$144+ Cheap flights from San Jose, CA (SJC) 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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MCO
Jun 19 — Jun 261
Round-trip
1 adult, Economy
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Find cheap flights from San Jose 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
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Cheapest flights from San Jose to KissimmeeExplore the most affordable flight options available from San Jose to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.
Explore the most affordable flight options available from San Jose to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.
This Southwest deal was found by Cheapflights users on 5/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:40 am
SJC
- MCO
2 stops9h 30m
Southwest
Wed 9/27:10 am
MCO
- SJC
1 stop9h 25m
Southwest
Deal found 5/16![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 5/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:35 pm
SJC
- MCO
1 stop7h 20m
Southwest
Tue 6/233:25 pm
MCO
- SJC
1 stop8h 00m
Southwest
Deal found 5/16![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 5/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:00 am
SJC
- MCO
1 stop9h 30m
Southwest
Wed 7/293:45 pm
MCO
- SJC
2 stops9h 00m
Southwest
Deal found 5/16![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 5/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:15 am
SJC
- MCO
2 stops9h 00m
Southwest
Wed 10/2812:30 pm
MCO
- SJC
2 stops9h 40m
Southwest
Deal found 5/17![Southwest logo]()
$312
This CheapOair deal was found by Cheapflights users on 5/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:06 am
SJC
- MCO
1 stop19h 02m
Alaska Airlines
Wed 7/157:20 pm
MCO
- SJC
1 stop7h 35m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 5/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:01 pm
SJC
- MCO
1 stop9h 50m
Delta
Sat 7/46:21 am
MCO
- SJC
1 stop7h 22m
Delta
Deal found 5/18![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 5/19. 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.
Tue 8/47:40 am
SJC
- MCO
2 stops9h 30m
Southwest
Mon 8/106:20 am
MCO
- SJC
2 stops9h 00m
Southwest
Deal found 5/19![Southwest logo]()
$328
This American Airlines deal was found by Cheapflights users on 5/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/612:03 pm
SJC
- MCO
1 stop7h 28m
American Airlines
Sat 9/126:40 am
MCO
- SJC
2 stops9h 59m
American Airlines
Deal found 5/16![American Airlines logo]()
$329
This CheapOair deal was found by Cheapflights users on 5/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:59 pm
SJC
- MCO
1 stop13h 09m
Alaska Airlines
Tue 6/167:20 pm
MCO
- SJC
1 stop7h 34m
Alaska Airlines
Deal found 5/17![Alaska Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 5/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/87:35 pm
SJC
- MCO
1 stop7h 50m
Southwest
Mon 6/156:45 am
MCO
- SJC
1 stop7h 45m
Southwest
Deal found 5/16![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 5/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:45 am
SJC
- MCO
2 stops8h 55m
Southwest
Wed 6/246:15 pm
MCO
- SJC
1 stop7h 10m
Southwest
Deal found 5/17![Southwest logo]()
$338
Best flights from San Jose to KissimmeeDiscover carefully curated flight deals from San Jose to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 20, 2026.
Discover carefully curated flight deals from San Jose to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 20, 2026.
This Southwest deal was found by Cheapflights users on 5/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:40 am
SJC
- MCO
2 stops9h 30m
Southwest
Wed 9/27:10 am
MCO
- SJC
1 stop9h 25m
Southwest
Deal found 5/16![Southwest logo]()
$292
This KAYAK deal was found by Cheapflights users on 5/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/135:02 pm
SJC
- MCO
1 stop9h 16m
Alaska Airlines
Thu 7/167:20 pm
MCO
- SJC
1 stop7h 35m
Alaska Airlines
Deal found 5/16![Alaska Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 5/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:01 pm
SJC
- MCO
1 stop9h 50m
Delta
Sat 6/274:45 pm
MCO
- SJC
1 stop7h 57m
Delta
Deal found 5/17![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 5/19. 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.
