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Portland

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Portland Flights as Low as $165

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

Breeze Airways
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$165 Roundtrip, found 5 days ago
$165
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $165 found 5 days ago
Breeze Airways
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$170 Roundtrip, found 5 days ago
$170
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $170 found 5 days ago
Breeze Airways
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $200 found 5 days ago
Breeze Airways
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$202 Roundtrip, found 5 days ago
$202
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $202 found 5 days ago
Breeze Airways
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$205 Roundtrip, found 5 days ago
$205
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $205 found 5 days ago
Delta
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $207 found 5 days ago
Breeze Airways
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$212 Roundtrip, found 5 days ago
$212
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $212 found 5 days ago
Breeze Airways
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $237 found 5 days ago
Delta
Wed, Jul 8 - Wed, Jul 15
DAL
Love Field
PWM
Portland Intl. Jetport
$242 Roundtrip, found 14 hours ago
$242
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Jul 8 from Love Field to Portland Intl. Jetport, returning Wed, Jul 15, priced at $242 found 14 hours ago
Delta
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $247 found 5 days ago
Breeze Airways
Sun, Sep 20 - Tue, Sep 29
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Sep 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $247 found 5 days ago
American Airlines
Tue, Sep 29 - Wed, Sep 30
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$267 Roundtrip, found 5 days ago
$267
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Sep 29 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Sep 30, priced at $267 found 5 days ago
Bargain Flight
Tue, Jun 2 - Tue, Jun 9
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Jun 2 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Tue, Jun 9, priced at $277 found 1 day ago
Bargain Flight
Sat, May 9 - Fri, May 29
SLC
Salt Lake City Intl.
PWM
Portland Intl. Jetport
$333 Roundtrip, found 6 days ago
$333
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Sat, May 9 from Salt Lake City Intl. to Portland Intl. Jetport, returning Fri, May 29, priced at $333 found 6 days ago
JetBlue Airways
Mon, Aug 17 - Fri, Aug 28
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$351 Roundtrip, found 1 day ago
$351
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Aug 17 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Fri, Aug 28, priced at $351 found 1 day ago
American Airlines
Thu, May 28 - Sat, Jun 6
SAT
San Antonio Intl.
PWM
Portland Intl. Jetport
$355 Roundtrip, found 1 day ago
$355
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, May 28 from San Antonio Intl. to Portland Intl. Jetport, returning Sat, Jun 6, priced at $355 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 14 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 $165, 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 $165 right now, why wait?

Portland Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$164

Last Minute Hotel Deals in 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 ...
9.2/10 Wonderful! (1,753 reviews)
Nice accommodations.

Reviewed on Apr 28, 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! (1,197 reviews)
Hotel seemed to be understaffed, so expect a wait at the bar and don't forget to request for your room to be cleaned upon check - in if you like your bed made and fresh towels after a long day out, otherwise, the property was nice, clean and in a great location for our stay.

Reviewed on Apr 27, 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! (1,634 reviews)
Loved this hotel! Perfect location, walkable to everywhere in old port. Stunning building. Beds are small but so comfortable. Staff was so polite and welcoming. We didn’t use the spa or eat at the restaurants but coffee was hot and nice in the morning. Hotel is so charming and nice. They restored ...

Reviewed on Apr 28, 2026

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Portland Regency Hotel & Spa
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! (1,524 reviews)
The check in experience was lovely, very kind staff. Was able to park a trailer out back with ease since we were moving to an apartment the next day.

Reviewed on Apr 27, 2026

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Holiday Inn Portland-By the Bay by IHG
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
433 Fore 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 breakfast ...
9/10 Wonderful! (1,325 reviews)
Hôtel was under renovation. We were not informed prior to arrival. Very poor amenities. Server at the breakfast was the best, very friendly to all of the guests.

Reviewed on Apr 28, 2026

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Hyatt Place Portland Downtown - Old Port Square
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! (1,136 reviews)
Great to have hotel parking and price was reasonable.

Reviewed on Apr 27, 2026

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Inn at St John Portland In-Town
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
1050 Westbrook Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
9.4/10 Exceptional! (1,143 reviews)
Everything was perfect, the room was clean and a lot of space. Breakfast is very good and well prepared. The staff was very helpful and kind. The gym is convenient because it’s 24 hours.we will love to come back again.

Reviewed on Apr 24, 2026

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Embassy Suites by Hilton Portland Maine
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 ...
8.8/10 Excellent! (1,007 reviews)
Everything was clean, pleasant, well done.

Reviewed on Apr 27, 2026

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The Westin Portland Harborview
See all 485 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! (1,473 reviews)
Room was OK. The door did not close completely and lock, we had to deadbolt because the door itself would not close and lock so the key to the room was pointless. No coffee in the morning, was empty at breakfast approximately 745am. Toilet in bathroom was clogged when we arrived, fixed ourselves ...

Reviewed on Apr 27, 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! (2,023 reviews)
Very busy, loud. Staff was good. Price was good for the value.

Reviewed on Apr 28, 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! (1,427 reviews)
The hot water was questionable

Reviewed on Apr 27, 2026

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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! (1,001 reviews)
Facility needs a new ice maker.

Reviewed on Apr 19, 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! (1,001 reviews)
Location

Reviewed on Apr 26, 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! (1,378 reviews)
Comfortable, clean and convenient.

Reviewed on Apr 28, 2026

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DoubleTree by Hilton Hotel Portland
See all 485 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.