Cheap Flights from Boston (BOS) to Pittsfield (PSF)

Popular airlines from Logan International Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal)

Frequently asked questions

How much does a flight from Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal) cost?
Secure a cheap one-way flight or cheap return flight from Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Flying in can help you save, as it's the cheapest month for flights between BOS and PSF. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest BOS to PSF flight.
How many flights per day from Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal)?
You'll have to book a flight with a layover when traveling from Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal). There are no daily direct flights on this route. However, just filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from BOS to PSF?
Usually you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* However, this can change based on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal)?
To avoid potential delays on the Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal) route, aim to travel before 3 PM. Later departures have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal) last-minute?
Booking your plane ticket from BOS to PSF just before your trip is generally more expensive. But if you're flexible with your schedule, you could grab a cheap last-minute fare.
Is it cheaper to book a BOS to PSF flight and hotel package?
You'll generally save money by securing a BOS to PSF flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one convenient place. After choosing your preferred accommodations and flights, consider other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Pittsfield, MA (PSF-Pittsfield Municipal)?
If you booked your BOS to PSF flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more details.

Travel information

Travel information

Origin airport
Logan Intl.
Destination airport
Pittsfield Municipal
Distance
116 mi

Book with confidence

Book with confidence

Boston to Pittsfield Flights

The cheapest times to fly from Boston to Pittsfield

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Boston to Pittsfield are during the month of . You can find some of the cheapest flights from Boston to Pittsfield with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Boston to Pittsfield

Sunday is one of the best days to book for cheap flights from Boston to Pittsfield: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Boston to Pittsfield

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Boston to Pittsfield in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Boston to Pittsfield flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Boston to Pittsfield airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Boston to Pittsfield Flights

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*Available to One Key members.