Flights To Windham County - Cheap Flights Starting at CA $116

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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, Jan 23 - Wed, Jan 27
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $261 Roundtrip, found 2 days ago
CA $261
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jan 23 from Orlando Intl. to Bradley Intl., returning Wed, Jan 27, priced at CA $261 found 2 days ago
Sat, Jan 23 - Wed, Jan 27
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $288 Roundtrip, found 2 days ago
CA $288
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jan 23 from Orlando Intl. to Bradley Intl., returning Wed, Jan 27, priced at CA $288 found 2 days ago
Tue, Nov 3 - Wed, Nov 4
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $289 Roundtrip, found 2 days ago
CA $289
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Nov 3 from Orlando Intl. to Bradley Intl., returning Wed, Nov 4, priced at CA $289 found 2 days ago
Tue, Oct 27 - Tue, Nov 3
MCO
Orlando Intl.
PVD
T.F. Green
CA $304 Roundtrip, found 4 days ago
CA $304
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Oct 27 from Orlando Intl. to T.F. Green, returning Tue, Nov 3, priced at CA $304 found 4 days ago
Sat, Oct 31 - Wed, Nov 4
MCO
Orlando Intl.
PVD
T.F. Green
CA $358 Roundtrip, found 2 days ago
CA $358
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Oct 31 from Orlando Intl. to T.F. Green, returning Wed, Nov 4, priced at CA $358 found 2 days ago
Sat, Oct 31 - Wed, Nov 4
MCO
Orlando Intl.
PVD
T.F. Green
CA $383 Roundtrip, found 2 days ago
CA $383
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Oct 31 from Orlando Intl. to T.F. Green, returning Wed, Nov 4, priced at CA $383 found 2 days ago
Mon, Nov 23 - Tue, Nov 24
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $415 Roundtrip, found 6 hours ago
CA $415
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Nov 23 from Orlando Intl. to Bradley Intl., returning Tue, Nov 24, priced at CA $415 found 6 hours ago
Tue, Oct 27 - Tue, Nov 3
MCO
Orlando Intl.
PVD
T.F. Green
CA $515 Roundtrip, found 4 days ago
CA $515
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Oct 27 from Orlando Intl. to T.F. Green, returning Tue, Nov 3, priced at CA $515 found 4 days ago
Tue, Oct 20 - Tue, Oct 27
YYZ
Pearson Intl.
PVD
T.F. Green
CA $527 Roundtrip, found 2 days ago
CA $527
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 20 from Pearson Intl. to T.F. Green, returning Tue, Oct 27, priced at CA $527 found 2 days ago
Tue, Oct 20 - Tue, Oct 27
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $672 Roundtrip, found 2 days ago
CA $672
Roundtrip
found 2 days ago
Select United flight, departing Tue, Oct 20 from Pearson Intl. to Bradley Intl., returning Tue, Oct 27, priced at CA $672 found 2 days ago
Sat, Oct 17 - Thu, Nov 5
YYZ
Pearson Intl.
ORH
Worcester Regional
CA $1,029 Roundtrip, found 5 days ago
CA $1,029
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Sat, Oct 17 from Pearson Intl. to Worcester Regional, returning Thu, Nov 5, priced at CA $1,029 found 5 days ago
OriginDestinationTravel datesFlights from*
LAXWarwickNovember 9 to November 17CA $357
PDXWarwickOctober 29 to November 4CA $408
LAXWindsor LocksOctober 24 to October 30CA $504
PDXWindsor LocksDecember 14 to December 29CA $1,173
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXWindsor LocksOctober 16 to October 18CA $862
HKGWindsor LocksOctober 16 to October 19CA $2,039
*Prices include taxes and fees

Travelers ❤️ These Windham County 🏨

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 Great Wolf Lodge Water Park are located nearby.
8.4/10 Very good! (783 reviews)
"The room was very nice, and the facility impeccable."

Reviewed on Oct 8, 2026

Opens in a new windowTwo Trees Inn
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 Tanger Outlet Foxwoods are located nearby.
Opens in a new windowThe Fox Tower at Foxwoods
Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

3 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 Mystic Aquarium and Institute for Exploration are located nearby.
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.
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 CA $261 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 20 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 CA $261. 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 CA $261 and CA $2,039. 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.