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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
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 13 hours ago
$197
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $197 found 13 hours ago
Delta
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$199 Roundtrip, found 13 hours ago
$199
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $199 found 13 hours ago
American Airlines
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 13 hours ago
$201
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $201 found 13 hours ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 13 hours ago
$201
Roundtrip
found 13 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 13 hours ago
Delta
Sat, Aug 15 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 13 hours ago
$201
Roundtrip
found 13 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 13 hours ago
JetBlue Airways
Thu, Aug 20 - Sun, Aug 23
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$206 Roundtrip, found 5 days ago
$206
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Aug 20 from Nashville Intl. to Portland Intl. Jetport, returning Sun, Aug 23, priced at $206 found 5 days ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 13 hours ago
$207
Roundtrip
found 13 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 13 hours ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 13 hours ago
$217
Roundtrip
found 13 hours ago
Select United flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $217 found 13 hours ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 13 hours ago
$221
Roundtrip
found 13 hours ago
Select United flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $221 found 13 hours ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$222 Roundtrip, found 13 hours ago
$222
Roundtrip
found 13 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 13 hours ago
Breeze Airways
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$228 Roundtrip, found 13 hours ago
$228
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $228 found 13 hours ago
JetBlue Airways
Sat, Aug 1 - Sat, Aug 22
DEN
Denver Intl.
PWM
Portland Intl. Jetport
$246 Roundtrip, found 14 hours ago
$246
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Sat, Aug 1 from Denver Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $246 found 14 hours ago
JetBlue Airways
Mon, Aug 3 - Tue, Aug 18
ONT
Ontario Intl. Airport
PWM
Portland Intl. Jetport
$271 Roundtrip, found 23 hours ago
$271
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Mon, Aug 3 from Ontario Intl. Airport to Portland Intl. Jetport, returning Tue, Aug 18, priced at $271 found 23 hours ago
Breeze Airways
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$278 Roundtrip, found 13 hours ago
$278
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $278 found 13 hours ago
Bargain Flight
Tue, Aug 18 - Tue, Aug 25
LAX
Los Angeles Intl.
PWM
Portland Intl. Jetport
$326 Roundtrip, found 21 hours ago
$326
Roundtrip
found 21 hours ago
Select Bargain Flight flight, departing Tue, Aug 18 from Los Angeles Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $326 found 21 hours ago
Sun Country Airlines
Fri, Jul 17 - Sun, Jul 19
DEN
Denver Intl.
PWM
Portland Intl. Jetport
$719 Roundtrip, found 14 hours ago
$719
Roundtrip
found 14 hours 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 14 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 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! (2,194 reviews)
"The staff were very nice. I did find it odd that they charged a parking fee, given their location."

Reviewed on Jun 26, 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! (1,773 reviews)
"Iron broken. Construction outside."

Reviewed on Jun 26, 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! (1,251 reviews)
"The size of the room and proximity to Old Town were good. However, the view was to the office building next door and our room did not get cleaned while we were there for 2 nights. The room and average breakfast were too expensive for what we got."

Reviewed on Jun 27, 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! (510 reviews)
"Hideous hotel. They charged top dollar for a dilapidated, poorly re-decorated Version of a pig with lipstick. Hall floors uneven and a tripping hazard, our room had bubbled paint on the walls from water leaks, the floor was poorly laid plastic plans, uneven and cracked. No bar soap, thin walls and ..."

Reviewed on Jun 27, 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 ...
9.4/10 Exceptional! (1,675 reviews)
"Lovely place to stay by everything. Beautiful old building with some charm. Bar is swanky and a dive atmosphere at the same time. Beds were sooo comfortable. Only downside is jacuzzi isn’t open during convenient hours."

Reviewed on Jun 27, 2026

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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! (2,162 reviews)
"crazy people on hallway at 3 am"

Reviewed on Jun 28, 2026

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Comfort Inn South Portland Airport
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 (1,006 reviews)
"The hotel needs updated and cleaned thoroughly. The floors were dirt and sticky feeling and the bathrooms were super small and not clean (shower leaked on the floor). The rooms were musty smelling and damp feeling. Doors would not unlock with keycard and had to go to the office twice to get a key ..."

Reviewed on Jun 27, 2026

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Quality Inn & Suites South Portland
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 ...
8/10 Very Good! (1,001 reviews)
"average hotel near the airport"

Reviewed on Jun 26, 2026

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Fireside Inn & Suites Portland
See all 3,323 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.