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Windham

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Windham Flights as Low as $169

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

JetBlue Airways
Tue, Aug 5 - Tue, Aug 19
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Tampa Intl. to Portland Intl. Jetport, returning Tue, Aug 19, priced at $169 found 1 day ago
JetBlue Airways
Tue, Aug 5 - Fri, Aug 15
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Tampa Intl. to Portland Intl. Jetport, returning Fri, Aug 15, priced at $184 found 1 day ago
JetBlue Airways
Thu, Jun 12 - Wed, Jul 9
JAX
Jacksonville Intl.
PWM
Portland Intl. Jetport
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jun 12 from Jacksonville Intl. to Portland Intl. Jetport, returning Wed, Jul 9, priced at $188 found 1 day ago
JetBlue Airways
Wed, Aug 6 - Fri, Aug 15
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Tampa Intl. to Portland Intl. Jetport, returning Fri, Aug 15, priced at $199 found 1 day ago
Delta
Tue, Aug 5 - Wed, Aug 13
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 5 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Aug 13, priced at $217 found 1 day ago
JetBlue Airways
Tue, Aug 5 - Mon, Aug 18
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Tampa Intl. to Portland Intl. Jetport, returning Mon, Aug 18, priced at $238 found 1 day ago
JetBlue Airways
Sat, Aug 9 - Tue, Aug 19
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Aug 9 from Tampa Intl. to Portland Intl. Jetport, returning Tue, Aug 19, priced at $241 found 1 day ago
Bargain Flight
Thu, Aug 7 - Sat, Aug 16
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Thu, Aug 7 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Aug 16, priced at $247 found 1 day ago
JetBlue Airways
Tue, Aug 5 - Sun, Aug 17
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Tampa Intl. to Portland Intl. Jetport, returning Sun, Aug 17, priced at $251 found 1 day ago
JetBlue Airways
Wed, Aug 6 - Mon, Aug 18
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Tampa Intl. to Portland Intl. Jetport, returning Mon, Aug 18, priced at $253 found 1 day ago
Delta
Tue, Sep 23 - Wed, Sep 24
IAH
George Bush Intercontinental
PWM
Portland Intl. Jetport
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 23 from George Bush Intercontinental to Portland Intl. Jetport, returning Wed, Sep 24, priced at $257 found 5 days ago
Breeze Airways
Thu, Aug 7 - Sat, Aug 16
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$262 Roundtrip, found 1 day ago
$262
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Aug 7 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Aug 16, priced at $262 found 1 day ago
Frontier Airlines
Wed, May 7 - Fri, May 9
IAH
George Bush Intercontinental
PWM
Portland Intl. Jetport
$273 Roundtrip, found 5 days ago
$273
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, May 7 from George Bush Intercontinental to Portland Intl. Jetport, returning Fri, May 9, priced at $273 found 5 days ago
American Airlines
Thu, Aug 7 - Sat, Aug 16
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 7 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Aug 16, priced at $276 found 1 day ago
American Airlines
Sat, Jul 12 - Thu, Jul 31
LCH
Lake Charles Regional
PWM
Portland Intl. Jetport
$397 Roundtrip, found 1 day ago
$397
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 12 from Lake Charles Regional to Portland Intl. Jetport, returning Thu, Jul 31, priced at $397 found 1 day ago
Delta
Wed, Jul 16 - Tue, Jul 29
AEX
Alexandria Intl.
PWM
Portland Intl. Jetport
$516 Roundtrip, found 1 day ago
$516
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 16 from Alexandria Intl. to Portland Intl. Jetport, returning Tue, Jul 29, priced at $516 found 1 day 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 PWM 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 August, 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 Portland Intl. Jetport 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 $169, 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 $169 right now, why wait?

Windham Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$168

Last Minute Hotel Deals in Windham

The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
The price is $152 per night from May 26 to May 27
$152
includes taxes & fees
May 26 - May 27
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
8.8/10 Excellent! (1,000 reviews)
"Hotel in good neighborhood location with a lot of dining options within walking distance. Hotel has access to attached public parking garage with room key, making it very convenient to park, while still being within walking distance of attractions and waterfront. Really good fitness room, and good ..."

Reviewed on Apr 28, 2025

The Westin Portland Harborview
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
The price is $225 per night from May 4 to May 5
$225
includes taxes & fees
May 4 - May 5
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
9/10 Wonderful! (1,480 reviews)
"Clean, live the vibe"

Reviewed on Apr 28, 2025

Portland Harbor Hotel
Clarion Hotel Portland
Clarion Hotel Portland
2.5 out of 5
1230 Congress St, Portland, ME
The price is $93 per night from May 1 to May 2
$93
includes taxes & fees
May 1 - May 2
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.8/10 Good! (1,004 reviews)
"Love the pool"

Reviewed on Apr 25, 2025

Clarion Hotel Portland
Cambria Hotel Portland Downtown-Old Port
Cambria Hotel Portland Downtown-Old Port
3 out of 5
25 HANCOCK STREET, Portland, ME
The price is $192 per night from Apr 30 to May 1
$192
includes taxes & fees
Apr 30 - May 1
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
9.2/10 Wonderful! (861 reviews)
Great People
"The team was very helpful in addressing my needs/requests. Would recommend"

Reviewed on Apr 28, 2025

Cambria Hotel Portland Downtown-Old Port
Inn at St John Portland In-Town
Inn at St John Portland In-Town
2.5 out of 5
939 Congress St, Portland, ME
The price is $97 per night from Apr 30 to May 1
$97
includes taxes & fees
Apr 30 - May 1
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,004 reviews)
Charming!
"The hotel and our room were cute & quaint. They took the time to put special Easter decorations up. It was adorable. Staff was great and so helpful. just wish we would have been a little closer to the Arts District and Old Port. You can walk but it’s a bit of a hike. If you have a car, you’re good. ..."

Reviewed on Apr 25, 2025

Inn at St John Portland In-Town
La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
2.5 out of 5
340 Park Ave, Portland, ME
The price is $104 per night from May 1 to May 2
$104
includes taxes & fees
May 1 - May 2
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (2,143 reviews)
"This was a great place to stay when we were in town. We walked to Hadlock Field and there are plenty of other places within walking distance."

Reviewed on Apr 24, 2025

La Quinta Inn & Suites by Wyndham Portland
Portland Regency Hotel & Spa
Portland Regency Hotel & Spa
3.5 out of 5
20 Milk Street, Portland, ME
The price is $179 per night from May 4 to May 5
$179
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,246 reviews)
"."

Reviewed on Apr 29, 2025

Portland Regency Hotel & Spa
Aloft Portland Downtown Waterfront ME
Aloft Portland Downtown Waterfront ME
3 out of 5
379 Commercial Street, Portland, ME
The price is $144 per night from May 11 to May 12
$144
includes taxes & fees
May 11 - May 12
Stay at this 3-star hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the bar and the helpful staff ...
8.8/10 Excellent! (907 reviews)
Modern Eclectic and Fun property
"Great location on Commercial Street. Modern vibe and feel. Only complaint were the pillows. Way too soft, and $40 per night valet fee."

Reviewed on Apr 26, 2025

Aloft Portland Downtown Waterfront ME
See all 3,194 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.