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Westbrook

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Westbrook Flights as Low as $180

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

Breeze Airways
Sat, Sep 26 - Thu, Oct 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Oct 1, priced at $180 found 1 day ago
Breeze Airways
Sat, Sep 26 - Thu, Oct 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Oct 1, priced at $185 found 1 day ago
Breeze Airways
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 22 hours ago
$187
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $187 found 22 hours ago
American Airlines
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$189 Roundtrip, just found
$189
Roundtrip
just found
Select American Airlines flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $189 just found
Breeze Airways
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$192 Roundtrip, found 22 hours ago
$192
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $192 found 22 hours ago
American Airlines
Sat, Sep 26 - Thu, Oct 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Oct 1, priced at $197 found 1 day ago
United
Sat, Sep 26 - Thu, Oct 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select United flight, departing Sat, Sep 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Oct 1, priced at $197 found 1 day ago
Delta
Mon, Sep 28 - Wed, Sep 30
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 30, priced at $197 found 1 day ago
American Airlines
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 7 hours ago
$201
Roundtrip
found 7 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 7 hours ago
Breeze Airways
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$202 Roundtrip, found 22 hours ago
$202
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $202 found 22 hours ago
United
Sat, Sep 26 - Thu, Oct 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select United flight, departing Sat, Sep 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Oct 1, priced at $202 found 1 day ago
JetBlue Airways
Thu, Aug 20 - Mon, Aug 24
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$234 Roundtrip, found 1 day ago
$234
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Aug 20 from Nashville Intl. to Portland Intl. Jetport, returning Mon, Aug 24, priced at $234 found 1 day ago
Delta
Wed, Aug 19 - Tue, Aug 25
SDF
Louisville Intl.
PWM
Portland Intl. Jetport
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 19 from Louisville Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $255 found 1 day ago
United
Wed, Aug 26 - Wed, Sep 2
SAT
San Antonio Intl.
PWM
Portland Intl. Jetport
$271 Roundtrip, found 7 hours ago
$271
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Aug 26 from San Antonio Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $271 found 7 hours ago
JetBlue Airways
Tue, Aug 18 - Wed, Aug 26
DTW
Detroit Metropolitan Wayne County
PWM
Portland Intl. Jetport
$277 Roundtrip, found 3 days ago
$277
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Detroit Metropolitan Wayne County to Portland Intl. Jetport, returning Wed, Aug 26, priced at $277 found 3 days ago
Bargain Flight
Sat, Aug 8 - Tue, Aug 25
AUS
Austin-Bergstrom Intl.
PWM
Portland Intl. Jetport
$315 Roundtrip, found 5 days ago
$315
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Sat, Aug 8 from Austin-Bergstrom Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $315 found 5 days ago

Cheap Flights to Westbrook

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

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

Frequently Asked Questions About flights to Westbrook

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

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

How many airlines fly to Westbrook?

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 Westbrook.

What airport is best to fly into Westbrook?

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

How much are flights to Westbrook?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Westbrook on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $180, 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 Westbrook?

The trick to saving a stack of cash on your flight to Westbrook? 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 $180 right now, why wait?

Westbrook Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$179

Last Minute Hotel Deals in Westbrook

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! (2,196 reviews)
"Overall a fine place to stay but nothing special. Fridge was turned off when we arrived, coffee at breakfast was cold, and parking was a $10 daily charge. The humidity was also so bad the toilet bowl had constant condensation and dripped so much it created a puddle. The bed and pillows were comfortable ..."

Reviewed on Jul 8, 2026

Get rates
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! (1,779 reviews)
"Only 4 rooms that were having A/C problems. Of course we had one the rooms. If the A/C isn’t working, why continue to reserve the rooms and not just fix the A/C??? Front desk attendant Dennecia was wonderful and was able to get us moved for our last night in Portland. She made the experience enjoyable. ..."

Reviewed on Jul 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! (1,262 reviews)
"First of all, the hotel front desk and staff were excellent. Very friendly and very helpful. The most disappointing part of the stay was paying $12 for a single shot of vodka and $5.50 for a small drip coffee. Seemed out of place at a Cambria hotel in Portland Maine."

Reviewed on Jul 10, 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! (540 reviews)
"Mediocre hotel in a convenient location. Breakfast was poor quality"

Reviewed on Jul 10, 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! (1,704 reviews)
"Awesome location!!"

Reviewed on Jul 10, 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! (2,210 reviews)
"."

Reviewed on Jul 9, 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 (1,020 reviews)
"They need to clean more, the floor was dirty, dirty tables and uncleaned bathroom."

Reviewed on Jul 8, 2026

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Quality Inn & Suites South Portland
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! (1,629 reviews)
"Staff was friendly. Room was pretty clean.asked for a room with sofa but did not get that. Asked for more pillows since had to watch TV from bed but Did not get those. Room was not serviced, and did not get clean towels even when we asked for them. They did not even empty the trash. Front desk did ..."

Reviewed on Jul 10, 2026

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Holiday Inn Portland-By the Bay by IHG
See all 3,138 properties in Westbrook
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.