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$65+ Cheap flights from Kissimmee, FL to Puerto Rico

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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
févr. 4 — févr. 111
mar. 2/4
mar. 2/11
1 adult, Economy
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Cheap flight deals from Kissimmee to Puerto Rico

Discover tips and strategies to find the most affordable flight options for your journey from Kissimmee (K1S) to Puerto Rico (PR0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated janvier 30, 2025.

Round-trip from

$137
(Kiwi.com)

One-way from

$72
(Trip.com)

Popular in

December

Cheapest in

April

Average price

$205
From Kissimmee to Puerto Rico
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One-way flight from Kissimmee to Puerto Rico
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Highest demand for flights based on searches. 16% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Kissimmee to Puerto Rico

Cheapest flights from Kissimmee to Puerto Rico
Explore the most affordable flight options available from Kissimmee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on janvier 30, 2025.

This Frontier deal was found by Cheapflights users on 1/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 2/2612:41 pmMCO - SJU
1 stop7h 35mFrontier
lun. 3/33:49 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 1/30$136
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 3/15:01 amMCO - SJU
1 stop15h 15mMultiple Airlines
sam. 3/87:15 amSJU - MCO
Nonstop3h 20mMultiple Airlines
Deal found 1/30$137
This Frontier deal was found by Cheapflights users on 1/29. 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.
mar. 2/1111:05 pmMCO - BQN
Nonstop2h 41mFrontier
sam. 2/153:59 amBQN - MCO
Nonstop3h 17mFrontier
Deal found 1/29$139
This Priceline deal was found by Cheapflights users on 1/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/36:00 amMCO - SJU
Nonstop2h 43mSpirit Airlines
lun. 3/103:38 amSJU - MCO
Nonstop3h 19mSpirit Airlines
Deal found 1/30$139
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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.
mar. 2/258:00 amMCO - PSE
Nonstop2h 53mFrontier
dim. 3/1612:33 pmPSE - MCO
Nonstop3h 32mFrontier
Deal found 1/30$150
This JetBlue deal was found by Cheapflights users on 1/29. 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.
jeu. 2/68:10 pmMCO - BQN
Nonstop2h 45mJetBlue
lun. 2/106:03 amBQN - MCO
Nonstop3h 07mJetBlue
Deal found 1/29$228
This JetBlue Airways deal was found by Cheapflights users on 1/30. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/2711:39 pmMCO - PSE
Nonstop2h 49mJetBlue
lun. 3/103:39 amPSE - MCO
Nonstop3h 16mJetBlue
Deal found 1/30$238
This JetBlue deal was found by Cheapflights users on 1/29. 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.
sam. 3/225:45 amMCO - SJU
Nonstop2h 51mJetBlue
mar. 3/254:30 amSJU - MCO
Nonstop3h 17mJetBlue
Deal found 1/29$251
This American Airlines deal was found by Cheapflights users on 1/30. 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.
sam. 2/17:55 amMCO - SJU
1 stop13h 04mAmerican Airlines
sam. 2/84:35 pmSJU - MCO
1 stop8h 29mAmerican Airlines
Deal found 1/30$272
This Delta deal was found by Cheapflights users on 1/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 2/18:00 amMCO - SJU
1 stop8h 14mDelta
lun. 2/36:24 pmSJU - MCO
1 stop7h 11mDelta
Deal found 1/30$285
This United Airlines deal was found by Cheapflights users on 1/30. 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.
mar. 3/251:09 pmMCO - BQN
1 stop9h 48mUnited Airlines
mer. 4/212:15 amBQN - MCO
1 stop9h 27mUnited Airlines
Deal found 1/30$335
This JetBlue Airways deal was found by Cheapflights users on 1/28. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/236:40 pmMCO - MAZ
1 stop18h 12mMultiple Airlines
mer. 4/304:13 pmMAZ - MCO
1 stop7h 53mMultiple Airlines
Deal found 1/28$370

Find flights from Kissimmee to Puerto Rico within your budget

Customize your flight search to find flights from Kissimmee to Puerto Rico 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 janvier 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

