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$61+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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Cheap flight deals from Kissimmee to Puerto Rico

Keep the following information in mind while searching for Kissimmee to Puerto Rico flight deals. Data was last updated April 1, 2025.

Round-trip from

$120
(eDestinos)

One-way from

$61
(eDestinos)

Popular in

December

Cheapest in

April

Average price

$169
From Kissimmee to Puerto Rico
Search Deals
One-way flight from Kissimmee to Puerto Rico
Search Deals
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 April 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 April 1, 2025.

This eDestinos deal was found by Cheapflights users on 3/30. 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.
Fri 4/258:56 pmMCO - SJU
Nonstop2h 50mSpirit Airlines
Sat 4/269:30 pmSJU - MCO
Nonstop3h 16mSpirit Airlines
Deal found 3/30$120
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Sun 4/611:57 pmMCO - SJU
Nonstop2h 43mMultiple Airlines
Tue 4/82:55 amSJU - MCO
Nonstop3h 19mMultiple Airlines
Deal found 3/30$140
This Frontier deal was found by Cheapflights users on 3/30. 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.
Tue 4/81:51 pmMCO - SJU
Nonstop2h 55mFrontier
Tue 4/82:55 amSJU - MCO
Nonstop3h 19mFrontier
Deal found 3/30$151
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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.
Fri 5/211:12 pmMCO - BQN
Nonstop2h 45mFrontier
Tue 5/62:47 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 3/30$192
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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.
Thu 5/16:00 amMCO - PSE
Nonstop2h 56mFrontier
Mon 5/59:46 amPSE - MCO
Nonstop3h 18mFrontier
Deal found 3/30$206
This JetBlue Airways deal was found by Cheapflights users on 3/31. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2310:59 pmMCO - BQN
Nonstop2h 48mJetBlue
Wed 4/307:55 pmBQN - MCO
Nonstop3h 01mJetBlue
Deal found 3/31$218
This JetBlue deal was found by Cheapflights users on 3/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/19:25 pmMCO - PSE
Nonstop2h 55mJetBlue
Wed 5/75:09 amPSE - MCO
Nonstop3h 11mJetBlue
Deal found 3/31$246
This JetBlue deal was found by Cheapflights users on 3/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/165:40 pmMCO - SJU
1 stop8h 09mJetBlue
Mon 5/199:45 pmSJU - MCO
Nonstop3h 05mJetBlue
Deal found 3/31$250
This Trip.com deal was found by Cheapflights users on 3/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1411:12 pmMCO - BQN
Nonstop2h 45mMultiple Airlines
Sun 5/1812:15 amBQN - MCO
1 stop9h 27mMultiple Airlines
Deal found 3/31$257
This Delta deal was found by Cheapflights users on 3/30. 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.
Tue 9/1610:00 amMCO - SJU
1 stop6h 08mDelta
Mon 9/2912:55 pmSJU - MCO
1 stop8h 44mDelta
Deal found 3/30$273
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/101:08 pmMCO - BQN
1 stop10h 01mUnited Airlines
Fri 5/1612:15 amBQN - MCO
1 stop9h 00mUnited Airlines
Deal found 3/31$351
This JetBlue Airways deal was found by Cheapflights users on 3/31. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/81:55 pmMCO - MAZ
1 stop4h 55mMultiple Airlines
Sat 5/104:13 pmMAZ - MCO
1 stop5h 37mMultiple Airlines
Deal found 3/31$447

Cheapflights Fare Finder

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 April 1, 2025.
Use the filters below to find and compare flights from Kissimmee to Puerto Rico that are best for you.

Fly from

Kissimmee

Fly to

Puerto Rico

Route

Depart

Return

Price

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Fri 4/25

8:56 pm-11:46 pm

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Sat 4/26

9:30 pm-12:46 am

Nonstop3h 16m

$120

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Tue 4/15

5:45 am-8:33 am

Nonstop2h 48m

San Juan Luis Munoz Marin Intl

Sat 4/19

9:30 pm-12:46 am

Nonstop3h 16m

$140

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Sun 4/27

7:10 pm-10:02 pm

Nonstop2h 52m

San Juan Luis Munoz Marin Intl

Wed 4/30

9:30 pm-12:58 am

Nonstop3h 28m

$146

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Fri 5/2

11:12 pm-1:57 am

Nonstop2h 45m

Aguadilla Borinquen

Tue 5/6

2:47 am-5:49 am

Nonstop3h 02m

$192

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 5/1

6:00 am-8:56 am

Nonstop2h 56m

Ponce Mercedita

Mon 5/5

9:46 am-1:04 pm

Nonstop3h 18m

$206

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Wed 4/23

10:59 pm-1:47 am

Nonstop2h 48m

Aguadilla Borinquen

Wed 4/30

7:55 pm-10:56 pm

Nonstop3h 01m

$218

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 5/1

9:25 pm-12:20 am

Nonstop2h 55m

Ponce Mercedita

Wed 5/7

5:09 am-8:20 am

Nonstop3h 11m

$246

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Fri 5/16

5:40 pm-1:49 am

1 stop8h 09m

San Juan Luis Munoz Marin Intl

Mon 5/19

9:45 pm-12:50 am

Nonstop3h 05m

$250

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Wed 5/14

11:12 pm-1:57 am

Nonstop2h 45m

Aguadilla Borinquen

Sun 5/18

12:15 am-9:42 am

1 stop9h 27m

$257

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Mon 4/28

5:30 am-11:40 am

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Sat 5/3

6:15 am-4:05 pm

1 stop9h 50m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

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.

Cheapflights Insights

Everything you need to know about your flight from Kissimmee to Puerto Rico

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 December is currently the most expensive (average of $336). 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 April 1, 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 March 30, 2025.

Travelers seeking maximum savings on their Kissimmee to Puerto Rico flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday afternoons 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 April 1, 2025.

The most flights from K1S to PR0 are scheduled on a Monday (22 on average). You will have fewer flight options on Tuesday, 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 April 1, 2025.
Read through reviews of airlines operating flights from Kissimmee to Puerto Rico, such as Southwest, Delta and Avelo 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
8.0
Very good
4,277 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.7

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,277 reviews
Southwest
8.0
Very good
4,277 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.7

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,277 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.7

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,277 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.7

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,614 reviews
Southwest
8.0
Very good
4,277 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.7

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,277 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.7

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    $61 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and JetBlue, with prices starting from $73 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 (91%), Azul (81%), JetBlue (80%).

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

    On average you can expect to pay $188 for a flight from Kissimmee to Puerto Rico. The cheapest flight overall is $65 while the most popular route, (Orlando - San Juan Luis Munoz Marin Intl) is currently priced at $120.

  • 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 December is currently the most expensive (average of $336). 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.
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Top 8 airlines flying from Kissimmee to Puerto Rico

Discover the top 8 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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$195FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$83Average$183FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$123Average$178FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$124Average$288FlexibilityNo cancel feeOn-time62%
DeltaCheapest$164Average$390FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$214Average$355FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$432FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$324Average$479FlexibilityNo cancel feeOn-time69%
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