Cheap Flights to Westbrook from $39

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How Much Does it Cost To Fly To Westbrook?

The cheapest prices found with in the last 7 days for return flights were $76 and $39 for one-way flights to Westbrook for the period specified. Prices and availability are subject to change. Additional terms apply

Sun, Aug 31 - Thu, Sep 4
CHS
Charleston Intl.
HVN
Tweed - New Haven Regional
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 31 from Charleston Intl. to Tweed - New Haven Regional, returning Thu, Sep 4, priced at $78 found 1 day ago
OriginDestinationTravel DatesFlights From*
TPAEast HavenAugust 31 to September 4$76
MCOEast HavenSeptember 18 to September 21$82
LAXEast HavenOctober 22 to October 27$603
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOEast HavenAugust 22 to August 24$158
TPAEast HavenAugust 22 to August 25$231
LAXEast HavenAugust 23 to August 26$644
*Prices include taxes and fees

Westbrook Flight Information

Traveling to
Westbrook
Lowest Price
$76
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Family Friendly Hotels in Westbrook

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road, Westbrook, CT
$254 nightly
The price is $292 total per night from Sep 7 to Sep 8
$292 total
Sep 7 - Sep 8
Total includes taxes and fees
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
8.6/10 Excellent! (1,000 reviews)
"We have been there many times before and prefer a room facing the water."

Reviewed on Aug 15, 2025

Water's Edge Resort & Spa
The Captain Stannard

The Captain Stannard

3 out of 5
138 South Main Street, Westbrook, CT
$197 nightly
The price is $219 total per night from Sep 8 to Sep 9
$219 total
Sep 8 - Sep 9
Total includes taxes and fees
Stay at this 3-star B&B in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (232 reviews)
"The rooms are comfortable and well decorated. The grounds and back porch are very nice and relaxing. It's a short walk to the beach. Plenty of parking and nice and quiet."

Reviewed on Aug 14, 2025

The Captain Stannard
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.

Best Westbrook Flight and Hotel Packages

Westbrook flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
per person
Oct 9 - Oct 14
found 10 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
per person
Oct 9 - Oct 14
found 10 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
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Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Westbrook?
When it comes tobooking your flight,it's always nice to have a few different companies to pick from.A total of 11carriers fly tothe city of Westbrook,including:

  • American Airlines
  • Delta Air Lines
  • Avelo Airlines

What airport is best to fly into Westbrook?
Before locking in your flights in and out of Westbrook, check out all your options. With numerous airports servicing the city, the cost of your tickets may be different depending on which one you settle with. These are the most popular of them:

  • BDL – 45 mi from downtown
  • Tweed - New Haven Regional Airport – 25 mi from downtown
  • HFD – 35 mi from downtown

Where to stay in Westbrook
Life is a grand adventure, so why not get out there and really live it up in Westbrook? You can begin by choosing from the 309 sensational properties available through Travelocity.Keen for a taste of the high life on your getaway? Reserve a lavish room with fancy extras at the Copper Beech Inn. Sticking to a budget? Don't worry, you won't be left out in the cold. The Econo Lodge Inn & Suites Old Saybrook Westbrook will keep you and your hip-pocket happy.
Places to visit in Westbrook
You'll have lots of fun finding gifts and souvenirs for your friends and family, as well as a few treats for yourself, at Tanger Outlets. Seeking some more ideas? Pack a simple picnic and spend a memorable afternoon watching the children play and taking in the fresh air at Harvey's Beach. But that's not all. Give your kids a chance to burn off some of their energy when they're playing at Crystal Lake Town Park, a green, leafy getaway.
How to get through airport security fast when traveling to Westbrook
Your adventure to Westbrook starts as soon as you've satisfied all the security checks. We've summarized a few tips and pointers to ensure you get through quickly:

  • Keep your travel ID and boarding pass in an easily accessible place. They'll be the first things you'll be told to produce by airport security.
  • Remove your belt and shoes before arriving at the airport security checkpoint. Items such as these are not permitted to pass through the body scanner.
  • All laptops must be taken out of their protective carriers and placed in a tray before being scanned.
  • When you approach the security checkpoint, you'll be asked to put all gels, liquids and creams in a separate tray for scanning. Make sure they're all stored in containers smaller than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Safety boots and other heavy shoes are most often X-rayed by airport security. We suggest wearing lightweight sneakers instead.
  • The list of prohibited items is forever updating. Have a look at your carrier's official website to find out what is not allowed on board their aircraft.

Plane Tickets To Westbrook

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Westbrook. Browse through our inventory to explore a wide range of cheap flights to Westbrook to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Westbrook as you anxiously await to exit the plane and explore what Westbrook has to offer. Considering all the amazing local food and culture in Westbrook, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Westbrook to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Westbrook without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Westbrook with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Westbrook today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.