$80+ Cheap flights from San Juan to Kissimmee, FL
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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from San Juan to Kissimmee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from San Juan to Kissimmee are usually found in February or March, booked 15 days in advance, depart on a Friday or Thursday and return on a Thursday
Cheap flight deals from San Juan to Kissimmee
Cheapest flights from San Juan to KissimmeeExplore the most affordable flight options available from San Juan to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.
Explore the most affordable flight options available from San Juan to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.
This Expedia deal was found by Cheapflights users on 12/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 12/26. 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 Cheapflightsfares 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 12/26. 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 eDestinos deal was found by Cheapflights users on 12/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This eDestinos deal was found by Cheapflights users on 12/26. 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 eDestinos 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 12/25. 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 Expedia deal was found by Cheapflights users on 12/26. 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 Expedia 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 12/25. 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 eDestinos deal was found by Cheapflights users on 12/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This eDestinos deal was found by Cheapflights users on 12/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flight deals from San Juan to Kissimmee
Keep the following information in mind while searching for San Juan to Kissimmee flight deals. Data was last updated December 28, 2025.
Round-trip from | $143 (eDestinos) |
|---|---|
One-way from | $80 (Frontier) |
Popular in | December |
Cheapest in | February |
Average price | $274 |
Cheapflights Fare Finder
Use the filters below to find and compare flights from San Juan to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Thu 1/15
3:31 pm-12:08 am
1 stop9h 37m
Orlando
Sun 1/18
10:00 am-7:15 pm
1 stop8h 15m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Sat 1/24
2:59 am-11:28 pm
1 stop21h 29m
Orlando
Sun 2/1
6:00 am-6:58 pm
1 stop11h 58m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Wed 12/31
3:55 am-6:05 am
Nonstop3h 10m
Orlando
Sat 1/31
8:10 pm-11:59 pm
Nonstop2h 49m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Fri 1/16
8:05 pm-10:25 pm
Nonstop3h 20m
Orlando
Fri 1/30
5:15 pm-1:41 am
1 stop7h 26m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Thu 3/19
5:30 am-8:50 am
Nonstop3h 20m
Orlando
Mon 3/23
6:40 am-9:25 am
Nonstop2h 45m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Thu 1/22
5:40 am-8:00 am
Nonstop3h 20m
Orlando
Tue 1/27
7:35 am-11:20 am
Nonstop2h 45m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Thu 3/5
11:15 am-1:35 pm
Nonstop3h 20m
Orlando
Tue 3/10
11:55 am-11:00 pm
2 stops11h 05m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Thu 1/22
6:10 am-6:50 pm
2 stops13h 40m
Orlando
Mon 1/26
8:50 am-11:10 pm
2 stops13h 20m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Fri 3/13
6:42 pm-9:59 pm
Nonstop3h 17m
Orlando
Sat 3/21
6:10 am-8:56 am
Nonstop2h 46m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Thu 1/8
8:05 pm-10:25 pm
Nonstop3h 20m
Orlando
Sun 1/11
6:00 am-9:47 am
Nonstop2h 47m
Best time to book a flight from San Juan to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from San Juan with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from San Juan to Kissimmee
How far ahead should I book a flight from San Juan to Kissimmee?
Use this chart to determine the optimal time to book a round-trip flight from San Juan to Kissimmee. Price data was last updated on December 26, 2025.
The best time to book flights from San Juan to Kissimmee is 15 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from San Juan to Kissimmee?
Currently, January is the cheapest month in which you can book a flight from San Juan to Kissimmee (average of $74). Flying from San Juan to Kissimmee in November is currently the most expensive (average of $111). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from SJU to K1S?
Find hourly flight availability from San Juan to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2025.
It’s optimal to fly from San Juan to Kissimmee at noon. By choosing this option you can save up to 10% on the cost of your flight, compared to a flight in the afternoon.
What is the cheapest day to fly from San Juan to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from San Juan to Kissimmee. Price data was last updated on December 20, 2025.
Travelers seeking maximum savings on their San Juan to Kissimmee flight should consider departing on Monday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from San Juan to Kissimmee
Explore weekly flight availability from San Juan to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 28, 2025.
The most flights from PR1 to K1S are scheduled on a Friday (26 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (12 on average).
How much does it cost to fly round-trip from San Juan to Kissimmee?
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 28, 2025.
Read reviews from past customers who have flown Southwest, American Airlines, and JetBlue from San Juan to Kissimmee. 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
Comfort
Food
Crew
Boarding
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Comfort
Food
Crew
Boarding
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Comfort
Food
Crew
Boarding
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Comfort
Food
Crew
Boarding
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Comfort
Food
Crew
Boarding
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Comfort
Food
Crew
Boarding
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from San Juan to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for San Juan to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from San Juan to Kissimmee
Discover the top 6 airlines that operate flights from San Juan to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$93 | Average$215 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$100 | Average$230 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$315 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$167 | Average$192 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$244 | Average$351 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$249 | Average$319 | FlexibilityNo cancel fee | On-time71% |