sam. 3/1

5:01 am-9:16 pm

1 stop15h 15m

San Juan Luis Munoz Marin Intl

jeu. 3/6

4:38 am-6:57 am

Nonstop3h 19m

$137

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

mar. 2/11

11:05 pm-2:46 am

Nonstop2h 41m

Aguadilla Borinquen

sam. 2/15

3:59 am-6:16 am

Nonstop3h 17m

$139

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

ven. 2/28

5:05 am-1:11 am

1 stop19h 06m

San Juan Luis Munoz Marin Intl

lun. 3/3

3:49 am-6:10 am

Nonstop3h 21m

$139

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

mer. 2/26

6:00 am-9:43 am

Nonstop2h 43m

San Juan Luis Munoz Marin Intl

mar. 3/11

6:15 am-9:33 am

Nonstop3h 18m

$140

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

mar. 2/25

8:00 am-11:53 am

Nonstop2h 53m

Ponce Mercedita

dim. 3/16

12:33 pm-4:05 pm

Nonstop3h 32m

$150

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

jeu. 2/27

11:39 pm-3:28 am

Nonstop2h 49m

Ponce Mercedita

lun. 3/10

3:39 am-6:55 am

Nonstop3h 16m

$238

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

ven. 2/28

7:55 pm-11:56 pm

Nonstop3h 01m

San Juan Luis Munoz Marin Intl

mar. 3/11

4:30 am-7:47 am

Nonstop3h 17m

$246

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

dim. 2/9

3:25 pm-7:14 pm

Nonstop2h 49m

Aguadilla Borinquen

lun. 2/10

6:03 am-8:10 am

Nonstop3h 07m

$257

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

mar. 3/25

1:09 pm-10:57 pm

1 stop9h 48m

Aguadilla Borinquen

mer. 4/2

12:15 am-9:42 am

1 stop9h 27m

$335

OrlandoMayagüez

MCO - MAZ

MCOMAZ

Orlando

mer. 4/23

6:40 pm-12:52 pm

1 stop18h 12m

Mayagüez Eugenio M De Hostos

mer. 4/30

4:13 pm-12:06 am

1 stop7h 53m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 29 results
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Best time to book a flight from Kissimmee to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Kissimmee 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.

Travel insights for flights from Kissimmee to Puerto Rico

Get recent, data-driven insights about flights from Kissimmee to Puerto Rico including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Kissimmee to Puerto Rico?

Currently, September is the cheapest month in which you can book a flight from Kissimmee to Puerto Rico (average of $254). Flying from Kissimmee to Puerto Rico in March is currently the most expensive (average of $372). 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 K1S to PR?

Find hourly flight availability from Kissimmee to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated janvier 30, 2025.

When flying from Kissimmee to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Kissimmee to Puerto Rico?

Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Puerto Rico. Price data was last updated on January 26, 2025.

Travelers seeking maximum savings on their Kissimmee to Puerto Rico flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Kissimmee to Puerto Rico

Explore weekly flight availability from Kissimmee to Puerto Rico. 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 janvier 30, 2025.

The most flights from K1S to PR0 are scheduled on a Monday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).

Rainfall in Puerto Rico by month

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

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

Temperature in Puerto Rico by month

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

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated janvier 30, 2025.
Read through reviews of airlines operating flights from Kissimmee to Puerto Rico, such as Southwest, JetBlue and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,153 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,906 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Spirit Airlines
6.3
Okay
8,083 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Kissimmee to Puerto Rico. 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 Kissimmee to Puerto Rico one-way?

    $72 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and JetBlue, with prices starting from $75 and $119, respectively.

  • What are the most popular routes from Kissimmee to Puerto Rico?

    The most popular flight routes from Kissimmee to Puerto Rico are Orlando - San Juan Luis Munoz Marin Intl, Orlando - Ponce Mercedita and Orlando - Aguadilla Borinquen.

  • What are the most reliable airlines from Kissimmee to Puerto Rico?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Kissimmee to Puerto Rico on time: Spirit Airlines (89%), Southwest (84%), Azul (80%).

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

    On average you can expect to pay $208 for a flight from Kissimmee to Puerto Rico. The cheapest flight overall is $71 while the most popular route, (Orlando - San Juan Luis Munoz Marin Intl) is currently priced at $106.

  • Can I find deals for flights from Kissimmee to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Kissimmee to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kissimmee to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kissimmee to Puerto Rico.

  • Can I find deals for business class flights from Kissimmee to Puerto Rico?

    Yes. Cheapflights offers flight deals from Kissimmee to Puerto Rico 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 Kissimmee to Puerto Rico?

    Currently, September is the cheapest month in which you can book a flight from Kissimmee to Puerto Rico (average of $254). Flying from Kissimmee to Puerto Rico in March is currently the most expensive (average of $372). 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 Kissimmee to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
Orlando to Luis Munoz Marin Intl flights
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Fort Lauderdale to Cap Haitien flights
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Miami to Kingston flights
Orlando to Kingston flights
Miami to Georgetown flights

Top 7 airlines flying from Kissimmee to Puerto Rico

Discover the top 7 airlines that operate flights from Kissimmee to Puerto Rico. 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 janvier 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$42Average$182FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$67Average$169FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$112Average$364FlexibilityNo cancel feeOn-time62%
DeltaCheapest$164Average$333FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$210Average$349FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$451FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$324Average$456FlexibilityNo cancel feeOn-time69%
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