HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$117+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MCO
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 August, booked 80 days in advance, depart on a Wednesday or Tuesday 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 September 17, 2025.

Round-trip from

$216
(Kiwi.com)

One-way from

$117
(eDestinos)

Popular in

March

Cheapest in

July

Average price

$373
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 ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/66:35 amSAN - MCO
1 stop15h 10mFrontier
Thu 10/96:00 amMCO - SAN
2 stops20h 04mFrontier
Deal found 9/15$216
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/16:15 amSAN - MCO
2 stops35h 43mMultiple Airlines
Sat 10/41:33 pmMCO - SAN
1 stop7h 57mMultiple Airlines
Deal found 9/15$221
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/139:03 pmSAN - MCO
2 stops31h 52mMultiple Airlines
Mon 10/2010:49 pmMCO - SAN
1 stop25h 31mMultiple Airlines
Deal found 9/15$222
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Fri 11/75:57 pmSAN - MCO
1 stop8h 47mFrontier
Mon 11/108:00 amMCO - SAN
1 stop7h 35mFrontier
Deal found 9/15$223
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/248:00 amSAN - MCO
2 stops22h 34mMultiple Airlines
Tue 9/306:59 pmMCO - SAN
1 stop15h 30mMultiple Airlines
Deal found 9/15$224
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/251:18 pmSAN - MCO
2 stops32h 17mMultiple Airlines
Tue 9/306:59 pmMCO - SAN
1 stop7h 35mMultiple Airlines
Deal found 9/15$225
This Booking.com deal was found by Cheapflights users on 9/15. 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 9/259:03 pmSAN - MCO
1 stop29h 41mMultiple Airlines
Mon 9/292:07 pmMCO - SAN
2 stops11h 19mMultiple Airlines
Deal found 9/15$226
This Trip.com deal was found by Cheapflights users on 9/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:47 pmSAN - MCO
1 stop8h 57mMultiple Airlines
Tue 11/185:49 pmMCO - SAN
Nonstop5h 18mMultiple Airlines
Deal found 9/14$227
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:25 amSAN - MCO
1 stop9h 07mMultiple Airlines
Fri 11/75:49 pmMCO - SAN
Nonstop5h 18mMultiple Airlines
Deal found 9/17$228
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/910:11 amSAN - MCO
1 stop11h 14mMultiple Airlines
Mon 11/178:59 pmMCO - SAN
1 stop18h 08mMultiple Airlines
Deal found 9/17$229
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Fri 10/177:43 pmSAN - MCO
1 stop21h 53mMultiple Airlines
Mon 10/2010:49 pmMCO - SAN
1 stop25h 31mMultiple Airlines
Deal found 9/15$230
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/208:11 amSAN - MCO
1 stop18h 47mFrontier
Wed 10/226:00 amMCO - SAN
2 stops18h 20mFrontier
Deal found 9/16$231

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 September 17, 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

Mon 11/24

10:03 pm-5:45 am

Nonstop4h 42m

Orlando

Wed 11/26

7:40 am-10:19 am

Nonstop5h 39m

$257

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Tue 11/11

10:42 am-6:37 pm

Nonstop4h 55m

Orlando

Fri 11/14

5:49 pm-8:07 pm

Nonstop5h 18m

$257

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Tue 12/9

4:25 pm-7:26 am

1 stop12h 01m

Orlando

Tue 12/16

7:15 am-9:48 am

Nonstop5h 33m

$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

$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

$267

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Wed 1/7

9:40 am-11:59 pm

1 stop11h 19m

Orlando

Tue 1/13

5:20 pm-7:50 pm

Nonstop5h 30m

$267

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Tue 11/18

10:42 am-6:37 pm

Nonstop4h 55m

Orlando

Sat 11/22

5:36 pm-8:21 pm

Nonstop5h 45m

$267

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Thu 12/11

4:25 pm-7:26 am

1 stop12h 01m

Orlando

Wed 12/17

7:15 am-9:48 am

Nonstop5h 33m

$277

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Thu 11/6

9:28 am-12:15 am

1 stop11h 47m

Orlando

Wed 11/12

5:49 pm-8:07 pm

Nonstop5h 18m

$277

San DiegoOrlando

SAN - MCO

SANMCO

San Diego

Tue 11/11

10:42 am-6:37 pm

Nonstop4h 55m

Orlando

Sat 11/15

7:00 am-2:47 pm

1 stop10h 47m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 September 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 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 $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 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 September 17, 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 September 14, 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 September 17, 2025.

The most flights from SAN to K1S are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, 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 September 17, 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
10,000 reviews

Entertainment

7.1

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

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
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

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
2,729 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

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
3,173 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

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 5 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 42m. The distance from San Diego to Kissimmee is about 2144 mi. All flights are typically nonstop.

  • 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 American Airlines (68%), Alaska Airlines (67%) or Hawaiian Airlines (67%) 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 $322 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 $199.

  • 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 $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

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 Orlando flights
Los Angeles to Miami flights
Los Angeles to Fort Lauderdale flights
San Francisco to Orlando flights
San Francisco to Miami flights
Los Angeles to Tampa flights
Ontario to Orlando flights
Ontario to Miami flights
Burbank to Fort Lauderdale flights
Las Vegas to Orlando flights
Santa Ana to Fort Lauderdale flights
San Diego to Orlando flights
San Diego to Miami flights
Santa Ana to Orlando flights
San Francisco to Tampa flights
San Francisco to Fort Lauderdale flights
Las Vegas to Fort Lauderdale flights
Ontario to Fort Lauderdale flights
Burbank to Orlando flights
Santa Ana to Miami flights
San Diego to Fort Lauderdale flights
Las Vegas to Miami flights
Burbank to Miami flights
Los Angeles to West Palm Beach flights
Sacramento to Orlando flights
San Jose to Orlando flights
Ontario to Tampa flights
San Diego to Tampa flights
San Jose to Miami flights
Sacramento to Miami flights
Santa Ana to Tampa flights
San Francisco to West Palm Beach flights
Las Vegas to Tampa flights
Oakland to Orlando flights
Burbank to Tampa flights
San Diego to Fort Myers flights
Sacramento to Fort Lauderdale flights
Ontario to West Palm Beach flights
Los Angeles to Fort Myers flights
Ontario to Jacksonville flights
San Francisco to Fort Myers flights
Oakland to Miami flights
Los Angeles to Jacksonville flights
Los Angeles to Pensacola flights
San Francisco to Jacksonville flights
Fresno to Orlando flights
Sacramento to Tampa flights
San Jose to Fort Lauderdale flights
San Diego to Jacksonville flights
Los Angeles to Sarasota 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$75Average$235FlexibilityNo cancel feeOn-time65%
FrontierCheapest$124Average$190FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$187Average$423FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$187Average$368FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$201Average$336FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$206Average$485FlexibilityNo cancel feeOn-time71%
DeltaCheapest$212Average$335FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$220Average$396FlexibilityNo cancel feeOn-time75%

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.