YEG,departure:03/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:789.20&airProductToken=AQpnCh8I16YBEgMyNjYYmDEgmBYoiO76AjDB7voCOExAAFgBCiEI16YBEgQxNjIyGJgWIMGTASiy7_oCMNTx-gI4TEABWAEKIQi5lgESBDE4NzEYwZMBIIsJKOD4-gIwofn6AjhLQAFYAQpnCiEIuZYBEgQxODgwGIsJIMGTASjsjvwCMLKP_AI4U0AAWAEKIAjBpgESAzQ1ORjBkwEgkgEo8JX8AjD7mPwCOE9AAVgBCiAIwaYBEgQyMjcxGJIBIJgxKJaa_AIwiZv8AjhPQAFYARIKCAEQARgBKgJBUxgBIgQIARABKAQwAQ) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Tue, Jun 16 - Tue, Jun 30 YEG Edmonton RUT Rutland CA $1,636 Roundtrip found 7 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YEG,to:RUT,departure:16/06/2026TANYT&leg2=from:RUT,to:YEG,departure:30/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1635.77&airProductToken=AQqLAQouCMGmARIEMzQwNhiYMSCSASjK848DMML0jwM4UUAAWAFqAk1BcghRSDJPQVNNTgouCMGmARIDNTM2GJIBIMGTASjQ9o8DMJL5jwM4UUABWAFqAk1BcghRSDRPQVZNTgopCLmWARICNTUYwZMBIJGdASiN-o8DMM76jwM4U0ABWAFqAkVScgNTSVAKiwEKKQi5lgESAjUyGJGdASDBkwEoiIuRAzDHi5EDOFNAAFgBagJFUnIDU0lQCi4IwaYBEgM1MzcYwZMBIJIBKICMkQMw_I6RAzhMQAFYAWoCTUFyCExIN09BU01OCi4IwaYBEgQzNDA2GJIBIJgxKOiPkQMw2ZCRAzhTQAFYAWoCTUFyCFNIMk9BU01OEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) Expedia.ca gives you the best tools to secure great deals on flights to Pittsfield. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Pittsfield. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Pittsfield. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Pittsfield flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Pittsfield. Looking to save even more? Get additional savings by bundling your Pittsfield flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Pittsfield trip! Flights to Pittsfield information | Destination airport | Lebanon Municipal | | --- | --- | | Destination airport IATA code | LEB | | Destination city name | Lebanon | | Roundtrip price | CA $542 | ## Need more than a Flight to Pittsfield? Heading to Pittsfield? Explore Pittsfield with Expedia's Travel Guides to find the best hotels, vacation packages, car rental deals and more! [Pittsfield Hotels](https://expedia.ca/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide) ## Trending flights to Pittsfield Prices were available within the past 7 days and start at CA $224 for one-way flights and CA $530 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Nov 19 - Wed, Nov 19 YYZ Toronto LEB Lebanon CA $598 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:LEB,departure:19/11/2025TANYT&leg2=from:LEB,to:YYZ,departure:19/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:597.48&airProductToken=AQppCiEIxJgBEgQ1MDY2GJjOASCpUSiUvv0CMJa__QI4VkAAWAEKIQjEmAESBDU3MzMYqVEgwZMBKIPA_QIw08D9AjhWQAFYAQohCLmWARIEMTg3NRjBkwEgiwkoo8H9AjDkwf0COFNAAVgBCmkKIQi5lgESBDE4ODAYiwkgwZMBKOzC_QIwssP9AjhTQABYAQohCMSYARIENTcxNhjBkwEgywEooMT9AjD-xP0COFZAAVgBCiEIxJgBEgQ1MTg4GMsBIJjOASi7xf0CMKTG_QI4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental ### Lodging - [4 Star Hotels in Killington](https://www.expedia.ca/4Star-Killington-Hotels.s40-0-d10780.Travel-Guide-Filter-Hotels) - 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[Resorts in Killington](https://www.expedia.ca/Killington-Resort-Hotels.d10780-aaResortHotels.Travel-Guide-Accommodation) - [Riads in Killington](https://www.expedia.ca/Killington-Riads.d10780-aaRiads.Travel-Guide-Accommodation) - [Townhomes in Killington](https://www.expedia.ca/Killington-Townhomes.d10780-aaTownhomes.Travel-Guide-Accommodation) - [Villas in Killington](https://www.expedia.ca/Killington-Villas.d10780-aaVillas.Travel-Guide-Accommodation) - [Adults Only Resorts & in North Sherburne](https://www.expedia.ca/North-Sherburne-Killington-Hotels-Adults-Only-Resorts.0-n553248635975848264-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in North Sherburne](https://www.expedia.ca/North-Sherburne-Killington-Hotels-Pet-Friendly-Hotel.0-n553248635975848264-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [North Sherburne Hotels](https://www.expedia.ca/North-Sherburne-Killington-Hotels.0-n553248635975848264-0.Travel-Guide-Filter-Hotels) - [B&B in Stockbridge](https://www.expedia.ca/Stockbridge-Bed-And-Breakfast.d6357893-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Cheap-Hotels.0-0-d6357893-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Hotels-With-Balconies.0-0-d6357893-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Pet-Friendly-Hotel.0-0-d6357893-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Stockbridge Hotels](https://www.expedia.ca/Stockbridge-Hotels.d6357893.Travel-Guide-Hotels) - [Vacation