Private charter · Kissimmee, FL
Private charter to & from Kissimmee
Fly private to Kissimmee for Walt Disney World, vacation-home getaways, Lake Toho bass fishing and Old Town fun.
- ISM
- MCO
- ORL
- GIF
Price a private flight from Kissimmee
Fly private in Kissimmee
Kissimmee, without the hub.
- 4
- Airports
- 5
- Passengers
- 63
- Direct routes
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.
Away from the theme parks, Kissimmee is old cattle and fishing country. Lake Tohopekaliga is one of the country's top largemouth bass fisheries, airboat rides head into the marshes at the headwaters of the Everglades, and Gatorland has been entertaining visitors since 1949. With kids and luggage, skipping crowded airline terminals makes the start of vacation far simpler, and the whole group flies together at one price for the airplane. Flying privately also lets you add a beach day on either coast, or a few nights in the Keys, without a long drive on the Turnpike.
Airports
Charter to and from Kissimmee airports
Fly into whichever airport puts you closest to where you're going. Littlebird flies to and from these airports in and around Kissimmee, and the price is for the whole airplane, however many seats you fill.
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
Top attractions
Things to do in Kissimmee
When to go. Spring and fall are the sweet spots, with warm, pleasant weather and smaller crowds than the winter holidays and spring break, the area's busiest weeks. Summer brings heat, humidity, afternoon thunderstorms and the June-through-November hurricane season. The Silver Spurs Rodeo, one of the oldest in the Southeast, draws crowds to Kissimmee each winter, and the nearby theme parks' seasonal festivals fill the calendar year-round.
- 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.
Popular routes
Private flights from Kissimmee

Kissimmee Miami
190 mi · about 1 hr 5 min

Kissimmee Nassau
336 mi · about 1 hr 55 min

Kissimmee Atlanta
415 mi · about 2 hr 25 min

Kissimmee Birmingham
482 mi · about 2 hr 45 min

Kissimmee Freeport
207 mi · about 1 hr 10 min
Kissimmee Savannah
262 mi · about 1 hr 30 min

