Cheap Flights from Cleveland (CLE) to Pittsfield (PSF)

Popular airlines from Cleveland Hopkins International Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal)

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Frequently asked questions

How much does a flight from Hopkins Intl. Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal) cost?
Grab a cheap one-way flight or cheap return flight from Hopkins Intl. Airport (CLE) 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 Hopkins Intl. Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
The cheapest month to fly from CLE to PSF is , when there's less demand. Off-peak season is usually when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Hopkins Intl. Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll take you from CLE to PSF. Then, sort your results by "Price (lowest to highest)" to score a great deal.
How many flights per day from Hopkins Intl. Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
There aren't any daily nonstop flights from Hopkins Intl. Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal). But you can book flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be soaring above the clouds in no time at all.
What day of the week has the most flights from CLE to PSF?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be 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 Hopkins Intl. Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
To avoid possible delays on the Hopkins Intl. Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal) route, fly before 3 PM. Later departures 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 Hopkins Intl. Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal) last-minute?
Last-minute fares from CLE to PSF are typically more expensive. For the lowest rates, start searching for flights early. That being said, if your travel plans are flexible, it's possible to land a cheap fare right before your journey.
Is it cheaper to book a CLE to PSF flight and hotel package?
Opting for a CLE to PSF flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Select from our extensive range of stays and then add flights, car rentals 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 Hopkins Intl. Airport (CLE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
If you reserved your CLE to PSF flight within the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of ticket you have, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you'd like more information.

Travel information

Travel information

Origin airport
Hopkins Intl.
Destination airport
Pittsfield Municipal
Distance
444 mi

Book with confidence

Book with confidence

Cleveland to Pittsfield Flights

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

 

The best time to book a flight from Cleveland to Pittsfield

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

 

Cleveland to Pittsfield Flights

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