Cheap Flights to Pittsfield , VT from CA $306

View CA $306 flight on Tue, Sep. 16, 2025Opens in a new window

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How much is the cheapest flight to Pittsfield?

Prices were available within the past 7 days and start at CA $306 for one-way flights and CA $405 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Dec. 2 - Tue, Dec. 9
YYZ
Toronto
LEB
Lebanon
CA $405 Roundtrip, found 3 days ago
CA $405
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Dec. 2 from Toronto to Lebanon, returning Tue, Dec. 9, priced at CA $405 found 3 days ago
American Airlines
Sun, Nov. 2 - Tue, Nov. 18
YYZ
Toronto
LEB
Lebanon
CA $456 Roundtrip, found 1 hour ago
CA $456
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sun, Nov. 2 from Toronto to Lebanon, returning Tue, Nov. 18, priced at CA $456 found 1 hour ago
Delta
Thu, Dec. 18 - Tue, Jan. 6
YYZ
Toronto
LEB
Lebanon
CA $529 Roundtrip, found 3 days ago
CA $529
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Dec. 18 from Toronto to Lebanon, returning Tue, Jan. 6, priced at CA $529 found 3 days ago
Condor
Fri, Aug. 1 - Fri, Aug. 8
LCA
Larnaca
LEB
Lebanon
CA $1,268 Roundtrip, found 1 day ago
CA $1,268
Roundtrip
found 1 day ago
Select Condor flight, departing Fri, Aug. 1 from Larnaca to Lebanon, returning Fri, Aug. 8, priced at CA $1,268 found 1 day ago
Qatar Airways
Sat, Jul. 26 - Fri, Aug. 29
BEY
Beirut
LEB
Lebanon
CA $2,154 Roundtrip, found 1 day ago
CA $2,154
Roundtrip
found 1 day ago
Select Qatar Airways flight, departing Sat, Jul. 26 from Beirut to Lebanon, returning Fri, Aug. 29, priced at CA $2,154 found 1 day ago

Expedia.ca gives you the best tools to secure great deals on flights to Pittsfield. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Pittsfield. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Pittsfield.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Pittsfield flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Pittsfield.

Looking to save even more? Get additional savings by bundling your Pittsfield flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Pittsfield trip!

Frequently asked questions

What is the name of Pittsfield's airport?
Pittsfield has only one airport, Lebanon Municipal Airport (LEB).
How far is Lebanon Airport from central Pittsfield?
Long commutes don't have to be stressful if you plan ahead for them. Downtown Pittsfield is 40 kilometres from LEB, so it's smart to know how to get to the city before you touchdown.
What airport is best to fly into Pittsfield?
Before booking your flight to Pittsfield, it's a smart idea to decide which airport is most convenient for you. Lebanon Airport is 40 kilometres from downtown. If you arrive at VSF, you'll be 56 kilometres away from the city centre.
How many airlines fly to Pittsfield?
It's easy to choose who you'll fly to Pittsfield with --- just one airline services the route. Book well in advance to make sure you can fly on your preferred dates.
Which airlines fly to Pittsfield?
Cape Air operates the majority of the flights to Pittsfield. Grabbing a Cape Air flight from Boston is the preferred way to get there.
How many nonstop flights are there to Pittsfield?
With around 42 nonstop flights running each week, you'll be landing in Pittsfield before you can say, "Are we there yet?"
Where are the most popular flights to Pittsfield departing from?
Both Boston and White Plains airports operate a large number of flights to Pittsfield.
How long is the flight to Pittsfield Airport?
Flights from Boston to Pittsfield are typically 56 minutes. Or you could leave from White Plains instead, which means you'll be in the air for about 1 hour and 26 minutes.
How to book the cheapest flight to Pittsfield?
We all know those jet-setters who somehow nab wonderfully cheap airfares every time they fly. Want to know how to do it for your Pittsfield vacation? Don't wait until the last minute to secure your flight. Don't stop there, however. Do some research and check if there are a few airports at your destination. Fares often differ depending on which airport you pick. Don't forget to compare fares across air carriers too. Last but not least, be ready to lock in your seat quickly if you stumble on a great price. It might not be available for long. With a bit of know-how and some luck, the perfect airfare will be yours.
Do you have any tips for my flight to Pittsfield?
Wherever you're coming from, flying can be a seamless experience if you're well prepared. Take a peek at these handy tips that will get your Pittsfield escape started on the right foot. What to pack in your hand luggage:

  • The trick to having a stress-free flight experience is to pack ahead. First up, the essentials: passport, boarding pass, cash and daily medications. Next, bring on board items that'll help keep you occupied, like your laptop or a thrilling novel. It's also smart to bring your chargers, a quality neck pillow and a pair of noise-cancelling headphones. Last but not least, be sure to pop in toiletries like a toothbrush, deodorant and a clean T-shirt.

Do not pack the following items in your hand luggage:

  • Make sure you don't have a pocket knife hiding in the bottom of your hand luggage. Other restricted items include explosive or flammable products, such as fuel and matches, and liquids and gels in containers with a capacity of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • The aisles of an aircraft are no place for a fashion parade. Wear layers and go for shoes that are flat and easy to pull on and off.
  • Deep vein thrombosis (DVT) is a potential risk on long-haul flights. It results from blood clots forming due to inactivity and poor circulation, so do some gentle leg and foot exercises in your seat and consider wearing compression socks or tights.

How to get through airport security fast when flying to Pittsfield?
The simple answer is --- be prepared. We've put together some tips and tricks for an easy trip through airport security. Look out Pittsfield, here you come:

  • Your passport and travel documents will need to be inspected by security personnel. Keep them at hand so you don't have to dig around for them.
  • The X-ray machine is up next. Empty your pockets and remove anything that is likely to set off the scanner's alarm. This includes things like headphones or earphones, as well as heavy coats or jackets. They'll need to be placed on the conveyor belt for screening.
  • All your electronic gadgets, including your tablet and phone, must also be scanned.
  • Any liquids or gels, such as shampoo or hairspray, that you want to bring on board must be no greater than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), clear zip-lock bag.
  • Lightweight sneakers are a good footwear choice as you're less likely to be required to remove them when going through security. Hiking boots and other bulky shoes are often subjected to additional screening.
  • Pocket knives and other sharp items can't be taken on board. They'll be confiscated at security, so pack them safely away in your checked baggage.

Flights to Pittsfield information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Destination city name
Lebanon
Roundtrip price
CA $405

Trending flights to Pittsfield

Prices were available within the past 7 days and start at CA $306 for one-way flights and CA $405 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Dec. 2 - Tue, Dec. 9
YYZ
Toronto
LEB
Lebanon
CA $405 Roundtrip, found 3 days ago
CA $405
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Dec. 2 from Toronto to Lebanon, returning Tue, Dec. 9, priced at CA $405 found 3 days ago
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