Kissimmee Huntsville
535 mi · about 3 hr 5 min

Kissimmee St. Simons Island
197 mi · about 1 hr 10 min

Kissimmee Marsh Harbour
293 mi · about 1 hr 40 min

Kissimmee Gulf Shores
403 mi · about 2 hr 20 min

Kissimmee Jacksonville
136 mi · about 45 min

Kissimmee Augusta
358 mi · about 2 hr 5 min
Flights to Kissimmee
- Nassau336 mi · about 1 hr 55 min
- Freeport207 mi · about 1 hr 10 min
- Marsh Harbour293 mi · about 1 hr 40 min
- Exuma478 mi · about 2 hr 45 min
- Harbour Island352 mi · about 2 hr 5 min
- Eleuthera384 mi · about 2 hr 15 min
- Bimini222 mi · about 1 hr 15 min
- Treasure Cay276 mi · about 1 hr 35 min
- Staniel Cay420 mi · about 2 hr 25 min
- Andros335 mi · about 1 hr 55 min
- Rock Sound402 mi · about 2 hr 20 min
- Great Harbour Cay282 mi · about 1 hr 40 min
Every route from Kissimmee
- Miami190 mi · about 1 hr 5 min
- Nassau336 mi · about 1 hr 55 min
- Atlanta415 mi · about 2 hr 25 min
- Birmingham482 mi · about 2 hr 45 min
- Freeport207 mi · about 1 hr 10 min
- Savannah262 mi · about 1 hr 30 min
- Huntsville535 mi · about 3 hr 5 min
- St. Simons Island197 mi · about 1 hr 10 min
- Marsh Harbour293 mi · about 1 hr 40 min
- Gulf Shores403 mi · about 2 hr 20 min
- Jacksonville136 mi · about 45 min
- Augusta358 mi · about 2 hr 5 min
- Mobile434 mi · about 2 hr 30 min
- Exuma478 mi · about 2 hr 45 min
- Fort Lauderdale169 mi · about 1 hr
- Harbour Island352 mi · about 2 hr 5 min
- Lake Oconee364 mi · about 2 hr 5 min
- Montgomery405 mi · about 2 hr 20 min
- West Palm Beach133 mi · about 45 min
- Eleuthera384 mi · about 2 hr 15 min
- Athens407 mi · about 2 hr 20 min
- Tuscaloosa497 mi · about 2 hr 55 min
- Boca Raton155 mi · about 55 min
- Bimini222 mi · about 1 hr 15 min
- Columbus358 mi · about 2 hr 5 min
- Auburn384 mi · about 2 hr 15 min
- Naples152 mi · about 55 min
- Treasure Cay276 mi · about 1 hr 35 min
- Macon340 mi · about 2 hr
- Lake Martin408 mi · about 2 hr 20 min
- Fort Myers119 mi · about 40 min
- Staniel Cay420 mi · about 2 hr 25 min
- Blue Ridge485 mi · about 2 hr 50 min
- Florence582 mi · about 3 hr 20 min
- Sarasota96 mi · about 35 min
- Dothan313 mi · about 1 hr 50 min
- Andros335 mi · about 1 hr 55 min
- Pine Mountain376 mi · about 2 hr 10 min
- St. Petersburg84 mi · about 30 min
- Thomasville233 mi · about 1 hr 20 min
- Rock Sound402 mi · about 2 hr 20 min
- Clearwater88 mi · about 30 min
- Great Harbour Cay282 mi · about 1 hr 40 min
- Gainesville437 mi · about 2 hr 30 min
- Valdosta209 mi · about 1 hr 10 min
- Tallahassee224 mi · about 1 hr 20 min
- Long Island525 mi · about 3 hr 5 min
- Albany280 mi · about 1 hr 35 min
- Pensacola379 mi · about 2 hr 10 min
- Cat Island453 mi · about 2 hr 35 min
- Destin338 mi · about 1 hr 55 min
- Rome468 mi · about 2 hr 45 min
- San Salvador520 mi · about 3 hr
- Panama City282 mi · about 1 hr 40 min
- Key West260 mi · about 1 hr 30 min
- Marathon248 mi · about 1 hr 25 min
- Gainesville108 mi · about 40 min
- Ocala75 mi · about 25 min
- Vero Beach78 mi · about 25 min
- Stuart104 mi · about 35 min
- St. Augustine110 mi · about 40 min
- Fort Pierce88 mi · about 30 min
- Punta Gorda106 mi · about 35 min
Questions
Flying private in Kissimmee
Which airports can I charter a private flight to or from in Kissimmee?
Littlebird flies in and out of Kissimmee Gateway Airport (ISM), Orlando International Airport (MCO), Orlando Executive Airport (ORL), and Winter Haven Regional Airport - Gilbert Field (GIF). Choose the one closest to where you're going; smaller regional airports usually mean a shorter walk from the car to the airplane.
How do I book a private charter from Kissimmee?
Enter your departure airport, destination, date and number of passengers above. You'll see an instant price for the whole airplane, with taxes and fees included, and you can book online in a few minutes.
How many passengers can fly on a charter from Kissimmee?
Up to 5 passengers, depending on the aircraft. You pay one price for the whole airplane, not per seat, so traveling together lowers the cost per person.
What are popular private flights from Kissimmee?
Popular trips include Miami (about 1 hr 5 min), Nassau (about 1 hr 55 min), Atlanta (about 2 hr 25 min), and Birmingham (about 2 hr 45 min). Every route is priced instantly online.
Is private charter in Kissimmee, FL safe?
Littlebird flights are operated under FAA Part 135 by Jetvia, in Cirrus aircraft that each carry a parachute for the entire airframe (CAPS).
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