Flights To Windham County - Cheap Flights Starting at CA $91

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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.

Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $187 Roundtrip, found 3 days ago
CA $187
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Bradley Intl., returning Mon, Sep 14, priced at CA $187 found 3 days ago
Fri, Sep 11 - Mon, Sep 14
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $191 Roundtrip, found 1 day ago
CA $191
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 11 from Orlando Intl. to Bradley Intl., returning Mon, Sep 14, priced at CA $191 found 1 day ago
Fri, Sep 11 - Mon, Sep 14
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $192 Roundtrip, found 1 day ago
CA $192
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 11 from Orlando Intl. to Bradley Intl., returning Mon, Sep 14, priced at CA $192 found 1 day ago
Wed, Dec 9 - Sun, Dec 13
MCO
Orlando Intl.
PVD
T.F. Green
CA $268 Roundtrip, found 5 days ago
CA $268
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando Intl. to T.F. Green, returning Sun, Dec 13, priced at CA $268 found 5 days ago
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $341 Roundtrip, found 3 days ago
CA $341
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Sep 10 from Orlando Intl. to Bradley Intl., returning Mon, Sep 14, priced at CA $341 found 3 days ago
Thu, Oct 15 - Mon, Oct 19
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $365 Roundtrip, found 3 days ago
CA $365
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Oct 15 from Orlando Intl. to Bradley Intl., returning Mon, Oct 19, priced at CA $365 found 3 days ago
Sat, Sep 12 - Mon, Sep 14
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $365 Roundtrip, found 5 days ago
CA $365
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 12 from Orlando Intl. to Bradley Intl., returning Mon, Sep 14, priced at CA $365 found 5 days ago
Thu, Oct 15 - Mon, Oct 19
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $377 Roundtrip, found 3 days ago
CA $377
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Oct 15 from Orlando Intl. to Bradley Intl., returning Mon, Oct 19, priced at CA $377 found 3 days ago
Sat, Sep 19 - Tue, Sep 22
YYZ
Pearson Intl.
PVD
T.F. Green
CA $445 Roundtrip, found 20 hours ago
CA $445
Roundtrip
found 20 hours ago
Select Delta flight, departing Sat, Sep 19 from Pearson Intl. to T.F. Green, returning Tue, Sep 22, priced at CA $445 found 20 hours ago
Thu, Jul 1 - Wed, Jul 7
YYZ
Pearson Intl.
ORH
Worcester Regional
CA $640 Roundtrip, found 5 days ago
CA $640
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Jul 1 from Pearson Intl. to Worcester Regional, returning Wed, Jul 7, priced at CA $640 found 5 days ago
Sat, Sep 26 - Tue, Sep 29
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $687 Roundtrip, found 1 day ago
CA $687
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 26 from Pearson Intl. to Bradley Intl., returning Tue, Sep 29, priced at CA $687 found 1 day ago
OriginDestinationTravel datesFlights from*
LAXWindsor LocksSeptember 16 to September 23CA $381
LAXWarwickSeptember 25 to September 30CA $487
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXWarwickAugust 29 to September 5CA $468
LAXWindsor LocksAugust 29 to September 5CA $474
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Providence
4.0-star property

Graduate by Hilton Providence

Oct 17 - Oct 20

3 night stay

Toronto (YTO) to Providence (PVD)

Porter Airlines • Roundtrip • Coach
Price was CA $1,252, price is now CA $1,080 per person
CA $1,080
per person
found 22 hours ago
Fox Point Landing Residences
4.0-star property

Fox Point Landing Residences

Oct 9 - Oct 12

3 night stay

Calgary (YYC) to Providence (PVD)

Porter Airlines • Coach

Providence (PVD) to Calgary (YYC)

American Airlines • Coach
Price was CA $2,061, price is now CA $1,496 per person
CA $1,496
per person
found 21 hours ago
Pleasant View Inn
3.0-star property

Pleasant View Inn

Sep 5 - Sep 8

3 night stay

Toronto (YTO) to Providence (PVD)

United • Non-stop roundtrip • Coach
Price was CA $1,736, price is now CA $1,444 per person
CA $1,444
per person
found 1 day ago
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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! (1,854 reviews)
"We had issues with our door in room 259. It was hard to open and close that door. I did not inform the hotel about the issue as I figured out a way to open and close the door while I was there. However, it was a bit of a challenge to open and close that door."

Reviewed on Aug 22, 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 CA $187 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 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 CA $187. 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 $187 and CA $687. 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.