Cheap Flights to Windham County from $143

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Popular airlines to Windham County

  • Cape Air

  • JetBlue Airways

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How much is the cheapest flight to Windham County?

Prices were available within the past 7 days and start at $143 for one-way flights and $264 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Mar 3 - Mon, Mar 16
ORD
Chicago
LEB
Lebanon
$264 Roundtrip, found 6 days ago
$264
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Mar 3 from Chicago to Lebanon, returning Mon, Mar 16, priced at $264 found 6 days ago
JetBlue Airways
Sat, Feb 14 - Mon, Feb 23
ORD
Chicago
LEB
Lebanon
$279 Roundtrip, found 3 hours ago
$279
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Sat, Feb 14 from Chicago to Lebanon, returning Mon, Feb 23, priced at $279 found 3 hours ago
JetBlue Airways
Thu, Feb 12 - Tue, Feb 17
ORD
Chicago
LEB
Lebanon
$283 Roundtrip, found 5 days ago
$283
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Feb 12 from Chicago to Lebanon, returning Tue, Feb 17, priced at $283 found 5 days ago
JetBlue Airways
Tue, Feb 24 - Mon, Mar 16
ORD
Chicago
RUT
Rutland
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Feb 24 from Chicago to Rutland, returning Mon, Mar 16, priced at $284 found 1 day ago
American Airlines
Tue, Feb 17 - Sat, Feb 28
ORD
Chicago
LEB
Lebanon
$286 Roundtrip, found 23 hours ago
$286
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, Feb 17 from Chicago to Lebanon, returning Sat, Feb 28, priced at $286 found 23 hours ago
Delta
Mon, Mar 2 - Tue, Mar 17
ORD
Chicago
LEB
Lebanon
$290 Roundtrip, found 2 days ago
$290
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Mar 2 from Chicago to Lebanon, returning Tue, Mar 17, priced at $290 found 2 days ago
American Airlines
Tue, Mar 3 - Mon, Mar 16
ORD
Chicago
LEB
Lebanon
$294 Roundtrip, found 6 days ago
$294
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Mar 3 from Chicago to Lebanon, returning Mon, Mar 16, priced at $294 found 6 days ago
JetBlue Airways
Tue, Mar 24 - Mon, Apr 6
ORD
Chicago
RUT
Rutland
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Mar 24 from Chicago to Rutland, returning Mon, Apr 6, priced at $294 found 1 day ago
American Airlines
Tue, Feb 17 - Sat, Feb 21
ORD
Chicago
LEB
Lebanon
$297 Roundtrip, found 3 hours ago
$297
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Feb 17 from Chicago to Lebanon, returning Sat, Feb 21, priced at $297 found 3 hours ago
United
Sun, Feb 15 - Tue, Mar 3
MCO
Orlando
RUT
Rutland
$389 Roundtrip, found 6 days ago
$389
Roundtrip
found 6 days ago
Select United flight, departing Sun, Feb 15 from Orlando to Rutland, returning Tue, Mar 3, priced at $389 found 6 days ago

Airports in Windham County

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Lebanon Municipal LEB. Cheapest option available. Flights from $465
LEB
Lebanon Municipal
Cheapest
Flights from $465

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

*Flight schedules are subject to change.

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, $264 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 Chicago (ORD), you could've snapped up a low-cost fare for $143 in the last seven days. Round-trip journeys to Windham County ranged from $264 to $389 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 $264 and $389. 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.

*Flight schedules are subject to change.

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
Tue, Mar 3 - Mon, Mar 16
ORD
Chicago
LEB
Lebanon
$264 Roundtrip, found 6 days ago
$264
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Mar 3 from Chicago to Lebanon, returning Mon, Mar 16, priced at $264 found 6 days ago
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