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Kissimmee

$97+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Jun 7 — Jun 141
Sun 6/7
Sun 6/14
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 May 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Wed 6/32:59 am
BQN
-
MCO
Nonstop2h 58m
Frontier
Sat 7/411:13 pm
MCO
-
BQN
Nonstop2h 52m
Frontier
Deal found 5/5$182
This deal was found by Cheapflights users on 5/7. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:31 pm
SJU
-
MCO
Nonstop3h 12m
Frontier
Sun 10/255:45 pm
MCO
-
SJU
Nonstop2h 59m
Frontier
Deal found 5/7$188
This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Tue 8/113:00 am
BQN
-
MCO
Nonstop2h 51m
Frontier
Sat 8/2911:12 pm
MCO
-
BQN
Nonstop2h 52m
Frontier
Deal found 5/5$192
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Fri 8/1410:31 am
PSE
-
MCO
Nonstop3h 07m
Frontier
Wed 9/26:55 am
MCO
-
PSE
Nonstop2h 57m
Frontier
Deal found 5/8$192
This Expedia deal was found by Cheapflights users on 5/5. 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 8/1512:19 pm
BQN
-
MCO
Nonstop3h 01m
Frontier
Sat 8/2211:12 pm
MCO
-
BQN
Nonstop2h 52m
Frontier
Deal found 5/5$194
This Travelocity deal was found by Cheapflights users on 5/5. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:37 am
PSE
-
MCO
Nonstop3h 22m
Frontier
Tue 8/256:55 am
MCO
-
PSE
Nonstop2h 57m
Frontier
Deal found 5/5$194
This eDestinos deal was found by Cheapflights users on 5/5. 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.
Mon 8/176:31 pm
SJU
-
MCO
Nonstop3h 12m
Frontier
Sat 8/228:25 pm
MCO
-
SJU
Nonstop3h 04m
Frontier
Deal found 5/5$196
This eDestinos deal was found by Cheapflights users on 5/5. 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.
Fri 8/76:31 pm
SJU
-
MCO
Nonstop3h 12m
Frontier
Mon 8/106:14 am
MCO
-
SJU
1 stop21h 44m
Frontier
Deal found 5/5$197
This eDestinos deal was found by Cheapflights users on 5/4. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:00 am
SJU
-
MCO
1 stop8h 32m
Frontier
Mon 6/152:18 pm
MCO
-
SJU
Nonstop3h 03m
Frontier
Deal found 5/4$198
This eDestinos deal was found by Cheapflights users on 5/6. 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 8/206:25 am
SJU
-
MCO
1 stop9h 13m
Frontier
Thu 8/2711:59 am
MCO
-
SJU
1 stop11h 58m
Frontier
Deal found 5/6$199
This Cheapflightsfares deal was found by Cheapflights users on 5/4. 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.
Thu 6/49:00 am
SJU
-
MCO
1 stop15h 07m
Frontier
Sat 6/66:15 am
MCO
-
SJU
1 stop21h 46m
Frontier
Deal found 5/4$201
This eDestinos deal was found by Cheapflights users on 5/3. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/22:47 pm
SJU
-
MCO
1 stop19h 45m
Frontier
Thu 6/49:04 am
MCO
-
SJU
1 stop18h 57m
Frontier
Deal found 5/3$202

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 May 8, 2026.

Round-trip from

$182
(Kiwi.com)

One-way from

$97
(Frontier)

Popular in

December

Cheapest in

February

Average price

$224
From Puerto Rico to Kissimmee
Search Deals
One-way flight from Puerto Rico to Kissimmee
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 8, 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

Fri 5/29

10:02 am-1:23 pm

Nonstop3h 21m

Orlando

Tue 6/2

6:10 am-9:07 am

Nonstop2h 57m

$279

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 6/5

10:02 am-1:23 pm

Nonstop3h 21m

Orlando

Tue 6/9

6:45 am-9:42 am

Nonstop2h 57m

$285

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Tue 6/23

10:27 am-1:48 pm

Nonstop3h 21m

Orlando

Sat 7/11

6:45 am-9:46 am

Nonstop3h 01m

$290

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 6/12

10:27 am-1:48 pm

Nonstop3h 21m

Orlando

Mon 6/15

6:45 am-9:42 am

Nonstop2h 57m

$294

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 6/12

10:27 am-1:48 pm

Nonstop3h 21m

Orlando

Tue 6/16

6:45 am-9:42 am

Nonstop2h 57m

$300

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sat 6/13

10:27 am-1:48 pm

Nonstop3h 21m

Orlando

Tue 6/16

6:45 am-9:42 am

Nonstop2h 57m

$305

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Mon 6/1

10:02 am-1:23 pm

Nonstop3h 21m

Orlando

Mon 6/8

6:10 am-9:07 am

Nonstop2h 57m

$308

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Wed 5/20

11:14 am-2:35 pm

Nonstop3h 21m

Orlando

Tue 5/26

6:10 am-9:07 am

Nonstop2h 57m

$316

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Tue 6/30

10:27 am-1:48 pm

Nonstop3h 21m

Orlando

Tue 8/11

6:45 am-9:46 am

Nonstop3h 01m

$320
Quickest round-trip

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sat 7/25

10:31 am-1:38 pm

Nonstop3h 07m

Orlando

Sun 7/26

6:45 am-9:46 am

Nonstop3h 01m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/7

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 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 May 8, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 16% 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 May 2, 2026.

Travelers seeking maximum savings on their Puerto Rico to Kissimmee flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday at noon 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 May 8, 2026.

The most flights from PR0 to K1S are scheduled on a Friday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 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 May 8, 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
7.9
Good
4,302 reviews

Overall

7.9

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
7.9
Good
4,302 reviews
Southwest
7.9
Good
4,302 reviews

Overall

7.9

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
2,979 reviews
Southwest
7.9
Good
4,302 reviews

Overall

7.9

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
11,669 reviews
Southwest
7.9
Good
4,302 reviews

Overall

7.9

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
8,638 reviews
Southwest
7.9
Good
4,302 reviews

Overall

7.9

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
5.6
Fair
2,961 reviews
Southwest
7.9
Good
4,302 reviews

Overall

7.9

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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, Southwest, and JetBlue fly from Puerto Rico to Kissimmee in about 3h 21m. The time it takes to get you to your destination can typically vary by up to 5h 04m. 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 $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 Volaris (83%), Azul (81%) and Aer Lingus (80%).

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

    While on average a flight from Puerto Rico to Kissimmee is generally $409, our data shows the cheapest flight currently is $88. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Orlando), you can expect to pay $235 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.

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 May 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$93Average$221FlexibilityNo cancel feeOn-time65%
FrontierCheapest$97Average$233FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$120Average$313FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$133Average$200FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$140Average$276FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$226Average$341FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$245Average$350FlexibilityNo cancel feeOn-time63%

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