Cheap flights To Watersound (DSI) from $106

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Cheap Flights to Watersound from $106 One Way, $210 Round Trip

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

Fri, Jun 5 - Tue, Jun 9
LGA
LaGuardia
ECP
Northwest Florida Beaches Intl.
$210 Roundtrip, found 5 days ago
$210
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Fri, Jun 5 from LaGuardia to Northwest Florida Beaches Intl., returning Tue, Jun 9, priced at $210 found 5 days ago
Mon, Apr 20 - Wed, Apr 29
PHL
Philadelphia Intl.
ECP
Northwest Florida Beaches Intl.
$211 Roundtrip, found 5 days ago
$211
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Mon, Apr 20 from Philadelphia Intl. to Northwest Florida Beaches Intl., returning Wed, Apr 29, priced at $211 found 5 days ago
Mon, Jun 1 - Thu, Jun 4
IND
Indianapolis Intl.
ECP
Northwest Florida Beaches Intl.
$221 Roundtrip, found 2 days ago
$221
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jun 1 from Indianapolis Intl. to Northwest Florida Beaches Intl., returning Thu, Jun 4, priced at $221 found 2 days ago
Sat, May 2 - Wed, May 6
MSP
Minneapolis - St. Paul Intl.
ECP
Northwest Florida Beaches Intl.
$231 Roundtrip, found 3 days ago
$231
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, May 2 from Minneapolis - St. Paul Intl. to Northwest Florida Beaches Intl., returning Wed, May 6, priced at $231 found 3 days ago
Sat, Apr 18 - Tue, Apr 21
BWI
Baltimore Washington Intl. Thurgood Marshall
ECP
Northwest Florida Beaches Intl.
$232 Roundtrip, found 3 days ago
$232
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Apr 18 from Baltimore Washington Intl. Thurgood Marshall to Northwest Florida Beaches Intl., returning Tue, Apr 21, priced at $232 found 3 days ago
Sat, Aug 8 - Thu, Aug 13
JFK
John F. Kennedy Intl.
ECP
Northwest Florida Beaches Intl.
$259 Roundtrip, found 4 hours ago
$259
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Aug 8 from John F. Kennedy Intl. to Northwest Florida Beaches Intl., returning Thu, Aug 13, priced at $259 found 4 hours ago
Mon, May 11 - Thu, May 14
DFW
Dallas-Fort Worth Intl.
ECP
Northwest Florida Beaches Intl.
$271 Roundtrip, found 4 days ago
$271
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, May 11 from Dallas-Fort Worth Intl. to Northwest Florida Beaches Intl., returning Thu, May 14, priced at $271 found 4 days ago
Mon, Apr 20 - Sat, Apr 25
ORD
O'Hare Intl.
ECP
Northwest Florida Beaches Intl.
$271 Roundtrip, found 3 days ago
$271
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Apr 20 from O'Hare Intl. to Northwest Florida Beaches Intl., returning Sat, Apr 25, priced at $271 found 3 days ago
Mon, May 11 - Thu, May 14
DAL
Love Field
ECP
Northwest Florida Beaches Intl.
$272 Roundtrip, found 4 days ago
$272
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, May 11 from Love Field to Northwest Florida Beaches Intl., returning Thu, May 14, priced at $272 found 4 days ago
Wed, Jun 10 - Sat, Jul 11
SAT
San Antonio Intl.
ECP
Northwest Florida Beaches Intl.
$288 Roundtrip, found 4 days ago
$288
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Jun 10 from San Antonio Intl. to Northwest Florida Beaches Intl., returning Sat, Jul 11, priced at $288 found 4 days ago

Watersound Flight Information

Traveling To
Watersound
Destination Airport IATA Code
DSI
Number of Airlines Serving
Airlines
Southwest Airlines, Delta, American Airlines
Flight Price
$210
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Watersound economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sandestin Golf and Beach Resort
4.0-star property

Sandestin Golf and Beach Resort

May 10 - May 14

4 night stay

Boston (BOS) to Fort Walton Beach (VPS)

JetBlue Airways • Roundtrip • Coach
Price was $744, price is now $505 per person
$505
per person
found 1 day ago
Tidewater Horizon by Avantstay Beachfront Condo + Indoor Pool + Spa Amenities + Movie Theater + Near Pier Park
4.0-star property

Tidewater Horizon by Avantstay Beachfront Condo + Indoor Pool + Spa Amenities + Movie Theater + Near Pier Park

May 2 - May 9

7 night stay

Cleveland (CLE) to Panama City (ECP)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,141, price is now $1,564 per person
$1,564
per person
found 1 day ago
Beachwalk 10B by Avantstay PCB Condo Across From the Beach + Pool, Hot Tub & Tennis
4.0-star property

Beachwalk 10B by Avantstay PCB Condo Across From the Beach + Pool, Hot Tub & Tennis

May 2 - May 9

7 night stay

Cleveland (CLE) to Panama City (ECP)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,205, price is now $909 per person
$909
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Watersound
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Watersound first class flight packages

Price found within the past 48 hours. Click for updated prices.
Sandestin Golf and Beach Resort
4.0-star property

Sandestin Golf and Beach Resort

7.8/10 Good! (3,848 reviews)

May 14 - May 17

3 night stay

Newark Liberty Intl. Airport (EWR) to Fort Walton Beach (VPS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,041, price is now $844 per person
$844
per person
found 1 day ago
Motorcycle not welcome, front desk lady rude ,no housekeeping until 3 days 🙄 i request clean sheets never get it

