HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$107+ 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MCO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Diego to Kissimmee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from San Diego to Kissimmee are usually found in July or September, booked 13 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap 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 December 18, 2025.

This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:25 amSAN - MCO
1 stop20h 06mMultiple Airlines
Wed 1/77:00 amMCO - SAN
Nonstop5h 39mMultiple Airlines
Deal found 12/17$226
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:25 amSAN - MCO
1 stop20h 06mFrontier
Tue 1/67:20 amMCO - SAN
1 stop17h 38mFrontier
Deal found 12/16$235
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:25 amSAN - MCO
1 stop20h 06mFrontier
Mon 1/58:27 amMCO - SAN
2 stops30h 41mFrontier
Deal found 12/17$243
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:06 pmSAN - MCO
1 stop13h 44mFrontier
Tue 1/611:12 amMCO - SAN
2 stops15h 04mFrontier
Deal found 12/16$258
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:25 amSAN - MCO
1 stop20h 06mMultiple Airlines
Tue 1/65:43 pmMCO - SAN
Nonstop5h 36mMultiple Airlines
Deal found 12/16$276
This Cheapflightsfares deal was found by Cheapflights users on 12/18. 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.
Wed 12/316:25 amSAN - MCO
1 stop9h 21mFrontier
Wed 12/318:42 pmMCO - SAN
1 stop25h 33mFrontier
Deal found 12/18$277
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:06 pmSAN - MCO
1 stop14h 24mFrontier
Tue 1/611:12 amMCO - SAN
2 stops15h 04mFrontier
Deal found 12/16$280
This Kiwi.com deal was found by Cheapflights users on 12/18. 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 12/309:14 pmSAN - MCO
2 stops29h 17mFrontier
Tue 1/138:00 amMCO - SAN
1 stop12h 09mFrontier
Deal found 12/18$287
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:06 pmSAN - MCO
1 stop13h 44mMultiple Airlines
Thu 1/86:59 pmMCO - SAN
2 stops21h 56mMultiple Airlines
Deal found 12/17$292

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$215
(WAYA)

One-way from

$107
(Kiwi.com)

Popular in

March

Cheapest in

July

Average price

$431
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 ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 18, 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 1/28

9:59 pm-5:35 am

Nonstop4h 36m

Orlando

Thu 1/29

5:49 pm-8:29 pm

Nonstop5h 40m

$217

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Sun 3/1

9:59 pm-5:40 am

Nonstop4h 41m

Orlando

Thu 3/5

4:17 pm-7:05 pm

Nonstop5h 48m

$217

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Mon 1/12

9:59 pm-5:35 am

Nonstop4h 36m

Orlando

Thu 1/15

7:00 am-9:38 am

Nonstop5h 38m

$217

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Wed 1/28

9:59 pm-5:35 am

Nonstop4h 36m

Orlando

Thu 2/5

5:49 pm-8:29 pm

Nonstop5h 40m

$217

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Mon 2/9

9:59 pm-5:35 am

Nonstop4h 36m

Orlando

Thu 2/12

7:44 am-10:30 am

Nonstop5h 46m

$217

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Wed 12/31

6:25 am-5:31 am

1 stop20h 06m

Orlando

Wed 1/7

7:00 am-9:39 am

Nonstop5h 39m

$226

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Tue 2/24

8:39 am-11:59 pm

1 stop12h 20m

Orlando

Wed 2/25

7:00 am-4:46 pm

1 stop12h 46m

$236

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Sun 3/1

9:59 pm-5:40 am

Nonstop4h 41m

Orlando

Sat 3/7

7:44 am-10:30 am

Nonstop5h 46m

$237

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Wed 3/4

9:59 pm-5:40 am

Nonstop4h 41m

Orlando

Fri 3/6

7:44 am-10:30 am

Nonstop5h 46m

$237

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Thu 1/8

9:59 pm-5:35 am

Nonstop4h 36m

Orlando

Thu 1/22

5:49 pm-8:29 pm

Nonstop5h 40m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 22 results
1
2
3

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 December 12, 2025.

To ensure you get the cheapest price possible for a flight from San Diego to Kissimmee, you should look to book at least 13 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 December is currently the most expensive (average of $188). 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 December 18, 2025.

It’s typically best to fly out from San Diego to Kissimmee in the evening. Doing so could potentially save you 15% on the flight price compared to flying in the afternoon, 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 December 13, 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.

How much does it cost to fly round-trip from San Diego to Kissimmee?

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 December 18, 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
11,478 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,478 reviews
Alaska Airlines
8.0
Very good
11,478 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
7.9
Good
4,250 reviews
Alaska Airlines
8.0
Very good
11,478 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Hawaiian Airlines
7.8
Good
2,820 reviews
Alaska Airlines
8.0
Very good
11,478 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,055 reviews
Alaska Airlines
8.0
Very good
11,478 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Frontier
5.8
Fair
3,081 reviews
Alaska Airlines
8.0
Very good
11,478 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

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 3 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 4h 36m. The distance from San Diego to Kissimmee is about 2144 mi. All flights are typically nonstop.

  • 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 $69. Users have also found prices from $69 and $118 on Frontier and Alaska Airlines, 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 LATAM Airlines (78%), Alaska Airlines (74%) or American Airlines (71%) 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 $324 for a flight from San Diego to Kissimmee. The cheapest flight overall is $89 while the most popular route, (San Diego - Orlando) is currently priced at $170.

  • 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 December is currently the most expensive (average of $188). 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

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 San Diego to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Miami flights
Los Angeles to Fort Lauderdale flights
Los Angeles to Orlando flights
San Francisco to Orlando flights
San Francisco to Miami flights
Los Angeles to Tampa flights
Ontario to Miami flights
San Francisco to Fort Lauderdale flights
Los Angeles to West Palm Beach flights
Las Vegas to Fort Lauderdale flights
Ontario to Orlando flights
San Francisco to Tampa flights
Las Vegas to Miami flights
San Diego to Orlando flights
Las Vegas to Orlando flights
Ontario to Fort Lauderdale flights
Burbank to Fort Lauderdale flights
San Diego to Miami flights
Santa Ana to Orlando flights
Santa Ana to Fort Lauderdale flights
Ontario to Tampa flights
Burbank to Miami flights
Sacramento to Orlando flights
Santa Ana to Miami flights
San Jose to Orlando flights
San Jose to Miami flights
Santa Ana to Tampa flights
San Diego to Fort Lauderdale flights
San Diego to Tampa flights
Sacramento to Miami flights
Oakland to Orlando flights
Los Angeles to Fort Myers flights
Burbank to Orlando flights
Ontario to West Palm Beach flights
Oakland to Miami flights
Los Angeles to Jacksonville flights
Sacramento to Fort Lauderdale flights
Las Vegas to Tampa flights
San Jose to Fort Lauderdale flights
San Francisco to Fort Myers flights
San Francisco to West Palm Beach flights
San Diego to Jacksonville flights
Fresno to Orlando flights
Burbank to Tampa flights
San Diego to Fort Myers flights
San Francisco to Jacksonville flights
Los Angeles to Sarasota flights
Ontario to Sarasota flights
Ontario to Fort Myers flights
Ontario to Jacksonville flights

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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$75Average$227FlexibilityNo cancel feeOn-time65%
FrontierCheapest$127Average$202FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$188Average$391FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$206Average$417FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$217Average$338FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$219Average$385FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$226Average$356FlexibilityNo cancel feeOn-time69%
DeltaCheapest$242Average$327FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.