Title: $60 Cheap Flights to Pittsfield, VT - Expedia.com ![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) # $60 Cheap Flights to Pittsfield, VT [View $60 flight on Sat, Mar 14, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:BOS,to:LEB,departure:3/14/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:59.10&airProductToken=AQo6CjgIwmwSBDUxNzQYwZMBIIsJKPTQhwMwtdGHAzhVQABYAWoCQU5yBlVIMEJFTnoKCLmWARIEMTg4MRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) [Pittsfield Travel Guide](https://expedia.com/Pittsfield.dx184066)[Hotels in Pittsfield](https://expedia.com/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Car Rentals in Pittsfield](https://expedia.com/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.com/Pittsfield.d184066.Destination-Travel-Guides) ## Popular airlines to Pittsfield - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Pittsfield, Vermont, United States of America,departure:3/12/2026TANYT&leg2=from:Pittsfield, Vermont, United States of America,to:CMH,departure:3/19/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![](https://a.travel-assets.com/air/airlines/9k_sq.svg) Cape Air [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Pittsfield, Vermont, United States of America,departure:3/12/2026TANYT&leg2=from:Pittsfield, Vermont, United States of America,to:CMH,departure:3/19/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"9K"}}]) - ![](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) ## How much is the cheapest flight to Pittsfield? Prices were available within the past 7 days and start at $60 for one-way flights and $79 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) Sat, Mar 14 - Mon, Mar 16 BOS Boston LEB Lebanon $79 Roundtrip found 6 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:LEB,departure:3/14/2026TANYT&leg2=from:LEB,to:BOS,departure:3/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:78.21&airProductToken=AQoiCiAIwmwSBDUxNzIYwZMBIIsJKLDPhwMw8c-HAzhQQABYAQoiCiAIwmwSBDUxNzMYiwkgwZMBKNDmhwMwlueHAzhQQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sat, Mar 14 - Sun, Mar 15 BOS Boston LEB Lebanon $99 Roundtrip found 6 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:LEB,departure:3/14/2026TANYT&leg2=from:LEB,to:BOS,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:98.20&airProductToken=AQoiCiAIwmwSBDUxNzIYwZMBIIsJKLDPhwMw8c-HAzhQQABYAQoiCiAIwmwSBDUxNzEYiwkgwZMBKMHahwMwhtuHAzhVQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sun, Mar 1 - Mon, Mar 2 BOS Boston LEB Lebanon $119 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:LEB,departure:3/1/2026TANYT&leg2=from:LEB,to:BOS,departure:3/2/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:118.20&airProductToken=AQo6CjgIwmwSBDUxNzIYwZMBIIsJKMy9hgMwjb6GAzhVQABYAWoCQU5yBlVIMEJFTnoKCLmWARIEMTg3OQo6CjgIwmwSBDUxNjcYiwkgwZMBKLDFhgMw9sWGAzhVQABYAWoCQU5yBlVIMEJFTnoKCLmWARIEMTg3MBIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Sat, Feb 28 - Sun, Mar 1 BOS Boston LEB Lebanon $125 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:LEB,departure:2/28/2026TANYT&leg2=from:LEB,to:BOS,departure:3/1/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:124.45&airProductToken=AQosCioIuZYBEgQxODcxGMGTASCLCSjcr4YDMJ2whgM4VkAAWAFqAkVScgNWSVASCggBEAEYASoCSFIYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Mar 17 - Tue, Mar 31 DCA Washington LEB Lebanon $340 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DCA,to:LEB,departure:3/17/2026TANYT&leg2=from:LEB,to:DCA,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:339.29&airProductToken=AQpFCiAIxJgBEgQ1ODQxGEMgwZMBKIjvhwMw6u-HAzhWQABYAQohCLmWARIEMTg3NRjBkwEgiwkop_CHAzDo8IcDOFZAAVgBCkUKIQi5lgESBDE4NzAYiwkgwZMBKJSLiQMw2ouJAzhWQABYAQogCMSYARIENTY5MxjBkwEgQyi5jIkDMKiNiQM4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ## Alternative airports near Pittsfield Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:RUT,departure:3/12/2026TANYT&leg2=from:RUT,to:CMH,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) RUT Rutland Southern Vermont Regional Closest 37 min [Flights from $489 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:RUT,departure:3/12/2026TANYT&leg2=from:RUT,to:CMH,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:LEB,departure:3/12/2026TANYT&leg2=from:LEB,to:CMH,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) LEB Lebanon Municipal Cheapest 49 min [Flights from $465 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:LEB,departure:3/12/2026TANYT&leg2=from:LEB,to:CMH,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ![](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_) ## Frequently