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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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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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 May 1, 2025.

Round-trip from

$125
(eDestinos)

One-way from

$81
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$218
From Puerto Rico to Kissimmee
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One-way flight from Puerto Rico to Kissimmee
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Highest demand for flights based on searches. 15% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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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 May 1, 2025.

This eDestinos deal was found by Cheapflights users on 4/30. 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 5/298:12 pmSJU - MCO
1 stop10h 55mSpirit Airlines
Mon 6/25:15 amMCO - SJU
1 stop6h 16mSpirit Airlines
Deal found 4/30$125
This CheapOair deal was found by Cheapflights users on 4/30. 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 6/28:12 pmSJU - MCO
1 stop10h 55mMultiple Airlines
Mon 6/911:40 pmMCO - SJU
Nonstop2h 55mMultiple Airlines
Deal found 4/30$142
This eDestinos deal was found by Cheapflights users on 5/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/86:00 amSJU - MCO
Nonstop3h 26mFrontier
Sun 5/1811:59 pmMCO - SJU
Nonstop2h 52mFrontier
Deal found 5/1$158
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 8/132:59 amBQN - MCO
Nonstop2h 54mFrontier
Mon 8/1811:12 pmMCO - BQN
Nonstop2h 49mFrontier
Deal found 4/30$196
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2410:14 amPSE - MCO
Nonstop3h 13mFrontier
Sun 8/316:30 amMCO - PSE
Nonstop2h 59mFrontier
Deal found 5/1$214
This JetBlue deal was found by Cheapflights users on 5/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/115:05 amBQN - MCO
Nonstop2h 50mJetBlue
Wed 7/165:20 pmMCO - BQN
Nonstop2h 53mJetBlue
Deal found 5/1$232
This JetBlue deal was found by Cheapflights users on 4/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2710:30 pmSJU - MCO
Nonstop2h 57mJetBlue
Sun 9/76:15 amMCO - SJU
Nonstop2h 56mJetBlue
Deal found 4/30$274
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/277:05 pmSJU - MCO
1 stop15h 20mAmerican Airlines
Sun 8/319:04 amMCO - SJU
1 stop15h 01mAmerican Airlines
Deal found 4/30$289
This JetBlue deal was found by Cheapflights users on 5/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/165:09 amPSE - MCO
Nonstop3h 11mJetBlue
Tue 5/208:59 pmMCO - PSE
Nonstop3h 00mJetBlue
Deal found 5/1$299
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1412:15 amBQN - MCO
1 stop8h 34mUnited Airlines
Sun 5/1812:36 pmMCO - BQN
1 stop10h 33mUnited Airlines
Deal found 4/30$415
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Thu 5/153:05 pmCPX - MCO
2 stops16h 02mMultiple Airlines
Mon 5/197:54 amMCO - CPX
1 stop6h 45mMultiple Airlines
Deal found 4/30$474
This JetBlue deal was found by Cheapflights users on 5/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/25:00 pmMAZ - MCO
1 stop4h 50mJetBlue
Sun 6/155:01 amMCO - MAZ
1 stop8h 26mJetBlue
Deal found 5/1$517

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 1, 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

Thu 5/29

8:12 pm-7:07 am

1 stop10h 55m

Orlando

Mon 6/2

5:15 am-11:31 am

1 stop6h 16m

$125

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Mon 6/2

8:12 pm-7:07 am

1 stop10h 55m

Orlando

Mon 6/9

11:40 pm-2:35 am

Nonstop2h 55m

$142

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Mon 5/12

3:56 am-7:10 am

Nonstop3h 14m

Orlando

Sat 5/17

8:00 am-10:56 am

Nonstop2h 56m

$158

AguadillaOrlando

BQN - MCO

BQNMCO

Aguadilla Borinquen

Wed 8/13

2:59 am-5:53 am

Nonstop2h 54m

Orlando

Mon 8/18

11:12 pm-2:01 am

Nonstop2h 49m

$196

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Sun 8/24

10:14 am-1:27 pm

Nonstop3h 13m

Orlando

Sun 8/31

6:30 am-9:29 am

Nonstop2h 59m

$214

AguadillaOrlando

BQN - MCO

BQNMCO

Aguadilla Borinquen

Tue 6/17

3:27 pm-6:25 pm

Nonstop2h 58m

Orlando

Sun 6/22

11:20 am-2:07 pm

Nonstop2h 47m

$232

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Wed 8/27

10:30 pm-1:27 am

Nonstop2h 57m

Orlando

Sun 9/7

6:15 am-9:11 am

Nonstop2h 56m

$274

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 5/16

5:09 am-8:20 am

Nonstop3h 11m

Orlando

Tue 5/20

8:59 pm-11:59 pm

Nonstop3h 00m

$299

AguadillaOrlando

BQN - MCO

BQNMCO

Aguadilla Borinquen

Wed 5/14

12:15 am-8:49 am

1 stop8h 34m

Orlando

Mon 5/19

1:15 pm-11:09 pm

1 stop9h 54m

$415

CulebraOrlando

CPX - MCO

CPXMCO

Culebra

Thu 5/15

3:05 pm-7:07 am

2 stops16h 02m

Orlando

Mon 5/19

7:54 am-2:39 pm

1 stop6h 45m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 26 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, May is the cheapest month in which you can book a flight from Puerto Rico to Kissimmee (average of $206). Flying from Puerto Rico to Kissimmee in November is currently the most expensive (average of $289). 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 May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Puerto Rico to Kissimmee as you normally would.

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 30, 2025.

Travelers seeking maximum savings on their Puerto Rico to Kissimmee flight should consider departing on Wednesday afternoons 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 May 1, 2025.

The most flights from PR0 to K1S are scheduled on a Wednesday (20 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 1, 2025.
To help decide which airline to fly from Puerto Rico to Kissimmee, see what other customers have to say about Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,293 reviews

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,293 reviews
Southwest
8.0
Very good
4,293 reviews

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,293 reviews

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,293 reviews

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,923 reviews
Southwest
8.0
Very good
4,293 reviews

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,293 reviews

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $81. However, be on the lookout for offers from Frontier 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, Ponce Mercedita - Orlando or Aguadilla Borinquen - 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 (89%), JetBlue (87%) and Frontier (82%).

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

    While on average a flight from Puerto Rico to Kissimmee is generally $241, our data shows the cheapest flight currently is $85. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Orlando), you can expect to pay $125 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, May is the cheapest month in which you can book a flight from Puerto Rico to Kissimmee (average of $206). Flying from Puerto Rico to Kissimmee in November is currently the most expensive (average of $289). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$37Average$181FlexibilityNo cancel feeOn-time65%
FrontierCheapest$87Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$119Average$337FlexibilityNo cancel feeOn-time62%
DeltaCheapest$160Average$308FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$167Average$181FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$231Average$344FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$243Average$343FlexibilityNo cancel feeOn-time71%

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