Kissimmee

$76+ Cheap flights from Puerto Rico 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Mar 7 — Mar 141
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Cheap flight deals from Puerto Rico to Kissimmee

Cheapest flights from Puerto Rico to Kissimmee
Explore the most affordable flight options available from Puerto Rico to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.

This Frontier deal was found by Cheapflights users on 2/4. 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.
Tue 4/282:38 am
BQN
-
MCO
Nonstop3h 03m
Frontier
Mon 5/411:00 pm
MCO
-
BQN
Nonstop2h 43m
Frontier
Deal found 2/4$124
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Sat 2/143:58 am
BQN
-
MCO
Nonstop2h 59m
Frontier
Fri 2/2011:15 pm
MCO
-
BQN
Nonstop2h 42m
Frontier
Deal found 2/3$128
This Trip.com deal was found by Cheapflights users on 2/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/173:59 am
BQN
-
MCO
Nonstop3h 01m
Frontier
Sun 2/2211:15 pm
MCO
-
BQN
Nonstop2h 42m
Frontier
Deal found 2/3$132
This Frontier deal was found by Cheapflights users on 2/3. 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.
Wed 3/43:58 am
BQN
-
MCO
Nonstop2h 59m
Frontier
Sat 3/711:00 pm
MCO
-
BQN
Nonstop3h 42m
Frontier
Deal found 2/3$139
This Expedia deal was found by Cheapflights users on 2/2. 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.
Sat 2/78:05 pm
SJU
-
MCO
Nonstop3h 20m
Spirit Airlines
Mon 2/96:00 am
MCO
-
SJU
Nonstop2h 47m
Spirit Airlines
Deal found 2/2$140
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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.
Wed 2/116:00 am
SJU
-
MCO
Nonstop3h 15m
Spirit Airlines
Wed 2/117:43 pm
MCO
-
SJU
Nonstop2h 50m
Spirit Airlines
Deal found 2/4$141
This Trip.com deal was found by Cheapflights users on 2/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/102:42 am
BQN
-
MCO
Nonstop2h 59m
Frontier
Tue 3/3111:00 pm
MCO
-
BQN
Nonstop2h 42m
Frontier
Deal found 2/3$141
This Orbitz deal was found by Cheapflights users on 2/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:20 am
SJU
-
MCO
Nonstop3h 14m
Spirit Airlines
Mon 2/236:30 am
MCO
-
SJU
Nonstop2h 47m
Spirit Airlines
Deal found 2/2$142
This Expedia deal was found by Cheapflights users on 2/2. 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.
Wed 3/44:06 pm
SJU
-
MCO
1 stop9h 19m
Multiple Airlines
Mon 3/96:30 am
MCO
-
SJU
Nonstop2h 47m
Multiple Airlines
Deal found 2/2$143
This Super.com deal was found by Cheapflights users on 2/2. 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.
Sun 2/153:58 am
BQN
-
MCO
Nonstop2h 59m
Frontier
Mon 2/2311:15 pm
MCO
-
BQN
Nonstop2h 42m
Frontier
Deal found 2/2$143
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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.
Sat 2/145:20 am
SJU
-
MCO
Nonstop3h 14m
Spirit Airlines
Tue 2/177:19 pm
MCO
-
SJU
Nonstop2h 50m
Spirit Airlines
Deal found 2/4$144
This Frontier deal was found by Cheapflights users on 2/3. 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.
Tue 4/142:38 am
BQN
-
MCO
Nonstop3h 03m
Frontier
Wed 4/2911:00 pm
MCO
-
BQN
Nonstop2h 43m
Frontier
Deal found 2/3$144

Find flight deals from Puerto Rico to Kissimmee

Keep the following information in mind while searching for Puerto Rico to Kissimmee flight deals. Data was last updated February 5, 2026.

Round-trip from

$124
(Frontier)

One-way from

$76
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$201
From Puerto Rico to Kissimmee
One-way flight from Puerto Rico to Kissimmee
Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Puerto Rico to Kissimmee 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 February 5, 2026.
Use the filters below to find and compare flights from Puerto Rico to Kissimmee that are best for you.

