Search Cheap Flights to
Windham

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Windham Flights as Low as $122

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Sun, Jan 17 - Thu, Jan 21
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Jan 17 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Jan 21, priced at $122 found 1 day ago
Breeze Airways
Sun, Jan 17 - Thu, Jan 21
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Jan 17 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Jan 21, priced at $127 found 1 day ago
Breeze Airways
Sun, Jan 17 - Thu, Jan 21
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Jan 17 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Jan 21, priced at $132 found 1 day ago
Delta
Tue, Nov 10 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$169 Roundtrip, found 16 hours ago
$169
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Nov 10 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Nov 16, priced at $169 found 16 hours ago
JetBlue Airways
Tue, Nov 10 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$169 Roundtrip, found 16 hours ago
$169
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Nov 10 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Nov 16, priced at $169 found 16 hours ago
Breeze Airways
Thu, Nov 26 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Tue, Dec 8, priced at $179 found 1 hour ago
Southwest Airlines
Tue, Nov 10 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$184 Roundtrip, found 16 hours ago
$184
Roundtrip
found 16 hours ago
Select Southwest Airlines flight, departing Tue, Nov 10 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Nov 16, priced at $184 found 16 hours ago
American Airlines
Tue, Nov 10 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$189 Roundtrip, found 16 hours ago
$189
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Nov 10 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Nov 16, priced at $189 found 16 hours ago
Bargain Flight
Tue, Mar 16 - Tue, Mar 30
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$219 Roundtrip, found 8 hours ago
$219
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, Mar 16 from Raleigh - Durham Intl. to Logan Intl., returning Tue, Mar 30, priced at $219 found 8 hours ago
Allegiant Air
Sat, Oct 31 - Sat, Nov 14
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$242 Roundtrip, just found
$242
Roundtrip
just found
Select Allegiant Air flight, departing Sat, Oct 31 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Nov 14, priced at $242 just found
Frontier Airlines
Thu, Nov 26 - Thu, Dec 17
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Logan Intl., returning Thu, Dec 17, priced at $247 found 1 day ago
Bargain Flight
Fri, Jan 8 - Mon, Jan 25
LAX
Los Angeles Intl.
BOS
Logan Intl.
$289 Roundtrip, found 1 hour ago
$289
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Fri, Jan 8 from Los Angeles Intl. to Logan Intl., returning Mon, Jan 25, priced at $289 found 1 hour ago
Alaska Airlines
Fri, Jan 8 - Mon, Jan 25
LAX
Los Angeles Intl.
BOS
Logan Intl.
$297 Roundtrip, found 1 hour ago
$297
Roundtrip
found 1 hour ago
Select Alaska Airlines flight, departing Fri, Jan 8 from Los Angeles Intl. to Logan Intl., returning Mon, Jan 25, priced at $297 found 1 hour ago
Southwest Airlines
Thu, Nov 26 - Thu, Dec 3
FLL
Fort Lauderdale - Hollywood Intl.
MHT
Manchester-Boston Regional
$350 Roundtrip, found 1 hour ago
$350
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Thu, Nov 26 from Fort Lauderdale - Hollywood Intl. to Manchester-Boston Regional, returning Thu, Dec 3, priced at $350 found 1 hour ago
American Airlines
Fri, Dec 25 - Fri, Jan 1
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$562 Roundtrip, found 23 hours ago
$562
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, Dec 25 from Los Angeles Intl. to Manchester-Boston Regional, returning Fri, Jan 1, priced at $562 found 23 hours ago
Sun Country Airlines
Thu, Nov 12 - Sat, Nov 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$598 Roundtrip, found 2 hours ago
$598
Roundtrip
found 2 hours ago
Select Sun Country Airlines flight, departing Thu, Nov 12 from Los Angeles Intl. to Logan Intl., returning Sat, Nov 14, priced at $598 found 2 hours ago

Cheap Flights to Windham

Fall in love at first flight with your vacation to Windham by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windham on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windham, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windham

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windham with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BOS airport.

What is the cheapest month to fly to Windham?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windham are in January, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windham?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Windham.

What airport is best to fly into Windham?

When you’re planning your trip to Windham, convenience is the name of the game. Luckily, Windham Nashua Municipal Airport is nearby so you can deplane and get going on checking off everything on your Windham must-do list.

How much are flights to Windham?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windham on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $122, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windham?

The trick to saving a stack of cash on your flight to Windham? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $122 right now, why wait?

Windham Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$121

Last Minute Hotel Deals in Windham

Methuen Inn and Conference Center

Methuen Inn and Conference Center

2.5 out of 5
159 Pelham Street Methuen MA
Stay at this hotel in Methuen. Enjoy free WiFi, free parking, and room service. Popular attractions Canobie Lake Park and Methuen Memorial Music Hall are located ...
Get rates
Methuen Inn and Conference Center
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

3 out of 5
4 Highwood Drive Tewksbury MA
Book a stay at this business-friendly hotel in Tewksbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Get rates
Hilton Garden Inn Tewksbury Andover
Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG

2.5 out of 5
8 Independence Drive Chelmsford MA
Book a stay at this business-friendly hotel in Chelmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Get rates
Holiday Inn Express Chelmsford by IHG
Courtyard by Marriott Boston Billerica/Bedford

Courtyard by Marriott Boston Billerica/Bedford

3 out of 5
270 Concord Rd Billerica MA
Book a stay at this business-friendly hotel in Billerica. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Get rates
Courtyard by Marriott Boston Billerica/Bedford
Sonesta Select Boston Lowell Chelmsford

Sonesta Select Boston Lowell Chelmsford

3 out of 5
30 Industrial Ave East Lowell MA
Book a stay at this business-friendly hotel in Lowell. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,007 reviews)
"The worst hotel I have ever stayed in. The staff were completely incompetent and the rooms were not clean."

Reviewed on Oct 25, 2026

Get rates
Sonesta Select Boston Lowell Chelmsford
DoubleTree by Hilton Boston - Andover

DoubleTree by Hilton Boston - Andover

4 out of 5
123 Old River Rd Andover MA
Book a stay at this business-friendly hotel in Andover. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Get rates
DoubleTree by Hilton Boston - Andover
La Quinta Inn & Suites by Wyndham Boston-Andover

La Quinta Inn & Suites by Wyndham Boston-Andover

3 out of 5
131 River Rd Andover MA
Book a stay at this business-friendly hotel in Andover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (2,078 reviews)
"Check in was a breeze. Maria at the front desk was so nice and helpful! As for the room 142 nope!! There as mold all over the ceiling and in the bathroom as well. When I went to let the sun In from the window nothing but spider webs all over the place, even the curtain had mold on them! Sheets were ..."

Reviewed on Oct 25, 2026

Get rates
La Quinta Inn & Suites by Wyndham Boston-Andover
Comfort Inn Manchester Airport

Comfort Inn Manchester Airport

2.5 out of 5
298 Queen City Ave Manchester NH
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,012 reviews)
"Bathroom seat had brown stain residue, had to switch rooms my last two stays there, vending machine is not working kept tapping and wouldn’t take my money and staff couldn’t offer me a bottle of water, had to go outside of the hotel in the middle of the night just to buy a bottle of water"

Reviewed on Oct 26, 2026

Get rates
Comfort Inn Manchester Airport
See all 468 properties in Windham
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.