Cheap Flights to Windham County from $80

View $80 flight on Wed, Jul 1, 2026Opens in a new window

Popular airlines to Windham County

  • JetBlue Airways

  • Cape Air

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

How much is the cheapest flight to Windham County?

Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cape Air
Thu, Aug 20 - Wed, Aug 26
HPN
White Plains
LEB
Lebanon
$220 Roundtrip, found 5 hours ago
$220
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Thu, Aug 20 from White Plains to Lebanon, returning Wed, Aug 26, priced at $220 found 5 hours ago
JetBlue Airways
Sun, Jun 21 - Mon, Jun 22
HPN
White Plains
LEB
Lebanon
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Jun 21 from White Plains to Lebanon, returning Mon, Jun 22, priced at $224 found 3 days ago
JetBlue Airways
Mon, Jun 29 - Tue, Jul 7
HPN
White Plains
LEB
Lebanon
$259 Roundtrip, found 14 hours ago
$259
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Mon, Jun 29 from White Plains to Lebanon, returning Tue, Jul 7, priced at $259 found 14 hours ago
Cape Air
Wed, Jul 8 - Thu, Jul 9
HPN
White Plains
LEB
Lebanon
$260 Roundtrip, found 1 hour ago
$260
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Wed, Jul 8 from White Plains to Lebanon, returning Thu, Jul 9, priced at $260 found 1 hour ago
JetBlue Airways
Mon, Jun 22 - Thu, Jun 25
HPN
White Plains
LEB
Lebanon
$274 Roundtrip, found 2 days ago
$274
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Jun 22 from White Plains to Lebanon, returning Thu, Jun 25, priced at $274 found 2 days ago
JetBlue Airways
Wed, Aug 12 - Fri, Aug 14
HPN
White Plains
LEB
Lebanon
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Aug 12 from White Plains to Lebanon, returning Fri, Aug 14, priced at $279 found 2 days ago
Cape Air
Tue, Jun 23 - Thu, Jul 2
HPN
White Plains
LEB
Lebanon
$280 Roundtrip, found 2 days ago
$280
Roundtrip
found 2 days ago
Select Cape Air flight, departing Tue, Jun 23 from White Plains to Lebanon, returning Thu, Jul 2, priced at $280 found 2 days ago
Delta
Tue, Aug 25 - Wed, Aug 26
BWI
Baltimore
RUT
Rutland
$334 Roundtrip, found 15 hours ago
$334
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Aug 25 from Baltimore to Rutland, returning Wed, Aug 26, priced at $334 found 15 hours ago
American Airlines
Tue, Jul 28 - Wed, Aug 5
DCA
Washington
LEB
Lebanon
$342 Roundtrip, found 3 days ago
$342
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 28 from Washington to Lebanon, returning Wed, Aug 5, priced at $342 found 3 days ago
United
Tue, Sep 1 - Wed, Sep 2
IAD
Washington
RUT
Rutland
$422 Roundtrip, found 2 days ago
$422
Roundtrip
found 2 days ago
Select United flight, departing Tue, Sep 1 from Washington to Rutland, returning Wed, Sep 2, priced at $422 found 2 days 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
Mon, Jun 29 - Tue, Jun 30
BOS
Boston
LEB
Lebanon
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jun 29 from Boston to Lebanon, returning Tue, Jun 30, priced at $159 found 1 day 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, $159 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 White Plains (HPN), you could've snapped up a low-cost fare for $80 in the last seven days. Round-trip journeys to Windham County ranged from $159 to $422 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 $159 and $422. 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.

Book with confidence

Enjoy extra legroom, flight flexibility, and a seamless travel experience.

Travel information

*Flight schedules are subject to change.

*Available to One Key members.

 

*Flight schedules are subject to change.

*Available to One Key members.

 

Explore a world of travel with Expedia