$108+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MCO
Mar 5 — Mar 121
1 adult, Economy
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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 83 days in advance, depart on a Wednesday or Saturday and return on a Wednesday
Cheap flight deals from San Diego to Kissimmee
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Best
Last-minute
One-way
Cheapest flights from San Diego to KissimmeeExplore 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 February 3, 2026.
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 February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/28:20 pm
SAN
- MCO
1 stop6h 44m
Multiple Airlines
Sun 3/82:50 pm
MCO
- SAN
2 stops12h 26m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$246
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/34:45 pm
SAN
- MCO
1 stop11h 55m
Alaska Airlines
Thu 3/54:17 pm
MCO
- SAN
Nonstop5h 48m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/269:59 pm
SAN
- MCO
2 stops10h 16m
Multiple Airlines
Sat 4/46:00 am
MCO
- SAN
1 stop18h 35m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/511:59 am
SAN
- MCO
1 stop10h 03m
Multiple Airlines
Sun 3/82:50 pm
MCO
- SAN
2 stops12h 26m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/252:08 pm
SAN
- MCO
1 stop14h 18m
Frontier
Sat 3/285:30 am
MCO
- SAN
2 stops11h 35m
Frontier
Deal found 2/1![Frontier logo]()
$250
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:59 pm
SAN
- MCO
Nonstop4h 41m
Alaska Airlines
Thu 3/57:44 am
MCO
- SAN
Nonstop5h 46m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$252
This WAYA deal was found by Cheapflights users on 2/2. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:18 pm
SAN
- MCO
1 stop7h 12m
Multiple Airlines
Fri 2/277:44 am
MCO
- SAN
Nonstop5h 46m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$253
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:18 pm
SAN
- MCO
1 stop7h 12m
Multiple Airlines
Tue 3/37:44 am
MCO
- SAN
Nonstop5h 46m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$254
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:18 pm
SAN
- MCO
1 stop7h 12m
Frontier
Sat 2/285:30 am
MCO
- SAN
1 stop8h 58m
Frontier
Deal found 2/3![Frontier logo]()
$255
This Frontier deal was found by Cheapflights users on 2/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:23 pm
SAN
- MCO
1 stop9h 39m
Frontier
Wed 2/253:50 pm
MCO
- SAN
1 stop8h 51m
Frontier
Deal found 2/2![Frontier logo]()
$256
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:25 pm
SAN
- MCO
1 stop8h 14m
Delta
Wed 3/44:58 pm
MCO
- SAN
1 stop9h 06m
Delta
Deal found 2/2![Delta logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 2/279:45 am
SAN
- MCO
1 stop23h 29m
Frontier
Mon 3/25:30 am
MCO
- SAN
1 stop21h 38m
Frontier
Deal found 2/1![Frontier logo]()
$258
Best flights from San Diego to KissimmeeDiscover carefully curated flight deals from San Diego to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from San Diego to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2910:02 pm
SAN
- MCO
Nonstop4h 50m
Alaska Airlines
Wed 4/17:12 am
MCO
- SAN
Nonstop5h 41m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1210:40 pm
SAN
- MCO
Nonstop4h 35m
Southwest
Tue 3/174:50 pm
MCO
- SAN
Nonstop5h 45m
Southwest
Deal found 2/2![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2412:49 pm
SAN
- MCO
1 stop6h 55m
Delta
Thu 6/46:24 pm
MCO
- SAN
1 stop8h 17m
Delta
Deal found 2/2![Delta logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2410:02 pm
SAN
- MCO
Nonstop4h 50m
Alaska Airlines
Sun 3/297:12 am
MCO
- SAN
Nonstop5h 41m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$267
This Southwest deal was found by Cheapflights users on 2/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2010:10 pm
SAN
- MCO
Nonstop4h 50m
Southwest
Mon 5/256:40 am
MCO
- SAN
Nonstop5h 15m
Southwest
Deal found 2/3![Southwest logo]()
$267
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:59 pm
SAN
- MCO
Nonstop4h 56m
Alaska Airlines
Sat 5/97:00 am
MCO
- SAN
Nonstop5h 28m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$267
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:10 pm
SAN
- MCO
Nonstop4h 50m
Southwest
Mon 4/135:50 pm
MCO
- SAN
Nonstop5h 20m
Southwest
Deal found 2/2![Southwest logo]()
$286
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2510:02 pm
SAN
- MCO
Nonstop4h 50m
Alaska Airlines
Sun 3/297:12 am
MCO
- SAN
Nonstop5h 41m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$267
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:15 pm
SAN
- MCO
1 stop6h 35m
Southwest
Fri 2/275:30 pm
MCO
- SAN
Nonstop5h 40m
Southwest
Deal found 2/2![Southwest logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:59 pm
SAN
- MCO
Nonstop4h 41m
Alaska Airlines
Wed 2/257:44 am
MCO
- SAN
Nonstop5h 46m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$277
This Alaska Airlines deal was found by Cheapflights users on 1/31. 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.
