Cheap Flights from Madison (MSN) to Pittsfield (PSF)

Popular airlines from Dane County Regional Airport (MSN) to Pittsfield, MA (PSF-Pittsfield Municipal)

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Frequently asked questions

How much does a flight from Dane County Regional Airport (MSN) to Pittsfield, MA (PSF-Pittsfield Municipal) cost?
Secure a cheap one-way flight or cheap return flight from Dane County Regional Airport (MSN) 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 Dane County Regional Airport (MSN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Traveling in may help you find better deals, as it's the cheapest month for flights between MSN and PSF. You'll often find the lowest fares during the off-season.
What is the cheapest airline that flies from Dane County Regional Airport (MSN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
To find the cheapest airline flying from MSN to PSF, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Dane County Regional Airport (MSN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
You'll need to catch a flight with a layover if you're traveling from Dane County Regional Airport (MSN) 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 discover an option that works for you.
What day of the week has the most flights from MSN to PSF?
Generally you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* But this can change based on the season, carrier 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 Dane County Regional Airport (MSN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
To avoid potential delays on the Dane County Regional Airport (MSN) to Pittsfield, MA (PSF-Pittsfield Municipal) route, aim to travel before 3 PM. Later flights have a 22% higher chance of being canceled.**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 Dane County Regional Airport (MSN) to Pittsfield, MA (PSF-Pittsfield Municipal) last-minute?
Last-minute fares from MSN to PSF are typically more expensive. For the lowest rates, start searching for flights well ahead of time. That said, if your travel plans are flexible, you may score a cheap fare right before your journey.
Is it cheaper to book a MSN to PSF flight and hotel package?
Booking a MSN to PSF flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Pick from our impressive range of stays and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Dane County Regional Airport (MSN) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Usually, it's possible to reschedule or cancel your MSN to PSF flight. However, for bookings made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Dane County Regional
Destination airport
Pittsfield Municipal
Distance
814 mi

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Madison to Pittsfield Flights

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

 

The best time to book a flight from Madison to Pittsfield

Sunday is one of the best days to book for cheap flights from Madison 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 Madison 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 Madison to Pittsfield in 2026. 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 Madison 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 Madison 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.

 

Madison to Pittsfield Flights

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