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Kissimmee

$80+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheapflights Tip: The best prices from San Juan to Kissimmee are usually found in September or October, booked 26 days in advance, depart on a Friday or Tuesday and return on a Wednesday

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 April 29, 2025.

Round-trip from

$131
(eDestinos)

One-way from

$81
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$216
From San Juan to Kissimmee
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One-way flight from San Juan to Kissimmee
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Highest demand for flights based on searches. 13% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 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 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 April 29, 2025.

This eDestinos deal was found by Cheapflights users on 4/29. 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.
Sat 5/248:12 pmSJU - MCO
1 stop10h 55mSpirit Airlines
Tue 5/2710:17 pmMCO - SJU
1 stop13h 14mSpirit Airlines
Deal found 4/29$137
This eDestinos deal was found by Cheapflights users on 4/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/139:30 amSJU - MCO
Nonstop3h 07mFrontier
Sun 8/1711:40 pmMCO - SJU
Nonstop2h 59mFrontier
Deal found 4/28$152
This Orbitz deal was found by Cheapflights users on 4/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/68:12 pmSJU - MCO
1 stop10h 55mMultiple Airlines
Mon 6/95:30 amMCO - SJU
Nonstop2h 57mMultiple Airlines
Deal found 4/28$161
This JetBlue deal was found by Cheapflights users on 4/29. 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.
Wed 8/2710:30 pmSJU - MCO
Nonstop2h 57mJetBlue
Sun 8/316:01 amMCO - SJU
Nonstop2h 59mJetBlue
Deal found 4/29$264
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/291:20 pmSJU - MCO
1 stop5h 25mSouthwest
Sat 8/306:55 pmMCO - SJU
Nonstop2h 55mSouthwest
Deal found 4/28$294

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 April 29, 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 5/24

8:12 pm-7:07 am

1 stop10h 55m

Orlando

Tue 5/27

10:17 pm-11:31 am

1 stop13h 14m

$137

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Wed 8/13

9:30 am-12:37 pm

Nonstop3h 07m

Orlando

Sun 8/17

11:40 pm-2:39 am

Nonstop2h 59m

$152

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 6/6

8:12 pm-7:07 am

1 stop10h 55m

Orlando

Mon 6/9

5:30 am-8:27 am

Nonstop2h 57m

$161

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Wed 8/27

10:30 pm-1:27 am

Nonstop2h 57m

Orlando

Sun 9/7

6:15 am-9:11 am

Nonstop2h 56m

$264

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 8/29

1:20 pm-6:45 pm

1 stop5h 25m

Orlando

Sat 8/30

6:55 pm-9:50 pm

Nonstop2h 55m

$294

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Mon 6/2

8:12 pm-7:07 am

1 stop10h 55m

$80

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 6/6

9:30 pm-12:44 am

Nonstop3h 14m

$83

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 5/22

12:00 pm-8:37 pm

1 stop8h 37m

$87

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Wed 5/28

8:20 pm-11:24 pm

Nonstop3h 04m

$132

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 7/10

5:46 pm-1:28 am

1 stop7h 42m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 13 results
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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 April 25, 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 April 29, 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 March 30, 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. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Kissimmee by month

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

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

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

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 April 29, 2025.
To help decide which airline to fly from San Juan to Kissimmee, see what other customers have to say about Southwest, Delta and United Airlines. 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
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

  • What are the cheapest airlines to fly from San Juan to Kissimmee one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $81. However, be on the lookout for offers from Frontier and JetBlue, as they are both options that can get you from San Juan to Kissimmee for a low price.

  • 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: Spirit Airlines (89%), JetBlue (87%), Frontier( 82%).

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

    On average you can expect to pay $241 for a flight from San Juan to Kissimmee. The cheapest flight overall is $85 while the most popular route, (San Juan Luis Munoz Marin Intl - Orlando) is currently priced at $149.

  • 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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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$37Average$181FlexibilityNo cancel feeOn-time65%
FrontierCheapest$87Average$221FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$119Average$295FlexibilityNo cancel feeOn-time62%
DeltaCheapest$160Average$308FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$167Average$181FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$231Average$344FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$243Average$343FlexibilityNo cancel feeOn-time71%

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