$62 Cheap flights to Windham County

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Cheap flights to Windham County from $62 One Way, $128 Round Trip

$128 return flights and $62 one-way flights to Windham County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Aug 31 - Tue, Sep 1
MCO
Orlando
BDL
Hartford
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Aug 31 from Orlando to Hartford, returning Tue, Sep 1, priced at $128 found 1 day ago
Fri, Jan 22 - Mon, Jan 25
TPA
Tampa
PVD
Providence
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jan 22 from Tampa to Providence, returning Mon, Jan 25, priced at $132 found 1 day ago
Fri, Sep 11 - Sun, Sep 20
MCO
Orlando
BDL
Hartford
$135 Roundtrip, found 7 hours ago
$135
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, Sep 11 from Orlando to Hartford, returning Sun, Sep 20, priced at $135 found 7 hours ago
Sat, Sep 5 - Sat, Sep 12
TPA
Tampa
BDL
Hartford
$144 Roundtrip, found 1 hour ago
$144
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Sep 5 from Tampa to Hartford, returning Sat, Sep 12, priced at $144 found 1 hour ago
Thu, Sep 17 - Tue, Sep 22
MCO
Orlando
PVD
Providence
$170 Roundtrip, found 9 hours ago
$170
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando to Providence, returning Tue, Sep 22, priced at $170 found 9 hours ago
Sat, Oct 3 - Mon, Oct 5
MCO
Orlando
PVD
Providence
$213 Roundtrip, found 3 days ago
$213
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Oct 3 from Orlando to Providence, returning Mon, Oct 5, priced at $213 found 3 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
LAXWindsor LocksAugust 8 to August 22$385
LAXWarwickAugust 8 to August 14$467
PDXWindsor LocksAugust 8 to August 15$508
PDXWarwickAugust 7 to August 12$763
LAXWorcesterAugust 7 to August 9$1,816
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Windham County Accommodation Deals

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
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $101 total per night from Aug 16 to Aug 17
$101 total
Aug 16 - Aug 17
Total with taxes and fees
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 ...
7.8/10 Good! (2,823 reviews)
"Wish they had eggs and sausage breakfast that was disappointing..363 a night should be better than waffle and semi stale bagel rest was 👌"

Reviewed on Jul 31, 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
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $154 total per night from Aug 2 to Aug 3
$154 total
Aug 2 - Aug 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Mashantucket. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Foxwoods Resort Casino and ...
Opens in a new windowTwo Trees Inn
Holiday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG

Holiday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG

2.5 out of 5
901 Jefferson Blvd Warwick RI
Fully refundable
$130 nightly
The price is $148 total per night from Aug 31 to Sep 1
$148 total
Aug 31 - Sep 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Warwick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowHoliday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG
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Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $124 total per night from Aug 3 to Aug 4
$124 total
Aug 3 - Aug 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowHyatt Place Uncasville - Casino Area
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Windham County

Finding cheap flights to Windham County is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Windham County flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Windham County through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Windham County—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Windham County flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Windham County with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Windham County?
Make sure you have a valid passport and select from the 12 airlines offering flights to Bradley Intl. Airport (BDL). After exiting the plane, Windham County is yours to discover. Search for the best deals from these leading carriers:

  • Air Canada - 17 flights to Windham County per month
  • JetBlue - 16 flights to Windham County per month

How much is a flight to Windham County?
Travelers from near and far landed round-trip flight deals ranging between $128 and $1,816 this week. Kicking off your trip from Orlando (MCO)? The most affordable one-way prices started at just $62.
How to book the cheapest flight to Windham County?
With Orbitz, you'll find some of the most incredible flight deals around from a great range of airlines. But if you'd like to increase your likelihood of booking cheap flights to Windham County, here are some suggestions designed to help:

  • Consider alternative airports for a cheaper fare. Enter your preferred departure and arrival airports in the form fields, then select the 'Nearby airports' function below. It will list the available options.
  • If you're flexible with your plans, click on the 'Show flexible dates' link. It'll bring up flight deals for the days around your chosen departure. Fares often vary depending on what day it is.
  • To refine your results, click on 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose your preferred departure and arrival times under 'Sort & Filter' to the left.
  • The early bird catches the most rewarding deals, so book as soon as you know your travel dates. The cheapest fares are quick to sell out and prices normally increase as the departure date gets closer.
  • Save loads on your vacation by combining your flights, hotels and car rental into an Orbitz package. Your wallet will thank you for it.
  • If you can, don't fly in the most popular seasons. Airfares surge during summer, school breaks and other vacation periods like Easter and Christmas.

What is the best time to book a flight to Windham County?
Generally speaking, the cheapest month to reserve a plane ticket is January. This is followed by February then August. When searching for a cheap flight to Windham County, be ready to book. Cheap deals appear in an instant and don't wait around!
What day of the week is the cheapest to book a flight to Windham County?
To score an unbeatable flight deal, make a booking on a Tuesday, Wednesday or Saturday. Usually, these are the cheapest days to purchase airfares to Windham County.
What is the cheapest day of the week to fly to Windham County?
If you're chasing cheap flights to Windham County, depart early in the week. Orbitz data from 2020 shows Monday is the most affordable day to travel, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your bank account a favor.
What is the cheapest month to fly to Windham County?
Fly during August if you're on a budget. Orbitz data has found that it's generally the best month for cheap flights to Windham County. June is when ticket prices are at their most expensive.
Which airlines allow free cancellation?
Plans change, and we believe your ticket should be able to as well. That's why Orbitz makes it a cinch to search for fares with no change fees and free cancellation. Just enter your travel details and then select "Filter by flexible change policies." How's that for fuss-free?
What do I need for the flight to Windham County?
There's so much to sort out for any big adventure, so it's useful to get a bit of help along the way. Here's a handy checklist to ensure you're organized for take off:

  • Make sure you've got your travel paperwork and some identification. For international journeys, you'll need to take your passport. When booking your tickets, always use the same name, gender and birth date as indicated on your government-issued ID.
  • A well-packed carry-on bag is just the ticket for a comfortable flight experience. Given this journey to Windham County is no short hop, take a few snacks and activities to keep you happy. Something to read is sure to help the hours pass.
  • No matter what the season is at your destination, plane cabins (and airports) can get quite cool. Take an extra layer on your journey to stay warm and comfy.

How do I get cheap first-class/business deals to Windham County?
If you think a first or business-class ticket is beyond your grasp, think again. Here are some terrific tips to help you nab a premium flight to Windham County for less:

  • Be flexible with your travel dates and wait for early bird or last-minute sales on business or first-class airfares.
  • Look for a low-cost airline that offers seats in business class. They often come with extra legroom and a glass of bubbly — and a more attractive price.
  • Bid for an upgrade in online auctions or upgrade your fare with your frequent flyer points.

What is the best time to go to Windham County?
If you'd like to soak up the atmosphere of Windham County in the tourist season, May, June and July are the best months to visit. June 20 signals the beginning of summer in the Northern Hemisphere and is a wonderful time to travel if you savor the great outdoors. During this time of year, average daily temperatures range from 60 ºF to 80 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.