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Westbrook

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Westbrook Flights as Low as $190

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

Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $190 found 1 day ago
Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $195 found 1 day ago
Delta
Wed, May 27 - Fri, Jun 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$196 Roundtrip, found 7 hours ago
$196
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Jun 5, priced at $196 found 7 hours ago
Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $200 found 1 day ago
Breeze Airways
Mon, May 25 - Wed, Jun 3
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$204 Roundtrip, found 2 days ago
$204
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, May 25 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $204 found 2 days ago
Breeze Airways
Mon, May 25 - Wed, Jun 3
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, May 25 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $209 found 2 days ago
Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $212 found 1 day ago
United
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Select United flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $213 found 1 day ago
Breeze Airways
Mon, May 25 - Wed, Jun 3
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$214 Roundtrip, found 2 days ago
$214
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, May 25 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $214 found 2 days ago
American Airlines
Fri, Mar 27 - Mon, Apr 6
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Mar 27 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 6, priced at $214 found 4 days ago
Delta
Fri, May 29 - Sat, May 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 15 hours ago
$217
Roundtrip
found 15 hours ago
Select Delta flight, departing Fri, May 29 from Orlando Intl. to Portland Intl. Jetport, returning Sat, May 30, priced at $217 found 15 hours ago
JetBlue Airways
Wed, May 27 - Tue, Jun 9
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, May 27 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Jun 9, priced at $228 found 1 day ago
Delta
Tue, Mar 10 - Sat, Mar 14
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$299 Roundtrip, found 2 hours ago
$299
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Mar 10 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sat, Mar 14, priced at $299 found 2 hours ago
American Airlines
Tue, Mar 10 - Wed, Mar 11
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$387 Roundtrip, found 2 hours ago
$387
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Mar 10 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Mar 11, priced at $387 found 2 hours ago
Delta
Mon, Mar 16 - Sat, Mar 21
ELM
Elmira - Corning Regional
PWM
Portland Intl. Jetport
$434 Roundtrip, found 21 hours ago
$434
Roundtrip
found 21 hours ago
Select Delta flight, departing Mon, Mar 16 from Elmira - Corning Regional to Portland Intl. Jetport, returning Sat, Mar 21, priced at $434 found 21 hours ago
Delta
Sat, Apr 4 - Sat, Apr 11
ABQ
Albuquerque Intl. Sunport
PWM
Portland Intl. Jetport
$444 Roundtrip, found 21 hours ago
$444
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Apr 4 from Albuquerque Intl. Sunport to Portland Intl. Jetport, returning Sat, Apr 11, priced at $444 found 21 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 August, 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 $190, 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 $190 right now, why wait?

Westbrook Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$189

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 (1,001 reviews)
I always woke up at 4:00 in the morning to a fire alarm and then told to leave

Reviewed on Feb 20, 2026

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Super 8 by Wyndham Portland ME
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! (1,006 reviews)
Very wonderful place; youre welcomed to a very beautiful scene the moment you walk into the doors and the bar at the very top was an amazing sight to see at night especially. Very clean and well kept. The staff were super sweet, service was 10 out of 10. Sadly didnt get the chance to check out the ...

Reviewed on Mar 7, 2026

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The Westin Portland Harborview
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! (1,397 reviews)
Room was super quiet, affordable, and beds were very comfortable. Love the location and the ample free parking.

Reviewed on Mar 7, 2026

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Clarion Hotel Portland Airport ME
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! (1,592 reviews)
The staff is always superb each and every time we've stayed at this hotel. Amazing service!

Reviewed on Mar 6, 2026

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Portland Regency Hotel & Spa
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! (1,770 reviews)
Business facilities were perfect. Front desk man Roman was an all star helping us out. Whole stay was 100/100

Reviewed on Mar 4, 2026

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Portland Harbor Hotel
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! (1,491 reviews)
Proximity to event was great. Walking distance to many things. was excellent and the lobby was inviting. Big heated, clean pool. No hut tub to speak of. Cons - room was not very clean. The bedding and towels, and shower curtain were all stained with colorful sticky stuff like candy??? The lobby smelled ...

Reviewed on Mar 6, 2026

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Holiday Inn Portland-By the Bay by IHG
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! (1,168 reviews)
Easy check in and friendly staff. Food was good room was big and with nice view.

Reviewed on Mar 2, 2026

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Cambria Hotel Portland Downtown-Old Port
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 out of 5
6 Portland Ave Old Orchard Beach ME
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
We stayed in a suite and it was old and dingy. It felt and smelled like a neglected grandma's house. The carpet was stained, the furniture was old, and the wallpaper was peeling. Beds had old springy mattresses. The utensils in the drawer were all very dirty. There was a sponge but no dish detergent ...

Reviewed on Feb 23, 2026

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Old Orchard Beach Inn
See all 2,916 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.