Cheap flights To Watersound (DSI) from $107

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Watersound from $107 One Way, $209 Round Trip

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

Sat, Jan 3 - Sat, Jan 10
MDW
Midway Intl.
ECP
Northwest Florida Beaches Intl.
$209 Roundtrip, found 9 hours ago
$209
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Sat, Jan 3 from Midway Intl. to Northwest Florida Beaches Intl., returning Sat, Jan 10, priced at $209 found 9 hours ago
Sat, Feb 28 - Thu, Mar 5
ORD
O'Hare Intl.
ECP
Northwest Florida Beaches Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Beaches Intl., returning Thu, Mar 5, priced at $209 found 4 days ago
Wed, Feb 4 - Tue, Feb 10
MSP
Minneapolis - St. Paul Intl.
ECP
Northwest Florida Beaches Intl.
$253 Roundtrip, found 2 days ago
$253
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Feb 4 from Minneapolis - St. Paul Intl. to Northwest Florida Beaches Intl., returning Tue, Feb 10, priced at $253 found 2 days ago
Wed, Dec 31 - Sat, Jan 17
RDU
Raleigh - Durham Intl.
ECP
Northwest Florida Beaches Intl.
$255 Roundtrip, found 2 days ago
$255
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Dec 31 from Raleigh - Durham Intl. to Northwest Florida Beaches Intl., returning Sat, Jan 17, priced at $255 found 2 days ago
Sat, Jan 10 - Tue, Jan 13
BNA
Nashville Intl.
ECP
Northwest Florida Beaches Intl.
$261 Roundtrip, found 1 day ago
$261
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jan 10 from Nashville Intl. to Northwest Florida Beaches Intl., returning Tue, Jan 13, priced at $261 found 1 day ago
Thu, Jan 1 - Tue, Jan 20
MSN
Dane County Regional
ECP
Northwest Florida Beaches Intl.
$265 Roundtrip, found 5 days ago
$265
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Jan 1 from Dane County Regional to Northwest Florida Beaches Intl., returning Tue, Jan 20, priced at $265 found 5 days ago
Thu, Jan 29 - Sat, Feb 14
MKE
General Mitchell Intl.
ECP
Northwest Florida Beaches Intl.
$289 Roundtrip, found 21 hours ago
$289
Roundtrip
found 21 hours ago
Select Delta flight, departing Thu, Jan 29 from General Mitchell Intl. to Northwest Florida Beaches Intl., returning Sat, Feb 14, priced at $289 found 21 hours ago
Wed, Feb 18 - Tue, Feb 24
SAV
Savannah - Hilton Head Intl.
ECP
Northwest Florida Beaches Intl.
$295 Roundtrip, found 1 day ago
$295
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Feb 18 from Savannah - Hilton Head Intl. to Northwest Florida Beaches Intl., returning Tue, Feb 24, priced at $295 found 1 day ago
Mon, Feb 23 - Wed, Apr 1
SYR
Hancock Intl.
ECP
Northwest Florida Beaches Intl.
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Feb 23 from Hancock Intl. to Northwest Florida Beaches Intl., returning Wed, Apr 1, priced at $302 found 3 days ago
Wed, Feb 11 - Tue, Feb 24
CMH
John Glenn Columbus Intl.
ECP
Northwest Florida Beaches Intl.
$317 Roundtrip, found 4 hours ago
$317
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Feb 11 from John Glenn Columbus Intl. to Northwest Florida Beaches Intl., returning Tue, Feb 24, priced at $317 found 4 hours ago

Watersound Flight Information

Traveling To
Watersound
Destination Airport IATA Code
DSI
Number of Airlines Serving
Airlines
American Airlines, Southwest Airlines, United, Delta
Flight Price
$209
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.
WaterSound Inn
4.0-star property

WaterSound Inn

Jan 26 - Jan 31

5 night stay

Boston (BOS) to Fort Walton Beach (VPS)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,313, price is now $804 per person
$804
per person
found 1 day ago
The Pearl Hotel
4.0-star property

The Pearl Hotel

Jan 26 - Jan 31

5 night stay

Boston (BOS) to Panama City (ECP)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,773, price is now $1,179 per person
$1,179
per person
found 1 day ago
WaterColor Inn & Resort
4.0-star property

WaterColor Inn & Resort

Jan 21 - Jan 25

4 night stay

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

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,420, price is now $1,050 per person
$1,050
per person
found 21 hours ago
Don't see what you're looking for?
See all available trips from Boston to Watersound
View all trips

Watersound

Struggling to find international and domestic flights that suit your budget. Consider one of the cheaper options available when you book your flight with Orbitz, where you get guaranteed low prices

Orbitz becomes your Mobile friend

You can now book flights to Watersound on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Watersound flights.

Discounted tickets available for flights to Watersound

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Watersound flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Watersound flights

Discounted flights to Watersound ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Watersound. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Watersound flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

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 $209 and $317 this week to Watersound. Kicking off your journey from Chicago (ORD)? The lowest one-way tickets started at just $107.
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.