Search Cheap Flights to
Westbrook

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Westbrook Flights as Low as $98

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

Frontier Airlines
Sat, Apr 19 - Sun, May 4
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Apr 19 from Orlando Intl. to Portland Intl. Jetport, returning Sun, May 4, priced at $98 found 2 days ago
Frontier Airlines
Sat, Apr 19 - Thu, May 1
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$101 Roundtrip, found 2 days ago
$101
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Apr 19 from Orlando Intl. to Portland Intl. Jetport, returning Thu, May 1, priced at $101 found 2 days ago
Frontier Airlines
Fri, Apr 18 - Sun, May 4
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$113 Roundtrip, found 2 days ago
$113
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Apr 18 from Orlando Intl. to Portland Intl. Jetport, returning Sun, May 4, priced at $113 found 2 days ago
Frontier Airlines
Fri, Apr 18 - Thu, May 1
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$116 Roundtrip, found 2 days ago
$116
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Apr 18 from Orlando Intl. to Portland Intl. Jetport, returning Thu, May 1, priced at $116 found 2 days ago
Frontier Airlines
Sun, Apr 20 - Sun, May 4
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$123 Roundtrip, found 17 hours ago
$123
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sun, Apr 20 from Orlando Intl. to Portland Intl. Jetport, returning Sun, May 4, priced at $123 found 17 hours ago
Breeze Airways
Mon, Aug 18 - Sat, Aug 23
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Aug 18 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $179 found 5 days ago
Frontier Airlines
Sat, Apr 19 - Thu, Apr 24
ORF
Norfolk Intl.
PWM
Portland Intl. Jetport
$200 Roundtrip, found 6 days ago
$200
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Apr 19 from Norfolk Intl. to Portland Intl. Jetport, returning Thu, Apr 24, priced at $200 found 6 days ago
JetBlue Airways
Tue, Aug 19 - Sat, Aug 23
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 19 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $215 found 1 day ago
Delta
Tue, Jun 17 - Mon, Jun 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 3 hours ago
$217
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Jun 17 from Orlando Intl. to Portland Intl. Jetport, returning Mon, Jun 23, priced at $217 found 3 hours ago
American Airlines
Sat, Apr 19 - Mon, Apr 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$236 Roundtrip, found 17 hours ago
$236
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Apr 19 from Orlando Intl. to Portland Intl. Jetport, returning Mon, Apr 28, priced at $236 found 17 hours ago
Delta
Thu, Jun 26 - Mon, Jun 30
XNA
Northwest Arkansas Regional
PWM
Portland Intl. Jetport
$269 Roundtrip, found 4 hours ago
$269
Roundtrip
found 4 hours ago
Select Delta flight, departing Thu, Jun 26 from Northwest Arkansas Regional to Portland Intl. Jetport, returning Mon, Jun 30, priced at $269 found 4 hours ago
Delta
Thu, Jul 3 - Sat, Jul 5
TUL
Tulsa Intl.
PWM
Portland Intl. Jetport
$299 Roundtrip, found 1 day ago
$299
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jul 3 from Tulsa Intl. to Portland Intl. Jetport, returning Sat, Jul 5, priced at $299 found 1 day ago
United
Thu, Sep 18 - Thu, Sep 25
ORF
Norfolk Intl.
PWM
Portland Intl. Jetport
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Select United flight, departing Thu, Sep 18 from Norfolk Intl. to Portland Intl. Jetport, returning Thu, Sep 25, priced at $321 found 1 day ago
Frontier Airlines
Sat, Apr 19 - Thu, May 1
IAH
George Bush Intercontinental
PWM
Portland Intl. Jetport
$323 Roundtrip, found 1 day ago
$323
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Apr 19 from George Bush Intercontinental to Portland Intl. Jetport, returning Thu, May 1, priced at $323 found 1 day ago
Delta
Tue, Jul 1 - Sat, Jul 12
DFW
Dallas-Fort Worth Intl.
PWM
Portland Intl. Jetport
$328 Roundtrip, found 5 days ago
$328
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jul 1 from Dallas-Fort Worth Intl. to Portland Intl. Jetport, returning Sat, Jul 12, priced at $328 found 5 days ago
Delta
Tue, Jul 1 - Wed, Jul 9
DAL
Love Field
PWM
Portland Intl. Jetport
$363 Roundtrip, found 2 days ago
$363
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 1 from Love Field to Portland Intl. Jetport, returning Wed, Jul 9, priced at $363 found 2 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 April, 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 $98, 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 $98 right now, why wait?

