Cheap Flights from Hilton Head Island (HHH) to Destin (DSI)

Popular airlines from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI)

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Frequently asked questions

How much does a flight from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI) cost?
Secure a cheap one-way flight or cheap return flight from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI)?
Planning your getaway for is a good way to save, as it's the cheapest month for flights between HHH and DSI. You'll usually find the lowest fares during off-peak months.
What is the cheapest airline that flies from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest HHH to DSI flight.
How many flights per day from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI)?
There are no daily nonstop flights departing from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI). But you can book flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from HHH to DSI?
Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can change depending on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI)?
To land at Destin-Fort Walton Beach Airport (DSI) without delays, choose a flight that leaves Hilton Head Island Airport (HHH) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI) last-minute?
Last-minute fares from HHH to DSI are typically more expensive. To secure the cheapest rates, start searching for flights well ahead of time. That being said, if you can play around with your travel dates, you may land a cheap fare just before your departure.
Is it cheaper to book a HHH to DSI flight and hotel package?
Booking a HHH to DSI flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Choose from our wide range of hotels and then add car rentals, flights and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Hilton Head Island Airport (HHH) to Destin-Fort Walton Beach Airport (DSI)?
You can usually cancel or reschedule your HHH to DSI flight. However, if it's been more than 24 hours since booking, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Hilton Head Island
Destination airport
Destin-Fort Walton Beach
Distance
363 mi

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Hilton Head Island to Destin Flights

The cheapest times to fly from Hilton Head Island to Destin

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Hilton Head Island to Destin are during the month of . You can find some of the cheapest flights from Hilton Head Island to Destin with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Hilton Head Island to Destin

Sunday is one of the best days to book for cheap flights from Hilton Head Island to Destin: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Hilton Head Island to Destin

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Hilton Head Island to Destin in 2026. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Hilton Head Island to Destin flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Hilton Head Island to Destin airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Hilton Head Island to Destin Flights

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