Cheap flights To Santa Rosa Island (VPS) from $78

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Cheap Flights to Santa Rosa Island from $78 One Way, $163 Round Trip

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

Tue, Mar 24 - Thu, Mar 26
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$163 Roundtrip, found 3 days ago
$163
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Mar 24 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Thu, Mar 26, priced at $163 found 3 days ago
Sat, May 2 - Tue, May 5
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$182 Roundtrip, found 1 day ago
$182
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 2 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Tue, May 5, priced at $182 found 1 day ago
Sun, May 10 - Thu, May 14
DTW
Detroit Metropolitan Wayne County
PNS
Pensacola Intl.
$184 Roundtrip, found 6 days ago
$184
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, May 10 from Detroit Metropolitan Wayne County to Pensacola Intl., returning Thu, May 14, priced at $184 found 6 days ago
Sun, Apr 5 - Tue, Apr 14
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$187 Roundtrip, found 5 hours ago
$187
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Sun, Apr 5 from O'Hare Intl. to Pensacola Intl., returning Tue, Apr 14, priced at $187 found 5 hours ago
Mon, Jul 13 - Fri, Jul 17
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$189 Roundtrip, found 4 days ago
$189
Roundtrip
found 4 days ago
Select Sun Country Airlines flight, departing Mon, Jul 13 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Fri, Jul 17, priced at $189 found 4 days ago
Fri, Apr 24 - Wed, Apr 29
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$197 Roundtrip, found 14 hours ago
$197
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Fri, Apr 24 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Wed, Apr 29, priced at $197 found 14 hours ago
Sun, Apr 26 - Sat, May 2
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$200 Roundtrip, found 4 days ago
$200
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Apr 26 from Minneapolis - St. Paul Intl. to Pensacola Intl., returning Sat, May 2, priced at $200 found 4 days ago
Sat, May 2 - Thu, May 7
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$205 Roundtrip, found 2 days ago
$205
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, May 2 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Thu, May 7, priced at $205 found 2 days ago
Tue, May 19 - Tue, Jun 2
BOS
Logan Intl.
VPS
Northwest Florida Regional
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 19 from Logan Intl. to Northwest Florida Regional, returning Tue, Jun 2, priced at $225 found 1 day ago
Thu, Apr 30 - Wed, May 6
BOS
Logan Intl.
PNS
Pensacola Intl.
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Apr 30 from Logan Intl. to Pensacola Intl., returning Wed, May 6, priced at $227 found 2 days ago

Santa Rosa Island Flight Information

Traveling To
Santa Rosa Island
Destination Airport IATA Code
VPS
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Sun Country Airlines, Southwest Airlines, JetBlue Airways, Delta, American Airlines
Flight Price
$163
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Santa Rosa Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach
4.0-star property

The Island Resort at Fort Walton Beach

Apr 21 - Apr 27

6 night stay

Denver (DEN) to Pensacola (PNS)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,388, price is now $980 per person
$980
per person
found 1 day ago
WaterSound Inn
4.0-star property

WaterSound Inn

May 8 - May 13

5 night stay

Minneapolis (MSP) to Fort Walton Beach (VPS)

Sun Country Airlines • Coach

Fort Walton Beach (VPS) to Minneapolis (MSP)

Southwest Airlines • Coach
Save 100% on your flight
Price was $2,329, price is now $1,643 per person
$1,643
per person
found 5 hours ago
The Cabins at Gulf State Park
3.0-star property

The Cabins at Gulf State Park

Apr 27 - May 2

5 night stay

Denver (DEN) to Pensacola (PNS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,424, price is now $1,072 per person
$1,072
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Denver to Santa Rosa Island
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Santa Rosa Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach
4.0-star property

The Island Resort at Fort Walton Beach

8.4/10 Very Good! (2,997 reviews)

Apr 24 - Apr 26

2 night stay

Chicago (ORD) to Pensacola (PNS)

American Airlines • Roundtrip • FirstClass
Price was $1,173, price is now $1,014 per person
$1,014
per person
found 1 day ago
Great beach …… travel a lot …. Room nothing special….. ocean out the door amazing….

Reviewed on Sep 10, 2025

Homewood Suites by Hilton Destin
3.0-star property

Homewood Suites by Hilton Destin

9/10 Wonderful! (1,352 reviews)

Apr 24 - Apr 26

2 night stay

Chicago (ORD) to Fort Walton Beach (VPS)

American Airlines • Roundtrip • FirstClass
Price was $1,368, price is now $1,233 per person
$1,233
per person
found 1 day ago
We are a family of four and stayed for three nights and loved it! Very clean property, friendly staff and great location, close to many beaches and parks. Our son left his glasses behind and Jo at the front desk was so gracious and helpful to coordinate ups shipping to have them sent back to us. She went above and beyond and that too with so much kindness and concern. Rare to see such service these days. Thank you!

