$62+ Cheap flights from Kissimmee
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
Find flights from Kissimmee within your budget
Fly to
Route
Depart
Return
OrlandoWashington, D.C.
MCO Orlando - IAD Washington, D.C. Dulles Intl
MCOIAD
Orlando
Fri 10/2
1:57 pm-5:56 pm
1 stop3h 59m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
OrlandoHouston
MCO Orlando - HOU Houston Hobby
MCOHOU
Orlando
Thu 12/3
6:05 am-7:50 am
Nonstop2h 45m
Houston Hobby
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
OrlandoWashington, D.C.
MCO Orlando - IAD Washington, D.C. Dulles Intl
MCOIAD
Orlando
Fri 10/30
1:57 pm-5:56 pm
1 stop3h 59m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
OrlandoHouston
MCO Orlando - HOU Houston Hobby
MCOHOU
Orlando
Wed 10/28
8:50 am-2:07 pm
1 stop6h 17m
Houston Hobby
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
OrlandoWashington, D.C.
MCO Orlando - IAD Washington, D.C. Dulles Intl
MCOIAD
Orlando
Mon 9/21
1:57 pm-5:56 pm
1 stop3h 59m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
OrlandoHouston
MCO Orlando - HOU Houston Hobby
MCOHOU
Orlando
Fri 12/4
6:45 pm-11:32 pm
1 stop5h 47m
Houston Hobby
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Tue 10/13
6:15 am-9:10 am
Nonstop2h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Sun 10/25
6:15 am-9:10 am
Nonstop2h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Wed 10/7
8:55 am-11:50 am
Nonstop2h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Thu 11/5
6:07 am-9:17 am
1 stop28h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Best time to book a flight from Kissimmee
Have a flexible travel schedule? Discover the best time to fly from Kissimmee with our price prediction graph.
Travel insights for flights from Kissimmee
Get recent, data-driven insights about flights from Kissimmee including ideal travel times, pricing trends, and more.
Which airlines fly from Kissimmee?
For flights departing from Kissimmee check dates and pricing for the following: JetBlue, Frontier, Delta, American Airlines. These airlines depart to the following popular destinations: New York.
When is the cheapest time to fly from Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from Kissimmee to John F Kennedy Intl. Price data was last updated on September 5, 2026.
Those who are seeking the cheapest fare on flights departing from Kissimmee would be wise to consider leaving during Thursday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Saturday afternoons when fares are usually the most expensive.
Airline reviews for flights from Kissimmee
Read reviews and ratings of airlines operating flights from Kissimmee. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Kissimmee travel. Please note that the reviews are sourced from user searches and were last updated on September 7, 2026. In the last 7 days, Cheapflights users made a total of 7,457,451 searches.
Read through reviews of airlines servicing Kissimmee, such as Delta,American Airlines, andJetBlue. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Boarding
Overall
Food
Crew
Entertainment
Reviews
Lucy,Nov 2023
ATL - JFK
Comfort
Boarding
Overall
Food
Crew
Entertainment
Reviews
Lucy,Nov 2023
ATL - JFK
Comfort
Boarding
Overall
Food
Crew
Entertainment
Reviews
Lucy,Nov 2023
ATL - JFK
Comfort
Boarding
Overall
Food
Crew
Entertainment
Reviews
Lucy,Nov 2023
ATL - JFK
Comfort
Boarding
Overall
Food
Crew
Entertainment
Reviews
Lucy,Nov 2023
ATL - JFK
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Popular routes from Kissimmee
These are the most popular flight routes from Kissimmee
Popular international destinations from Florida
The most popular international flight routes departing from Florida we’ve come across at this time.
Airports servicing Kissimmee
Fly out of one of these airports located in Kissimmee.
Fly from other United States cities
Consider departing from one of these cities also located in United States. Flight origins are based on user searches made on Cheapflights and were last updated on September 7, 2026.
Popular Round-Trip Flight Destinations
Consider these popular destinations that Cheapflights users have chosen when departing from Florida. Routes are based on user searches and were last updated on September 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Related info for your journey
Access useful and relevant information related to your journey from Kissimmee. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated September 7, 2026.