Reviewed on Apr 28, 2025

Beachfront Hot Tub Covered Lounge Backyard Beach by Avantstay
3.0-star property

Beachfront Hot Tub Covered Lounge Backyard Beach by Avantstay

No reviews

May 14 - May 17

3 night stay

Newark Liberty Intl. Airport (EWR) to Fort Walton Beach (VPS)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $4,243, price is now $3,325 per person
$3,325
per person
found 1 day ago
Emerald Escape by Avantstay Walk to Beach
3.0-star property

Emerald Escape by Avantstay Walk to Beach

No reviews

May 22 - May 25

3 night stay

Newark Liberty Intl. Airport (EWR) to Panama City (ECP)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,063, price is now $1,665 per person
$1,665
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Watersound
View all trips

Watersound

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Watersound. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

Top Pick

Orbitz holds a “Best of the Web” Cruise Site Award from Forbes Magazine. You won’t find better deals anywhere on low cost cruises and low fare Watersound flights. Our Customer Care and guaranteed low prices make Orbitz the team to beat in budget cruises and air ticket sales.

Exclusive Offers

Register for Orbitz email updates and our cruise experts will notify you of bargain tickets on cruises as they’re posted. Install our free mobile apps on your iPad, iPhone or Android for easy booking and mobile-only savings on flights to Watersound. Visit www.Orbitz.com to learn more about these amazing benefits and our 110% Best Price Guarantee.

First-Timers

Are you and your family cruise newbies? Orbitz offers Cruising 101 and Cruise FAQ to answer any questions you may have. Book your cruise and air travel with Orbitz On the Go for greater savings on Watersound flights.

Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Watersound and Watersound flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to Watersound?
With 20 airlines flying to Northwest Florida Regional Airport (VPS), you'll be exploring every inch of Watersound in no time at all. Finding a flight that suits your itinerary is simple. Take a peek at the fares from these top air carriers and enjoy a smooth landing at Northwest Florida Regional Airport (VPS):

  • Delta - 94 flights to Watersound per month
  • American Airlines - 93 flights to Watersound per month
  • Southwest Airlines - 38 flights to Watersound per month

How much is a flight to Watersound?
Travelers from far and wide scored round-trip bargains ranging between $210 and $288 this week to Watersound. Kicking off your journey from New York (LGA)? The lowest one-way tickets started at just $106.
How to book the cheapest flight to Watersound?
With some of the most incredible flight deals around, you'll always jet for less with Orbitz. The following tips and hints will help you score cheap flights to Watersound — and leave you with cash to spare:

  • Departing from or arriving at nearby airports can often help you save on airfares. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below the form fields to look through your options.
  • Also, click on the 'Show flexible dates' option to compare the prices on days either side of your chosen departure. It's possible to score cheaper flight deals if your travel dates are flexible.
  • To optimize your results, hit 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • Once you've figured out your travel dates, don't wait to book. Prices usually get more expensive as the departure date nears.
  • Make greater savings on your getaway by combining your flights, hotels and car rentals into a package deal. Your wallet will thank you for it.
  • If possible, don't travel in peak seasons. Airfares often hit their highest during school breaks, summer and around other vacation times like Easter and Christmas.

What is the best time to book a flight to Watersound?
If you can, book your flights to Watersound in January. This is the best month for low airfares, closely followed by February and August. With a bit of organizing, you're guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Watersound?
When it comes to cheap airfares to Watersound, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A fabulous flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Watersound?
You can land cheap flights to Watersound by flying out on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly ticket prices. Whether you prefer to stretch your travel budget or fly out on any day that's convenient, you'll always get a rewarding deal with Orbitz.
What is the cheapest month to fly to Watersound?
To pick up cheap flights to Watersound, pack your bags and travel in August. Orbitz data shows that generally, this is a great month to save big on your ticket. If you're thinking of flying to Watersound during June, it's worth keeping in mind that this is the least affordable time of year to travel.
Which airlines allow free cancellation?
Things change, and we think your flight should be able to as well. That's why Orbitz makes it easy to search for flights with no change fees and free cancellation. Simply enter your departure and arrival destinations and then click on "Filter by flexible change policies." How's that for peace of mind?
What do I need for the flight to Watersound?
Flying can be fun with a bit of pre-planning! Make your flight a total breeze with the following handy hints:

  • Whether you print it out or use an electronic one, you'll need your boarding pass to get on to the plane. You'll also need some kind of government-issued photo ID. If you're traveling internationally, make sure your passport is valid and you've checked visa requirements.
  • Make time fly by even faster on your short hop by packing the right things. Think yummy snacks, bottled water and entertainment. If you want your trip to Watersound to pass peacefully, throw some headphones into your bag as well.
  • It can get very cool on the plane. If you'd rather not shiver your way through the flight, bring a sweater.

How do I get cheap first-class/business deals to Watersound?
There are ways of booking business or first-class airfares to Watersound that won't burn through your budget. Claim a seat at the front of the plane for less with these practical tips:

  • Be flexible with your travel dates and hold out for exclusive offers or sales on first or business-class airfares.
  • Budget airlines offer first or business-class seats at a fraction of the usual cost. Ditch the full-service carriers and consider these cheaper options.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket with loyalty points.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.