Reviewed on Jan 1, 2026

Harborside by Avantstay Expansive Destin Retreat
3.0-star property

Harborside by Avantstay Expansive Destin Retreat

8/10 Very Good! (1 review)

Apr 24 - Apr 26

2 night stay

Chicago (ORD) to Fort Walton Beach (VPS)

American Airlines • Roundtrip • FirstClass
Price was $2,295, price is now $2,068 per person
$2,068
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Chicago to Santa Rosa Island
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Santa Rosa Island

Traveling to Santa Rosa Island and need a cheap flight? Orbitz has great deals on flights to Santa Rosa Island right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Santa Rosa Island Quickly and Hassle-Free

There are many Internet sites that promise cheap Santa Rosa Island flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Santa Rosa Island, book your lodging, and look up key attractions in Santa Rosa Island. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Santa Rosa Island or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Santa Rosa Island flights. When you need us, we’re here for you!

Frequently asked questions

How much is a flight to Santa Rosa Island?
Lots of great deals were up for the taking this week, with round-trip flights to Santa Rosa Island fluctuating between $163 and $227. But it was passengers arriving in from Chicago (ORD) who scored the top bargains. One-way flights to Santa Rosa Island started at a low $78.
How to book the cheapest flight to Santa Rosa Island?
With Orbitz, you'll find some of the most affordable flight deals around from a great range of airlines. But if you'd like to boost your prospects of picking up cheap flights to Santa Rosa Island, here are some pointers to get started:

  • Taking off from or landing at other airports may help you cut costs. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • If your plans aren't etched in stone, click on the 'Show flexible dates' option to compare flight deals for multiple departure dates. You may find an amazing fare.
  • Hit 'Show options' to fine tune your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you'd like to fly in the morning, afternoon or evening.
  • The early bird catches the most impressive deals, so purchase your seats once you've settled on your travel dates. The most affordable fares sell out quickly and prices generally increase as the departure date nears.
  • Think about bundling your flights, hotels and car rentals into an Orbitz package deal to make your dollar go further.
  • Don't travel during the busy season if you can. By avoiding school vacations and summer, you can save a significant amount on your airfares.

How long is a flight to Santa Rosa Island?
Where you're leaving from and if you have a layover will determine the time you spend in the air. However, these busy routes to Santa Rosa Island will offer some insight:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Pensacola Intl. Airport (PNS) - 1 hour and 12 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Pensacola Intl. Airport (PNS) - 1 hour and 47 minutes
  • Houston, TX (IAH-George Bush Intercontinental) to Pensacola Intl. Airport (PNS) - 1 hour and 38 minutes

What is the best time to book a flight to Santa Rosa Island?
Pick up a bargain and secure your seats to Santa Rosa Island in January. If you've missed this month, you're still in luck. February and August often have low airfares available. Just make sure you don't snooze on a sale though — cheap flights appear and vanish in the click of a mouse!
What day of the week is the cheapest to book a flight to Santa Rosa Island?
Land a fantastic flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days of the week to pick up cheap seats to Santa Rosa Island.
What is the cheapest day of the week to fly to Santa Rosa Island?
If you're searching for cheap flights to Santa Rosa Island, depart early in the week. Orbitz data from 2020 shows Monday is the cheapest day to travel, followed by Tuesday. Saturday is the most expensive, so avoid this day and do your budget a favor.
What is the cheapest month to fly to Santa Rosa Island?
To score cheap flights to Santa Rosa Island, you should leave in August. If getting a great deal on your ticket is your top priority, Orbitz data shows that this is generally an excellent month to jet off. June is when airfares are at their peak.
Which airlines allow free cancellation?
Flexibility is more important than ever, that's why Orbitz lets you search for flights that won't hit you with a fee for any amendments. Add your departure and arrival destinations, then click on "Filter by flexible change policies." We'll show you all the options that include free cancellation and no change fees.
What do I need for the flight to Santa Rosa Island?
Whether you're a seasoned flyer or it's your first time on a plane, it helps to be prepared on your journey. Here are some things to take into consideration:

  • Check that you've packed your travel documents and some identification. For overseas journeys, you'll need to take your passport. When booking your seats, always use the same details that are indicated on your current ID.
  • Pack your carry-on bag with snacks and activities and you'll happily pass the time on this medium-haul flight. If possible, hop on the airport's Wi-Fi and save your favorite podcast or playlist to your phone or tablet prior to take off.
  • Both air conditioning and high altitudes make for a chilly environment. No matter what the season is in Santa Rosa Island, bring an extra layer along to keep nice and toasty on your plane trip.

How many direct flights are there to Santa Rosa Island?
With 76 direct services to Santa Rosa Island every month, you'll easily find one that matches your schedule. A range of carriers fly nonstop to this location, including American Airlines, Delta Air Lines and Southwest Airlines.
How do I get cheap first-class/business deals to Santa Rosa Island?
If you think a first or business-class ticket is out of your reach, you may want to think again. Here are some terrific tips to help you book a premium flight to Santa Rosa Island for a whole lot less:

  • Be flexible. By being open to a range of travel dates, you'll have better odds of spotting a sale on first or business-class airfares.
  • Search for a low-cost airline that has business-class seats. They often come with more legroom and a glass of bubbly — but without the high price.
  • Bid for an upgrade in online auctions or upgrade your seat with points earned through loyalty programs.

What is the best time to go to Santa Rosa Island?
Tourists come from all over the map to check out Santa Rosa Island in February, March and June. So if you want to discover this wonderful destination in the peak season, this is the time to go. Like many places in the Northern Hemisphere, the summer begins June 20 in Santa Rosa Island, with average daily temperatures ranging between 75 ºF and 90 ºF.

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.