Cheap Flights from New Haven (HVN) to Pittsfield (PSF)

Popular airlines from New Haven, CT (HVN-Tweed - New Haven Regional) to Pittsfield, MA (PSF-Pittsfield Municipal)

Frequently asked questions

How much does a flight from Tweed - New Haven Regional Airport (HVN) to Pittsfield, MA (PSF-Pittsfield Municipal) cost?
Secure a cheap one-way flight or cheap return flight from Tweed - New Haven Regional Airport (HVN) 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 Tweed - New Haven Regional Airport (HVN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
is the most affordable month to fly from HVN to PSF. Traveling during an off-peak travel window is often the key to better flight prices.
What is the cheapest airline that flies from Tweed - New Haven Regional Airport (HVN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
To find the cheapest airline flying from HVN to PSF, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Tweed - New Haven Regional Airport (HVN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
There aren't any daily direct flights departing from Tweed - New Haven Regional Airport (HVN) to Pittsfield, MA (PSF-Pittsfield Municipal). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from HVN to PSF?
You'll typically find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Tweed - New Haven Regional Airport (HVN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
To avoid possible delays on the Tweed - New Haven Regional Airport (HVN) to Pittsfield, MA (PSF-Pittsfield Municipal) route, aim to fly before 3 PM. Departures after this time 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 Tweed - New Haven Regional Airport (HVN) to Pittsfield, MA (PSF-Pittsfield Municipal) last-minute?
Booking your plane ticket from HVN to PSF just before your trip is typically more expensive. However, if you're flexible with your departure times and dates, you could bag a cheap last-minute fare.
Is it cheaper to book a HVN to PSF flight and hotel package?
You'll generally save money by booking a HVN to PSF flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've selected your preferred flights and accommodations, consider adding extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Tweed - New Haven Regional Airport (HVN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Usually, it's possible to reschedule or cancel your HVN to PSF flight. However, for bookings made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Tweed - New Haven Regional
Destination airport
Pittsfield Municipal
Distance
82 mi

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New Haven to Pittsfield Flights

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

 

The best time to book a flight from New Haven to Pittsfield

Sunday is one of the best days to book for cheap flights from New Haven 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 New Haven 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 New Haven 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 New Haven 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 New Haven 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.

 

New Haven to Pittsfield Flights

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*Available to One Key members.