Cheap Flights to Windham County from $80 (2024/2025)

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Brattleboro

Flights
Brattleboro

How Much Does it Cost To Fly To Windham County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Jun 1 - Sun, Jun 2
HPN
Westchester County
LEB
Lebanon Municipal
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Jun 1 from Westchester County to Lebanon Municipal, returning Sun, Jun 2, priced at $220 found 1 day ago
Mon, Jun 24 - Thu, Jun 27
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$326 Roundtrip, found 2 days ago
$326
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Jun 24 from Ronald Reagan Washington National to Lebanon Municipal, returning Thu, Jun 27, priced at $326 found 2 days ago
Tue, Jun 18 - Thu, Jun 20
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 18 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Jun 20, priced at $336 found 1 day ago
Wed, May 29 - Tue, Jun 4
ROC
Greater Rochester Intl.
LEB
Lebanon Municipal
$342 Roundtrip, found 3 days ago
$342
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, May 29 from Greater Rochester Intl. to Lebanon Municipal, returning Tue, Jun 4, priced at $342 found 3 days ago
Tue, May 14 - Wed, May 22
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$528 Roundtrip, found 3 days ago
$528
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, May 14 from John Glenn Columbus Intl. to Lebanon Municipal, returning Wed, May 22, priced at $528 found 3 days ago
Mon, May 13 - Wed, May 22
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$538 Roundtrip, found 3 days ago
$538
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, May 13 from John Glenn Columbus Intl. to Lebanon Municipal, returning Wed, May 22, priced at $538 found 3 days ago
Mon, May 13 - Mon, May 20
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$548 Roundtrip, found 3 days ago
$548
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, May 13 from John Glenn Columbus Intl. to Lebanon Municipal, returning Mon, May 20, priced at $548 found 3 days ago
Mon, May 13 - Tue, May 14
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$555 Roundtrip, found 3 days ago
$555
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, May 13 from John Glenn Columbus Intl. to Lebanon Municipal, returning Tue, May 14, priced at $555 found 3 days ago
Tue, May 14 - Fri, May 17
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$560 Roundtrip, found 3 days ago
$560
Roundtrip
found 3 days ago
Select United flight, departing Tue, May 14 from John Glenn Columbus Intl. to Lebanon Municipal, returning Fri, May 17, priced at $560 found 3 days ago
Tue, May 14 - Tue, May 14
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$565 Roundtrip, found 3 days ago
$565
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, May 14 from John Glenn Columbus Intl. to Lebanon Municipal, returning Tue, May 14, priced at $565 found 3 days ago
Wed, May 15 - Fri, May 17
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$570 Roundtrip, found 3 days ago
$570
Roundtrip
found 3 days ago
Select United flight, departing Wed, May 15 from John Glenn Columbus Intl. to Lebanon Municipal, returning Fri, May 17, priced at $570 found 3 days ago
Tue, May 14 - Wed, May 22
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$574 Roundtrip, found 2 days ago
$574
Roundtrip
found 2 days ago
Select United flight, departing Tue, May 14 from John Glenn Columbus Intl. to Lebanon Municipal, returning Wed, May 22, priced at $574 found 2 days ago
Mon, May 13 - Mon, May 13
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$575 Roundtrip, found 3 days ago
$575
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, May 13 from John Glenn Columbus Intl. to Lebanon Municipal, returning Mon, May 13, priced at $575 found 3 days ago
Tue, May 14 - Thu, May 23
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$578 Roundtrip, found 3 days ago
$578
Roundtrip
found 3 days ago
Select United flight, departing Tue, May 14 from John Glenn Columbus Intl. to Lebanon Municipal, returning Thu, May 23, priced at $578 found 3 days ago
Tue, May 14 - Tue, May 21
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$584 Roundtrip, found 2 days ago
$584
Roundtrip
found 2 days ago
Select United flight, departing Tue, May 14 from John Glenn Columbus Intl. to Lebanon Municipal, returning Tue, May 21, priced at $584 found 2 days ago
Tue, May 14 - Sun, May 19
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$587 Roundtrip, found 3 days ago
$587
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, May 14 from John Glenn Columbus Intl. to Lebanon Municipal, returning Sun, May 19, priced at $587 found 3 days ago
Tue, May 14 - Wed, May 15
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$590 Roundtrip, found 3 days ago
$590
Roundtrip
found 3 days ago
Select United flight, departing Tue, May 14 from John Glenn Columbus Intl. to Lebanon Municipal, returning Wed, May 15, priced at $590 found 3 days ago
Wed, May 15 - Wed, May 22
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$591 Roundtrip, found 2 days ago
$591
Roundtrip
found 2 days ago
Select United flight, departing Wed, May 15 from John Glenn Columbus Intl. to Lebanon Municipal, returning Wed, May 22, priced at $591 found 2 days ago
Tue, May 14 - Sat, May 18
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$592 Roundtrip, found 3 days ago
$592
Roundtrip
found 3 days ago
Select United flight, departing Tue, May 14 from John Glenn Columbus Intl. to Lebanon Municipal, returning Sat, May 18, priced at $592 found 3 days ago
OriginDestinationTravel DatesFlights From*
TPAWest LebanonMay 16 to May 16$320
DCAWest LebanonJune 24 to June 27$326
DCANorth ClarendonJune 18 to June 19$336
ORDWest LebanonMay 30 to June 17$349
CLTWest LebanonJuly 16 to August 7$400
MCOWest LebanonMay 31 to June 6$404
CLTNorth ClarendonJune 18 to June 19$404
DENNorth ClarendonJune 7 to June 8$414
FLLNorth ClarendonJune 9 to June 18$428
ATLWest LebanonJune 17 to July 17$449
DENWest LebanonMay 26 to June 1$450
TPANorth ClarendonJune 8 to June 15$480
MCONorth ClarendonJuly 20 to July 27$544
ATLNorth ClarendonJuly 23 to July 26$563
LAXNorth ClarendonJune 13 to June 17$617
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ORDWest LebanonMay 4 to May 18$529
ATLWest LebanonMay 5 to May 11$542
DENWest LebanonMay 5 to May 11$564
DCANorth ClarendonMay 4 to May 4$644
LAXWest LebanonMay 4 to May 6$1,220
*Prices include taxes and fees

