Cheap Flights to Pittsfield: Pittsfield Flight Deals

View €1,352 flight on Mon, 25 Aug 2025Opens in a new window

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Cheap round-trip flights to Pittsfield

Prices were available within the past 7 days and start at €1,352 for one-way flights and €1,343 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, 25 Aug - Fri, 29 Aug
DUB
Dublin
RUT
Rutland
€1,343 Return, found 1 hour ago
€1,343
Return
found 1 hour ago
Select United flight, departing Mon, 25 Aug from Dublin to Rutland, returning Fri, 29 Aug, priced at €1,343 found 1 hour ago
United
Thu, 18 Sep - Thu, 25 Sep
DUB
Dublin
LEB
Lebanon
€1,345 Return, found 5 days ago
€1,345
Return
found 5 days ago
Select United flight, departing Thu, 18 Sep from Dublin to Lebanon, returning Thu, 25 Sep, priced at €1,345 found 5 days ago
United
Mon, 25 Aug - Fri, 29 Aug
DUB
Dublin
RUT
Rutland
€1,355 Return, found 1 hour ago
€1,355
Return
found 1 hour ago
Select United flight, departing Mon, 25 Aug from Dublin to Rutland, returning Fri, 29 Aug, priced at €1,355 found 1 hour ago
United
Mon, 25 Aug - Fri, 29 Aug
DUB
Dublin
RUT
Rutland
€1,460 Return, found 1 hour ago
€1,460
Return
found 1 hour ago
Select United flight, departing Mon, 25 Aug from Dublin to Rutland, returning Fri, 29 Aug, priced at €1,460 found 1 hour ago
United
Mon, 25 Aug - Fri, 29 Aug
DUB
Dublin
RUT
Rutland
€1,463 Return, found 1 hour ago
€1,463
Return
found 1 hour ago
Select United flight, departing Mon, 25 Aug from Dublin to Rutland, returning Fri, 29 Aug, priced at €1,463 found 1 hour ago

Expedia.ie is an online travel company that specialises in securing the best prices for flights to Pittsfield. With Expedia you get highly specialised services, combining the best of technology, in-depth knowledge and the best connections in order to offer great deals to Pittsfield. Expedia shares your passion for travel and has built the best online travel service that promotes and encourages travel. Whether you are looking for cheap flights to Pittsfield, or are just on the lookout for the best flights to Pittsfield, you are sure to find the best deals with Expedia.ie.

"One of the many benefits of booking your flights through Expedia is that we are one of the world’s largest online travel agency, which means we use our collective experience and work tirelessly to bring you the best prices. With Expedia you get a user-friendly internet experience and a dedicated customer support service that ensures that everything goes smoothly. The goal of Expedia is to offer premium services at the lowest price, all at one single place. If you wish to save even more try combing a hotel in Pittsfield to your flight and create a personalised low cost city break or holiday to your favourite destination. Book early and you could save even more!

If you have an Expedia.ie itinerary number and have a question or concern about your travel plans you can call us on (01) 524 5005 from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends and an Expedia agent will help you.

