HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$94+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Puerto Rico to Kissimmee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 30, 2025.

Round-trip from

$141
(Cheapflightsfares)

One-way from

$94
(eDestinos)

Popular in

December

Cheapest in

March

Average price

$264
From Puerto Rico to Kissimmee
Search Deals
One-way flight from Puerto Rico to Kissimmee
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 June 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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.
Sat 9/611:41 amBQN - MCO
Nonstop2h 59mFrontier
Sat 9/138:00 amMCO - BQN
Nonstop2h 56mFrontier
Deal found 6/30$141
This FlightHub deal was found by Cheapflights users on 6/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/222:40 amSJU - MCO
Nonstop3h 07mSpirit Airlines
Sat 7/2610:43 pmMCO - SJU
Nonstop2h 52mSpirit Airlines
Deal found 6/29$142
This eDestinos deal was found by Cheapflights users on 6/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/203:40 amSJU - MCO
Nonstop3h 02mFrontier
Sat 10/2511:40 pmMCO - SJU
Nonstop2h 54mFrontier
Deal found 6/29$144
This Priceline deal was found by Cheapflights users on 6/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/222:40 amSJU - MCO
Nonstop3h 07mMultiple Airlines
Fri 7/256:00 amMCO - SJU
1 stop8h 18mMultiple Airlines
Deal found 6/29$145
This Trip.com deal was found by Cheapflights users on 6/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/510:15 amPSE - MCO
Nonstop3h 11mFrontier
Sun 9/76:30 amMCO - PSE
Nonstop3h 00mFrontier
Deal found 6/29$199
This JetBlue deal was found by Cheapflights users on 6/29. 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.
Sat 8/25:01 amBQN - MCO
Nonstop2h 51mJetBlue
Thu 8/711:20 amMCO - BQN
Nonstop2h 50mJetBlue
Deal found 6/29$232
This JetBlue deal was found by Cheapflights users on 6/30. 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.
Tue 9/95:20 amPSE - MCO
Nonstop3h 06mJetBlue
Fri 9/198:03 pmMCO - PSE
Nonstop2h 56mJetBlue
Deal found 6/30$252
This JetBlue Airways deal was found by Cheapflights users on 6/29. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/145:00 pmMAZ - MCO
1 stop15h 02mMultiple Airlines
Fri 7/1810:15 pmMCO - MAZ
1 stop10h 59mMultiple Airlines
Deal found 6/29$433
This JetBlue deal was found by Cheapflights users on 6/29. 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.
Sun 7/139:36 amMAZ - MCO
1 stop5h 19mJetBlue
Mon 8/258:00 amMCO - MAZ
1 stop8h 27mJetBlue
Deal found 6/29$444
This United Airlines deal was found by Cheapflights users on 6/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/292:00 pmMAZ - MCO
2 stops24h 27mUnited Airlines
Mon 9/19:00 amMCO - MAZ
3 stops31h 27mUnited Airlines
Deal found 6/29$1,015

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 June 30, 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

