Private charter · DSI → ISM
Destin to Kissimmee
336 miles, about 1 hr 55 min in a Cirrus SR20. One price for the whole airplane.
Price your flight from Destin to Kissimmee
The trip
Destin to Kissimmee, door to door faster.
Trade about 7½ hours on the road for about 1 hr 55 min in the air. Littlebird flies you direct from Destin Executive Airport in Destin to Kissimmee Gateway Airport in Kissimmee, 336 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.
- Distance
- 336 mi
- Flight
- 1 hr 55 min
- Driving
- 7½ hours
- Passengers
- Up to 5
Flight time by aircraft
- Cirrus SR20 · up to 3 passengers1 hr 55 min
- Cirrus Vision Jet · up to 5 passengers1 hr 5 min
Planned times in the air. Your quote shows exact departure and arrival times.
Departing Destin
Airports in Destin
DSI
Commercial airportDestin Executive Airport
Destin · KDTS
- From downtown
- 1 mi
- Longest runway
- 5,001 ft
VPS
Commercial airportDestin-Fort Walton Beach Airport
Valparaiso · KVPS
- From downtown
- 7 mi
- Longest runway
- 12,004 ft
CEW
Commercial airportBob Sikes Airport
Crestview · KCEW
- From downtown
- 27 mi
- Longest runway
- 8,006 ft
Arriving Kissimmee
Airports in Kissimmee
ISM
Commercial airportKissimmee Gateway Airport
Orlando · KISM
- From downtown
- 2 mi
- Longest runway
- 6,001 ft
MCO
Major airportOrlando International Airport
Orlando · KMCO
- From downtown
- 11 mi
- Longest runway
- 12,005 ft
ORL
Commercial airportOrlando Executive Airport
Orlando · KORL
- From downtown
- 17 mi
- Longest runway
- 6,004 ft
GIF
Regional airportWinter Haven Regional Airport - Gilbert Field
Winter Haven · KGIF
- From downtown
- 27 mi
- Longest runway
- 5,005 ft
When you land
Things to do in Kissimmee
Kissimmee sits just southeast of Walt Disney World, and for many families it is the real base for a Central Florida vacation. Thousands of vacation rental homes and resorts line the US 192 corridor and communities like Celebration and ChampionsGate, making it easy for multigenerational groups to stay together near the parks. Business in Osceola County centers on tourism, hospitality, healthcare and a growing technology and research district.
- 01
Gatorland
Opened in 1949, this classic Florida attraction showcases thousands of alligators and crocodiles, with wrestling shows, a breeding-marsh boardwalk and a zipline that soars over the gators.
- 02
Walt Disney World Resort
Disney's four theme parks are just minutes from Kissimmee, along with two water parks and the Disney Springs dining, shopping and entertainment district.
- 03
Old Town Kissimmee
A retro-style entertainment district on US 192 with rides, shops and restaurants, best known for its weekly classic car cruises and shows.
- 04
Lake Tohopekaliga
Lake Toho is famous for trophy largemouth bass, with guided fishing trips, airboat tours and Kissimmee Lakefront Park along its northern shore.
- 05
Celebration
Built by Disney in the 1990s, this planned town has a walkable lakefront downtown with restaurants and shops, and seasonal events like its evening holiday snowfall.
- 06
Everglades Headwaters Airboat Tours
Airboat rides on the lakes and marshes around Kissimmee offer close-up looks at alligators, bald eagles, wading birds and wild Central Florida scenery.
Questions
Destin to Kissimmee flights
How long is a private flight from Destin to Kissimmee?
About 1 hr 55 min in a Cirrus SR20, for 336 miles direct. Driving the same trip takes about 7½ hours.
Which airports do flights from Destin to Kissimmee use?
You can depart from Destin Executive Airport (DSI), Destin-Fort Walton Beach Airport (VPS), or Bob Sikes Airport (CEW) and arrive at Kissimmee Gateway Airport (ISM), Orlando International Airport (MCO), or Orlando Executive Airport (ORL). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Destin to Kissimmee cost?
The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.
Can I book a round trip between Destin and Kissimmee?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Kissimmee back to Destin are priced the same way.
Return flight
Kissimmee to Destin
More flights from Destin
More flights to Kissimmee
Explore Destin private charter and Kissimmee private charter, airports and things to do. Arriving at Kissimmee Gateway Airport (ISM).
Destin to Kissimmee, on your schedule
Choose your departure time and see an instant price for the whole airplane. Bring up to 5 passengers for the same price.
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