asked questions ### What month is the cheapest to fly to Pittsfield? ### Which US cities have the cheapest flights to Pittsfield? ### Which US cities fly direct to Pittsfield? ### How to find a cheap flight to Pittsfield? ### How to get a cheap last-minute flight to Pittsfield? ### How far in advance should I book a flight to Pittsfield? ### Which day of the week is the cheapest day to buy a plane ticket to Pittsfield? ### Which airlines fly to Pittsfield? > - American Airlines > - United Airlines > - Delta Air Lines > - Breeze Airways ### Where do you fly into Pittsfield? ### How far is the airport from central Pittsfield? ### Can I save money by booking a Pittsfield trip package? ### Can I change or cancel my flight to Pittsfield? \*Flight schedules are subject to change. ## Book with confidence # Tips to find the cheapest flights to Pittsfield **The cheapest day to fly** Get started finding a cheap flight to Pittsfield on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you. **The cheapest month to fly** March is the cheapest month to fly to Pittsfield. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Pittsfield. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute. **The most affordable time to book a flight** Typically, a Sunday can be the cheapest time to book a flight to Pittsfield, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation. **The cheapest round-trip tickets to Pittsfield** The lowest price for round-trip flights to Pittsfield in 2026 starts from from $79, while one-way tickets start from from $60\. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Pittsfield. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Pittsfield** JetBlue Airways, Cape Air, Delta are just some of the airlines that can typically offer cheap tickets to Pittsfield. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Pittsfield and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Pittsfield, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Pittsfield. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia. **Save with a package** With Expedia's amazing [package deals](https://www.expedia.com/package-deals), you could save hundreds of dollars by booking your Pittsfield plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving. **Date flexibility for the cheapest flights to Pittsfield** If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Pittsfield. **Stopover savings** The cheapest tickets to Pittsfield are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Pittsfield. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved. **Get Expedia's Price Drop Protection** Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference\*. This gives you peace of mind that you're getting one of the cheapest flights to Pittsfield for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members. \*Terms apply. **Use our Price Tracking feature** Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Pittsfield. Simply download the free Expedia app to your smart device and activate Pittsfield flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices. **Book with Expedia** As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Pittsfield. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too. Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages. ## Travel information | Destination airport | Lebanon Municipal | | ----------------------------- | ----------------- | | Destination airport IATA code | LEB | | Destination city name | Lebanon | | Roundtrip price | $78 | ## Trending flights to Pittsfield Prices were available within the past 7 days and start at $60 for one-way flights and $79 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) Sat, Mar 14 - Mon, Mar 16 BOS Boston LEB Lebanon $79 Roundtrip found 6 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:BOS,to:LEB,departure:3/14/2026TANYT&leg2=from:LEB,to:BOS,departure:3/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:78.21&airProductToken=AQoiCiAIwmwSBDUxNzIYwZMBIIsJKLDPhwMw8c-HAzhQQABYAQoiCiAIwmwSBDUxNzMYiwkgwZMBKNDmhwMwlueHAzhQQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Stockbridge Hotels ](https://www.expedia.com/Stockbridge-Hotels.d6357893.Travel-Guide-Hotels) - [B&B in Stockbridge ](https://www.expedia.com/Stockbridge-Bed-And-Breakfast.d6357893-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Stockbridge ](https://www.expedia.com/Stockbridge-Chalets.d6357893-aaChalets.Travel-Guide-Accommodation) - 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