Cheap Flights from San Diego (SDM) to Pittsfield (PSF)

Popular airlines from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal)

Frequently asked questions

How much does a flight from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal) cost?
Snag a cheap one-way flight or cheap return flight from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal)?
The cheapest month to fly from SDM to PSF is , when demand is low. Off-peak months are generally when airlines offer lower prices between these airports.
What is the cheapest airline that flies from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Expedia's filter tool lets you easily compare airlines, flight times and baggage options all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest SDM to PSF flight.
How many flights per day from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Direct flights from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from SDM to PSF?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Select a flight from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal) that takes off before 3 PM to reduce the likelihood of delays. Later departures have a 22% higher chance of being canceled, on average.**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 San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal) last-minute?
Booking your plane ticket from SDM to PSF just before your journey is usually more expensive. However, if you're flexible with your schedule, you could land a cheap last-minute fare.
Is it cheaper to book a SDM to PSF flight and hotel package?
Opting for a SDM to PSF flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Select from our wide range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from San Diego, CA (SDM-Brown Field Municipal) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Typically, you can modify or cancel your SDM to PSF flight. However, additional fees may apply, especially if your booking was made over 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you want more details, go to our Customer Service portal.

Travel information

Travel information

Origin airport
Brown Field Municipal
Destination airport
Pittsfield Municipal
Distance
2460 mi

Book with confidence

Book with confidence

San Diego to Pittsfield Flights

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

 

The best time to book a flight from San Diego to Pittsfield

Sunday is one of the best days to book for cheap flights from San Diego 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 San Diego 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 San Diego 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 San Diego 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 San Diego 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.

 

San Diego to Pittsfield Flights

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*Available to One Key members.