Sun 3/2910:02 pm
SAN
- MCO
Nonstop4h 50m
Alaska Airlines
Thu 4/27:12 am
MCO
- SAN
Nonstop5h 41m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$277
Last-minute flights from San Diego to KissimmeeDiscover last-minute flight deals from San Diego to Kissimmee. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Kissimmee. Data last updated February 3, 2026 and is based on user searches.
This WAYA deal was found by Cheapflights users on 2/2. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:18 pm
SAN
- MCO
1 stop7h 12m
Multiple Airlines
Fri 2/277:44 am
MCO
- SAN
Nonstop5h 46m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$253
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:18 pm
SAN
- MCO
1 stop7h 12m
Frontier
Sat 2/285:30 am
MCO
- SAN
1 stop8h 58m
Frontier
Deal found 2/3![Frontier logo]()
$255
This Frontier deal was found by Cheapflights users on 2/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:23 pm
SAN
- MCO
1 stop9h 39m
Frontier
Wed 2/253:50 pm
MCO
- SAN
1 stop8h 51m
Frontier
Deal found 2/2![Frontier logo]()
$256
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:18 pm
SAN
- MCO
1 stop7h 12m
Multiple Airlines
Tue 3/37:44 am
MCO
- SAN
Nonstop5h 46m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 2/279:45 am
SAN
- MCO
1 stop23h 29m
Frontier
Mon 3/25:30 am
MCO
- SAN
1 stop21h 38m
Frontier
Deal found 2/1![Frontier logo]()
$258
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:25 pm
SAN
- MCO
1 stop8h 14m
Delta
Tue 3/105:30 am
MCO
- SAN
1 stop7h 22m
Delta
Deal found 2/2![Delta logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/28:20 pm
SAN
- MCO
1 stop6h 44m
Multiple Airlines
Sun 3/82:50 pm
MCO
- SAN
2 stops12h 26m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$246
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/34:45 pm
SAN
- MCO
1 stop11h 55m
Alaska Airlines
Wed 3/44:17 pm
MCO
- SAN
Nonstop5h 48m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$247
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:59 pm
SAN
- MCO
Nonstop4h 41m
Alaska Airlines
Thu 3/57:44 am
MCO
- SAN
Nonstop5h 46m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/511:59 am
SAN
- MCO
1 stop10h 03m
Multiple Airlines
Sun 3/82:50 pm
MCO
- SAN
2 stops12h 26m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/252:08 pm
SAN
- MCO
1 stop14h 18m
Frontier
Sat 3/285:30 am
MCO
- SAN
2 stops11h 35m
Frontier
Deal found 2/1![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/269:59 pm
SAN
- MCO
2 stops10h 16m
Multiple Airlines
Sat 4/46:00 am
MCO
- SAN
1 stop18h 35m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$248
One-way flights from San Diego to KissimmeeSearch for one-way flight options from San Diego to Kissimmee. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from San Diego to Kissimmee. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/305:08 pm
SAN
- MCO
1 stop27h 35m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Wed 3/48:45 am
SAN
- MCO
2 stops12h 40m
Frontier
Deal found 2/2![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 3/279:58 pm
SAN
- MCO
2 stops9h 57m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Mon 3/309:58 pm
SAN
- MCO
2 stops23h 46m
Frontier
Deal found 2/1![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/52:38 pm
SAN
- MCO
1 stop13h 48m
Frontier
Deal found 2/1![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 3/69:00 am
SAN
- MCO
2 stops33h 45m
Frontier
Deal found 2/2![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 5/16:55 am
SAN
- MCO
2 stops45h 44m
Frontier
Deal found 2/1![Frontier logo]()
$115
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/189:54 pm
SAN
- MCO
Nonstop5h 01m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$118
This Southwest deal was found by Cheapflights users on 2/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/810:40 pm
SAN
- MCO
Nonstop4h 35m
Southwest
Deal found 2/3![Southwest logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Sun 3/14:12 pm
SAN
- MCO
2 stops18h 37m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$121
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 February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $246 (Kiwi.com) |
One-way from | $108 (Kiwi.com) |
Popular in | December |
Cheapest in | July |
Average price | $404 |
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 February 3, 2026.
