Cheap Flights to Windham County from $46 (2026/2027)

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A grassy field with cows grazing, a clear sky, and distant hills.

Plainfield

Flights
Plainfield
A church with a steeple, a bridge, and a bench in a park.

Willimantic

Flights
Willimantic

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.

Fri, Jan 8 - Sun, Jan 17
CHS
Charleston Intl.
PVD
T.F. Green
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 8 from Charleston Intl. to T.F. Green, returning Sun, Jan 17, priced at $92 found 2 days ago
Mon, Jan 25 - Mon, Feb 1
CHS
Charleston Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Jan 25 from Charleston Intl. to Bradley Intl., returning Mon, Feb 1, priced at $92 found 2 days ago
Thu, Sep 10 - Mon, Sep 14
CHS
Charleston Intl.
BDL
Bradley Intl.
$93 Roundtrip, found 2 days ago
$93
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Charleston Intl. to Bradley Intl., returning Mon, Sep 14, priced at $93 found 2 days ago
Thu, Jan 21 - Sun, Jan 24
CHS
Charleston Intl.
BDL
Bradley Intl.
$97 Roundtrip, found 5 days ago
$97
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jan 21 from Charleston Intl. to Bradley Intl., returning Sun, Jan 24, priced at $97 found 5 days ago
Fri, Sep 18 - Sat, Sep 26
CHS
Charleston Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 4 days ago
$98
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 18 from Charleston Intl. to Bradley Intl., returning Sat, Sep 26, priced at $98 found 4 days ago
Sat, Sep 12 - Mon, Sep 14
CHS
Charleston Intl.
BDL
Bradley Intl.
$103 Roundtrip, found 5 hours ago
$103
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, Sep 12 from Charleston Intl. to Bradley Intl., returning Mon, Sep 14, priced at $103 found 5 hours ago
Sat, Sep 5 - Sun, Sep 6
ORF
Norfolk Intl.
BDL
Bradley Intl.
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Sep 5 from Norfolk Intl. to Bradley Intl., returning Sun, Sep 6, priced at $107 found 4 days ago
Fri, Sep 25 - Sat, Sep 26
CHS
Charleston Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 14 hours ago
$108
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Sep 25 from Charleston Intl. to Bradley Intl., returning Sat, Sep 26, priced at $108 found 14 hours ago
OriginDestinationTravel DatesFlights From*
LAXWindsor LocksOctober 31 to November 7$272
LAXWarwickSeptember 7 to September 19$302
PDXWarwickSeptember 15 to September 22$317
PDXWindsor LocksSeptember 9 to September 15$342
LAXWorcesterSeptember 10 to September 17$461
PDXWorcesterSeptember 17 to September 20$518
HKGWindsor LocksSeptember 14 to September 21$1,345
PVGWarwickOctober 1 to October 6$1,433
PVGWindsor LocksNovember 12 to November 23$1,444
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXWarwickAugust 29 to September 5$363
LAXWindsor LocksAugust 29 to September 16$377
*Prices include taxes and fees

Best Windham County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Fox Point Landing Residences
4.0-star property

Fox Point Landing Residences

Oct 2 - Oct 5

3 night stay

Wilmington (ILM) to Providence (PVD)

Breeze Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,138, price is now $775 per person
$775
per person
found 14 hours ago
Wayfinder Newport
4.0-star property

Wayfinder Newport

Oct 2 - Oct 5

3 night stay

Wilmington (ILM) to Providence (PVD)

Breeze Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,239, price is now $827 per person
$827
per person
found 14 hours ago
The Underwood-Hale House
4.0-star property

The Underwood-Hale House

Oct 2 - Oct 5

3 night stay

Wilmington (ILM) to Providence (PVD)

Breeze Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,191, price is now $840 per person
$840
per person
found 14 hours ago
Don't see what you're looking for?
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Travelers ❤️ These Windham County 🏨

Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave Mystic CT
Book a stay at this business-friendly hotel in Mystic. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Olde Mistick Village and Mystic Aquarium and Institute for Exploration are located nearby.
8.6/10 Excellent! (707 reviews)
"Overall the room was very clean! The bed was old and uncomfortable the pillows were old and flat. When I asked for more pillows and towels the staff was very helpful"

