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Kissimmee

$119+ 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MCO
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Kissimmee are usually found in July or September, booked 64 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

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 November 3, 2025.

This Alaska Airlines deal was found by Cheapflights users on 11/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1110:13 pmSAN - MCO
Nonstop4h 42mAlaska Airlines
Mon 12/155:51 pmMCO - SAN
Nonstop5h 38mAlaska Airlines
Deal found 11/3$257
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:06 pmSAN - MCO
1 stop14h 24mFrontier
Thu 1/18:40 pmMCO - SAN
1 stop19h 35mFrontier
Deal found 11/1$259
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/188:00 amSAN - MCO
2 stops18h 44mFrontier
Fri 11/217:40 amMCO - SAN
1 stop10h 27mFrontier
Deal found 11/3$260
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:47 pmSAN - MCO
1 stop11h 03mFrontier
Sun 12/145:25 amMCO - SAN
2 stops13h 27mFrontier
Deal found 11/2$261
This Booking.com deal was found by Cheapflights users on 11/2. 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.
Thu 12/113:47 pmSAN - MCO
1 stop11h 03mMultiple Airlines
Sun 12/148:00 amMCO - SAN
1 stop12h 01mMultiple Airlines
Deal found 11/2$262
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:52 pmSAN - MCO
1 stop8h 38mFrontier
Fri 11/286:00 amMCO - SAN
2 stops28h 54mFrontier
Deal found 11/2$264
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/292:10 pmSAN - MCO
1 stop13h 55mFrontier
Wed 1/77:20 amMCO - SAN
1 stop8h 18mFrontier
Deal found 11/2$265
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/191:37 pmSAN - MCO
2 stops14h 37mMultiple Airlines
Sat 11/224:34 pmMCO - SAN
1 stop10h 25mMultiple Airlines
Deal found 11/1$266
This Alaska Airlines deal was found by Cheapflights users on 11/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/910:45 amSAN - MCO
Nonstop4h 51mAlaska Airlines
Tue 12/166:50 pmMCO - SAN
1 stop18h 23mAlaska Airlines
Deal found 11/3$267
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/226:52 pmSAN - MCO
1 stop16h 44mFrontier
Tue 11/257:50 amMCO - SAN
1 stop10h 04mFrontier
Deal found 11/1$269
This Frontier deal was found by Cheapflights users on 11/1. 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 12/181:06 pmSAN - MCO
1 stop7h 23mFrontier
Mon 1/55:20 pmMCO - SAN
1 stop8h 47mFrontier
Deal found 11/1$270
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Thu 11/2712:27 pmSAN - MCO
1 stop7h 32mAmerican Airlines
Thu 12/47:25 pmMCO - SAN
1 stop7h 28mAmerican Airlines
Deal found 11/1$271

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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$257
(Alaska Airlines)

One-way from

$119
(Kiwi.com)

Popular in

March

Cheapest in

July

Average price

$402
Provider with most accurate pricing for San Diego-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Orlando (ORL) flights.
Search Deals
From San Diego to Kissimmee
Search Deals
One-way flight from San Diego to Kissimmee
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 3, 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

Wed 1/7

9:37 am-11:59 pm

1 stop11h 22m

Orlando

Tue 1/13

7:00 am-9:39 am

Nonstop5h 39m

$267

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Mon 12/1

9:58 pm-5:40 am

Nonstop4h 42m

Orlando

Sat 12/6

7:15 am-9:48 am

Nonstop5h 33m

$277

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Mon 12/1

9:58 pm-5:40 am

Nonstop4h 42m

Orlando

Mon 12/8

7:15 am-9:48 am

Nonstop5h 33m

$277

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Wed 12/10

10:45 am-6:36 pm

Nonstop4h 51m

Orlando

Sat 12/20

5:43 pm-8:19 pm

Nonstop5h 36m

$277

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Sun 2/1

9:59 pm-5:40 am

Nonstop4h 41m

Orlando

Sun 2/8

7:00 am-9:39 am

Nonstop5h 39m

$277

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Mon 12/1

9:58 pm-5:40 am

Nonstop4h 42m

Orlando

Sun 12/7

7:15 am-9:48 am

Nonstop5h 33m

$277

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Sun 12/7

10:13 pm-5:55 am

Nonstop4h 42m

Orlando

Wed 12/10

7:00 am-3:06 pm

1 stop11h 06m

$287

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Tue 1/6

10:25 am-5:40 am

1 stop16h 15m

Orlando

Mon 1/12

7:00 am-9:38 am

Nonstop5h 38m

$287

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Sat 12/6

2:15 pm-7:20 am

1 stop14h 05m

Orlando

Mon 12/8

7:15 am-9:48 am

Nonstop5h 33m

$287

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Mon 1/5

4:47 pm-5:31 am

1 stop9h 44m

$124

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 20 results
1
2

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 October 31, 2025.

To ensure you get the cheapest price possible for a flight from San Diego to Kissimmee, you should look to book at least 64 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, June is the cheapest month in which you can book a flight from San Diego to Kissimmee (average of $98). Flying from San Diego to Kissimmee in April is currently the most expensive (average of $187). 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 November 3, 2025.

It’s typically best to fly out from San Diego to Kissimmee in the afternoon. Doing so could potentially save you 20% on the flight price compared to flying at noon, which is usually more expensive.

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 November 2, 2025.

Travelers seeking maximum savings on their San Diego to Kissimmee flight should consider departing on Tuesday mornings 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.

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 November 3, 2025.

The most flights from SAN to K1S are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 November 3, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Hawaiian Airlines 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
11,235 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
11,235 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Hawaiian Airlines
7.8
Good
2,799 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
11,035 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Frontier
5.8
Fair
3,117 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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.

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

    Departing from San Diego to Kissimmee will take you 11h 22m. The distance from San Diego to Kissimmee is about 2144 mi.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $124. Users have also found prices from $124 and $128 on United Airlines and Southwest, 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 Southwest (77%), American Airlines (68%) or Alaska Airlines (68%) 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 $325 for a flight from San Diego to Kissimmee. The cheapest flight overall is $113 while the most popular route, (San Diego - Orlando) is currently priced at $160.

  • 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, June is the cheapest month in which you can book a flight from San Diego to Kissimmee (average of $98). Flying from San Diego to Kissimmee in April is currently the most expensive (average of $187). 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.

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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$75Average$235FlexibilityNo cancel feeOn-time65%
FrontierCheapest$126Average$204FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$187Average$401FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$187Average$362FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$206Average$442FlexibilityNo cancel feeOn-time71%
DeltaCheapest$212Average$331FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$217Average$338FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$219Average$390FlexibilityNo cancel feeOn-time75%

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