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 Frontier. You may also be able to find cheap deals on American Airlines and JetBlue, with prices starting from $118 and $123, respectively.

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.

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).

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 - Aguadilla Borinquen and Orlando - Ponce Mercedita.

What are the cheapest flights from Kissimmee to Puerto Rico?

On average you can expect to pay $342 for a flight from Kissimmee to Puerto Rico. The cheapest flight overall is $100 while the most popular route, (Orlando - San Juan Luis Munoz Marin Intl) is currently priced at $211.

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: JetBlue (85%), Azul (83%), Frontier (80%).

What are the most popular airlines that fly from Kissimmee to Puerto Rico?

Consider Frontier, JetBlue or Southwest when booking your flight. These represent the most popular airlines when flying from Kissimmee to Puerto Rico.

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.

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Find flight deals from Kissimmee to Puerto Rico

Popular in	December
Cheapest in	February
Average price	$222

Highest demand for flights based on searches. 5% potential increase in price ($16 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).

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Average for round-trip flights in October 2026

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

What is the cheapest time of day to fly from K1S to PR?

It’s optimal to fly from Kissimmee to Puerto Rico in the morning. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight in the afternoon.

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

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

Reviews of airlines servicing Puerto Rico

Read through reviews of airlines operating flights from Kissimmee to Puerto Rico, such as Southwest,JetBlue, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

10.0

Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.

Southwest

7.9

Good

4,223 reviews

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

10.0

Excellent

Edward,Sep 2026

MCO - BWI

JetBlue

7.1

Good

3,065 reviews

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

10.0

Excellent

Edward,Sep 2026

MCO - BWI

American Airlines

7.0

Good

12,193 reviews

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

10.0

Excellent

Edward,Sep 2026

MCO - BWI

Frontier

5.5

Fair

2,519 reviews

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

10.0

Excellent

Edward,Sep 2026

MCO - BWI

Related info for your journey

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 Frontier. You may also be able to find cheap deals on American Airlines and JetBlue, with prices starting from $118 and $123, 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 - Aguadilla Borinquen and Orlando - Ponce Mercedita.
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: JetBlue (85%), Azul (83%), Frontier (80%).
What are the cheapest flights from Kissimmee to Puerto Rico?
On average you can expect to pay $342 for a flight from Kissimmee to Puerto Rico. The cheapest flight overall is $100 while the most popular route, (Orlando - San Juan Luis Munoz Marin Intl) is currently priced at $211.
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.

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Alternative routes for Kissimmee to Puerto Rico

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Top 5 airlines flying from Kissimmee to Puerto Rico

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$121	Average$290	FlexibilityNo cancel fee	On-time62%
Avelo Airlines	Cheapest$136	Average$263	FlexibilityNo cancel fee	On-timeN/A
JetBlue	Cheapest$187	Average$366	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$226	Average$394	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$245	Average$370	FlexibilityNo cancel fee	On-time63%

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Find cheap flights from Kissimmee to Puerto Rico with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Kissimmee to Puerto Rico

Popular in

Cheapest in

Average price

Cheapflights Insights

What is the cheapest time of day to fly from K1S to PR?

It’s optimal to fly from Kissimmee to Puerto Rico in the morning. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight in the afternoon.

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

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

Reviews of airlines servicing Puerto Rico

Read through reviews of airlines operating flights from Kissimmee to Puerto Rico, such as Southwest,JetBlue, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

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

What are the cheapest flights from Kissimmee to Puerto Rico?

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

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

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

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 Kissimmee to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Kissimmee to Puerto Rico by cabin class

Find flights from Kissimmee to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Kissimmee and Puerto Rico flights

Browse other Kissimmee and Puerto Rico flight options. Last updated on October 26, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Top 5 airlines flying from Kissimmee to Puerto Rico

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Cheap flights from Kissimmee, FL to Puerto Rico

Find cheap flights from Kissimmee to Puerto Rico with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Kissimmee to Puerto Rico

Popular in

Cheapest in

Average price

Cheapflights Insights

What is the cheapest time of day to fly from K1S to PR?

It’s optimal to fly from Kissimmee to Puerto Rico in the morning. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight in the afternoon.

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

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

Reviews of airlines servicing Puerto Rico

Read through reviews of airlines operating flights from Kissimmee to Puerto Rico, such as Southwest,JetBlue, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

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

What are the cheapest flights from Kissimmee to Puerto Rico?

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

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

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

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 Kissimmee to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Kissimmee to Puerto Rico by cabin class

Find flights from Kissimmee to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Kissimmee and Puerto Rico flights

Browse other Kissimmee and Puerto Rico flight options. Last updated on October 26, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Top 5 airlines flying from Kissimmee to Puerto Rico

100% Free

Book with Flexibility

Travel Smart