$41+ Cheap flights to Kissimmee
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
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Cheapest flights to KissimmeeExplore the most affordable flight options available to Kissimmee. Find the lowest fares based on data from user searches, with prices last updated on December 12, 2025.
Explore the most affordable flight options available to Kissimmee. Find the lowest fares based on data from user searches, with prices last updated on December 12, 2025.
This CheapOair deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Super.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flight deals to Kissimmee
Find the latest flights to Kissimmee in 2025, 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 December 12, 2025.
Popular in | April |
|---|---|
Cheapest in | September |
Average price | $267 |
Round-trip from | $79 |
One-way from | $41 |
Cheapflights Fare Finder
Use the filters below to find and compare flights to Kissimmee that are best for you.
Fly from
Route
Depart
Return
Price
New WindsorOrlando
SWF - MCO
SWFMCO
New Windsor Stewart
Mon 1/26
12:11 pm-4:49 pm
1 stop4h 38m
Orlando
Fri 1/30
7:15 am-11:31 am
1 stop4h 16m
New WindsorOrlando
SWF - MCO
SWFMCO
New Windsor Stewart
Mon 2/2
12:11 pm-4:49 pm
1 stop4h 38m
Orlando
Thu 2/5
8:10 am-11:08 am
Nonstop2h 58m
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Sun 2/8
7:29 pm-10:31 pm
Nonstop3h 02m
Orlando
Fri 2/13
11:15 am-1:56 pm
Nonstop2h 41m
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Sat 1/17
3:40 pm-6:51 pm
Nonstop3h 11m
Orlando
Sun 1/18
7:00 am-9:39 am
Nonstop2h 39m
New WindsorOrlando
SWF - MCO
SWFMCO
New Windsor Stewart
Sun 1/25
12:13 pm-3:32 pm
Nonstop3h 19m
Orlando
Thu 1/29
8:35 am-11:33 am
Nonstop2h 58m
New YorkOrlando
JFK - MCO
JFKMCO
New York John F Kennedy Intl
Sat 1/17
6:30 pm-9:38 pm
Nonstop3h 08m
Orlando
Sun 1/18
5:55 pm-8:49 pm
Nonstop2h 54m
New WindsorOrlando
SWF - MCO
SWFMCO
New Windsor Stewart
Sun 1/18
12:13 pm-3:32 pm
Nonstop3h 19m
Orlando
Thu 1/22
8:35 am-11:33 am
Nonstop2h 58m
NewarkOrlando
EWR - MCO
EWRMCO
Newark
Fri 1/30
3:08 pm-6:09 pm
Nonstop3h 01m
Orlando
Tue 2/3
10:16 am-1:00 pm
Nonstop2h 44m
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Thu 12/25
1:50 pm-4:50 pm
Nonstop3h 00m
Orlando
Sun 1/11
6:50 pm-9:30 pm
Nonstop2h 40m
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Thu 1/8
1:35 pm-4:49 pm
Nonstop3h 14m
Orlando
Tue 2/24
7:00 am-9:39 am
Nonstop2h 39m
Best time to book a flight to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight to Kissimmee
When is the best time to book a flight to Kissimmee?
Use this chart to determine the optimal time to book a round-trip flight from New York to Kissimmee. Price data was last updated on December 5, 2025.
To ensure you get the cheapest price possible for a flight to Kissimmee, you should look to book at least 30 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
How long is the flight to Kissimmee?
On average, a flight from New York to Kissimmee takes 2 hours 52 minutes. Flights to Kissimmee from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.
When is the cheapest time to fly to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from New York to Kissimmee. Price data was last updated on December 6, 2025.
Users looking for the lowest fares to Kissimmee should consider flying on Wednesday at noon, when prices are typically cheapest. Budget-minded travelers will want to avoid Sunday evenings, when prices are usually at their highest.
Weekly flight availability to Kissimmee
The most flights from New York to Kissimmee are scheduled on a Thursday (155 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (98 on average).
What are the most popular airlines that fly to Kissimmee?
The most popular airlines flying from New York to Kissimmee are Spirit Airlines, JetBlue and United Airlines.
What are the cheapest airlines that fly to Kissimmee?
The cheapest airlines flying from New York to Kissimmee are Frontier, Spirit Airlines and Breeze Airways.
Rainfall in Kissimmee by month
Plan your trip to Kissimmee by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.
Temperature in Kissimmee by month
Plan your trip to Kissimmee by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).
Reviews of airlines servicing Kissimmee
Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated December 12, 2025.
Read through reviews of airlines servicing the United States, such as Delta, American Airlines, and JetBlue. 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.
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Kymberlee,Oct 2024
JFK - ATL
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Kymberlee,Oct 2024
JFK - ATL
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Kymberlee,Oct 2024
JFK - ATL
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Kymberlee,Oct 2024
JFK - ATL
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Kymberlee,Oct 2024
JFK - ATL
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Kymberlee,Oct 2024
JFK - ATL
FAQs about flying to Kissimmee
Best Time to Fly to Kissimmee, FL
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.
Getting around Kissimmee, FL
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.