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Kissimmee

$100+ Cheap flights from San Juan 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from San Juan to Kissimmee are usually found in February or March, booked 26 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from San Juan to Kissimmee

Keep the following information in mind while searching for San Juan to Kissimmee flight deals. Data was last updated September 17, 2025.

Round-trip from

$152
(Booking.com)

One-way from

$100
(Trip.com)

Popular in

July

Cheapest in

February

Average price

$218
From San Juan to Kissimmee
Search Deals
One-way flight from San Juan to Kissimmee
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from San Juan to Kissimmee

Cheapest flights from San Juan to Kissimmee
Explore the most affordable flight options available from San Juan to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/211:59 amSJU - MCO
1 stop21h 58mFrontier
Sat 10/257:43 amMCO - SJU
1 stop7h 41mFrontier
Deal found 9/16$152
This Frontier deal was found by Cheapflights users on 9/16. 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.
Thu 10/29:26 pmSJU - MCO
1 stop12h 35mFrontier
Wed 10/811:36 pmMCO - SJU
Nonstop2h 54mFrontier
Deal found 9/16$153
This Mytrip deal was found by Cheapflights users on 9/16. 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.
Fri 10/101:59 amSJU - MCO
1 stop29h 47mFrontier
Wed 10/227:43 amMCO - SJU
1 stop7h 41mFrontier
Deal found 9/16$154
This Booking.com deal was found by Cheapflights users on 9/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/216:22 amSJU - MCO
1 stop27h 35mFrontier
Fri 10/2410:42 pmMCO - SJU
1 stop25h 47mFrontier
Deal found 9/17$156
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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.
Tue 9/303:39 amSJU - MCO
Nonstop3h 01mFrontier
Wed 10/811:36 pmMCO - SJU
Nonstop2h 54mFrontier
Deal found 9/17$157
This Frontier deal was found by Cheapflights users on 9/16. 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.
Fri 10/171:59 amSJU - MCO
2 stops19h 31mFrontier
Wed 10/227:43 amMCO - SJU
1 stop7h 41mFrontier
Deal found 9/16$158
This CheapOair deal was found by Cheapflights users on 9/16. 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.
Fri 10/312:28 amSJU - MCO
2 stops20h 35mFrontier
Wed 10/811:36 pmMCO - SJU
Nonstop2h 54mFrontier
Deal found 9/16$160
This Frontier deal was found by Cheapflights users on 9/16. 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.
Wed 10/221:26 pmSJU - MCO
1 stop10h 31mFrontier
Wed 10/297:48 amMCO - SJU
1 stop10h 06mFrontier
Deal found 9/16$162
This Mytrip deal was found by Cheapflights users on 9/17. 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.
Tue 10/216:22 amSJU - MCO
1 stop27h 35mMultiple Airlines
Sat 10/259:59 pmMCO - SJU
Nonstop2h 55mMultiple Airlines
Deal found 9/17$163
This Frontier deal was found by Cheapflights users on 9/16. 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.
Wed 10/81:26 pmSJU - MCO
1 stop10h 31mFrontier
Fri 10/2410:58 pmMCO - SJU
2 stops16h 26mFrontier
Deal found 9/16$164
This Frontier deal was found by Cheapflights users on 9/16. 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.
Wed 10/19:26 pmSJU - MCO
1 stop12h 35mFrontier
Tue 10/711:44 amMCO - SJU
1 stop12h 45mFrontier
Deal found 9/16$165

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Juan 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 September 17, 2025.
Use the filters below to find and compare flights from San Juan to Kissimmee that are best for you.

