Cheap Flights from Kissimmee (ISM) to Destin (DSI)

Popular airlines from Kissimmee, FL (ISM-Kissimmee Gateway) to Destin-Fort Walton Beach Airport (DSI)

Frequently asked questions

How much does a flight from Kissimmee Gateway Airport (ISM) to Destin-Fort Walton Beach Airport (DSI) cost?
Get a cheap one-way flight or cheap return flight from Kissimmee Gateway Airport (ISM) to Destin-Fort Walton Beach Airport (DSI) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Kissimmee Gateway Airport (ISM) to Destin-Fort Walton Beach Airport (DSI)?
The cheapest month to fly from ISM to DSI is , when there's less demand. Off-peak months are often when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Kissimmee Gateway Airport (ISM) to Destin-Fort Walton Beach Airport (DSI)?
To find the cheapest airline flying from ISM to DSI, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Kissimmee Gateway Airport (ISM) to Destin-Fort Walton Beach Airport (DSI)?
There aren't any daily direct flights available from Kissimmee Gateway Airport (ISM) to Destin-Fort Walton Beach Airport (DSI). But you can book flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from ISM to DSI?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Kissimmee Gateway Airport (ISM) to Destin-Fort Walton Beach Airport (DSI)?
To touch down at Destin-Fort Walton Beach Airport (DSI) on schedule, book a flight that leaves Kissimmee Gateway Airport (ISM) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Kissimmee Gateway Airport (ISM) to Destin-Fort Walton Beach Airport (DSI) last-minute?
Last-minute fares from ISM to DSI are usually more expensive. For the lowest rates, start searching for flights well in advance. That being said, if you can play around with your travel dates, you may score a cheap fare right before your journey.
Is it cheaper to book an ISM to DSI flight and hotel package?
Compared with arranging flights and hotels separately, booking an ISM to DSI flight and hotel package with Expedia could lead to significant savings. What's more, having it all in one place will take the stress out of travel planning. Just pick your flights and select from our extensive range of hotels, then personalize your trip with extras like car rentals and activities.
Can I cancel or change the date of my flight from Kissimmee Gateway Airport (ISM) to Destin-Fort Walton Beach Airport (DSI)?
If you booked your ISM to DSI flight in the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for further details.

Travel information

Origin airport
Kissimmee Gateway
Destination airport
Destin-Fort Walton Beach
Distance
336 mi

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Kissimmee to Destin Flights

The cheapest times to fly from Kissimmee 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 Kissimmee to Destin are during the month of . You can find some of the cheapest flights from Kissimmee to Destin with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Kissimmee to Destin

Sunday is one of the best days to book for cheap flights from Kissimmee 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 Kissimmee 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 Kissimmee to Destin in 2025. 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 Kissimmee 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 Kissimmee 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.

 

Kissimmee to Destin Flights

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*Available to One Key members.