$91+ Cheap flights from Kissimmee, FL to Puerto Rico
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 6/28. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Kissimmee to Puerto Rico 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.Cheap flight deals from Kissimmee to Puerto Rico
Keep the following information in mind while searching for Kissimmee to Puerto Rico flight deals. Data was last updated junio 12, 2025.
Round-trip from | $154 (Cheapflightsfares) |
|---|---|
One-way from | $91 (FlightHub) |
Popular in | December |
Cheapest in | October |
Average price | $247 |
Find flight deals from Kissimmee to Puerto Rico
Cheapest flights from Kissimmee to Puerto RicoExplore the most affordable flight options available from Kissimmee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.
Explore the most affordable flight options available from Kissimmee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub 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 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub 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 6/10. 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 JetBlue deal was found by Cheapflights users on 6/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue deal was found by Cheapflights users on 6/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue Airways deal was found by Cheapflights users on 6/10. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue Airways deal was found by Cheapflights users on 6/11. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Kissimmee to Puerto Rico that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
Use the filters below to find and compare flights from Kissimmee to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
jue. 8/21
2:57 pm-4:03 pm
1 stop25h 06m
San Juan Luis Munoz Marin Intl
jue. 8/28
7:25 am-5:59 pm
1 stop10h 34m
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
mié. 6/18
10:39 pm-1:31 am
Nonstop2h 52m
San Juan Luis Munoz Marin Intl
mar. 6/24
6:42 pm-9:55 pm
Nonstop3h 13m
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
mié. 6/18
10:39 pm-1:31 am
Nonstop2h 52m
San Juan Luis Munoz Marin Intl
dom. 6/22
5:01 am-1:27 pm
1 stop8h 26m
OrlandoAguadilla
MCO - BQN
MCOBQN
Orlando
lun. 8/18
11:12 pm-2:01 am
Nonstop2h 49m
Aguadilla Borinquen
dom. 8/24
3:39 am-6:33 am
Nonstop2h 54m
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
sáb. 8/9
6:18 am-9:16 am
Nonstop2h 58m
Ponce Mercedita
sáb. 8/16
10:01 am-1:13 pm
Nonstop3h 12m
OrlandoAguadilla
MCO - BQN
MCOBQN
Orlando
mié. 8/13
9:52 am-12:43 pm
Nonstop2h 51m
Aguadilla Borinquen
mié. 8/20
1:43 pm-4:37 pm
Nonstop2h 54m
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
jue. 8/14
5:05 am-8:01 am
Nonstop2h 56m
Ponce Mercedita
dom. 8/17
8:50 am-11:54 am
Nonstop3h 04m
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
mié. 7/16
11:10 am-10:25 pm
1 stop11h 15m
San Juan Luis Munoz Marin Intl
jue. 7/17
6:00 am-6:20 pm
2 stops12h 20m
OrlandoAguadilla
MCO - BQN
MCOBQN
Orlando
jue. 6/19
12:56 pm-11:09 pm
1 stop10h 13m
Aguadilla Borinquen
mar. 6/24
12:15 am-8:44 am
1 stop8h 29m
OrlandoCulebra
MCO - CPX
MCOCPX
Orlando
jue. 7/17
10:43 pm-4:51 pm
1 stop18h 08m
Culebra
sáb. 7/19
8:20 am-8:54 pm
2 stops36h 34m
Best time to book a flight from Kissimmee to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Kissimmee with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Kissimmee to Puerto Rico
What is the cheapest month to book a flight from Kissimmee to Puerto Rico?
Currently, September is the cheapest month in which you can book a flight from Kissimmee to Puerto Rico (average of $254). Flying from Kissimmee to Puerto Rico in June is currently the most expensive (average of $339). 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 K1S to PR?
Find hourly flight availability from Kissimmee to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 12, 2025.
When flying from Kissimmee to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
What is the cheapest day to fly from Kissimmee to Puerto Rico?
Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Puerto Rico. Price data was last updated on June 8, 2025.
Travelers seeking maximum savings on their Kissimmee to Puerto Rico flight should consider departing on Friday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Kissimmee to Puerto Rico
Explore weekly flight availability from Kissimmee to Puerto Rico. 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 junio 12, 2025.
The most flights from K1S to PR0 are scheduled on a Thursday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).
Rainfall in Puerto Rico by month
Plan your trip to Puerto Rico by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.
Temperature in Puerto Rico by month
Plan your trip to Puerto Rico by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).
Reviews of airlines servicing Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated junio 12, 2025.
Read through reviews of airlines operating flights from Kissimmee to Puerto Rico, such as Southwest, United Airlines and JetBlue. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Kissimmee to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Kissimmee to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Top 8 airlines flying from Kissimmee to Puerto Rico
Discover the top 8 airlines that operate flights from Kissimmee to Puerto Rico. 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 junio 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$86 | Average$225 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$214 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$114 | Average$503 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$127 | Average$334 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$130 | Average$217 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$221 | Average$366 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$225 | Average$430 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$334 | Average$456 | FlexibilityNo cancel fee | On-time69% |