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Windham

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Windham Flights as Low as $191

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

JetBlue Airways
Fri, May 30 - Tue, Jun 3
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, May 30 from Nashville Intl. to Portland Intl. Jetport, returning Tue, Jun 3, priced at $191 found 1 day ago
United
Tue, May 27 - Sat, May 31
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select United flight, departing Tue, May 27 from Nashville Intl. to Portland Intl. Jetport, returning Sat, May 31, priced at $210 found 1 day ago
American Airlines
Wed, Jul 2 - Wed, Jul 9
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jul 2 from Nashville Intl. to Portland Intl. Jetport, returning Wed, Jul 9, priced at $217 found 4 days ago
JetBlue Airways
Mon, Jun 2 - Wed, Jun 11
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 12 hours ago
$217
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Mon, Jun 2 from Pittsburgh Intl. to Portland Intl. Jetport, returning Wed, Jun 11, priced at $217 found 12 hours ago
Delta
Mon, Apr 21 - Sat, Apr 26
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 14 hours ago
$218
Roundtrip
found 14 hours ago
Select Delta flight, departing Mon, Apr 21 from Charlotte-Douglas Intl. to Portland Intl. Jetport, returning Sat, Apr 26, priced at $218 found 14 hours ago
Delta
Mon, Jun 2 - Mon, Jun 9
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 12 hours ago
$218
Roundtrip
found 12 hours ago
Select Delta flight, departing Mon, Jun 2 from Pittsburgh Intl. to Portland Intl. Jetport, returning Mon, Jun 9, priced at $218 found 12 hours ago
United
Tue, May 27 - Sat, May 31
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select United flight, departing Tue, May 27 from Nashville Intl. to Portland Intl. Jetport, returning Sat, May 31, priced at $218 found 1 day ago
American Airlines
Wed, Jul 2 - Wed, Jul 9
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$220 Roundtrip, found 4 days ago
$220
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jul 2 from Nashville Intl. to Portland Intl. Jetport, returning Wed, Jul 9, priced at $220 found 4 days ago
United
Tue, May 27 - Sat, May 31
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select United flight, departing Tue, May 27 from Nashville Intl. to Portland Intl. Jetport, returning Sat, May 31, priced at $224 found 1 day ago
JetBlue Airways
Fri, May 30 - Sat, May 31
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$233 Roundtrip, found 1 day ago
$233
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, May 30 from Nashville Intl. to Portland Intl. Jetport, returning Sat, May 31, priced at $233 found 1 day ago
Delta
Wed, Jun 4 - Fri, Jun 6
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$238 Roundtrip, found 12 hours ago
$238
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Jun 4 from Pittsburgh Intl. to Portland Intl. Jetport, returning Fri, Jun 6, priced at $238 found 12 hours ago
Delta
Sun, Jun 29 - Wed, Jul 9
MSP
Minneapolis - St. Paul Intl.
PWM
Portland Intl. Jetport
$239 Roundtrip, found 4 days ago
$239
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Jun 29 from Minneapolis - St. Paul Intl. to Portland Intl. Jetport, returning Wed, Jul 9, priced at $239 found 4 days ago
Sun Country Airlines
Fri, Jun 27 - Mon, Jul 7
MSP
Minneapolis - St. Paul Intl.
PWM
Portland Intl. Jetport
$267 Roundtrip, found 4 days ago
$267
Roundtrip
found 4 days ago
Select Sun Country Airlines flight, departing Fri, Jun 27 from Minneapolis - St. Paul Intl. to Portland Intl. Jetport, returning Mon, Jul 7, priced at $267 found 4 days ago
United
Thu, May 1 - Mon, May 5
PHX
Sky Harbor Intl.
PWM
Portland Intl. Jetport
$274 Roundtrip, found 16 hours ago
$274
Roundtrip
found 16 hours ago
Select United flight, departing Thu, May 1 from Sky Harbor Intl. to Portland Intl. Jetport, returning Mon, May 5, priced at $274 found 16 hours ago
Frontier Airlines
Sat, May 3 - Thu, May 8
PHX
Sky Harbor Intl.
PWM
Portland Intl. Jetport
$310 Roundtrip, found 16 hours ago
$310
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, May 3 from Sky Harbor Intl. to Portland Intl. Jetport, returning Thu, May 8, priced at $310 found 16 hours ago
Breeze Airways
Sun, Jun 1 - Sun, Jun 8
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$358 Roundtrip, found 12 hours ago
$358
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sun, Jun 1 from Pittsburgh Intl. to Portland Intl. Jetport, returning Sun, Jun 8, priced at $358 found 12 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 May, 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 16 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 $191, 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 $191 right now, why wait?

Windham Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$190

Last Minute Hotel Deals in Windham

Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
The price is $99 per night from Mar 30 to Mar 31
$99
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,030 reviews)
Sip and stay!
"My son and I were visiting the breweries nearby. The hotel was clean, quiet, and convenient."

Reviewed on Mar 16, 2025

Ramada Plaza by Wyndham Portland
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
The price is $169 per night from Mar 30 to Mar 31
$169
includes taxes & fees
Mar 30 - Mar 31
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! (1,475 reviews)
"Portland Harbor Hotel is a beautiful hotel. The rooms are large and comfortable. The staff is friendly and helpful. We had dinner at the hotel one night - it was pouring, and were disappointed. The food was fine, but not up to par in a great food city. There was always coffee available, and snack ..."

Reviewed on Mar 23, 2025

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port
Cambria Hotel Portland Downtown-Old Port
3 out of 5
25 HANCOCK STREET, Portland, ME
The price is $144 per night from Mar 31 to Apr 1
$144
includes taxes & fees
Mar 31 - Apr 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! (813 reviews)
"Great location in the old port ,portland ,Maine. Wonderful water view rooms, great restaurant and bar along with stellar service. Close to everything. With Shipyard Brewing right next store."

Reviewed on Mar 24, 2025

Cambria Hotel Portland Downtown-Old Port
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland Waterfront
4 out of 5
9 Center Street, Portland, ME
The price is $159 per night from Mar 31 to Apr 1
$159
includes taxes & fees
Mar 31 - Apr 1
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (954 reviews)
"Beautiful hotel in a great spot."

Reviewed on Mar 23, 2025

Canopy by Hilton Portland Waterfront
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
The price is $119 per night from Apr 9 to Apr 10
$119
includes taxes & fees
Apr 9 - Apr 10
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! (1,002 reviews)
"Nice rooms, friendly staff, very convenient to the Portland Art Musrum and State Theater! Add on breakfast definitely worth it"

Reviewed on Mar 19, 2025

The Westin Portland Harborview
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 $92 per night from Mar 27 to Mar 28
$92
includes taxes & fees
Mar 27 - Mar 28
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (2,101 reviews)
"I am here visiting a sick friend"

Reviewed on Mar 21, 2025

La Quinta Inn & Suites by Wyndham Portland
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 $87 per night from Mar 25 to Mar 26
$87
includes taxes & fees
Mar 25 - Mar 26
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! (1,016 reviews)
"This hotel is a classic old hotel in a part of town that has gone downhill. We love the hotel but not the neighborhood so much."

Reviewed on Mar 17, 2025

Inn at St John Portland In-Town
Hyatt Place Portland-Old Port
Hyatt Place Portland-Old Port
3 out of 5
433 Fore St, Portland, ME
The price is $132 per night from Mar 25 to Mar 26
$132
includes taxes & fees
Mar 25 - Mar 26
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.6/10 Excellent! (1,105 reviews)
"Very nice"

Reviewed on Mar 21, 2025

Hyatt Place Portland-Old Port
See all 3,072 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.