Search Cheap Flights to
Windham

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Windham Flights as Low as $102

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

Breeze Airways
Wed, Sep 17 - Wed, Sep 17
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Sep 17 from Orlando Intl. to Portsmouth Intl., returning Wed, Sep 17, priced at $102 found 1 day ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 1 day ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$107 Roundtrip, found 10 hours ago
$107
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $107 found 10 hours ago
Breeze Airways
Wed, Dec 3 - Sat, Dec 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Dec 6, priced at $112 found 2 days ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $117 found 1 day ago
Breeze Airways
Wed, Dec 3 - Sat, Dec 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Dec 6, priced at $122 found 2 days ago
Spirit Airlines
Mon, Sep 15 - Sat, Sep 20
MCO
Orlando Intl.
BOS
Logan Intl.
$130 Roundtrip, found 23 hours ago
$130
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Mon, Sep 15 from Orlando Intl. to Logan Intl., returning Sat, Sep 20, priced at $130 found 23 hours ago
Spirit Airlines
Sun, Aug 10 - Sat, Aug 16
MCO
Orlando Intl.
BOS
Logan Intl.
$132 Roundtrip, found 16 hours ago
$132
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Sun, Aug 10 from Orlando Intl. to Logan Intl., returning Sat, Aug 16, priced at $132 found 16 hours ago
Spirit Airlines
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$136 Roundtrip, found 12 hours ago
$136
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $136 found 12 hours ago
Spirit Airlines
Tue, Nov 4 - Tue, Nov 11
MCO
Orlando Intl.
BOS
Logan Intl.
$140 Roundtrip, found 12 hours ago
$140
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Tue, Nov 11, priced at $140 found 12 hours ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 3
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 3, priced at $143 found 1 day ago
Frontier Airlines
Fri, Jul 4 - Fri, Jul 4
MCO
Orlando Intl.
BOS
Logan Intl.
$186 Roundtrip, found 16 hours ago
$186
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Fri, Jul 4 from Orlando Intl. to Logan Intl., returning Fri, Jul 4, priced at $186 found 16 hours ago
JetBlue Airways
Wed, Aug 6 - Wed, Aug 20
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$191 Roundtrip, found 10 hours ago
$191
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 20, priced at $191 found 10 hours ago
United
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select United flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $197 found 12 hours ago
American Airlines
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $197 found 12 hours ago
Delta
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $197 found 12 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 September, 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 16 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 $102, 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 $102 right now, why wait?

Windham Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$101

Last Minute Hotel Deals in Windham

Even Hotels Manchester Airport by IHG
Even Hotels Manchester Airport by IHG
3.5 out of 5
55 John E. Devine Drive, Manchester, NH
Stay at this 3.5-star business-friendly hotel in Manchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (735 reviews)
"It was just 1 night but the place was new/updated. Very nice place."

Reviewed on Jun 17, 2025

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Even Hotels Manchester Airport by IHG
Park View Inn - Salem
Park View Inn - Salem
2 out of 5
109 S Broadway, Salem, NH
Stay at this motel in Salem. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,387 reviews)
"Excellent!"

Reviewed on Jun 15, 2025

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Park View Inn - Salem
Homewood Suites by Hilton Boston/Billerica
Homewood Suites by Hilton Boston/Billerica
3 out of 5
35 Middlesex Turnpike, Billerica, MA
Stay at this 3-star business-friendly hotel in Billerica. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,003 reviews)
"Please provide more towels when 5 people are staying. Bathtub water not draining fast. Please provide a better mattress or extra cushion for the pull out sofa as the spring board hurts"

Reviewed on Jun 15, 2025

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Homewood Suites by Hilton Boston/Billerica
Holiday Inn Express Andover North-Lawrence by IHG
Holiday Inn Express Andover North-Lawrence by IHG
2.5 out of 5
224 Winthrop Ave, Lawrence, MA
Book a stay at this business-friendly hotel in Lawrence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,000 reviews)
"Parking was the only issue...required to drive through a Dunkin' Donuts parking lot to get to the hotel."

Reviewed on Jun 16, 2025

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Holiday Inn Express Andover North-Lawrence by IHG
La Quinta Inn & Suites by Wyndham Salem NH
La Quinta Inn & Suites by Wyndham Salem NH
3 out of 5
8 Keewaydin Dr, Salem, NH
Stay at this 3-star business-friendly hotel in Salem. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,006 reviews)
"Very clean."

Reviewed on Jun 16, 2025

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La Quinta Inn & Suites by Wyndham Salem NH
Best Western Plus Executive Court Inn & Conference Center
Best Western Plus Executive Court Inn & Conference Center
3 out of 5
13500 S Willow St, Manchester, NH
Stay at this 3-star business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,212 reviews)
"Quick check in and coffee in the morning"

Reviewed on Jun 16, 2025

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Best Western Plus Executive Court Inn & Conference Center
Hilton Garden Inn Tewksbury Andover
Hilton Garden Inn Tewksbury Andover
3 out of 5
4 Highwood Drive, Tewksbury, MA
Stay at this 3-star business-friendly hotel in Tewksbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (629 reviews)
"Was greeted with a much needed sense of humor upon our late arrival after a road weary day of 10+ hours driving. It was truly appreciated"

Reviewed on Jun 12, 2025

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Hilton Garden Inn Tewksbury Andover
Westford Regency Inn & Conference Center
Westford Regency Inn & Conference Center
3 out of 5
219 Littleton Rd, Westford, MA
Stay at this 3-star hotel in Westford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,006 reviews)
"Great sized room, clean, comfortable bed. Quiet."

Reviewed on Jun 17, 2025

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Westford Regency Inn & Conference Center
See all 416 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.