Cheap Flights from Milwaukee (MKE) to Pittsfield (PSF)

Popular airlines from General Mitchell Intl. Airport (MKE) 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 General Mitchell Intl. Airport (MKE) to Pittsfield, MA (PSF-Pittsfield Municipal) cost?
Snag a cheap one-way flight or cheap return flight from General Mitchell Intl. Airport (MKE) 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 General Mitchell Intl. Airport (MKE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
The cheapest month to fly from MKE to PSF is , when there's less demand. Off-peak season is usually when better flight deals are available between these airports.
What is the cheapest airline that flies from General Mitchell Intl. Airport (MKE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll fly you from MKE to PSF. Then, sort your results by "Price (lowest to highest)" to snap up a good deal.
How many flights per day from General Mitchell Intl. Airport (MKE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
You'll have to catch a flight with a layover when traveling from General Mitchell Intl. Airport (MKE) 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 MKE to PSF?
Usually you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* But this can change depending 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 General Mitchell Intl. Airport (MKE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
Select a flight from General Mitchell Intl. Airport (MKE) to Pittsfield, MA (PSF-Pittsfield Municipal) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Later departures 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.
What airports do you fly into for Pittsfield from General Mitchell Intl. Airport (MKE)?
If you're on a direct flight from General Mitchell Intl. Airport (MKE) to Pittsfield, Bradley Intl. Airport (BDL) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from General Mitchell Intl. Airport (MKE) to Pittsfield, MA (PSF-Pittsfield Municipal) last-minute?
Last-minute bookings from MKE to PSF are typically more expensive. To secure the best rates, start looking for flights well ahead of time. That said, if you're flexible with your travel plans, it's possible to score a cheap ticket right before you leave.
Is it cheaper to book a MKE to PSF flight and hotel package?
You'll generally save money by securing a MKE to PSF flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. Once you've chosen your ideal flights and accommodations, consider other add-ons like car rentals, activities and tours.
Can I cancel or change the date of my flight from General Mitchell Intl. Airport (MKE) to Pittsfield, MA (PSF-Pittsfield Municipal)?
In most cases, you can cancel or reschedule your MKE to PSF flight. However, additional fees may apply, especially if you booked more than 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you need more details, go to our Customer Service portal.

Travel information

Origin airport
General Mitchell Intl.
Destination airport
Pittsfield Municipal
Distance
741 mi

Book with confidence

Milwaukee to Pittsfield Flights

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

 

The best time to book a flight from Milwaukee to Pittsfield

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

 

Milwaukee to Pittsfield Flights

Explore a world of travel with Expedia

*Available to One Key members.