Cheap Flights from Portland (PWM) to Great Barrington (GBR)

Popular airlines from Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza)

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Frequently asked questions

How much does a flight from Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza) cost?
Grab a cheap one-way flight or cheap return flight from Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza) 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 Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza)?
is the least expensive month to fly from PWM to GBR. Traveling during quieter months is often the key to finding a great deal.
What is the cheapest airline that flies from Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza)?
Use the filter tool on Expedia to compare different airlines and find the most affordable carrier that'll take you from PWM to GBR. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
How many flights per day from Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza)?
You'll have to book a flight with a layover when traveling from Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from PWM to GBR?
You'll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary 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 Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza)?
To avoid possible delays on the Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza) route, aim to travel before 3 PM. Later flights 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 Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza) last-minute?
Last-minute fares from PWM to GBR are generally more expensive. For the lowest prices, start looking for flights early. That said, if you can play around with your travel dates, it's possible to score a cheap ticket right before your trip.
Is it cheaper to book a PWM to GBR flight and hotel package?
You'll typically save money by booking a PWM to GBR 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 everything in one convenient place. After selecting your ideal accommodations and flights, consider other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to Great Barrington, MA (GBR-Walter J. Koladza)?
In most cases, you're able to cancel or reschedule your PWM to GBR flight. However, there may be additional fees, especially if you made your booking over 24 hours ago. Check your itinerary for the airline's fees and rules on flight changes, or if you want more information, head to our Customer Service portal.

Travel information

Origin airport
Portland Intl. Jetport
Destination airport
Walter J. Koladza
Distance
186 mi

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Portland to Great Barrington Flights

The cheapest times to fly from Portland to Great Barrington

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

 

The best time to book a flight from Portland to Great Barrington

Sunday is one of the best days to book for cheap flights from Portland to Great Barrington: 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 Great Barrington

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 Great Barrington 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 Great Barrington 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 Great Barrington 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 Great Barrington Flights

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*Available to One Key members.