
Find the latest flights to Kissimmee in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on July 23, 2026.
Popular in | April |
|---|---|
Cheapest in | September |
Average price | $252 |
Round-trip from | $128 |
One-way from | $62 |
Fly from
Route
Depart
Return
New WindsorOrlando
SWF - MCO
SWFMCO
New Windsor Stewart
Sat 10/3
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Sun 10/11
7:20 am-10:16 am
Nonstop2h 56m
New WindsorOrlando
SWF - MCO
SWFMCO
New Windsor Stewart
Sat 10/3
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Sun 10/18
7:20 am-10:16 am
Nonstop2h 56m
New WindsorOrlando
SWF - MCO
SWFMCO
New Windsor Stewart
Wed 9/9
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Thu 9/10
7:20 am-10:16 am
Nonstop2h 56m
New WindsorOrlando
SWF - MCO
SWFMCO
New Windsor Stewart
Sat 8/29
12:05 pm-11:44 pm
1 stop11h 39m
Orlando
Sun 9/6
6:55 am-9:53 am
Nonstop2h 58m
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Wed 8/19
9:45 am-8:00 pm
1 stop10h 15m
Orlando
Thu 8/20
12:00 pm-9:25 pm
1 stop9h 25m
New YorkOrlando
JFK - MCO
JFKMCO
New York John F Kennedy Intl
Tue 9/1
9:53 am-12:51 pm
Nonstop2h 58m
Orlando
Tue 9/8
7:45 am-10:14 am
Nonstop2h 29m
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Sat 10/3
8:15 am-4:45 pm
1 stop8h 30m
Orlando
Tue 10/6
11:45 am-8:15 pm
2 stops8h 30m
New WindsorOrlando
SWF - MCO
SWFMCO
New Windsor Stewart
Mon 9/21
12:16 pm-4:55 pm
1 stop4h 39m
Orlando
Sun 9/27
7:20 am-10:16 am
Nonstop2h 56m
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Mon 8/17
3:29 pm-11:42 pm
1 stop8h 13m
Orlando
Wed 9/9
9:37 am-2:09 pm
1 stop4h 32m
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Wed 9/16
10:15 am-6:02 pm
1 stop7h 47m
Orlando
Sat 9/19
7:16 pm-11:30 pm
1 stop4h 14m
Everything you need to know about your flight to Kissimmee
Crew
Overall
Entertainment
Food
Boarding
Comfort
Reviews
Barney,May 2026
JFK - ATL
Crew
Overall
Entertainment
Food
Boarding
Comfort
Reviews
Barney,May 2026
JFK - ATL
Crew
Overall
Entertainment
Food
Boarding
Comfort
Reviews
Barney,May 2026
JFK - ATL
Crew
Overall
Entertainment
Food
Boarding
Comfort
Reviews
Barney,May 2026
JFK - ATL
Crew
Overall
Entertainment
Food
Boarding
Comfort
Reviews
Barney,May 2026
JFK - ATL
Crew
Overall
Entertainment
Food
Boarding
Comfort
Reviews
Barney,May 2026
JFK - ATL
Florida’s subtropical climate can cause temperatures to be extremely humid in summer, with average temperatures ranging between 68 and 86 degrees Fahrenheit. The high temperatures are typically followed by outbreaks of thunderstorms, which are most prominent between June and September. If you want to avoid the rainy season it is worth visiting between May and October when the weather is generally dry.
For the best prices on flights, accommodations and theme park tickets, you should avoid the busiest periods, which are typically the school vacations, summer and Christmas period. The first few weeks in December are the lowest point of the tourist season, but you may find that some parks are closed.
The easiest way to get around the central Florida area is to rent a car, as motorways are easily navigable. If you prefer to be driven, there are many different taxi companies that run throughout the local area. There is also a network of Lynx bus routes that run from Downtown Kissimmee along various routes.