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Windham

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Windham Flights as Low as $152

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

Breeze Airways
Wed, Sep 16 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 23, priced at $152 found 4 days ago
Breeze Airways
Wed, Sep 16 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 23, priced at $157 found 4 days ago
Breeze Airways
Wed, Sep 16 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 4 days ago
$162
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 23, priced at $162 found 4 days ago
Breeze Airways
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 20 hours ago
$197
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $197 found 20 hours ago
JetBlue Airways
Wed, Sep 16 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$200 Roundtrip, found 4 days ago
$200
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 23, priced at $200 found 4 days ago
Breeze Airways
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 20 hours ago
$207
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $207 found 20 hours ago
Bargain Flight
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sun, Sep 6, priced at $222 found 2 days ago
JetBlue Airways
Wed, Sep 16 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$231 Roundtrip, found 4 days ago
$231
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 23, priced at $231 found 4 days ago
American Airlines
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sun, Sep 6, priced at $237 found 2 days ago
Delta
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$242 Roundtrip, found 20 hours ago
$242
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $242 found 20 hours ago
JetBlue Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sun, Sep 6, priced at $247 found 2 days ago
Delta
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$253 Roundtrip, found 20 hours ago
$253
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $253 found 20 hours ago
Delta
Tue, Nov 17 - Sat, Nov 21
ILM
Wilmington Intl.
PWM
Portland Intl. Jetport
$275 Roundtrip, found 3 hours ago
$275
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Nov 17 from Wilmington Intl. to Portland Intl. Jetport, returning Sat, Nov 21, priced at $275 found 3 hours ago
Delta
Tue, Aug 18 - Thu, Aug 20
FLL
Fort Lauderdale - Hollywood Intl.
PWM
Portland Intl. Jetport
$300 Roundtrip, found 12 hours ago
$300
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Aug 18 from Fort Lauderdale - Hollywood Intl. to Portland Intl. Jetport, returning Thu, Aug 20, priced at $300 found 12 hours ago
JetBlue Airways
Wed, Sep 16 - Fri, Sep 18
DEN
Denver Intl.
PWM
Portland Intl. Jetport
$311 Roundtrip, found 3 hours ago
$311
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Wed, Sep 16 from Denver Intl. to Portland Intl. Jetport, returning Fri, Sep 18, priced at $311 found 3 hours ago
American Airlines
Tue, Sep 29 - Tue, Oct 6
LNK
Lincoln
PWM
Portland Intl. Jetport
$419 Roundtrip, found 10 hours ago
$419
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Sep 29 from Lincoln to Portland Intl. Jetport, returning Tue, Oct 6, priced at $419 found 10 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 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 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 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 $152, 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 $152 right now, why wait?

Windham Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$152

Last Minute Hotel Deals in Windham

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
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 ...
8.2/10 Very Good! (1,558 reviews)
"Staff not the friendliest, but worse was the room. It smelled terrible of stale smoke even though was supposed to be a smoke free room."

Reviewed on Jul 17, 2026

Get rates
Clarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,036 reviews)
"Nice large room. Very clean and a good value."

Reviewed on Jul 17, 2026

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Fireside Inn & Suites Portland
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 ...
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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! (1,249 reviews)
"Our couch smelled so bad..it was covered in dog urine. The service was limited…maybe being only a Wednesday and Thursday? The bartender was great! But the kid at valet on Wednesday afternoon was a terrible reflection of the Cambria. His attitude was worse than the urine soaked coach in our room."

Reviewed on Jul 17, 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! (560 reviews)
"It was a good price, so we got what we paid for. The staff was friendly and helpful and the beds and bathroom were fine. The hotel is a bit run down and kind of offers "basics" in terms of the vibe. The breakfast was so unappealing that we didn't even try (other than the coffee, which was unfortunately, ..."

Reviewed on Jul 17, 2026

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Clarion Pointe South Portland
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 ...
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Portland Regency Hotel & Spa
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! (2,229 reviews)
"Le personnel, réception, ménage, etc sont super gentils, serviables, très professionnels. La chambre est très propre, le lit extrêmement confortable, l’emplacement idéal. Le déjeuner a été un peu maigre, mais bien quand même. Bémol, la poubelle dans la salle à manger refoulait d’ordures et n’avait ..."

Reviewed on Jul 17, 2026

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Comfort Inn South Portland Airport
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 ...
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La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
See all 3,312 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.