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Kissimmee

$116+ Cheap flights from San Diego (SAN) 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MCO
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Kissimmee are usually found in August or July, booked 80 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from San Diego to Kissimmee

Keep the following information in mind while searching for San Diego to Kissimmee flight deals. Data was last updated July 30, 2025.

Round-trip from

$194
(FlightHub)

One-way from

$116
(FlightHub)

Popular in

March

Cheapest in

August

Average price

$332
From San Diego to Kissimmee
Search Deals
One-way flight from San Diego to Kissimmee
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from San Diego to Kissimmee

Cheapest flights from San Diego to Kissimmee
Explore the most affordable flight options available from San Diego to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/146:15 amSAN - MCO
1 stop8h 48mSpirit Airlines
Mon 8/186:58 pmMCO - SAN
1 stop15h 23mSpirit Airlines
Deal found 7/30$194
This CheapOair deal was found by Cheapflights users on 7/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/137:04 pmSAN - MCO
1 stop8h 46mMultiple Airlines
Thu 8/146:58 pmMCO - SAN
1 stop7h 39mMultiple Airlines
Deal found 7/28$199
This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/179:50 pmSAN - MCO
Nonstop5h 10mHawaiian Airlines
Thu 8/216:16 pmMCO - SAN
Nonstop5h 13mHawaiian Airlines
Deal found 7/28$218
This Southwest deal was found by Cheapflights users on 7/28. 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.
Mon 8/1811:45 amSAN - MCO
Nonstop5h 15mSouthwest
Wed 8/274:35 pmMCO - SAN
1 stop7h 45mSouthwest
Deal found 7/28$232
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1910:17 pmSAN - MCO
1 stop9h 08mAmerican Airlines
Thu 8/214:12 pmMCO - SAN
1 stop9h 40mAmerican Airlines
Deal found 7/29$237

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego 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 July 30, 2025.
Use the filters below to find and compare flights from San Diego to Kissimmee that are best for you.

Fly from

San Diego

Fly to

Kissimmee

Route

Depart

Return

Price

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Thu 8/14

6:15 am-6:03 pm

1 stop8h 48m

Orlando

Mon 8/18

6:58 pm-7:21 am

1 stop15h 23m

$194

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Wed 8/13

7:04 pm-6:50 am

1 stop8h 46m

Orlando

Thu 8/14

6:58 pm-11:37 pm

1 stop7h 39m

$199

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Sun 8/17

9:50 pm-6:00 am

Nonstop5h 10m

Orlando

Thu 8/21

6:16 pm-8:29 pm

Nonstop5h 13m

$218

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Mon 8/18

9:50 pm-6:00 am

Nonstop5h 10m

Orlando

Wed 8/27

7:12 am-2:48 pm

1 stop10h 36m

$232

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Tue 8/19

10:17 pm-10:25 am

1 stop9h 08m

Orlando

Thu 8/21

4:12 pm-10:52 pm

1 stop9h 40m

$237

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Wed 9/3

1:17 pm-11:28 am

2 stops19h 11m

$116

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Tue 9/23

9:00 am-5:16 pm

Nonstop5h 16m

$119

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Wed 8/27

9:00 am-5:16 pm

Nonstop5h 16m

$124

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Sat 8/9

7:06 pm-6:50 am

1 stop8h 44m

$127

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Fri 12/12

2:19 pm-12:17 am

1 stop6h 58m

$133

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 13 results
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Best time to book a flight from San Diego to Kissimmee

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

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

Use this chart to determine the optimal time to book a round-trip flight from San Diego to Kissimmee. Price data was last updated on July 25, 2025.

To ensure you get the cheapest price possible for a flight from San Diego to Kissimmee, you should look to book at least 80 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, May is the cheapest month in which you can book a flight from San Diego to Kissimmee (average of $206). Flying from San Diego to Kissimmee in November is currently the most expensive (average of $288). 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 SAN to K1S?

Find hourly flight availability from San Diego 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 July 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Diego to Kissimmee as you normally would.

What is the cheapest day to fly from San Diego to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from San Diego to Kissimmee. Price data was last updated on July 27, 2025.

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

Weekly flight availability from San Diego to Kissimmee

Explore weekly flight availability from San Diego 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 July 30, 2025.

The most flights from SAN to K1S are scheduled on a Wednesday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 July 30, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta from San Diego to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

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

  • What airport do you fly from for flights from San Diego to Kissimmee?

    If you book a flight to Kissimmee from San Diego, you will be flying from San Diego, which is the city’s only airport. San Diego (SAN) is located 2.6 mi from the center of San Diego. There are 7 flights from San Diego to Kissimmee per day from 8 different airlines.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $116. Users have also found prices from $119 and $127 on Hawaiian Airlines and Frontier, respectively.

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

    No one likes to see their flight delayed. When booking a flight from San Diego to Kissimmee consider choosing Hawaiian Airlines (81%), American Airlines (80%) or Alaska Airlines (80%) as they are the most reliable in getting you off to your destination on time.

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

    On average you can expect to pay $284 for a flight from San Diego to Kissimmee. The cheapest flight overall is $123 while the most popular route, (San Diego - Orlando) is currently priced at $128.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from San Diego to Kissimmee (average of $206). Flying from San Diego to Kissimmee in November is currently the most expensive (average of $288). 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 8 airlines flying from San Diego to Kissimmee

Discover the top 8 airlines that operate flights from San Diego 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$75Average$228FlexibilityNo cancel feeOn-time65%
FrontierCheapest$125Average$189FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$178Average$435FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$206Average$479FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$216Average$385FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$218Average$334FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$220Average$377FlexibilityNo cancel feeOn-time69%
DeltaCheapest$253Average$338FlexibilityNo cancel feeOn-timeN/A

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