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Kissimmee

$81+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Apr 21 — Apr 281
Tue 4/21
Tue 4/28
1 adult, Economy
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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 March 22, 2026.

This eDestinos deal was found by Cheapflights users on 3/20. 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.
Thu 4/231:59 am
SJU
-
MCO
1 stop23h 14m
Frontier
Sun 4/265:05 am
MCO
-
SJU
1 stop19h 24m
Frontier
Deal found 3/20$159
This Mytrip deal was found by Cheapflights users on 3/19. 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.
Mon 4/69:14 pm
BQN
-
MCO
Nonstop3h 09m
Frontier
Tue 4/1411:00 pm
MCO
-
BQN
Nonstop2h 43m
Frontier
Deal found 3/19$165
This Booking.com deal was found by Cheapflights users on 3/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:27 pm
BQN
-
MCO
Nonstop3h 15m
Frontier
Sun 4/1211:10 pm
MCO
-
BQN
Nonstop2h 43m
Frontier
Deal found 3/20$167
This eDestinos deal was found by Cheapflights users on 3/22. 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.
Thu 5/76:30 am
SJU
-
MCO
1 stop17h 25m
Frontier
Wed 5/136:20 am
MCO
-
SJU
1 stop17h 39m
Frontier
Deal found 3/22$168
This Frontier deal was found by Cheapflights users on 3/22. 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.
Fri 4/39:14 pm
BQN
-
MCO
Nonstop3h 09m
Frontier
Mon 4/1311:10 pm
MCO
-
BQN
Nonstop2h 43m
Frontier
Deal found 3/22$169
This Frontier deal was found by Cheapflights users on 3/19. 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.
Mon 4/69:14 pm
BQN
-
MCO
Nonstop3h 09m
Frontier
Sat 4/1111:10 pm
MCO
-
BQN
Nonstop2h 43m
Frontier
Deal found 3/19$171
This CheapOair deal was found by Cheapflights users on 3/18. 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.
Wed 4/81:45 am
SJU
-
MCO
Nonstop3h 15m
Spirit Airlines
Tue 4/146:00 am
MCO
-
SJU
1 stop5h 49m
Spirit Airlines
Deal found 3/18$172
This Frontier deal was found by Cheapflights users on 3/20. 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.
Fri 4/32:43 am
BQN
-
MCO
Nonstop3h 03m
Frontier
Mon 4/1311:10 pm
MCO
-
BQN
Nonstop2h 43m
Frontier
Deal found 3/20$174
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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 4/291:59 am
SJU
-
MCO
1 stop23h 14m
Frontier
Sun 5/35:15 am
MCO
-
SJU
1 stop18h 44m
Frontier
Deal found 3/20$175
This CheapOair deal was found by Cheapflights users on 3/18. 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.
Mon 4/61:45 am
SJU
-
MCO
Nonstop3h 15m
Spirit Airlines
Sat 4/118:34 pm
MCO
-
SJU
1 stop15h 15m
Spirit Airlines
Deal found 3/18$176
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Fri 4/32:43 am
BQN
-
MCO
Nonstop3h 03m
Frontier
Tue 4/1411:00 pm
MCO
-
BQN
Nonstop2h 43m
Frontier
Deal found 3/20$176
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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.
Fri 5/86:09 pm
SJU
-
MCO
Nonstop3h 21m
Frontier
Sat 5/1611:20 pm
MCO
-
SJU
Nonstop2h 48m
Frontier
Deal found 3/20$177

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 March 22, 2026.

Round-trip from

$159
(eDestinos)

One-way from

$81
(eDestinos)

Popular in

December

Cheapest in

February

Average price

$227
From Puerto Rico to Kissimmee
Search Deals
One-way flight from Puerto Rico to Kissimmee
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 22, 2026.
Use the filters below to find and compare flights from Puerto Rico to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Tue 5/5

11:14 am-2:35 pm

Nonstop3h 21m

Orlando

Mon 5/11

6:05 am-9:02 am

Nonstop2h 57m

$207

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sat 5/16

10:02 am-1:23 pm

Nonstop3h 21m

Orlando

Wed 5/20

7:30 am-10:28 am

Nonstop2h 58m

$215

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 5/14

10:02 am-1:23 pm

Nonstop3h 21m

Orlando

Sun 5/17

6:10 am-9:07 am

Nonstop2h 57m

$244

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Wed 6/10

10:37 am-1:59 pm

Nonstop3h 22m

Orlando

Sun 6/14

6:55 am-9:52 am

Nonstop2h 57m

$248

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sat 6/20

9:55 am-1:02 pm

Nonstop3h 07m

Orlando

Sat 6/27

6:00 am-8:56 am

Nonstop2h 56m

$256

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 6/12

10:37 am-1:59 pm

Nonstop3h 22m

Orlando

Thu 6/25

6:55 am-9:52 am

Nonstop2h 57m

$268

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Wed 5/20

11:14 am-2:35 pm

Nonstop3h 21m

Orlando

Sat 5/23

6:10 am-9:07 am

Nonstop2h 57m

$270

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sat 4/4

11:35 am-2:56 pm

Nonstop3h 21m

Orlando

Sun 4/12

12:50 pm-3:42 pm

Nonstop2h 52m

$272

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sun 5/24

10:02 am-1:23 pm

Nonstop3h 21m

Orlando

Wed 5/27

6:10 am-9:07 am

Nonstop2h 57m

$276

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 5/21

10:02 am-1:23 pm

Nonstop3h 21m

Orlando

Tue 5/26

6:10 am-9:07 am

Nonstop2h 57m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $84). Flying from Puerto Rico to Kissimmee in December is currently the most expensive (average of $112). 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 March 22, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 21% on flights from Puerto Rico to Kissimmee by exploring options for tickets in the evening.

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 March 14, 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 March 22, 2026.

The most flights from PR0 to K1S are scheduled on a Saturday (30 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (14 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 March 22, 2026.
Read reviews from past customers who have flown Southwest,JetBlue, andAmerican Airlines 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.
Southwest
8.0
Very good
4,325 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,325 reviews
Southwest
8.0
Very good
4,325 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,910 reviews
Southwest
8.0
Very good
4,325 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,487 reviews
Southwest
8.0
Very good
4,325 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,533 reviews
Southwest
8.0
Very good
4,325 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
3,020 reviews
Southwest
8.0
Very good
4,325 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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, JetBlue, and Southwest fly from Puerto Rico to Kissimmee in about 2h 55m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 1188 mi. Most flights are nonstop.

  • 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 $67. 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?

    When deciding which route to take from Puerto Rico to Kissimmee consider San Juan Luis Munoz Marin Intl - Orlando, Aguadilla Borinquen - Orlando or Ponce Mercedita - Orlando as they are the most popular.

  • 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 Azul (87%), Volaris (86%) and Frontier (84%).

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

    While on average a flight from Puerto Rico to Kissimmee is generally $258, our data shows the cheapest flight currently is $100. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Orlando), you can expect to pay $111 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 $84). Flying from Puerto Rico to Kissimmee in December is currently the most expensive (average of $112). 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.
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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 March 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$93Average$216FlexibilityNo cancel feeOn-time65%
FrontierCheapest$96Average$232FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$122Average$309FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$133Average$209FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$140Average$276FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$226Average$326FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$245Average$351FlexibilityNo cancel feeOn-time63%

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