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

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

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Find available prices by choosing your travel dates.
Flights from Pittsfield (PSF) to Boston (BOS)
Origin airport
Pittsfield Municipal
Destination airport
Logan Intl.
Distance
116 mi

Pittsfield to Boston Flights

The cheapest times to fly from Pittsfield to Boston

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 Pittsfield to Boston are during the month of . You can find some of the cheapest flights from Pittsfield to Boston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Pittsfield to Boston

Sunday is one of the best days to book for cheap flights from Pittsfield to Boston: 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 Pittsfield to Boston

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 Pittsfield to Boston 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 Pittsfield to Boston 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 Pittsfield to Boston 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.

 

Frequently asked questions

Is it cheaper to buy a plane ticket from PSF to BOS last minute?
Being a spontaneous soul is an awesome way to travel around, but it isn’t necessarily the smartest method to score a cheap plane ticket. It’s better to book your PSF to Logan Intl. Airport journey well ahead of time rather than leaving it until the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave your spontaneity for when you get to Logan Intl. Airport!
What airports do you fly into for Boston from Pittsfield?
From Pittsfield, you can journey to Boston through Logan Intl. Airport (BOS), Manchester-Boston Regional Airport (MHT) and Provincetown Municipal Airport (PVC). Be sure to check which hub is right for you before you make a decision. If you decide to land at Logan Intl. Airport (BOS), it’s roughly 2 mi east of downtown. Use the dough you save when booking your seat with Expedia to enjoy the city’s popular sights, such as Fenway Park and Boston Common.
Can I change the date of my flight from PSF to Logan Intl. Airport (BOS)?
You can quickly make changes to your PSF to Logan Intl. Airport flight through the Expedia Trips portal. But before you make any amendments, look over the conditions and rules in your itinerary to learn what the airline will let you do and if charges apply. Some airlines have a change fee per person, on top of any difference in prices. But if you booked in the last 24 hours, you may be able to cancel for free and organize new flights. You can also stop by our Customer Service portal for further details and to chat with our Virtual Agent.

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