Search Cheap Flights to
Westbrook

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Westbrook Flights as Low as $112

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

Breeze Airways
Fri, Sep 19 - Fri, Sep 26
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$112 Roundtrip, found 15 hours ago
$112
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Fri, Sep 26, priced at $112 found 15 hours ago
Breeze Airways
Fri, Sep 19 - Fri, Sep 26
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Fri, Sep 26, priced at $117 found 15 hours ago
Breeze Airways
Fri, Sep 19 - Fri, Sep 26
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$122 Roundtrip, found 15 hours ago
$122
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Fri, Sep 26, priced at $122 found 15 hours ago
American Airlines
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$137 Roundtrip, found 6 hours ago
$137
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Oct 1, priced at $137 found 6 hours ago
United
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$157 Roundtrip, found 6 hours ago
$157
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Oct 1, priced at $157 found 6 hours ago
Breeze Airways
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 12 hours ago
$162
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $162 found 12 hours ago
United
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$163 Roundtrip, found 6 hours ago
$163
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Oct 1, priced at $163 found 6 hours ago
Breeze Airways
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$167 Roundtrip, found 12 hours ago
$167
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $167 found 12 hours ago
Breeze Airways
Tue, Jul 22 - Wed, Aug 6
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$168 Roundtrip, found 12 hours ago
$168
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Tue, Jul 22 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Aug 6, priced at $168 found 12 hours ago
JetBlue Airways
Wed, Oct 1 - Tue, Oct 7
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 14 hours ago
$169
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Wed, Oct 1 from Nashville Intl. to Portland Intl. Jetport, returning Tue, Oct 7, priced at $169 found 14 hours ago
JetBlue Airways
Tue, Jul 29 - Wed, Aug 13
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 14 hours ago
$169
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Tue, Jul 29 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Aug 13, priced at $169 found 14 hours ago
Breeze Airways
Fri, Sep 19 - Mon, Sep 29
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, just found
$169
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Mon, Sep 29, priced at $169 just found
Delta
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$177 Roundtrip, found 6 hours ago
$177
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Oct 1, priced at $177 found 6 hours ago
Frontier Airlines
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $188 found 1 day ago
Delta
Fri, Aug 22 - Sun, Aug 24
ORF
Norfolk Intl.
PWM
Portland Intl. Jetport
$205 Roundtrip, found 1 hour ago
$205
Roundtrip
found 1 hour ago
Select Delta flight, departing Fri, Aug 22 from Norfolk Intl. to Portland Intl. Jetport, returning Sun, Aug 24, priced at $205 found 1 hour ago
American Airlines
Fri, Jul 11 - Wed, Jul 16
CAE
Columbia Metropolitan
PWM
Portland Intl. Jetport
$258 Roundtrip, found 15 hours ago
$258
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Fri, Jul 11 from Columbia Metropolitan to Portland Intl. Jetport, returning Wed, Jul 16, priced at $258 found 15 hours 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 16 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 $112, 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 $112 right now, why wait?

Westbrook Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$111

Last Minute Hotel Deals in Westbrook

Super 8 by Wyndham Portland ME
Super 8 by Wyndham Portland ME
2 out of 5
208 Larrabee Rd, Westbrook, ME
Book a stay at this business-friendly motel in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
5.6/10 (1,004 reviews)
Comfortable stay
"Great customer service. Comfortable and clean room. Some difficulty with the toilet flushing but otherwise very clean."

Reviewed on May 21, 2025

Get rates
Super 8 by Wyndham Portland ME
La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
3 out of 5
340 Park Ave, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (2,174 reviews)
"We had a very comfortable overnight stay. We were able to walk to the concert at Thompson's Point which was super convenient."

Reviewed on Jun 23, 2025

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La Quinta Inn & Suites by Wyndham Portland
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
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 ...
8.8/10 Excellent! (1,144 reviews)
"Close to all shops and restaurants. Nice clean rooms and friendly staff."

Reviewed on Jun 22, 2025

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Hyatt Place Portland Downtown - Old Port Square
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 bar and the helpful staff in ...
8.8/10 Excellent! (1,005 reviews)
"Hotel was in a great location. Staff was very nice"

Reviewed on Jun 21, 2025

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The Westin Portland Harborview
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
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! (1,033 reviews)
"Amazing stay for us while we were in Maine"

Reviewed on Jun 16, 2025

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Ramada Plaza by Wyndham Portland
Portland Regency Hotel & Spa
Portland Regency Hotel & Spa
3.5 out of 5
20 Milk Street, Portland, ME
Stay at this 3.5-star 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 ...
9.2/10 Wonderful! (1,307 reviews)
"Wow! We went for our anniversary and it was amazing. We had a deluxe rooftop room with a fireplace, balcony, and jacuzzi tub. Great location, friendly staff. 5/5. We will be back!"

Reviewed on Jun 22, 2025

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Portland Regency Hotel & Spa
Clarion Hotel Portland
Clarion Hotel Portland
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 ...
7.8/10 Good! (1,007 reviews)
"Outdated but great location for the transportation center. Very clean…minimal services or amenities"

Reviewed on Jun 22, 2025

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Clarion Hotel Portland
Days Inn by Wyndham Airport/Maine Mall
Days Inn by Wyndham 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! (1,018 reviews)
"The Days Inn in South Portland Maine has very Friendly staff, breakfast options are good and they always came to the rooms daily and make sure we had clean sheets, towels, etc."

Reviewed on Jun 23, 2025

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Days Inn by Wyndham Airport/Maine Mall
See all 3,061 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.