Frequently asked questions

What is the name of Pittsfield's airport?
If you're travelling by plane, you won't have to ponder too long which airport to choose. Pittsfield has just one – Lebanon Municipal Airport (LEB).
How far is Lebanon Municipal Airport (LEB) from central Pittsfield?
The journey from LEB to downtown Pittsfield is fairly long. You'll have to travel 48 kilometres before you can drop your bags at your hotel in the city.
What airport is best to fly into Pittsfield?
Jump off the plane at Lebanon Airport and you'll be sitting 48 kilometres from downtown. VSF is another big airport in Pittsfield. It sits 56 kilometres from the city centre.
How many airlines fly to Pittsfield?
If you're travelling to Pittsfield, there isn't much choice. Just a single airline operates on the route — get in quick to score the best deal.
Which airlines fly to Pittsfield?
The majority of flights into Pittsfield are offered by Cape Air. The most popular route is from Boston, and Cape Air flies this route the most often.
How many nonstop flights are there to Pittsfield?
With around 42 direct flights operating each week, you'll be touching down in Pittsfield before you can ask, "Are we there yet?"
Where are the most popular flights to Pittsfield departing from?
Flights departing from Boston to Pittsfield usually get booked the fastest.
How long is the flight to Pittsfield Airport?
Expect a flight duration of approximately 57 minutes between Boston and Pittsfield.
How to book the cheapest flight to Pittsfield?
We all know those fortunate travellers who somehow manage to land wonderfully cheap fares whenever they fly. Would you like to know how to do it for your Pittsfield holiday? Don't wait until the last moment to secure your flight. Also, do some online research and compare your options. If your destination has a few airports, you may be able to score a better deal by flying into one a little farther out. Lastly, another easy way to save some cash is be ready to book at a moment's notice. If you find a good bargain, don't hold off — grab it while the opportunity's there.
How to survive the flight to Pittsfield?
If you're poorly prepared, air travel can be challenging. But don't hit the panic button just yet. Follow these helpful hints for a hassle-free start to your getaway in Pittsfield.What to pack in your hand luggage:

  • A plane ride can be a stress-free experience if you bring the right gear. Firstly, you'll need basic toiletries, such as lip balm and hand cream, a fresh set of clothes and a good book. Secondly, find a spot in your bag for your phone, tablet and chargers, your important medications and perhaps a quality neck pillow too. Last, but definitely not least, don't forget to take your passport, travel papers and some money.

Do not pack the following items in your hand luggage:

  • Make sure you don't have a pocket knife hiding in your carry-on luggage. Other prohibited items include explosive or flammable substances, such as fuel and fireworks, and gels and liquids in containers with a capacity of more than 3.4 ounces (100 milliliters).

What to wear on a flight:

  • The best way to ensure a comfortable flight is as simple as your choice in clothes. Prepare for changes in temperature by bringing layers. This will keep you nice and warm if the cabin gets too cold. Shoes like flip flops and heels are best left in your suitcase. Even though they may be your favourites, opt for flat, closed-toed footwear like sneakers. Your feet will thank you later.
  • The condition known as DVT (deep vein thrombosis) is a potential risk on long-haul flights. It's the result of blood clots forming due to poor circulation. Doing regular leg and foot exercises while seated is a great way to prevent this developing. Wearing a high-quality pair of compression tights or socks may also help.

How to get through airport security fast when flying to Pittsfield?
The answer is — be prepared. We've compiled some handy tips and tricks for a speedy trip through security. Look out Pittsfield, here you come:

  • Be sure to keep your ID and travel documents at hand. They're the first things you'll be asked to present to security.
  • After that, both you and your carry-on bag will be X-rayed. To make the process quick and painless, remove anything that might set the alarms off. Items such as your belt, coat and earphones will be required to go through the machine.
  • Electronic devices like phones and laptops will also have to go on a tray to be scanned. No need to worry though, you'll be back online soon enough.
  • Don't forget to remove liquids and gels from your carry-on bag. They often need to be sent through the X-ray scanner separately. Each item should be no larger than 3.4 ounces (100 milliliters) and everything must fit inside a quart-size (one litre), clear zip-lock bag.
  • Lightweight sneakers are a great footwear choice as you're less likely to be required to remove them when passing through security. Safety boots and other bulky shoes are usually subjected to additional screening.
  • Airlines will not allow any sharp or pointed objects in the cabin. If you need to bring these kinds of items, pack them in your checked baggage.

Flights to Pittsfield information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Destination city name
Rutland
Return price
€175

Trending flights to Pittsfield

Prices were available within the past 7 days and start at €1,352 for one-way flights and €1,343 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, 25 Aug - Fri, 29 Aug
DUB
Dublin
RUT
Rutland
€1,343 Return, found 1 hour ago
€1,343
Return
found 1 hour ago
Select United flight, departing Mon, 25 Aug from Dublin to Rutland, returning Fri, 29 Aug, priced at €1,343 found 1 hour ago
*Available to Expedia members.