Homes in Stockbridge](https://www.expedia.ca/Stockbridge-Private-Vacation-Homes.d6357893-aaPrivateVacationHomes.Travel-Guide-Accommodation) ### Flights - [Flights to Barnard](https://www.expedia.ca/Cheap-Flights-To-Barnard.d184038.Travel-Guide-Flights) - [Flights to Barre](https://www.expedia.ca/Cheap-Flights-To-Barre.d6007.Travel-Guide-Flights) - [Flights to Berlin Corners](https://www.expedia.ca/Cheap-Flights-To-Berlin-Corners.d6025629.Travel-Guide-Flights) - [Flights to Bradford](https://www.expedia.ca/Cheap-Flights-To-Bradford.d184040.Travel-Guide-Flights) - [Flights to Brookfield](https://www.expedia.ca/Cheap-Flights-To-Brookfield.d184041.Travel-Guide-Flights) - [Flights to Brownsville](https://www.expedia.ca/Cheap-Flights-To-Brownsville.d11927.Travel-Guide-Flights) - [Flights to Castleton](https://www.expedia.ca/Cheap-Flights-To-Castleton.d6144882.Travel-Guide-Flights) - [Flights to Central Vermont](https://www.expedia.ca/Cheap-Flights-To-Central-Vermont.d6057337.Travel-Guide-Flights) - [Flights to Corinth](https://www.expedia.ca/Cheap-Flights-To-Corinth.d6060133.Travel-Guide-Flights) - [Flights to Cornwall](https://www.expedia.ca/Cheap-Flights-To-Cornwall.d3000459611.Travel-Guide-Flights) - [Flights to Hartford](https://www.expedia.ca/Cheap-Flights-To-Hartford.d3000459649.Travel-Guide-Flights) - [Flights to Killington](https://www.expedia.ca/Cheap-Flights-To-Killington.d10780.Travel-Guide-Flights) - [Flights to Mendon](https://www.expedia.ca/Cheap-Flights-To-Mendon.d181428.Travel-Guide-Flights) - [Flights to Middlebury - Warren](https://www.expedia.ca/Cheap-Flights-To-Middlebury-Warren.d6057392.Travel-Guide-Flights) - [Flights to Montpelier](https://www.expedia.ca/Cheap-Flights-To-Montpelier.d8798.Travel-Guide-Flights) - [Flights to Norwich](https://www.expedia.ca/Cheap-Flights-To-Norwich.d184063.Travel-Guide-Flights) - [Flights to Panton](https://www.expedia.ca/Cheap-Flights-To-Panton.d3000473565.Travel-Guide-Flights) - [Flights to Peru](https://www.expedia.ca/Cheap-Flights-To-Peru.d180927.Travel-Guide-Flights) - [Flights to Proctor](https://www.expedia.ca/Cheap-Flights-To-Proctor.d3000459714.Travel-Guide-Flights) - [Flights to Quechee](https://www.expedia.ca/Cheap-Flights-To-Quechee.d9580.Travel-Guide-Flights) - [Flights to Rutland Southern Vermont Regional](https://www.expedia.ca/Cheap-Flights-To-Rutland-Southern-Vermont-Regional.d6031669.Travel-Guide-Flights) - [Flights to Rutland](https://www.expedia.ca/Cheap-Flights-To-Rutland.d3056.Travel-Guide-Flights) - [Flights to Shrewsbury](https://www.expedia.ca/Cheap-Flights-To-Shrewsbury.d6288218.Travel-Guide-Flights) - [Flights to Vergennes](https://www.expedia.ca/Cheap-Flights-To-Vergennes.d180878.Travel-Guide-Flights) - [Flights to Warren](https://www.expedia.ca/Cheap-Flights-To-Warren.d171287.Travel-Guide-Flights) - [Flights to Waterbury](https://www.expedia.ca/Cheap-Flights-To-Waterbury.d171541.Travel-Guide-Flights) - [Flights to Weston](https://www.expedia.ca/Cheap-Flights-To-Weston.d177460.Travel-Guide-Flights) - [Flights to White River Junction](https://www.expedia.ca/Cheap-Flights-To-White-River-Junction.d6294.Travel-Guide-Flights) - [Flights to Windsor](https://www.expedia.ca/Cheap-Flights-To-Windsor.d7881.Travel-Guide-Flights) - [Flights to Vermont](https://www.expedia.ca/Destinations-In-Vermont.d247.Flight-Destinations) ### Packages - [Green Mountain National Golf Course](https://www.expedia.ca/Green-Mountain-National-Golf-Course-Killington.d6115884.Vacation-Attraction) - [Killington Vacations](https://www.expedia.ca/Killington.d10780.Destination-Travel-Guides) - [Visit Killington](https://www.expedia.ca/Killington.dx10780) ### Cars - [Advantage Rent-A-Car Rental Cars in Killington](https://www.expedia.ca/Advantage-Rent-A-Car-Car-Rentals-In-Killington.d10780-c3.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Killington](https://www.expedia.ca/Avis-Car-Rentals-In-Killington.d10780-c41.Car-Rental-Guide-Suppliers) - [Car rental Killington](https://www.expedia.ca/Car-Rentals-In-Killington.d10780.Car-Rental-Guide) - [Enterprise Rental Cars in Killington](https://www.expedia.ca/Enterprise-Car-Rentals-In-Killington.d10780-c15.Car-Rental-Guide-Suppliers) - [Pickup Car Rentals in Killington](https://www.expedia.ca/Pickup-Car-Rentals-In-Killington.d10780-tPickup.Car-Rental-Guide-Class) ### Vacation Rental - [Killington Vacation Rentals](https://www.expedia.ca/Killington-Vacation-Rentals.d10780.Travel-Guide-VacationRentals) \*Available to Expedia members.