Travelers ❤️ These Windham County 🏨

The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby. Discover genuine guest reviews for The Covered Bridge Inn along with the latest prices and availability – book now.
8.2/10 Very Good! (1,006 reviews)
"Plenty of restaurants, very clean and updated rooms."

Reviewed on Apr 28, 2024

The Covered Bridge Inn
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brattleboro Bowl and United States Navy Seabee Bridge are located nearby. Discover genuine guest reviews for Colonial Motel And Spa along with the latest prices and availability – book now.
6.8/10 (1,000 reviews)
"Very comfortable"

Reviewed on Apr 21, 2024

Colonial Motel And Spa
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road, Stratton, VT
Stay at this 3-star spa resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby. Discover genuine guest reviews for The Black Bear Lodge at Stratton Mountain Resort along with the latest prices and availability – book now.
7.4/10 Good! (827 reviews)
"It is an excellent ski hotel with friendly service and great beds."

Reviewed on Apr 8, 2024

The Black Bear Lodge at Stratton Mountain Resort
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Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and internet. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby. Discover genuine guest reviews for Hampton Inn Brattleboro along with the latest prices and availability – book now.
8.2/10 Very Good! (894 reviews)
"Good stay"

Reviewed on Apr 13, 2024

Hampton Inn Brattleboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I fly to Windham County right now?
Before you go ahead and book, head to Travelocity’s Covid-19 Travel Advisor. Type in your destination, travel dates and vaccination status to find out if any rules apply, like testing or quarantine. Be sure to also confirm all guidance with official government sites as well as your travel insurance provider.
How much is the cheapest flight to Windham County?
Some thrifty travelers booked a roundtrip flight to Windham County for as little as $220 in the last seven days. If you spot a bargain, act fast. Cheap deals don’t hang around for long! This price was available on Travelocity for flights to Windham County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Windham County?
You can choose from 22 airlines when you’re ready to lock in your flight to Windham County. Let Cape Air fly you there. This favorite air carrier offers 182 services per month to Bellows Falls, Windham County’s primary city.
What is the cheapest month to fly to Windham County?
For the greatest chance at landing a terrific flight deal, time your break sometime in June. Based on Travelocity’s direct flight demand from January to December last year, it’s the cheapest time to journey to Windham County.
How can I check my flight status to Windham County?
Check out our helpful portal, Trips. You’ll find just about everything related to your flight to Windham County here, including important information about the status of your flight and more. Trips is found at the top right of the Travelocity homepage. Simply sign up, log in and get the answers you need. Alternatively, you can access your itinerary while you’re on the go and get real-time travel updates through the Travelocity app. You’ll find all your itineraries in one place, making it a snap to share details with any members of your family flying with you.
How do I find the best deals on flights to Windham County?
Be flexible with your dates and there’s a strong chance you’ll find an amazing deal. After you’ve searched for flights on Travelocity, hit the “Flexible dates” box at the top of the page to compare prices with nearby days. Also try to book ahead of schedule and avoid the busy tourist season. In the last seven days, the best price for a return flight to Windham County was $220. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Windham County with Travelocity?
Look for cheap flights to Windham County with Travelocity and begin packing for your next vacation. With 24/7 customer service throughout every step of the process and our Price Match Guarantee, we take the stress out of booking cheap family flights, hotels, activities and more. Snag a great deal now and prepare for an epic adventure.
What are the most popular flight routes to Windham County?
As a renowned vacation destination, you’ll find excellent connections to Windham County. Check out this sample of popular routes:

  • Chicago, IL (ORD-O’Hare Intl.) to Albany Intl. Airport (ALB) - 1,122 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Albany Intl. Airport (ALB) - 706 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Albany Intl. Airport (ALB) - 689 flights a month.

How much is a flight to Windham County on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Windham County were between $220 and $1,220. Whenever you’re ready to go, Travelocity will help you find a fare that won’t blow your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Windham County?
The length of your direct flight to Windham County is typically dependent on your starting point. If you’d like an idea of what to expect, here are the average travel times for a handful of leading routes to Windham County:

  • Chicago, IL (ORD-O’Hare Intl.) to Albany Intl. Airport (ALB) - 2 hours and 1 minute
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Albany Intl. Airport (ALB) - 1 hour and 32 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Albany Intl. Airport (ALB) - 1 hour and 16 minutes

What can I expect on a flight to Windham County?
This mainly depends on where you’re departing from and which carrier you fly with. You’re likely to find all kinds of flights to Windham County, from first class trips to cheap flights for family vacations. If you’re traveling long haul, your airline will typically provide hot meals and entertainment as well as games to amuse the kids.

Destinations in Windham County

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.