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Portland

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Portland Flights as Low as $243

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

JetBlue Airways
Tue, Sep 1 - Tue, Sep 22
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$243 Roundtrip, found 1 day ago
$243
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 1 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 22, priced at $243 found 1 day ago
Delta
Tue, Sep 1 - Sat, Sep 19
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 1 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $257 found 1 day ago
Delta
Wed, Sep 16 - Sat, Sep 19
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$271 Roundtrip, found 1 day ago
$271
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 16 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $271 found 1 day ago
JetBlue Airways
Mon, Jul 27 - Thu, Jul 30
PHX
Sky Harbor Intl.
PWM
Portland Intl. Jetport
$272 Roundtrip, found 5 hours ago
$272
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, Jul 27 from Sky Harbor Intl. to Portland Intl. Jetport, returning Thu, Jul 30, priced at $272 found 5 hours ago
Delta
Thu, Sep 17 - Sat, Sep 19
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Sep 17 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $276 found 1 day ago
Delta
Thu, Sep 17 - Tue, Oct 6
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Sep 17 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Oct 6, priced at $282 found 1 day ago
Delta
Tue, Sep 8 - Thu, Oct 1
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$291 Roundtrip, found 1 day ago
$291
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 8 from Southwest Florida Intl. to Portland Intl. Jetport, returning Thu, Oct 1, priced at $291 found 1 day ago
JetBlue Airways
Wed, Sep 2 - Fri, Sep 18
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$295 Roundtrip, found 1 day ago
$295
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 2 from Southwest Florida Intl. to Portland Intl. Jetport, returning Fri, Sep 18, priced at $295 found 1 day ago
Delta
Wed, Sep 16 - Wed, Oct 7
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 16 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Oct 7, priced at $305 found 1 day ago
JetBlue Airways
Wed, Sep 16 - Mon, Sep 28
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 16 from Southwest Florida Intl. to Portland Intl. Jetport, returning Mon, Sep 28, priced at $309 found 1 day ago
Delta
Tue, Jul 14 - Tue, Jul 14
GSP
Greenville-Spartanburg Intl.
PWM
Portland Intl. Jetport
$363 Roundtrip, found 4 days ago
$363
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jul 14 from Greenville-Spartanburg Intl. to Portland Intl. Jetport, returning Tue, Jul 14, priced at $363 found 4 days ago
American Airlines
Fri, Sep 18 - Tue, Sep 22
PHX
Sky Harbor Intl.
PWM
Portland Intl. Jetport
$377 Roundtrip, found 1 hour ago
$377
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Fri, Sep 18 from Sky Harbor Intl. to Portland Intl. Jetport, returning Tue, Sep 22, priced at $377 found 1 hour ago
American Airlines
Tue, Jun 30 - Tue, Jul 21
CID
Eastern Iowa
PWM
Portland Intl. Jetport
$389 Roundtrip, found 1 day ago
$389
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 30 from Eastern Iowa to Portland Intl. Jetport, returning Tue, Jul 21, priced at $389 found 1 day ago
Breeze Airways
Sun, Oct 4 - Tue, Oct 20
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$391 Roundtrip, found 1 day ago
$391
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Oct 4 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Oct 20, priced at $391 found 1 day ago
United
Fri, Sep 18 - Tue, Sep 22
PHX
Sky Harbor Intl.
PWM
Portland Intl. Jetport
$406 Roundtrip, found 1 hour ago
$406
Roundtrip
found 1 hour ago
Select United flight, departing Fri, Sep 18 from Sky Harbor Intl. to Portland Intl. Jetport, returning Tue, Sep 22, priced at $406 found 1 hour ago
American Airlines
Sun, Jun 21 - Wed, Aug 12
GRB
Austin Straubel Intl.
PWM
Portland Intl. Jetport
$422 Roundtrip, found 1 day ago
$422
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jun 21 from Austin Straubel Intl. to Portland Intl. Jetport, returning Wed, Aug 12, priced at $422 found 1 day ago

Cheap Flights to Portland

Fall in love at first flight with your vacation to Portland 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 Portland on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Portland, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Portland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Portland 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 Portland?

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 Portland are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Portland?

