Cheap Flights from Portland (PDX) to Pittsfield (PSF)

Popular airlines from Portland International Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal)

Frequently asked questions

How much does a flight from Portland Intl. Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal) cost?
Get a cheap one-way flight or cheap return flight from Portland Intl. Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Portland Intl. Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal)?
The cheapest month to fly from PDX to PSF is , when demand is low. Off-peak season is typically when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Portland Intl. Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest PDX to PSF flight.
How many flights per day from Portland Intl. Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal)?
There are no daily nonstop flights departing from Portland Intl. Airport (PDX) 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 before you know it.
What day of the week has the most flights from PDX to PSF?
Usually you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can change depending 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 Portland Intl. Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Opt for a flight from Portland Intl. Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal) that leaves before 3 PM to reduce the risk of cancellations. Departures after this time 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 Portland Intl. Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal) last-minute?
Waiting until just before your departure to book your flight from PDX to PSF often results in higher prices. While you may come across some last-minute deals, they aren't always guaranteed. Be flexible with your travel plans for a better chance of scoring a bargain.
Is it cheaper to book a PDX to PSF flight and hotel package?
Booking a PDX to PSF flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Choose from our wide range of accommodations and then add car rentals, flights and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to Pittsfield, MA (PSF-Pittsfield Municipal)?
In most instances, you can cancel or modify your PDX to PSF flight. However, there may be additional fees, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you want further information, go to our Customer Service portal.

Travel information

Travel information

Origin airport
Portland Intl.
Destination airport
Pittsfield Municipal
Distance
2420 mi

Book with confidence

Book with confidence

Portland to Pittsfield Flights

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

 

The best time to book a flight from Portland to Pittsfield

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

 

Portland to Pittsfield Flights

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Explore a world of travel with Expedia

*Available to One Key members.