$84 Cheap Flights to Pittsfield, VT

View $84 flight on Wed, Apr 29, 2026Opens in a new window

Popular airlines to Pittsfield

How much is the cheapest flight to Pittsfield?

Prices were available within the past 7 days and start at $84 for one-way flights and $168 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Mon, Apr 20 - Fri, Apr 24
BOS
Boston
LEB
Lebanon
$168 Roundtrip, found 20 hours ago
$168
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Mon, Apr 20 from Boston to Lebanon, returning Fri, Apr 24, priced at $168 found 20 hours ago
Cape Air
Mon, Apr 20 - Fri, Apr 24
BOS
Boston
LEB
Lebanon
$170 Roundtrip, found 20 hours ago
$170
Roundtrip
found 20 hours ago
Select Cape Air flight, departing Mon, Apr 20 from Boston to Lebanon, returning Fri, Apr 24, priced at $170 found 20 hours ago
Delta
Wed, Apr 29 - Tue, May 5
DCA
Washington
LEB
Lebanon
$360 Roundtrip, found 8 hours ago
$360
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Apr 29 from Washington to Lebanon, returning Tue, May 5, priced at $360 found 8 hours ago
American Airlines
Wed, Jul 8 - Sat, Jul 11
JFK
New York
RUT
Rutland
$394 Roundtrip, found 2 days ago
$394
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jul 8 from New York to Rutland, returning Sat, Jul 11, priced at $394 found 2 days ago
United
Fri, Oct 2 - Sat, Oct 3
LAX
Los Angeles
LEB
Lebanon
$515 Roundtrip, found 2 days ago
$515
Roundtrip
found 2 days ago
Select United flight, departing Fri, Oct 2 from Los Angeles to Lebanon, returning Sat, Oct 3, priced at $515 found 2 days ago

Frequently asked questions

What month is the cheapest to fly to Pittsfield?
April is the cheapest month to fly to Pittsfield. There's less demand then, so you're likely to snag a great deal. Planning your trip outside of school and public holidays can also help you save.
Which US cities have the cheapest flights to Pittsfield?
You're more likely to find cheap flights to Pittsfield if you leave from Boston. Remember that demand and time of booking may impact the cost, so book as soon as possible when you spot a great deal.
Which US cities fly direct to Pittsfield?
You can fly to Pittsfield without a layover from US destinations like Boston and White Plains. Simply select "Direct flights only" when browsing flights to Pittsfield on Expedia. Then, compare the available options and choose the most suitable departure for your getaway.
How to find a cheap flight to Pittsfield?
Traveling in the low season and booking ahead of time are two easy ways to get cheap flights to Pittsfield. Or, consider departing on a Thursday, which is on average 16% cheaper than leaving on a Sunday.* Want to be the first to know when fares fall? Just set up price tracking on the Expedia app to get real-time updates.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Pittsfield?
Staying flexible with your plans may help you to secure last-minute offers on cheap flights to Pittsfield. To see all the available options, try exploring different ticket types, changing your Pittsfield vacation dates, jetting out of an alternative airport or using another airline.
How far in advance should I book a flight to Pittsfield?
To pick up the best deals on domestic journeys, book your flight to Pittsfield 28 days ahead of your travel dates. For international flights, book between two and four months in advance. This improves your chances of securing your preferred departure dates and seats.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Pittsfield?
Sundays are typically the best day to book a cheap flight to Pittsfield, with savings of about 8% on average compared to a Friday. If you choose to purchase tickets on a Friday, expect to pay more as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Pittsfield?
There are 4 airlines connecting Pittsfield with 12 airports worldwide. The primary gateway to this city is Burlington Intl. Airport (BTV). Fly with any of these popular airlines to Pittsfield:

  • American Airlines
  • United Airlines
  • Delta Air Lines
  • Breeze Airways

Where do you fly into Pittsfield?
If you're flying to Pittsfield, the main airport to arrive at is Rutland Southern Vermont Regional Airport (RUT). You can also jet into nearby hubs like Lebanon Municipal Airport (LEB), Burlington Intl. Airport (BTV) or Montpelier, VT (MPV-Edward F. Knapp State). An additional option worth considering when you fly to Pittsfield is Springfield, VT (VSF-Hartness State).
How far is the airport from central Pittsfield?
Arriving at Rutland Southern Vermont Regional Airport (RUT) puts you approximately 18 mi south of central Pittsfield.
Can I save money by booking a Pittsfield trip package?
Bundle your flights and accommodations and you could save hundreds of dollars. Better yet, you can add extras like car rentals and tours to your Pittsfield flight and hotel package deal. With Expedia, it's a breeze to look after all your Pittsfield travel arrangements in one place.
Can I change or cancel my flight to Pittsfield?
If you reserved your flight to Pittsfield in the last 24 hours, you can typically cancel or change it for free. After that, extra charges may apply depending on the airline's terms and conditions. To learn more, head to our Customer Service Portal. Remember that some flights are non-refundable, so you may be issued a credit toward a future flight in place of a direct refund. When browsing on Expedia, check the "No cancel fee" or "Changes included" boxes to find tickets with flexible change policies.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Destination city name
Lebanon
Roundtrip price
$168

Trending flights to Pittsfield

Prices were available within the past 7 days and start at $84 for one-way flights and $168 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Mon, Apr 20 - Fri, Apr 24
BOS
Boston
LEB
Lebanon
$168 Roundtrip, found 20 hours ago
$168
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Mon, Apr 20 from Boston to Lebanon, returning Fri, Apr 24, priced at $168 found 20 hours ago

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