Cheap flights to Windham County

View €164 flight on Wed, 26 Aug 2026Opens in a new window

Popular airlines to Windham County

  • JetBlue Airways

  • Cape Air

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Cheap round-trip flights to Windham County

Prices were available within the past 7 days and start at €164 for one-way flights and €158 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cape Air
Wed, 26 Aug - Sat, 29 Aug
BOS
Boston
RUT
Rutland
€158 Return, found 1 day ago
€158
Return
found 1 day ago
Select Cape Air flight, departing Wed, 26 Aug from Boston to Rutland, returning Sat, 29 Aug, priced at €158 found 1 day ago
Cape Air
Wed, 26 Aug - Sat, 29 Aug
BOS
Boston
RUT
Rutland
€166 Return, found 1 day ago
€166
Return
found 1 day ago
Select Cape Air flight, departing Wed, 26 Aug from Boston to Rutland, returning Sat, 29 Aug, priced at €166 found 1 day ago
Cape Air
Wed, 26 Aug - Sat, 29 Aug
BOS
Boston
RUT
Rutland
€175 Return, found 1 day ago
€175
Return
found 1 day ago
Select Cape Air flight, departing Wed, 26 Aug from Boston to Rutland, returning Sat, 29 Aug, priced at €175 found 1 day ago
American Airlines
Wed, 26 Aug - Sat, 29 Aug
ORD
Chicago
RUT
Rutland
€328 Return, found 1 day ago
€328
Return
found 1 day ago
Select American Airlines flight, departing Wed, 26 Aug from Chicago to Rutland, returning Sat, 29 Aug, priced at €328 found 1 day ago
American Airlines
Wed, 26 Aug - Sat, 29 Aug
ORD
Chicago
RUT
Rutland
€333 Return, found 1 day ago
€333
Return
found 1 day ago
Select American Airlines flight, departing Wed, 26 Aug from Chicago to Rutland, returning Sat, 29 Aug, priced at €333 found 1 day ago
JetBlue Airways
Wed, 26 Aug - Sat, 29 Aug
ORD
Chicago
RUT
Rutland
€335 Return, found 1 day ago
€335
Return
found 1 day ago
Select JetBlue Airways flight, departing Wed, 26 Aug from Chicago to Rutland, returning Sat, 29 Aug, priced at €335 found 1 day ago
Delta
Wed, 26 Aug - Sat, 29 Aug
ORD
Chicago
RUT
Rutland
€337 Return, found 1 day ago
€337
Return
found 1 day ago
Select Delta flight, departing Wed, 26 Aug from Chicago to Rutland, returning Sat, 29 Aug, priced at €337 found 1 day ago
JetBlue Airways
Wed, 26 Aug - Sat, 29 Aug
ORD
Chicago
RUT
Rutland
€340 Return, found 1 day ago
€340
Return
found 1 day ago
Select JetBlue Airways flight, departing Wed, 26 Aug from Chicago to Rutland, returning Sat, 29 Aug, priced at €340 found 1 day ago
United
Wed, 26 Aug - Sat, 29 Aug
ORD
Chicago
RUT
Rutland
€340 Return, found 1 day ago
€340
Return
found 1 day ago
Select United flight, departing Wed, 26 Aug from Chicago to Rutland, returning Sat, 29 Aug, priced at €340 found 1 day ago
Delta
Wed, 26 Aug - Sat, 29 Aug
ORD
Chicago
RUT
Rutland
€342 Return, found 1 day ago
€342
Return
found 1 day ago
Select Delta flight, departing Wed, 26 Aug from Chicago to Rutland, returning Sat, 29 Aug, priced at €342 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, €158 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 travelling one way from Chicago (ORD), you could've snapped up a low-cost fare for €164 in the last seven days. Round-trip journeys to Windham County ranged from €158 to €342 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.

How much is a plane ticket to Windham County?
In the last seven days, airfares to Windham County cost between €158 and €342. Prices depend on multiple things, particularly the time of departure, carrier, cabin class and how early the fare is booked.
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 10ºC to 27ºC at this time — wonderful weather for touring around! January, August and December are the most popular months to discover this destination.
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.

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About Windham County

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About Windham County
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