Fly from

San Juan

Fly to

Kissimmee

Route

Depart

Return

Price

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Sat 10/25

9:55 pm-12:54 am

Nonstop2h 59m

Orlando

Wed 11/5

8:55 pm-12:47 am

Nonstop2h 52m

$247

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 11/13

2:10 pm-6:40 pm

1 stop5h 30m

Orlando

Sun 11/16

10:10 pm-1:15 pm

1 stop14h 05m

$253

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 12/4

3:32 pm-9:46 pm

1 stop7h 14m

Orlando

Thu 12/11

12:15 pm-11:10 pm

1 stop9h 55m

$253

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Sat 10/25

1:25 pm-6:35 pm

1 stop5h 10m

Orlando

Sun 11/2

10:10 pm-1:15 pm

1 stop14h 05m

$253

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 10/30

1:05 pm-6:10 pm

1 stop5h 05m

Orlando

Mon 11/3

3:10 pm-11:20 pm

1 stop7h 10m

$253

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 10/10

1:22 pm-4:23 pm

Nonstop3h 01m

Orlando

Mon 10/13

1:30 pm-9:24 pm

1 stop7h 54m

$270

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Sun 11/16

12:49 pm-9:04 pm

1 stop9h 15m

Orlando

Sun 11/23

9:06 pm-12:58 am

Nonstop2h 52m

$270

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Wed 11/19

6:40 am-3:45 pm

2 stops10h 05m

Orlando

Mon 11/24

8:50 pm-12:35 am

Nonstop2h 45m

$272

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 11/20

9:40 am-6:25 pm

1 stop9h 45m

Orlando

Tue 12/2

8:55 am-9:30 pm

2 stops11h 35m

$273

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Sat 10/4

1:25 pm-6:35 pm

1 stop5h 10m

Orlando

Mon 10/6

5:40 pm-12:45 am

1 stop7h 05m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 20 results
1
2

Best time to book a flight from San Juan to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from San Juan 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 San Juan to Kissimmee

How far ahead should I book a flight from San Juan to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from San Juan to Kissimmee. Price data was last updated on September 12, 2025.

The best time to book flights from San Juan to Kissimmee is 26 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from San Juan to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from San Juan to Kissimmee (average of $206). Flying from San Juan 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 SJU to K1S?

Find hourly flight availability from San Juan 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 September 17, 2025.

When flying from San Juan to Kissimmee, 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 San Juan to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from San Juan to Kissimmee. Price data was last updated on September 14, 2025.

Travelers seeking maximum savings on their San Juan to Kissimmee flight should consider departing on Friday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from San Juan to Kissimmee

Explore weekly flight availability from San Juan 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 September 17, 2025.

The most flights from PR1 to K1S are scheduled on a Monday (18 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 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 September 17, 2025.
Read reviews from past customers who have flown Southwest, American Airlines, and JetBlue from San Juan 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
4,242 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,914 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,173 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from San Juan to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from San Juan to Kissimmee?

    Airlines like JetBlue and Southwest fly from San Juan to Kissimmee in about 2h 59m. The time it takes to get you to your destination can typically vary by up to 2h 31m. The distance from San Juan to Kissimmee is about 1188 mi. This flight may include one or multiple stops.

  • What are the most reliable airlines from San Juan to Kissimmee?

    Before booking your flight to Kissimmee from San Juan, check out the most reliable airlines to get you to your destination on time: Southwest (83%), Azul (78%), JetBlue( 78%).

  • What are the cheapest flights from San Juan to Kissimmee?

    On average you can expect to pay $246 for a flight from San Juan to Kissimmee. The cheapest flight overall is $105 while the most popular route, (San Juan Luis Munoz Marin Intl - Orlando) is currently priced at $166.

  • Can I find deals for flights from San Juan to Kissimmee that include hotel bookings?

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

  • How can I find direct flights from San Juan to Kissimmee?

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

  • Can I find deals for business class flights from San Juan to Kissimmee?

    Yes. Cheapflights offers flight deals from San Juan 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 San Juan to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from San Juan to Kissimmee (average of $206). Flying from San Juan 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 San Juan 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 San Juan to Kissimmee

Discover the top 7 airlines that operate flights from San Juan 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$73Average$209FlexibilityNo cancel feeOn-time65%
FrontierCheapest$93Average$241FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$130Average$192FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$133Average$312FlexibilityNo cancel feeOn-time62%
DeltaCheapest$156Average$272FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$233Average$328FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$244Average$347FlexibilityNo cancel feeOn-time63%

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