Cheap Flights from Jacksonville (CRG) to Pittsfield (PSF)

Popular airlines from Jacksonville, FL (CRG-Jacksonville Executive at Craig) to Pittsfield, MA (PSF-Pittsfield Municipal)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Frequently asked questions

How much does a flight from Jacksonville Executive at Craig Airport (CRG) to Pittsfield, MA (PSF-Pittsfield Municipal) cost?
Grab a cheap one-way flight or cheap return flight from Jacksonville Executive at Craig Airport (CRG) to Pittsfield, MA (PSF-Pittsfield Municipal) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Jacksonville Executive at Craig Airport (CRG) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Planning your getaway for is a great way to save, as it's the cheapest month for flights between CRG and PSF. You'll typically find the lowest fares during the off-season.
What is the cheapest airline that flies from Jacksonville Executive at Craig Airport (CRG) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Use the filters on Expedia to compare different airlines and find the cheapest carrier that'll take you from CRG to PSF. Then, sort your results by "Price (lowest to highest)" to snap up a good deal.
How many flights per day from Jacksonville Executive at Craig Airport (CRG) to Pittsfield, MA (PSF-Pittsfield Municipal)?
You'll need to take a flight with a layover when traveling from Jacksonville Executive at Craig Airport (CRG) to Pittsfield, MA (PSF-Pittsfield Municipal). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from CRG to PSF?
Typically you'll find the widest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* But this can change based 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 Jacksonville Executive at Craig Airport (CRG) to Pittsfield, MA (PSF-Pittsfield Municipal)?
To reach Pittsfield, MA (PSF-Pittsfield Municipal) on schedule, select a flight that leaves from Jacksonville Executive at Craig Airport (CRG) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Jacksonville Executive at Craig Airport (CRG) to Pittsfield, MA (PSF-Pittsfield Municipal) last-minute?
Last-minute fares from CRG to PSF are typically more expensive. For the best prices, start searching for flights well ahead of time. That said, if you're flexible with your travel plans, you may score a cheap fare right before you leave.
Is it cheaper to book a CRG to PSF flight and hotel package?
You can save money by booking a CRG to PSF flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After choosing your ideal flights and accommodations, consider adding extras such as tours, car rentals and activities.
Can I cancel or change the date of my flight from Jacksonville Executive at Craig Airport (CRG) to Pittsfield, MA (PSF-Pittsfield Municipal)?
You can usually cancel or reschedule your CRG to PSF flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
Jacksonville Executive at Craig
Destination airport
Pittsfield Municipal
Distance
951 mi

Book with confidence

Jacksonville to Pittsfield Flights

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

 

The best time to book a flight from Jacksonville to Pittsfield

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

 

Jacksonville to Pittsfield Flights

Explore a world of travel with Expedia

*Available to One Key members.