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Windham

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Windham Flights as Low as $105

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

Breeze Airways
Wed, Jun 4 - Sat, Jun 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$105 Roundtrip, found 11 hours ago
$105
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Jun 4 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 7, priced at $105 found 11 hours ago
Breeze Airways
Wed, Jun 4 - Sat, Jun 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$109 Roundtrip, found 11 hours ago
$109
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Jun 4 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 7, priced at $109 found 11 hours ago
Breeze Airways
Wed, Jun 4 - Sat, Jun 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$110 Roundtrip, found 11 hours ago
$110
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Jun 4 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 7, priced at $110 found 11 hours ago
Breeze Airways
Wed, Jun 4 - Sat, Jun 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$115 Roundtrip, found 11 hours ago
$115
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Jun 4 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 7, priced at $115 found 11 hours ago
Breeze Airways
Wed, May 28 - Wed, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$119 Roundtrip, found 18 hours ago
$119
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Wed, May 28 from Orlando Intl. to Portsmouth Intl., returning Wed, Jun 4, priced at $119 found 18 hours ago
Breeze Airways
Wed, May 28 - Wed, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$124 Roundtrip, found 2 hours ago
$124
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, May 28 from Orlando Intl. to Portsmouth Intl., returning Wed, Jun 4, priced at $124 found 2 hours ago
Breeze Airways
Wed, May 28 - Wed, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$129 Roundtrip, found 2 hours ago
$129
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, May 28 from Orlando Intl. to Portsmouth Intl., returning Wed, Jun 4, priced at $129 found 2 hours ago
Spirit Airlines
Tue, Jun 3 - Tue, Jun 3
MCO
Orlando Intl.
BOS
Logan Intl.
$132 Roundtrip, found 5 days ago
$132
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Jun 3 from Orlando Intl. to Logan Intl., returning Tue, Jun 3, priced at $132 found 5 days ago
Breeze Airways
Wed, May 28 - Wed, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$134 Roundtrip, found 2 hours ago
$134
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, May 28 from Orlando Intl. to Portsmouth Intl., returning Wed, Jun 4, priced at $134 found 2 hours ago
Frontier Airlines
Mon, Jun 2 - Fri, Jun 13
MCO
Orlando Intl.
BOS
Logan Intl.
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Jun 2 from Orlando Intl. to Logan Intl., returning Fri, Jun 13, priced at $137 found 5 days ago
Frontier Airlines
Mon, Jun 2 - Fri, Jun 6
MCO
Orlando Intl.
BOS
Logan Intl.
$141 Roundtrip, found 5 days ago
$141
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Jun 2 from Orlando Intl. to Logan Intl., returning Fri, Jun 6, priced at $141 found 5 days ago
Breeze Airways
Sat, Aug 9 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$190 Roundtrip, found 18 hours ago
$190
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sat, Aug 9 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $190 found 18 hours ago
JetBlue Airways
Thu, Aug 7 - Thu, Aug 21
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Aug 7 from Orlando Intl. to Manchester-Boston Regional, returning Thu, Aug 21, priced at $197 found 2 days ago
United
Fri, Jul 11 - Mon, Jul 14
MCO
Orlando Intl.
BOS
Logan Intl.
$220 Roundtrip, found 4 hours ago
$220
Roundtrip
found 4 hours ago
Select United flight, departing Fri, Jul 11 from Orlando Intl. to Logan Intl., returning Mon, Jul 14, priced at $220 found 4 hours ago
American Airlines
Mon, Jul 21 - Sat, Jul 26
MCO
Orlando Intl.
BOS
Logan Intl.
$220 Roundtrip, found 1 hour ago
$220
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Jul 21 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $220 found 1 hour ago
Bargain Flight
Thu, May 29 - Mon, Jun 2
MCO
Orlando Intl.
BOS
Logan Intl.
$228 Roundtrip, found 5 hours ago
$228
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Thu, May 29 from Orlando Intl. to Logan Intl., returning Mon, Jun 2, priced at $228 found 5 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 June, 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 15 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 $105, 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 $105 right now, why wait?

Windham Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$67

Last Minute Hotel Deals in Windham

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! (1,361 reviews)
Very nice staff and clean
"Very nice staff and clean. This place is older and in need of updating. But, it is clean! And I would stay here again if need be when in the area. It's central for all my travels to family and friends. The price is good and the staff is very nice."

Reviewed on May 20, 2025

Get rates
Park View Inn - Salem
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! (1,195 reviews)
This was a great stay!
"This was a great stay! And will return if need be when visiting this area. The staff was amazing. And when the manager had mad some cookies for a special request from a guest party, she shared some with me. What a special treat and would be a wonderful one to bring back for all guests in the ..."

Reviewed on May 20, 2025

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Best Western Plus Executive Court Inn & Conference Center
La Quinta Inn & Suites by Wyndham Boston-Andover
La Quinta Inn & Suites by Wyndham Boston-Andover
2.5 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 ...
8/10 Very Good! (1,748 reviews)
"All good except had black antd in toom."

Reviewed on May 20, 2025

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La Quinta Inn & Suites by Wyndham Boston-Andover
La Quinta Inn & Suites by Wyndham Salem NH
La Quinta Inn & Suites by Wyndham Salem NH
2.5 out of 5
8 Keewaydin Dr, Salem, NH
Book a stay at this 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! (1,001 reviews)
"Great breakfast"

Reviewed on May 19, 2025

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La Quinta Inn & Suites by Wyndham Salem NH
Courtyard by Marriott Boston Billerica/Bedford
Courtyard by Marriott Boston Billerica/Bedford
3 out of 5
270 Concord Rd, Billerica, MA
Stay at this 3-star business-friendly hotel in Billerica. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.8/10 Excellent! (1,000 reviews)
"😊"

Reviewed on May 19, 2025

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Courtyard by Marriott Boston Billerica/Bedford
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! (1,002 reviews)
"Nice"

Reviewed on May 18, 2025

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Holiday Inn Express Andover North-Lawrence by IHG
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! (1,000 reviews)
"Kind staff, clean facilities, easy to navigate, accessible"

Reviewed on May 21, 2025

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Homewood Suites by Hilton Boston/Billerica
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! (696 reviews)
"Was immaculate"

Reviewed on May 19, 2025

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Even Hotels Manchester Airport by IHG
See all 427 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.