A wooden covered bridge over a river with stone walls on either side.

Cheap Flights to Windham County from $76

View $76 flight on Thu, Dec 3, 2026Opens in a new window

Popular airlines to Windham County

  • JetBlue Airways

  • Cape Air

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How much is the cheapest flight to Windham County?

Prices were available within the past 7 days and start at $76 for one-way flights and $153 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cape Air
Tue, Dec 1 - Sun, Dec 6
BOS
Boston
LEB
Lebanon
$155 Roundtrip, found 7 hours ago
$155
Roundtrip
found 7 hours ago
Select Cape Air flight, departing Tue, Dec 1 from Boston to Lebanon, returning Sun, Dec 6, priced at $155 found 7 hours ago
Cape Air
Sat, Jul 11 - Mon, Jul 13
BOS
Boston
LEB
Lebanon
$165 Roundtrip, found 6 hours ago
$165
Roundtrip
found 6 hours ago
Select Cape Air flight, departing Sat, Jul 11 from Boston to Lebanon, returning Mon, Jul 13, priced at $165 found 6 hours ago
JetBlue Airways
Sat, Jul 11 - Mon, Jul 13
BOS
Boston
LEB
Lebanon
$169 Roundtrip, found 6 hours ago
$169
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, Jul 11 from Boston to Lebanon, returning Mon, Jul 13, priced at $169 found 6 hours ago
JetBlue Airways
Fri, Jul 24 - Sun, Jul 26
BOS
Boston
LEB
Lebanon
$178 Roundtrip, found 2 hours ago
$178
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Fri, Jul 24 from Boston to Lebanon, returning Sun, Jul 26, priced at $178 found 2 hours ago
JetBlue Airways
Sun, Jul 5 - Mon, Jul 6
BOS
Boston
LEB
Lebanon
$179 Roundtrip, found 13 hours ago
$179
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Sun, Jul 5 from Boston to Lebanon, returning Mon, Jul 6, priced at $179 found 13 hours ago
Cape Air
Fri, Aug 14 - Sun, Aug 16
BOS
Boston
RUT
Rutland
$180 Roundtrip, found 5 hours ago
$180
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Fri, Aug 14 from Boston to Rutland, returning Sun, Aug 16, priced at $180 found 5 hours ago
JetBlue Airways
Thu, Jul 23 - Sun, Jul 26
BOS
Boston
RUT
Rutland
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jul 23 from Boston to Rutland, returning Sun, Jul 26, priced at $184 found 1 day ago
Cape Air
Fri, Jul 24 - Sun, Jul 26
BOS
Boston
LEB
Lebanon
$185 Roundtrip, found 2 hours ago
$185
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Fri, Jul 24 from Boston to Lebanon, returning Sun, Jul 26, priced at $185 found 2 hours ago
American Airlines
Sat, Nov 14 - Sun, Nov 15
JFK
New York
LEB
Lebanon
$360 Roundtrip, found 8 hours ago
$360
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, Nov 14 from New York to Lebanon, returning Sun, Nov 15, priced at $360 found 8 hours ago
United
Mon, Aug 17 - Tue, Aug 25
SAN
San Diego
LEB
Lebanon
$499 Roundtrip, found 10 hours ago
$499
Roundtrip
found 10 hours ago
Select United flight, departing Mon, Aug 17 from San Diego to Lebanon, returning Tue, Aug 25, priced at $499 found 10 hours ago

Trending flights to Windham County

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sat, Jul 4 - Sat, Jul 4
BOS
Boston
LEB
Lebanon
$153 Roundtrip, found 4 hours ago
$153
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Sat, Jul 4 from Boston to Lebanon, returning Sat, Jul 4, priced at $153 found 4 hours ago

Frequently asked questions

How do I find cheap flights to Windham County that have flexible change policies?
At Expedia, we've been channeling our inner Olympic gymnast to bring you the most flexible airfares on the market. Just mark the "No change fee" box right under the filter heading "Flexible change policies" to find your ideal flight to Windham County.
Which airlines fly to Windham County?
With a great selection of airlines offering flights into or near Windham County, the choice is all yours:

  • American Airlines - 342 flights to or near Windham County each month, including 342 flights to Albany Intl. Airport (ALB) per month.
  • Delta Air Lines - 281 flights to or near Windham County each month, including 281 flights to Albany Intl. Airport (ALB) per month.
  • Cape Air - 273 flights to or near Windham County each month, including 182 flights to Lebanon Municipal Airport (LEB) per month.

How can I find cheap tickets to Windham County?
In the last seven days, $153 was the lowest price for a flight to Windham County. If you want to save even more, book well ahead of time and be flexible with your dates. Search for your airfare to Windham County, then check out prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to Windham County?
If you were traveling one way from Boston (BOS), you could've snapped up a low-cost fare for $76 in the last seven days. Round-trip journeys to Windham County ranged from $153 to $499 over the same period.
What are the most popular airports to fly into in Windham County?
Jet off to Windham County and you'll have a few airports to select from. Below are some of the region's busiest:

  • Albany Intl. Airport (ALB) - 1,101 flights per month.
  • Lebanon Municipal Airport (LEB) - 182 flights per month.
  • Rutland Southern Vermont Regional Airport (RUT) - 91 flights per month.

When is the cheapest time to fly to Windham County?
Depart for Windham County early in the week and you'll usually be rewarded more economical fares. Tuesday is typically the cheapest day to jump on a plane, followed by Monday. If you're hoping to avoid the costliest flights, stay away from Saturdays.
How much is a plane ticket to Windham County?
In the last seven days, airfares to Windham County cost between $153 and $499. Prices depend on multiple things, particularly the time of departure, carrier, cabin class and how early the fare is booked.
What months are the cheapest to book a flight to Windham County?
February is a cheap month to purchase a seat for your Windham County trip. Airfares are at their most expensive throughout the festive month of December, so avoid this time if you can.
How long is a flight to Windham County?
Flight durations can vary for many different reasons, including where you're jetting off from. We've drawn up a list of average flight times for three of the most well-known domestic routes to Windham County:

  • Chicago, IL (ORD-OHare Intl.) to Albany Intl. Airport (ALB) - 2 hours and 2 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to Albany Intl. Airport (ALB) - 1 hour and 32 minutes
  • Washington, DC (IAD-Washington Dulles Intl.) to Albany Intl. Airport (ALB) - 1 hour and 37 minutes

What is the best time to go to Windham County?
A fantastic time to visit Londonderry is after June 20 when the summer season starts. In Windham County's leading city, average temperatures fluctuate from 50ºF to 80ºF at this time — wonderful weather for touring around! January, August and December are the most popular months to discover this destination.

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*Flight schedules are subject to change.

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*Flight schedules are subject to change.

*Available to One Key members.

 

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