AguadillaOrlando

BQN - MCO

BQNMCO

Aguadilla Borinquen

Sat 9/6

11:41 am-2:40 pm

Nonstop2h 59m

Orlando

Sat 9/13

8:00 am-10:56 am

Nonstop2h 56m

$141

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Tue 7/22

2:40 am-5:47 am

Nonstop3h 07m

Orlando

Sat 7/26

10:43 pm-1:35 am

Nonstop2h 52m

$142

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Tue 7/22

2:40 am-5:47 am

Nonstop3h 07m

Orlando

Fri 7/25

6:00 am-2:18 pm

1 stop8h 18m

$145

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Sat 9/27

4:42 pm-7:52 pm

Nonstop3h 10m

Orlando

Sun 10/5

6:00 am-2:01 pm

1 stop8h 01m

$152

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Fri 9/5

10:15 am-1:26 pm

Nonstop3h 11m

Orlando

Sun 9/7

6:30 am-9:30 am

Nonstop3h 00m

$199

AguadillaOrlando

BQN - MCO

BQNMCO

Aguadilla Borinquen

Sat 8/2

5:01 am-7:52 am

Nonstop2h 51m

Orlando

Thu 8/7

11:20 am-2:10 pm

Nonstop2h 50m

$232

PonceOrlando

PSE - MCO

PSEMCO

Ponce Mercedita

Tue 9/9

5:20 am-8:26 am

Nonstop3h 06m

Orlando

Fri 9/19

8:03 pm-10:59 pm

Nonstop2h 56m

$252

MayagüezOrlando

MAZ - MCO

MAZMCO

Mayagüez Eugenio M De Hostos

Mon 7/14

5:00 pm-8:02 am

1 stop15h 02m

Orlando

Fri 7/18

10:15 pm-9:14 am

1 stop10h 59m

$433

MayagüezOrlando

MAZ - MCO

MAZMCO

Mayagüez Eugenio M De Hostos

Sun 7/13

9:36 am-2:55 pm

1 stop5h 19m

Orlando

Mon 8/25

8:00 am-4:27 pm

1 stop8h 27m

$444

MayagüezOrlando

MAZ - MCO

MAZMCO

Mayagüez Eugenio M De Hostos

Fri 8/29

2:00 pm-2:27 pm

2 stops24h 27m

Orlando

Mon 9/1

9:00 am-4:27 pm

3 stops31h 27m

$1,015

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 21 results
1
2
3

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 June 30, 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 June 29, 2025.

Travelers seeking maximum savings on their Puerto Rico to Kissimmee flight should consider departing on Friday at noon when fares are most often at their lowest. Wednesday afternoons 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 June 30, 2025.

The most flights from PR0 to K1S are scheduled on a Monday (28 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (14 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 June 30, 2025.
Read reviews from past customers who have flown Southwest, United 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
4,278 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,852 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,920 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,094 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,290 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 Frontier, with whom users have recently found tickets for as low as $94. 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 (93%), Azul (92%) and JetBlue (90%).

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

    While on average a flight from Puerto Rico to Kissimmee is generally $222, our data shows the cheapest flight currently is $102. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Orlando), you can expect to pay $164 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Puerto Rico to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to Orlando flights
Luis Munoz Marin Intl to Miami flights
Luis Munoz Marin Intl to Fort Lauderdale flights
Luis Munoz Marin Intl to Tampa flights
Santo Domingo to Orlando flights
Aguadilla to Orlando flights
Port of Spain to Miami flights
Ponce to Orlando flights
Santo Domingo to Miami flights
Nassau to Orlando flights
Santiago de los Caballeros to Orlando flights
Nassau to Miami flights
Bridgetown to Miami flights
Oranjestad to Miami flights
Nassau to Fort Lauderdale flights
Pointe-à-Pitre to Miami flights
Kingston to Fort Lauderdale flights
Montego Bay to Orlando flights
Santo Domingo to Fort Lauderdale flights
Port of Spain to Fort Lauderdale flights
Kingston to Miami flights
Willemstad to Miami flights
Montego Bay to Fort Lauderdale flights
Luis Munoz Marin Intl to Jacksonville flights
Port of Spain to Orlando flights
Oranjestad to Orlando flights
Saint Thomas Island to Miami flights
Montego Bay to Miami flights
Fort-de-France to Miami flights
Aguadilla to Fort Lauderdale flights
Santiago de los Caballeros to Fort Lauderdale flights
Saint Thomas Island to Orlando flights
Simpson Bay to Miami flights
Santo Domingo to Tampa flights
Santiago de los Caballeros to Miami flights
Punta Cana to Fort Lauderdale flights
Punta Cana to Orlando flights
Fort-de-France to Fort Lauderdale flights
George Town to Miami flights
Kingston to Orlando flights
Providenciales to Miami flights
Saint Thomas Island to Fort Lauderdale flights
Oranjestad to West Palm Beach flights
Bridgetown to Fort Lauderdale flights
Punta Cana to Miami flights
Santiago de los Caballeros to Valparaiso flights
Oranjestad to Fort Lauderdale flights
Kingston to West Palm Beach flights
St. John's to Miami flights
Havana to Miami flights

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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$57Average$194FlexibilityNo cancel feeOn-time65%
FrontierCheapest$88Average$237FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$119Average$354FlexibilityNo cancel feeOn-time62%
DeltaCheapest$160Average$308FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$167Average$184FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$239Average$348FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$257Average$328FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.