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Kissimmee

$75+ 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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find 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 November 3, 2025.

This Gotogate deal was found by Cheapflights users on 11/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/23:59 amBQN - MCO
Nonstop2h 59mFrontier
Fri 11/711:26 pmMCO - BQN
Nonstop2h 48mFrontier
Deal found 11/1$164
This Frontier deal was found by Cheapflights users on 11/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/223:55 amBQN - MCO
Nonstop3h 06mFrontier
Fri 11/2811:15 pmMCO - BQN
Nonstop2h 48mFrontier
Deal found 11/2$167
This CheapOair deal was found by Cheapflights users on 11/1. 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.
Thu 11/2010:55 amPSE - MCO
Nonstop3h 19mFrontier
Thu 11/276:00 amMCO - PSE
Nonstop3h 00mFrontier
Deal found 11/1$170
This CheapOair deal was found by Cheapflights users on 11/1. 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.
Sat 12/133:55 amBQN - MCO
Nonstop3h 02mFrontier
Sun 1/187:10 amMCO - BQN
Nonstop2h 49mFrontier
Deal found 11/1$172
This CheapOair deal was found by Cheapflights users on 11/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/255:01 amPSE - MCO
Nonstop3h 10mJetBlue
Mon 12/111:59 pmMCO - PSE
Nonstop2h 52mJetBlue
Deal found 11/2$172
This Priceline deal was found by Cheapflights users on 11/1. 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.
Sun 11/23:59 amBQN - MCO
Nonstop2h 59mFrontier
Wed 11/511:16 pmMCO - BQN
Nonstop2h 48mFrontier
Deal found 11/1$175
This eDestinos deal was found by Cheapflights users on 11/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:09 pmSJU - MCO
Nonstop3h 25mFrontier
Sun 12/146:00 amMCO - SJU
Nonstop2h 55mFrontier
Deal found 11/2$176
This CheapOair deal was found by Cheapflights users on 11/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:55 amBQN - MCO
Nonstop3h 06mFrontier
Wed 11/2611:15 pmMCO - BQN
Nonstop2h 48mFrontier
Deal found 11/2$176
This Frontier deal was found by Cheapflights users on 11/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/73:59 amBQN - MCO
Nonstop2h 59mFrontier
Wed 11/1211:16 pmMCO - BQN
Nonstop2h 48mFrontier
Deal found 11/2$177
This CheapOair deal was found by Cheapflights users on 11/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:36 amPSE - MCO
Nonstop3h 20mFrontier
Wed 11/266:15 amMCO - PSE
Nonstop3h 00mFrontier
Deal found 11/2$178
This CheapOair deal was found by Cheapflights users on 11/1. 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.
Thu 11/279:45 pmSJU - MCO
Nonstop3h 12mSpirit Airlines
Sat 12/68:23 pmMCO - SJU
Nonstop2h 53mSpirit Airlines
Deal found 11/1$179
This Frontier deal was found by Cheapflights users on 10/31. 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 11/2112:08 pmBQN - MCO
Nonstop3h 07mFrontier
Tue 11/257:31 amMCO - BQN
Nonstop2h 52mFrontier
Deal found 10/31$179

Cheap 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 November 3, 2025.

Round-trip from

$154
(CheapOair)

One-way from

$75
(CheapOair)

Popular in

December

Cheapest in

March

Average price

$245
From Puerto Rico to Kissimmee
Search Deals
One-way flight from Puerto Rico to Kissimmee
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($18 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 November 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 November 3, 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

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 11/20

10:55 am-1:14 pm

Nonstop3h 19m

Orlando

Thu 11/27

6:00 am-10:00 am

Nonstop3h 00m

$170

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 11/28

10:55 am-1:14 pm

Nonstop3h 19m

Orlando

Sun 12/7

5:30 am-9:20 am

Nonstop2h 50m

$196

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 11/21

10:55 am-1:14 pm

Nonstop3h 19m

Orlando

Sun 11/23

6:00 am-10:00 am

Nonstop3h 00m

$196

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 11/20

10:55 am-1:14 pm

Nonstop3h 19m

Orlando

Fri 11/21

6:00 am-10:00 am

Nonstop3h 00m

$198

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sat 11/22

10:45 am-1:04 pm

Nonstop3h 19m

Orlando

Tue 11/25

6:15 am-10:15 am

Nonstop3h 00m

$206

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 11/21

10:55 am-1:14 pm

Nonstop3h 19m

Orlando

Mon 11/24

6:41 am-10:41 am

Nonstop3h 00m

$206

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 11/20

10:55 am-1:14 pm

Nonstop3h 19m

Orlando

Mon 11/24

6:41 am-10:41 am

Nonstop3h 00m

$206

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 12/4

10:50 am-1:14 pm

Nonstop3h 24m

Orlando

Thu 12/11

6:00 am-9:55 am

Nonstop2h 55m

$214

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Thu 12/4

10:50 am-1:14 pm

Nonstop3h 24m

Orlando

Sat 12/6

6:00 am-9:55 am

Nonstop2h 55m

$214

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Tue 11/25

11:00 am-1:20 pm

Nonstop3h 20m

Orlando

Thu 11/27

6:00 am-10:00 am

Nonstop3h 00m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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, March is the cheapest month in which you can book a flight from Puerto Rico to Kissimmee (average of $76). Flying from Puerto Rico to Kissimmee in June is currently the most expensive (average of $105). 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 November 3, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 28% 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 October 26, 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. Thursday 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 November 3, 2025.

The most flights from PR0 to K1S are scheduled on a Monday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 November 3, 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
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,036 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,907 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,114 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,117 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 59m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 1128 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 $91. However, be on the lookout for offers from Southwest 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 Spirit Airlines (92%), Azul (85%) and JetBlue (83%).

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

    While on average a flight from Puerto Rico to Kissimmee is generally $219, our data shows the cheapest flight currently is $101. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Orlando), you can expect to pay $156 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 $76). Flying from Puerto Rico to Kissimmee in June is currently the most expensive (average of $105). 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$93Average$231FlexibilityNo cancel feeOn-time65%
FrontierCheapest$97Average$226FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$139Average$354FlexibilityNo cancel feeOn-time62%
DeltaCheapest$156Average$276FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$167Average$211FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$244Average$350FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$249Average$332FlexibilityNo cancel feeOn-time71%

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