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 Portland.

What airport is best to fly into Portland?

When you’re planning your trip to Portland, convenience is the name of the game. Luckily, Portland Portland Intl. Jetport Airport is nearby so you can deplane and get going on checking off everything on your Portland must-do list.

How much are flights to Portland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Portland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $243, 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 Portland?

The trick to saving a stack of cash on your flight to Portland? 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 $243 right now, why wait?

Portland Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$242

Last Minute Hotel Deals in Portland

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 ...
8/10 Very Good! (1,481 reviews)
"Location was great in terms of accessibility to downtown to the transportation center and to the airport. The shuttle drivers were prompt and eager to assist in any way they could rooms were clean."

Reviewed on Jun 7, 2026

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Clarion Hotel Portland Airport ME
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! (1,779 reviews)
"There was a resort charge per day which was described as a credit. Our one “free” night ended up costing over $118 due to the charge plus charges for breakfast and the market which we had been told were credited to the mandatory charge. It was confusing and not well explained. And it made no ..."

Reviewed on Jun 8, 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! (1,241 reviews)
"This is such a nice property and a great location. We’ve stayed here twice and I wouldn’t hesitate to book again. Clean and comfortable."

Reviewed on Jun 8, 2026

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Cambria Hotel Portland Downtown-Old Port
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! (1,682 reviews)
"Lovely hotel situated near waterfront. Staff were very helpful and we would stay there again without question!"

Reviewed on Jun 8, 2026

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Portland Regency Hotel & Spa
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! (2,213 reviews)
"."

Reviewed on Jun 7, 2026

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

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,010 reviews)
"Clean and cool room."

Reviewed on Jun 5, 2026

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The Westin Portland Harborview
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
9/10 Wonderful! (1,592 reviews)
"Overall I would not stay there again. Hallway smelled terrible Carpets were dirty. You can hear everything thru doors Cheaply put together. Not worth the 519 nightly fee."

Reviewed on Jun 7, 2026

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Holiday Inn Portland-By the Bay by IHG
Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St Portland ME
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! (1,130 reviews)
"This is an interesting historic hotel, its like staying at a relatives house. The staff were friendly & helpful. Nice hotel. Interesting concept with your own lockable private bath in hallway. You're given robes, take slippers. The stairs going upstsirs are awful , if you have mobility issues request ..."

Reviewed on Jun 5, 2026

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Inn at St John Portland In-Town
See all 496 properties in Portland
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.

Top Hotels With Free Airport Shuttle

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

2 out of 5
461 Maine Mall 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 helpful staff and the ...
7.8/10 Good! (1,539 reviews)
"The only problem was we did not get the suite we booked. It was quickly remedied when the gave us a second room. Other wise it was fine, the bathroom could be a little larger."

Reviewed on Jun 8, 2026

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Spark by Hilton Portland Airport Maine Mall
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! (2,106 reviews)
"Very clean hotel. Staff was nice and helpful."

Reviewed on Jun 8, 2026

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Comfort Inn South Portland Airport
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 ...
8/10 Very Good! (1,481 reviews)
"Location was great in terms of accessibility to downtown to the transportation center and to the airport. The shuttle drivers were prompt and eager to assist in any way they could rooms were clean."

Reviewed on Jun 7, 2026

Get rates
Clarion Hotel Portland Airport ME
Courtyard by Marriott Portland Airport

Courtyard by Marriott Portland Airport

3 out of 5
100 Southborough Dr South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
9/10 Wonderful! (1,002 reviews)
"Clean room and everything so close to the location"

Reviewed on Jun 5, 2026

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Courtyard by Marriott Portland Airport
Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront

3 out of 5
321 Commercial St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
9/10 Wonderful! (1,008 reviews)
"From the time of check in to when I checked out, everything was a pleasant experience."

Reviewed on Jun 7, 2026

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Courtyard Portland Downtown/Waterfront
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8/10 Very Good! (1,406 reviews)
"Our bathroom was very small but clean. Food was very expensive so ate elsewhere. A good stop for overnight."

Reviewed on Jun 8, 2026

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DoubleTree by Hilton Hotel Portland
See all 496 properties in Portland
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.