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Kissimmee

$82+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This eDestinos deal was found by Cheapflights users on 12/17. 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.
Sun 12/214:10 amSJU - MCO
1 stop4h 35mSpirit Airlines
Sun 1/116:00 amMCO - SJU
Nonstop2h 47mSpirit Airlines
Deal found 12/17$177
This Frontier deal was found by Cheapflights users on 12/16. 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.
Thu 12/186:00 amSJU - MCO
Nonstop3h 29mFrontier
Sun 1/115:01 amMCO - SJU
Nonstop2h 53mFrontier
Deal found 12/16$183
This CheapOair deal was found by Cheapflights users on 12/16. 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 12/291:59 amSJU - MCO
1 stop23h 36mFrontier
Thu 1/87:21 amMCO - SJU
Nonstop2h 55mFrontier
Deal found 12/16$185
This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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.
Mon 12/222:44 pmSJU - MCO
1 stop21h 33mFrontier
Sun 1/119:54 amMCO - SJU
Nonstop2h 55mFrontier
Deal found 12/15$189
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/291:59 amSJU - MCO
1 stop23h 36mMultiple Airlines
Sun 1/116:00 amMCO - SJU
Nonstop2h 47mMultiple Airlines
Deal found 12/16$190
This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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.
Mon 12/222:44 pmSJU - MCO
1 stop18h 35mFrontier
Mon 12/295:05 amMCO - SJU
1 stop19h 01mFrontier
Deal found 12/15$192
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/222:44 pmSJU - MCO
1 stop18h 35mMultiple Airlines
Sat 1/106:00 amMCO - SJU
Nonstop2h 47mMultiple Airlines
Deal found 12/15$196
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 12/202:59 amSJU - MCO
Nonstop3h 10mSpirit Airlines
Tue 1/137:43 pmMCO - SJU
Nonstop2h 50mSpirit Airlines
Deal found 12/17$197
This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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 12/314:55 pmSJU - MCO
Nonstop3h 19mSpirit Airlines
Sun 1/116:00 amMCO - SJU
Nonstop2h 47mSpirit Airlines
Deal found 12/16$198
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 12/319:37 pmSJU - MCO
Nonstop3h 21mFrontier
Mon 1/127:21 amMCO - SJU
Nonstop2h 55mFrontier
Deal found 12/17$199
This Frontier deal was found by Cheapflights users on 12/16. 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 12/2412:29 pmPSE - MCO
Nonstop3h 23mFrontier
Wed 1/79:15 amMCO - PSE
Nonstop2h 54mFrontier
Deal found 12/16$203
This Frontier deal was found by Cheapflights users on 12/16. 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 12/2312:29 pmPSE - MCO
Nonstop3h 23mFrontier
Sat 1/108:30 amMCO - PSE
Nonstop2h 54mFrontier
Deal found 12/16$207

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 December 18, 2025.

Round-trip from

$149
(eDestinos)

One-way from

$82
(Travelocity)

Popular in

December

Cheapest in

March

Average price

$290
From Puerto Rico to Kissimmee
Search Deals
One-way flight from Puerto Rico to Kissimmee
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($24 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 December 2025
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 December 18, 2025.
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

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 1/16

6:00 am-8:15 am

Nonstop3h 15m

Orlando

Mon 1/19

11:00 pm-2:48 am

Nonstop2h 48m

$162

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 1/16

6:48 pm-7:43 am

1 stop13h 55m

Orlando

Tue 1/20

9:01 am-3:35 pm

1 stop5h 34m

$162

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 1/16

6:00 am-8:15 am

Nonstop3h 15m

Orlando

Tue 1/20

6:00 am-9:47 am

Nonstop2h 47m

$163

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 2/27

5:25 pm-7:54 pm

Nonstop3h 29m

Orlando

Mon 3/2

10:10 pm-12:45 pm

1 stop13h 35m

$167

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 1/30

8:00 am-10:22 am

Nonstop3h 22m

Orlando

Mon 2/2

6:45 am-5:50 pm

1 stop10h 05m

$172

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Wed 1/7

7:18 pm-9:43 pm

Nonstop3h 25m

Orlando

Sun 1/11

11:00 pm-2:50 am

Nonstop2h 50m

$176

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 2/19

6:00 am-6:05 pm

1 stop13h 05m

Orlando

Sun 2/22

11:05 pm-2:53 am

Nonstop2h 48m

$184

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 4/9

6:52 pm-10:02 pm

Nonstop3h 10m

Orlando

Mon 4/13

3:02 pm-5:57 pm

Nonstop2h 55m

$193

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sun 3/15

11:35 am-3:00 pm

Nonstop3h 25m

Orlando

Sat 3/21

7:45 am-10:40 am

Nonstop2h 55m

$193

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sun 2/1

4:10 pm-6:28 pm

Nonstop3h 18m

Orlando

Sun 2/8

11:00 am-2:53 pm

Nonstop2h 53m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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, March is the cheapest month in which you can book a flight from Puerto Rico to Kissimmee (average of $78). 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 December 18, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 31% 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 December 13, 2025.

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. Wednesday 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 December 18, 2025.

The most flights from PR0 to K1S are scheduled on a Thursday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 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 December 18, 2025.
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.
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Overall

7.9

Food

7.0

Boarding

8.1

Comfort

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
Southwest
7.9
Good
4,249 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Overall

7.9

Food

7.0

Boarding

8.1

Comfort

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
American Airlines
7.2
Good
11,053 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Overall

7.9

Food

7.0

Boarding

8.1

Comfort

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
JetBlue
7.2
Good
2,895 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Overall

7.9

Food

7.0

Boarding

8.1

Comfort

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
Spirit Airlines
6.3
Okay
8,190 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Overall

7.9

Food

7.0

Boarding

8.1

Comfort

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
Frontier
5.8
Fair
3,082 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Overall

7.9

Food

7.0

Boarding

8.1

Comfort

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 Spirit Airlines, Frontier, and JetBlue fly from Puerto Rico to Kissimmee in about 3h 10m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 1178 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 $66. 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 Southwest (81%), Spirit Airlines (81%) and Frontier (75%).

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

    While on average a flight from Puerto Rico to Kissimmee is generally $399, our data shows the cheapest flight currently is $80. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Orlando), you can expect to pay $158 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, March is the cheapest month in which you can book a flight from Puerto Rico to Kissimmee (average of $78). 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.
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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$93Average$215FlexibilityNo cancel feeOn-time65%
FrontierCheapest$99Average$228FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$141Average$354FlexibilityNo cancel feeOn-time62%
DeltaCheapest$156Average$272FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$167Average$192FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$244Average$351FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$249Average$311FlexibilityNo cancel feeOn-time71%

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