$29 Cheap Flights to Windham

View $29 flight on Sun, Feb 8, 2026Opens in a new window

Popular airlines to Windham

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How much is the cheapest flight to Windham?

Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, Jan 16 - Sat, Jan 17
MCO
Orlando
BDL
Hartford
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jan 16 from Orlando to Hartford, returning Sat, Jan 17, priced at $58 just found
Breeze Airways
Thu, Dec 4 - Sun, Dec 14
MCO
Orlando
BDL
Hartford
$76 Roundtrip, found 4 hours ago
$76
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Dec 4 from Orlando to Hartford, returning Sun, Dec 14, priced at $76 found 4 hours ago
Southwest Airlines
Sat, Dec 13 - Sun, Dec 14
MCO
Orlando
BDL
Hartford
$123 Roundtrip, just found
$123
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Dec 13 from Orlando to Hartford, returning Sun, Dec 14, priced at $123 just found
JetBlue Airways
Wed, Dec 24 - Thu, Jan 1
FLL
Fort Lauderdale
BDL
Hartford
$143 Roundtrip, found 5 hours ago
$143
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, Dec 24 from Fort Lauderdale to Hartford, returning Thu, Jan 1, priced at $143 found 5 hours ago
American Airlines
Thu, Jan 8 - Mon, Jan 12
FLL
Fort Lauderdale
BDL
Hartford
$159 Roundtrip, found 1 hour ago
$159
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Jan 8 from Fort Lauderdale to Hartford, returning Mon, Jan 12, priced at $159 found 1 hour ago

Find the cheapest month to fly from Columbus (CMH) to Hartford (BDL)

May is typically the cheapest month to fly

From $101 - $366 per traveler.

Alternative airports near Windham

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Bradley Intl. BDL. Cheapest option available. Average driving time to city center is 58 minutes. Flights from $307
BDL
Bradley Intl.
Cheapest
Average driving time to city center58 min
Flights from $307

Frequently asked questions

What month is the cheapest to fly to Windham?
January is the cheapest month to travel to Windham. There's less demand then, so fares are usually more affordable. Booking your trip outside of major holidays and school breaks can also help you save.
Which US cities have the cheapest flights to Windham?
Get cheap flights to Windham from Washington, Chicago and Orlando. These cities usually offer the best fares to this popular destination. But remember that demand, seasonality and stopovers also influence rates, so remain flexible and book when you spot a bargain.
Which US cities fly direct to Windham?
You can fly to Windham without a stopover from 32 US destinations. To find a nonstop journey, check "Direct flights only" when browsing for flights to Windham on Expedia. Then, compare the options and find the best departure out of any of these cities:

  • Washington
  • Chicago
  • Orlando
  • Atlanta
  • Charlotte

How to find a cheap flight to Windham?
Jetting off in the low season and booking in advance are two great ways to get cheap flights to Windham. Or, consider departing on a Thursday, which is on average 16% cheaper than departing on a Sunday.* Want to be the first to know as soon as fares drop? Just set up price tracking on the Expedia app for real-time updates.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Windham?
Although booking in advance is usually the easiest way to save money, don't worry if your Windham vacation is last minute. You can still get cheap flights to Windham, especially if your plans have a little leeway. Try changing your travel dates, exploring different ticket types or departing from an alternative hub.
How far in advance should I book a flight to Windham?
Secure the departure dates you want and a price you'll love by booking your domestic flight to Windham up to 28 days in advance. Search for tickets two to four months ahead if you're headed to Windham from an international destination.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Windham?
Generally, you can get cheap flights to Windham on a Sunday. You can save around 8% on average compared to those who book on a Friday, which is typically the most expensive day for tickets.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Windham?
There are 10 airlines connecting Windham with 34 airports worldwide. The chief gateway to this city is Bradley Intl. Airport (BDL). Travel with any of these well-known airlines to Windham:

  • Delta Air Lines
  • American Airlines
  • United Airlines
  • JetBlue Airways

Where do you fly into Windham?
The main hub when you fly to Windham is Hartford, CT (HFD-Hartford - Brainard), but there are other nearby choices like Bradley Intl. Airport (BDL) and T.F. Green Airport (PVD). You can also touch down at Tweed - New Haven Regional Airport (HVN) and New London, CT (GON-Groton - New London) when flying to Windham.
How far is the airport from central Windham?
Touching down at Hartford, CT (HFD-Hartford - Brainard) puts you about 25 mi west of the center of Windham.
Can I save money by booking a Windham trip package?
Bundle your hotel and flight and you could save hundreds of dollars. Plus, you can add extras like car rentals and tours to your Windham flight and hotel package deal. With Expedia, it's a breeze to organize all your Windham travel plans in one place.
Can I change or cancel my flight to Windham?
You can usually change or cancel your flight to Windham within 24 hours of booking. However, keep in mind that some fares are non-refundable. In those cases, you may be issued credit for a future trip instead of a direct refund. Be sure to check the airline's rules and restrictions in your itinerary for exact details. You can use Expedia's "Changes included" or "No cancel fee" filters during your search to find cheap flights to Windham with flexible change policies. To learn more, visit our Customer Service Portal.
Flights to Windham information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Destination city name
Hartford
Roundtrip price
$58

Trending flights to Windham

Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, Jan 16 - Sat, Jan 17
MCO
Orlando
BDL
Hartford
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jan 16 from Orlando to Hartford, returning Sat, Jan 17, priced at $58 just found

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