Cheap flights To Watersound (DSI) from $84

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Cheap Flights to Watersound from $84 One Way, $197 Round Trip

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

Fri, Jul 3 - Fri, Jul 10
CMH
John Glenn Columbus Intl.
ECP
Northwest Florida Beaches Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Fri, Jul 3 from John Glenn Columbus Intl. to Northwest Florida Beaches Intl., returning Fri, Jul 10, priced at $197 just found
Tue, May 19 - Sat, May 23
BOS
Logan Intl.
ECP
Northwest Florida Beaches Intl.
$200 Roundtrip, found 9 hours ago
$200
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Tue, May 19 from Logan Intl. to Northwest Florida Beaches Intl., returning Sat, May 23, priced at $200 found 9 hours ago
Fri, Jun 5 - Wed, Jun 10
ORD
O'Hare Intl.
ECP
Northwest Florida Beaches Intl.
$207 Roundtrip, found 9 hours ago
$207
Roundtrip
found 9 hours ago
Select United flight, departing Fri, Jun 5 from O'Hare Intl. to Northwest Florida Beaches Intl., returning Wed, Jun 10, priced at $207 found 9 hours ago
Tue, Apr 7 - Tue, Apr 14
PHL
Philadelphia Intl.
ECP
Northwest Florida Beaches Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 7 from Philadelphia Intl. to Northwest Florida Beaches Intl., returning Tue, Apr 14, priced at $217 found 1 day ago
Wed, Mar 18 - Tue, Mar 24
DEN
Denver Intl.
ECP
Northwest Florida Beaches Intl.
$222 Roundtrip, found 1 hour ago
$222
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Mar 18 from Denver Intl. to Northwest Florida Beaches Intl., returning Tue, Mar 24, priced at $222 found 1 hour ago
Sun, Jun 7 - Sat, Jun 13
DTW
Detroit Metropolitan Wayne County
ECP
Northwest Florida Beaches Intl.
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Jun 7 from Detroit Metropolitan Wayne County to Northwest Florida Beaches Intl., returning Sat, Jun 13, priced at $229 found 1 day ago
Sat, May 16 - Wed, May 20
IND
Indianapolis Intl.
ECP
Northwest Florida Beaches Intl.
$236 Roundtrip, found 3 hours ago
$236
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, May 16 from Indianapolis Intl. to Northwest Florida Beaches Intl., returning Wed, May 20, priced at $236 found 3 hours ago
Wed, Apr 1 - Tue, Apr 14
MSP
Minneapolis - St. Paul Intl.
ECP
Northwest Florida Beaches Intl.
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Apr 1 from Minneapolis - St. Paul Intl. to Northwest Florida Beaches Intl., returning Tue, Apr 14, priced at $259 found 1 day ago
Tue, May 5 - Tue, May 12
DFW
Dallas-Fort Worth Intl.
ECP
Northwest Florida Beaches Intl.
$269 Roundtrip, found 23 hours ago
$269
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, May 5 from Dallas-Fort Worth Intl. to Northwest Florida Beaches Intl., returning Tue, May 12, priced at $269 found 23 hours ago
Tue, May 12 - Tue, May 19
DAL
Love Field
ECP
Northwest Florida Beaches Intl.
$269 Roundtrip, found 5 hours ago
$269
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Tue, May 12 from Love Field to Northwest Florida Beaches Intl., returning Tue, May 19, priced at $269 found 5 hours ago

Watersound Flight Information

Traveling To
Watersound
Destination Airport IATA Code
DSI
Number of Airlines Serving
Airlines
Southwest Airlines, American Airlines, Delta, United
Flight Price
$197
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.
The Henderson Beach Resort & Spa
5.0-star property

The Henderson Beach Resort & Spa

Mar 23 - Mar 27

4 night stay

Boston (BOS) to Fort Walton Beach (VPS)

JetBlue Airways • Coach

Fort Walton Beach (VPS) to Boston (BOS)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,042, price is now $748 per person
$748
per person
found 1 day ago
Bay Club of Sandestin
3.5-star property

Bay Club of Sandestin

Mar 14 - Mar 20

6 night stay

Boston (BOS) to Fort Walton Beach (VPS)

JetBlue Airways • Coach

Fort Walton Beach (VPS) to Boston (BOS)

Delta • Coach
Save 100% on your flight
Price was $1,310, price is now $870 per person
$870
per person
found 1 day ago
Walk to Seacrest Beach, Resort Pool Modern 3bdr Free Wheelin by Avantstay
3.0-star property

Walk to Seacrest Beach, Resort Pool Modern 3bdr Free Wheelin by Avantstay

Mar 14 - Mar 20

6 night stay

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

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,712, price is now $2,699 per person
$2,699
per person
found 7 hours 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.
Bay Club of Sandestin
3.5-star property

Bay Club of Sandestin

9/10 Wonderful! (154 reviews)

Mar 28 - Apr 4

7 night stay

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

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,949, price is now $1,407 per person
$1,407
per person
found 1 day ago
The rooms are gorgeous and well kept and the view is to die for!

Reviewed on Dec 3, 2021

The Henderson Beach Resort & Spa
5.0-star property

The Henderson Beach Resort & Spa

9.2/10 Wonderful! (1,000 reviews)

Mar 28 - Apr 4

7 night stay

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

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,308, price is now $1,748 per person
$1,748
per person
found 1 day ago
⸻ We expected the hotel to be more family-friendly. The kids club was always closed and it was impossible to reach anyone there. There weren’t many kids’ menu options and not a lot of activities for children. On the positive side, the hotel is very beautiful, clean, and the staff is friendly. However, the price feels very high compared to the overall value received.

Reviewed on Sep 1, 2025

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Watersound
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Watersound

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Watersound or any other low fare domestic or international air travel.

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You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Watersound. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Watersound flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Watersound to your mobile phone or email.

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 $197 and $269 this week to Watersound. Kicking off your journey from Chicago (ORD)? The lowest one-way tickets started at just $84.
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.