Reviewed on Aug 22, 2026

Opens in a new windowBest Western Mystic Hotel
Two Trees Inn

Two Trees Inn

2.5 out of 5
240 Indiantown Rd Mashantucket CT
Book a stay at this business-friendly hotel in Mashantucket. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
8.6/10 Excellent! (289 reviews)
"Everything was great. I thought I read the breakfast was amazing, and instead it wasn't as good as Hampton Inn. Rooms were fine, but boring. Everything else was great. Perhaps I had gotten an overly high expectation from the posting."

Reviewed on Aug 22, 2026

Opens in a new windowTwo Trees Inn
Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

2.5 out of 5
373 Norwich Westerly Rd North Stonington CT
Stay at this hotel in North Stonington. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
7.8/10 Good! (2,870 reviews)
"Very convenient helpful staff, clean. A great restaurant within walking distance"

Reviewed on Aug 22, 2026

Opens in a new windowHilltop Inn and Suites, near Foxwoods Casino
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Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

3 out of 5
55 Whitehall Avenue Mystic CT
Stay at this hotel in Mystic. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Olde Mistick Village and Mystic Aquarium and Institute for Exploration are located nearby.
8.4/10 Very Good! (1,853 reviews)
"The hallways and room smelled of feet. The breakfast wasn’t great, only had one time as I knew I wouldn’t eat it again. The room felt small and the bathroom was cramped. The staff were friendly. Didn’t use pool."

Reviewed on Aug 21, 2026

Opens in a new windowSpark by Hilton Mystic Groton
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

How much is the cheapest flight to Windham County?
A roundtrip flight to Windham County cost as little as $92 during the last seven days. Once you've chosen your travel dates, we'll help you snap up an awesome deal. 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'll have a choice of 15 airline companies when you want to lock in your flight to Windham County. Let American Airlines help you on your way. This leading carrier has 385 services every month to Plainfield, Windham County's major city.
What is the cheapest month to fly to Windham County?
For the best chance at nabbing a fantastic flight deal, time your escape sometime during January. Based on Travelocity's direct flight demand between January and December last year, it's the cheapest period to jet to Windham County.
How can I check my flight status to Windham County?
There are a couple of ways to track your flight status. You can find all the necessary details in our Trips portal, which is located at the top right of our homepage. Sign in or create an account — you can then browse and amend your bookings whenever you want to. If you're already on the move, the Travelocity app can also help you look up the status of your flight to Windham County, as well as 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 a deal you can't pass up. When searching for flights on Travelocity, click the "Flexible dates" feature above your results to reveal prices for nearby days. Also try to book ahead and avoid peak periods. In the last seven days, the best price for a roundtrip flight to Windham County was $92. 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?
From cheap family flights to all-inclusive resorts and activities, Travelocity has got you covered for incredible adventures. With everything you need in one place, you can enjoy more time daydreaming about all the cool things you'll be doing in Windham County and less time planning. Plus with our Price Match Guarantee and online chat support, our mission is to make your next break a fabulous one.
What are the most popular flight routes to Windham County?
If you're planning to jump on a flight to Windham County, here are a few of the most popular routes that'll get you there:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 1,131 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Bradley Intl. Airport (BDL) - 1,048 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Bradley Intl. Airport (BDL) - 866 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 $92 and $1,444. Whenever you're ready to go, Travelocity will help you find a fare that'll suit 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?
Where you fly out from will usually determine how much time your direct flight to Windham County will take. Here are some of the most popular routes to Windham County and their average journey times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 15 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 9 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Bradley Intl. Airport (BDL) - 1 hour and 12 minutes

What can I expect on a flight to Windham County?
The flight time and whether you fly with a budget or full-service airline will determine what you can expect. If you're searching for long-haul flights to Windham County, entertainment and food will come standard. Interested in cheap flights for family vacations? Check out the fares with low-cost carriers. Typically, these airlines don't come with as many inclusions, so be prepared to pay for your drinks and meals.