Fly from

Puerto Rico

Fly to

Kissimmee

Route

Depart

Return

Price

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sun 4/12

12:39 pm-4:02 pm

Nonstop3h 23m

Orlando

Fri 4/17

7:45 am-10:36 am

Nonstop2h 51m

$149

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Mon 5/4

11:36 am-2:57 pm

Nonstop3h 21m

Orlando

Mon 5/18

7:45 am-10:36 am

Nonstop2h 51m

$149

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 5/1

11:36 am-2:57 pm

Nonstop3h 21m

Orlando

Sun 5/3

7:45 am-10:36 am

Nonstop2h 51m

$154

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 5/8

11:36 am-2:57 pm

Nonstop3h 21m

Orlando

Sun 5/10

7:45 am-10:36 am

Nonstop2h 51m

$154

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 5/7

11:36 am-2:57 pm

Nonstop3h 21m

Orlando

Thu 5/14

7:45 am-10:36 am

Nonstop2h 51m

$154

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 2/27

11:00 am-1:25 pm

Nonstop3h 25m

Orlando

Sun 3/8

8:25 am-11:15 am

Nonstop2h 50m

$156

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 5/7

11:36 am-2:57 pm

Nonstop3h 21m

Orlando

Sun 5/17

7:45 am-10:36 am

Nonstop2h 51m

$156

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sat 3/14

11:35 am-3:00 pm

Nonstop3h 25m

Orlando

Sat 3/21

7:45 am-10:40 am

Nonstop2h 55m

$159

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 5/7

11:36 am-2:57 pm

Nonstop3h 21m

Orlando

Mon 5/11

7:45 am-10:36 am

Nonstop2h 51m

$159

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Mon 4/20

11:36 am-2:57 pm

Nonstop3h 21m

Orlando

Sun 4/26

7:45 am-10:36 am

Nonstop2h 51m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 60 results
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Best time to book a flight from Puerto Rico to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Puerto Rico with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Puerto Rico to Kissimmee

What is the cheapest month to book a flight from Puerto Rico to Kissimmee?

Currently, January is the cheapest month in which you can book a flight from Puerto Rico to Kissimmee (average of $74). Flying from Puerto Rico 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 PR to K1S?

Find hourly flight availability from Puerto Rico 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 February 5, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 26% on flights from Puerto Rico to Kissimmee by exploring options for tickets at noon.

What is the cheapest day to fly from Puerto Rico to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Puerto Rico to Kissimmee. Price data was last updated on January 31, 2026.

Travelers seeking maximum savings on their Puerto Rico to Kissimmee flight should consider departing on Friday evenings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Puerto Rico to Kissimmee

Explore weekly flight availability from Puerto Rico 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 February 5, 2026.

The most flights from PR0 to K1S are scheduled on a Wednesday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).

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 February 5, 2026.
Read reviews from past customers who have flown Southwest, American Airlines, and JetBlue from Puerto Rico 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.

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Puerto Rico to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Puerto Rico to Kissimmee?

    Airlines like Frontier and Spirit Airlines fly from Puerto Rico to Kissimmee in about 3h 23m. The time it takes to get you to your destination can typically vary by up to 4h 55m. Airlines will cover a distance of 1178 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Puerto Rico to Kissimmee one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $59. However, be on the lookout for offers from Spirit Airlines and JetBlue, as they are both options that can get you from Puerto Rico to Kissimmee for a low price.

  • What are the most popular routes from Puerto Rico to Kissimmee?

  • What are the most reliable airlines from Puerto Rico to Kissimmee?

    The top 3 most reliable airlines when flying from Puerto Rico to Kissimmee are Spirit Airlines (81%), Frontier (80%) and Southwest (79%).

  • What are the cheapest flights from Puerto Rico to Kissimmee?

    While on average a flight from Puerto Rico to Kissimmee is generally $282, our data shows the cheapest flight currently is $108. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Orlando), you can expect to pay $83 for that flight.

  • Can I find deals for flights from Puerto Rico to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Puerto Rico to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Puerto Rico to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Puerto Rico to Kissimmee.

  • Can I find deals for business class flights from Puerto Rico to Kissimmee?

    Yes. Cheapflights offers flight deals from Puerto Rico to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Puerto Rico to Kissimmee?

    Currently, January is the cheapest month in which you can book a flight from Puerto Rico to Kissimmee (average of $74). Flying from Puerto Rico 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.

See more FAQs

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Alternative routes for Puerto Rico to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Puerto Rico to Kissimmee

Discover the top 7 airlines that operate flights from Puerto Rico 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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$195FlexibilityNo cancel feeOn-time65%
FrontierCheapest$94Average$225FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$120Average$343FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$133Average$184FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$140Average$272FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$245Average$357FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$249Average$319FlexibilityNo cancel feeOn-time71%

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