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
Sun 3/29
10:02 pm-5:52 am
Nonstop4h 50m
Orlando
Wed 4/1
7:12 am-9:53 am
Nonstop5h 41m
$257
San DiegoOrlando
SAN - MCO
SANMCO
San Diego
Thu 3/12
10:40 pm-6:15 am
Nonstop4h 35m
Orlando
Tue 3/17
4:50 pm-7:35 pm
Nonstop5h 45m
$267
San DiegoOrlando
SAN - MCO
SANMCO
San Diego
Tue 3/24
10:02 pm-5:52 am
Nonstop4h 50m
Orlando
Sun 3/29
7:12 am-9:53 am
Nonstop5h 41m
$267
San DiegoOrlando
SAN - MCO
SANMCO
San Diego
Wed 5/20
10:10 pm-6:00 am
Nonstop4h 50m
Orlando
Mon 5/25
6:40 am-8:55 am
Nonstop5h 15m
$267
San DiegoOrlando
SAN - MCO
SANMCO
San Diego
Tue 5/5
9:59 pm-5:55 am
Nonstop4h 56m
Orlando
Sat 5/9
7:00 am-9:28 am
Nonstop5h 28m
$267
San DiegoOrlando
SAN - MCO
SANMCO
San Diego
Wed 3/25
10:02 pm-5:52 am
Nonstop4h 50m
Orlando
Sun 3/29
7:12 am-9:53 am
Nonstop5h 41m
$267
San DiegoOrlando
SAN - MCO
SANMCO
San Diego
Sat 2/21
9:59 pm-5:40 am
Nonstop4h 41m
Orlando
Wed 2/25
7:44 am-10:30 am
Nonstop5h 46m
$277
San DiegoOrlando
SAN - MCO
SANMCO
San Diego
Sun 3/29
10:02 pm-5:52 am
Nonstop4h 50m
Orlando
Thu 4/2
7:12 am-9:53 am
Nonstop5h 41m
$277
San DiegoOrlando
SAN - MCO
SANMCO
San Diego
Wed 4/8
10:10 pm-6:00 am
Nonstop4h 50m
Orlando
Mon 4/13
5:50 pm-8:10 pm
Nonstop5h 20m
$286
San DiegoOrlando
SAN - MCO
SANMCO
San Diego
Sun 5/24
12:49 pm-10:44 pm
1 stop6h 55m
Orlando
Thu 6/4
6:24 pm-11:41 pm
1 stop8h 17m
$287
Showing 1-10 of 22 results
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.
SAN-MCO
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
SAN-K1S
SAN-MCO
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 January 30, 2026.
To ensure you get the cheapest price possible for a flight from San Diego to Kissimmee, you should look to book at least 83 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 $183). 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 February 3, 2026.
It’s typically best to fly out from San Diego to Kissimmee in the evening. Doing so could potentially save you 4% on the flight price compared to flying in the morning, 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 January 31, 2026.
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. Tuesday 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 February 3, 2026.
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 (5 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 February 3, 2026.
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.
Entertainment
7.0
Overall
8.0
Comfort
7.8
Food
7.1
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Overall
8.0
Comfort
7.8
Food
7.1
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Overall
8.0
Comfort
7.8
Food
7.1
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Overall
8.0
Comfort
7.8
Food
7.1
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Overall
8.0
Comfort
7.8
Food
7.1
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Overall
8.0
Comfort
7.8
Food
7.1
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
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.
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for San Diego to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Diego to Kissimmee by cabin class
Find flights from San Diego to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Diego and Kissimmee flights
Browse other San Diego and Kissimmee flight options. Last updated on February 3, 2026.
Other flights from San Diego
Browse through other flights departing from San Diego. Flights are based on user searches made on Cheapflights and were last updated on February 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Diego to Kissimmee flights
Consider these flights traveling from San Diego to Kissimmee.
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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$75 | Average$225 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$102 | Average$206 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$140 | Average$319 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$187 | Average$379 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$199 | Average$336 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$206 | Average$418 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$206 | Average$381 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$226 | Average$361 | FlexibilityNo cancel fee | On-time69% |