Westbrook Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$98

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
The price is $78 per night from Apr 29 to Apr 30
$78
includes taxes & fees
Apr 29 - Apr 30
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 (1,000 reviews)
"Vehicles parked with people staying in them, maybe living out of their vehicles. Noisy hallway. Great water pressure and hot water👍 sink and countertop was dirty. Odd smell in the hallway."

Reviewed on Mar 1, 2025

Super 8 by Wyndham Portland ME
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
The price is $146 per night from Apr 20 to Apr 21
$146
includes taxes & fees
Apr 20 - Apr 21
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)
"Great staff and facility."

Reviewed on Apr 9, 2025

The Westin Portland Harborview
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
The price is $206 per night from Apr 20 to Apr 21
$206
includes taxes & fees
Apr 20 - Apr 21
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! (1,482 reviews)
Wonderful anniversary weekend
"We visited for a long weekend to celebrate our anniversary. Everything was amazing. Staff was courteous and friendly. We ate at many of the areas fine dining establishments but had breakfast each day at the hotel and ended each night with drinks and dessert at the bar. We will definitely be back ..."

Reviewed on Apr 13, 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 $167 per night from Apr 21 to Apr 22
$167
includes taxes & fees
Apr 21 - Apr 22
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! (843 reviews)
"So far we love everything! The 4th floor lounge is a great amenity when your family is taking up too much space in the room. Welcoming fire place and kind staff. I’ll see what the beds are like shortly."

Reviewed on Apr 14, 2025

Cambria Hotel Portland Downtown-Old Port
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 Apr 27 to Apr 28
$87
includes taxes & fees
Apr 27 - Apr 28
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! (1,018 reviews)
"I’ve stayed at the Inn on St John many times. I have a long commute from home to Portland. I stay when the weather is bad and the travel is dangerous. I like to stay at the inn because the it very affordable, comfortable and very easy to check in, find food nearby and relax in my room. I’ve stayed ..."

Reviewed on Apr 9, 2025

Inn at St John Portland In-Town
Clarion Hotel Portland
Clarion Hotel Portland
2.5 out of 5
1230 Congress St, Portland, ME
The price is $93 per night from Apr 21 to Apr 22
$93
includes taxes & fees
Apr 21 - Apr 22
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 ...
7.6/10 Good! (1,000 reviews)
"Good stay, nice staff"

Reviewed on Apr 13, 2025

Clarion Hotel Portland
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 $97 per night from Apr 20 to Apr 21
$97
includes taxes & fees
Apr 20 - Apr 21
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 ...
8.8/10 Excellent! (2,128 reviews)
"The hotel was all in all a good place. Staff was very friendly. Breakfast was decent enough. I appreciated the compostable plates, but would suggest to completely reduce one-time-use plates/cups/silverware, and just use regular dishes. The room was directly opposite the elevator, which led to some ..."

Reviewed on Apr 13, 2025

La Quinta Inn & Suites by Wyndham Portland
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland Waterfront
4 out of 5
9 Center Street, Portland, ME
The price is $170 per night from Apr 21 to Apr 22
$170
includes taxes & fees
Apr 21 - Apr 22
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! (984 reviews)
"Great time in Portland and the hotel was great!"

Reviewed on Apr 10, 2025

Canopy by Hilton Portland Waterfront
See all 2,920 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.