Cheap Flights to Windham County from $59 (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.

Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$118 Roundtrip, found 8 hours ago
$118
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Sep 10 from Orlando Intl. to Bradley Intl., returning Mon, Sep 14, priced at $118 found 8 hours ago
Mon, Aug 31 - Mon, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$121 Roundtrip, found 9 hours ago
$121
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Aug 31 from Orlando Intl. to Bradley Intl., returning Mon, Sep 7, priced at $121 found 9 hours ago
Wed, Aug 26 - Mon, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$126 Roundtrip, found 1 hour ago
$126
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Aug 26 from Orlando Intl. to Bradley Intl., returning Mon, Aug 31, priced at $126 found 1 hour ago
Thu, Sep 10 - Wed, Sep 16
TPA
Tampa Intl.
PVD
T.F. Green
$137 Roundtrip, found 12 hours ago
$137
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Tampa Intl. to T.F. Green, returning Wed, Sep 16, priced at $137 found 12 hours ago
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$139 Roundtrip, found 8 hours ago
$139
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Bradley Intl., returning Mon, Sep 14, priced at $139 found 8 hours ago
Sat, Aug 29 - Wed, Sep 2
TPA
Tampa Intl.
BDL
Bradley Intl.
$142 Roundtrip, found 4 hours ago
$142
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Aug 29 from Tampa Intl. to Bradley Intl., returning Wed, Sep 2, priced at $142 found 4 hours ago
Fri, Sep 11 - Sat, Sep 19
FLL
Fort Lauderdale - Hollywood Intl.
PVD
T.F. Green
$150 Roundtrip, found 6 hours ago
$150
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 11 from Fort Lauderdale - Hollywood Intl. to T.F. Green, returning Sat, Sep 19, priced at $150 found 6 hours ago
Thu, Sep 10 - Wed, Sep 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$159 Roundtrip, found 7 hours ago
$159
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Sep 16, priced at $159 found 7 hours ago
Thu, Aug 27 - Wed, Sep 2
MCO
Orlando Intl.
PVD
T.F. Green
$165 Roundtrip, found 1 day ago
$165
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Aug 27 from Orlando Intl. to T.F. Green, returning Wed, Sep 2, priced at $165 found 1 day ago
Fri, Sep 25 - Mon, Sep 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$167 Roundtrip, found 3 hours ago
$167
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Fri, Sep 25 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Sep 28, priced at $167 found 3 hours ago
OriginDestinationTravel DatesFlights From*
LAXWindsor LocksAugust 23 to September 6$226
LAXWarwickAugust 26 to August 31$233
LAXWorcesterAugust 6 to August 10$299
PDXWarwickSeptember 25 to October 3$306
PDXWindsor LocksAugust 20 to August 24$339
HKGWindsor LocksAugust 17 to August 24$1,570
CANWarwickJuly 22 to July 26$1,609
HKGWarwickAugust 14 to August 21$1,801
PVGWarwickJuly 23 to July 27$1,933
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXWarwickJuly 10 to July 13$437
PDXWarwickJuly 10 to July 21$525
LAXWindsor LocksJuly 11 to July 16$549
PDXWindsor LocksJuly 11 to July 12$595
PVGWindsor LocksJuly 12 to July 13$2,175
*Prices include taxes and fees

Best Windham County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Providence
4.0-star property

Hotel Providence

Sep 19 - Sep 23

4 night stay

Los Angeles (LAX) to Providence (PVD)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $794, price is now $522 per person
$522
per person
found 1 day ago
Wayfinder Newport
4.0-star property

Wayfinder Newport

Aug 25 - Aug 30

5 night stay

Jacksonville (JAX) to Providence (PVD)

American Airlines • Non-stop • Coach

Providence (PVD) to Jacksonville (JAX)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,357, price is now $1,512 per person
$1,512
per person
found 1 day ago
The Preserve Sporting Club & Resort
4.0-star property

The Preserve Sporting Club & Resort

Jul 24 - Jul 27

3 night stay

Baltimore (BWI) to Providence (PVD)

Delta • Coach

Providence (PVD) to Baltimore (BWI)

Southwest Airlines • Coach
Save 100% on your flight
Price was $2,529, price is now $1,713 per person
$1,713
per person
found 1 day 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! (606 reviews)
"Great location.Family Oriented atmosphere. Friendly Staff"

Reviewed on Jul 7, 2026

Opens in a new windowBest Western Mystic Hotel
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.
8/10 Very Good! (2,794 reviews)
"Needs renovations Great price = did not expect much"

Reviewed on Jul 8, 2026

Opens in a new windowHilltop Inn and Suites, near Foxwoods Casino
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! (55 reviews)
"Great stay, affordable, clean room. Great amenities and location. Stayed one night and found the staff helpful and room was great."

Reviewed on Jul 7, 2026

Opens in a new windowTwo Trees Inn
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The Fox Tower at Foxwoods

The Fox Tower at Foxwoods

3.5 out of 5
350 Trolley Line Blvd Mashantucket CT
Book a stay at this spa hotel in Mashantucket. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
8.6/10 Excellent! (1,092 reviews)
"Great stay"

Reviewed on Jun 23, 2026

Opens in a new windowThe Fox Tower at Foxwoods
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 $118 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 18 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 September. 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 $118. 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 $118 and $2,175. 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.