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Windham

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Windham Flights as Low as $197

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

JetBlue Airways
Sat, Aug 15 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 15 hours ago
$197
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Aug 27, priced at $197 found 15 hours ago
JetBlue Airways
Sat, Aug 15 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$199 Roundtrip, found 15 hours ago
$199
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Aug 27, priced at $199 found 15 hours ago
American Airlines
Sat, Aug 15 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 15 hours ago
$201
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Aug 27, priced at $201 found 15 hours ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 15 hours ago
$201
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $201 found 15 hours ago
Delta
Sat, Aug 15 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 15 hours ago
$201
Roundtrip
found 15 hours ago
Select Delta flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Aug 27, priced at $201 found 15 hours ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 15 hours ago
$207
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $207 found 15 hours ago
United
Sat, Aug 15 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$216 Roundtrip, found 15 hours ago
$216
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Aug 27, priced at $216 found 15 hours ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$222 Roundtrip, found 15 hours ago
$222
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $222 found 15 hours ago
JetBlue Airways
Sat, Aug 15 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$225 Roundtrip, found 15 hours ago
$225
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Aug 27, priced at $225 found 15 hours ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$227 Roundtrip, found 15 hours ago
$227
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $227 found 15 hours ago
JetBlue Airways
Sat, Aug 1 - Sat, Aug 22
DEN
Denver Intl.
PWM
Portland Intl. Jetport
$246 Roundtrip, found 3 days ago
$246
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Aug 1 from Denver Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $246 found 3 days ago
Bargain Flight
Tue, Jul 7 - Fri, Jul 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$259 Roundtrip, found 8 hours ago
$259
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, Jul 7 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Fri, Jul 10, priced at $259 found 8 hours ago
Breeze Airways
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$310 Roundtrip, found 15 hours ago
$310
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $310 found 15 hours ago
Delta
Tue, Oct 6 - Tue, Oct 20
BTR
Baton Rouge Metropolitan
PWM
Portland Intl. Jetport
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 6 from Baton Rouge Metropolitan to Portland Intl. Jetport, returning Tue, Oct 20, priced at $311 found 1 day ago
Delta
Wed, Jul 22 - Wed, Jul 29
DAL
Love Field
PWM
Portland Intl. Jetport
$440 Roundtrip, found 1 day ago
$440
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 22 from Love Field to Portland Intl. Jetport, returning Wed, Jul 29, priced at $440 found 1 day ago
Sun Country Airlines
Fri, Jul 17 - Sun, Jul 19
DEN
Denver Intl.
PWM
Portland Intl. Jetport
$719 Roundtrip, found 3 days ago
$719
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Fri, Jul 17 from Denver Intl. to Portland Intl. Jetport, returning Sun, Jul 19, priced at $719 found 3 days 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 $197, 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 $197 right now, why wait?

Windham Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$197

Last Minute Hotel Deals in Windham

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
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 ...
8.6/10 Excellent! (2,196 reviews)
"Room was not clean at all. The floors were sticky, the bathroom had chewed gum on the floor, used bar soap in the tub, dirt in the tub, and potential dirty towel with blood in it. The room had an odor as well. The staff said they couldn’t help and just told us to email the manager. Not sure if this ..."

Reviewed on Jun 30, 2026

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La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
9.4/10 Exceptional! (1,775 reviews)
"Clean room but the room wasn't well cleaned during the stay. They picked up towels but I noticed trash on the floor. The 35 facility fee is a joke. Not much to use for 35. If you have breakfast or drinks then the fee is waved. Air conditioning wasn't working. Never got below 74 degrees F in room ..."

Reviewed on Jun 29, 2026

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Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
9.4/10 Exceptional! (1,253 reviews)
"Great location, beautiful, modern rooms with big bathrooms, comfortable beds, spacious areas for storing luggage, etc. and terrific electric black out shades. Very quiet and peaceful. Beautiful garden in the back and easy access to parking garage and Old Port activities. Highly recommend."

Reviewed on Jun 29, 2026

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Cambria Hotel Portland Downtown-Old Port
Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
7.4/10 Good! (521 reviews)
"Room felt musty and humid even when bathroom vent was on. There were insects in the bedroom (flies and moths). Breakfast was terrible. There are somethings you shouldn't eat even when its free."

Reviewed on Jun 29, 2026

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Clarion Pointe South Portland
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.6/10 Excellent! (2,172 reviews)
"The hotel was good. The property and room were well cared for. The only issue we had was the person who checked us input both rooms on one payment. When questions they said they had to post the payment that way. The morning attendant stated that the night sift worker just didn't want to complete ..."

Reviewed on Jun 30, 2026

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Comfort Inn South Portland Airport
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Book a stay at this 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 in ...
9.4/10 Exceptional! (1,684 reviews)
"We are two couples who enjoyed our stay due to the central location, cool neighborhood, helpful staff in an updated historical building! GREAT place to stay in Portland!"

Reviewed on Jun 30, 2026

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Portland Regency Hotel & Spa
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
6.6/10 (1,013 reviews)
"Be aware of this place if you take a lap dog, they will frame and charge you for "dog poop". I have a well trained dog that has been traveling with me for years and has his own bed. This is incredibly infuriating they said there was dog poop in the bed. So where did my husband and I sleep? I even ..."

Reviewed on Jun 29, 2026

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Quality Inn & Suites South Portland
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd. South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (2,962 reviews)
"Staff was awesome!"

Reviewed on Jun 30, 2026

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Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
See all 3,348 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.