Tue 8/47:40 am
SJC
- MCO
2 stops9h 30m
Southwest
Mon 8/106:20 am
MCO
- SJC
2 stops9h 00m
Southwest
Deal found 5/19![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 5/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:45 am
SJC
- MCO
2 stops8h 55m
Southwest
Wed 6/243:50 pm
MCO
- SJC
1 stop9h 35m
Southwest
Deal found 5/18![Southwest logo]()
$354
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/31:10 pm
SJC
- MCO
1 stop9h 25m
Southwest
Mon 7/69:25 am
MCO
- SJC
1 stop7h 40m
Southwest
Deal found 5/15![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:40 pm
SJC
- MCO
1 stop7h 00m
Southwest
Mon 6/226:20 am
MCO
- SJC
1 stop7h 40m
Southwest
Deal found 5/19![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 5/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:30 am
SJC
- MCO
2 stops8h 40m
Southwest
Mon 8/172:20 pm
MCO
- SJC
2 stops10h 05m
Southwest
Deal found 5/17![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 5/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:45 am
SJC
- MCO
2 stops8h 55m
Southwest
Wed 7/86:15 pm
MCO
- SJC
1 stop7h 10m
Southwest
Deal found 5/17![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 5/19. 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.
Tue 9/159:35 am
SJC
- MCO
2 stops9h 05m
Southwest
Fri 9/2510:15 am
MCO
- SJC
2 stops9h 00m
Southwest
Deal found 5/19![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 5/19. 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 7/1710:50 am
SJC
- MCO
2 stops8h 30m
Southwest
Mon 7/207:10 am
MCO
- SJC
2 stops9h 35m
Southwest
Deal found 5/19![Southwest logo]()
$418
Last-minute flights from San Jose to KissimmeeDiscover last-minute flight deals from San Jose to Kissimmee. Data last updated May 20, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Kissimmee. Data last updated May 20, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 5/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:59 pm
SJC
- MCO
1 stop13h 09m
Alaska Airlines
Tue 6/167:20 pm
MCO
- SJC
1 stop7h 34m
Alaska Airlines
Deal found 5/17![Alaska Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 5/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/87:35 pm
SJC
- MCO
1 stop7h 50m
Southwest
Mon 6/156:45 am
MCO
- SJC
1 stop7h 45m
Southwest
Deal found 5/16![Southwest logo]()
$333
This CheapOair deal was found by Cheapflights users on 5/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:06 am
SJC
- MCO
1 stop19h 02m
Alaska Airlines
Wed 7/157:20 pm
MCO
- SJC
1 stop7h 35m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 5/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:01 am
SJC
- MCO
2 stops9h 55m
American Airlines
Tue 6/166:34 am
MCO
- SJC
1 stop7h 21m
American Airlines
Deal found 5/16![American Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 5/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:55 am
SJC
- MCO
2 stops9h 05m
Southwest
Tue 6/166:15 pm
MCO
- SJC
1 stop7h 10m
Southwest
Deal found 5/18![Southwest logo]()
$347
This Orbitz deal was found by Cheapflights users on 5/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:06 am
SJC
- MCO
1 stop19h 02m
Alaska Airlines
Fri 6/127:20 pm
MCO
- SJC
1 stop7h 34m
Alaska Airlines
Deal found 5/19![Alaska Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 5/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:35 pm
SJC
- MCO
1 stop7h 20m
Southwest
Tue 6/233:25 pm
MCO
- SJC
1 stop8h 00m
Southwest
Deal found 5/16![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 5/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:45 am
SJC
- MCO
2 stops8h 55m
Southwest
Wed 6/246:15 pm
MCO
- SJC
1 stop7h 10m
Southwest
Deal found 5/17![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 5/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:01 pm
SJC
- MCO
1 stop9h 50m
Delta
Wed 7/85:25 pm
MCO
- SJC
1 stop7h 48m
Delta
Deal found 5/18![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 5/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:45 pm
SJC
- MCO
1 stop8h 10m
Southwest
Sat 7/46:10 am
MCO
- SJC
1 stop9h 10m
Southwest
Deal found 5/17![Southwest logo]()
$342
One-way flights from San Jose to KissimmeeSearch for one-way flight options from San Jose to Kissimmee. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
Search for one-way flight options from San Jose to Kissimmee. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
This Delta deal was found by Cheapflights users on 5/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1310:00 pm
SJC
- MCO
1 stop9h 57m
Delta
Deal found 5/18![Delta logo]()
$144
This Southwest deal was found by Cheapflights users on 5/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:40 am
SJC
- MCO
2 stops9h 30m
Southwest
Deal found 5/17![Southwest logo]()
$149
This Southwest deal was found by Cheapflights users on 5/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/31:10 pm
SJC
- MCO
1 stop9h 25m
Southwest
Deal found 5/17![Southwest logo]()
$159
This Southwest deal was found by Cheapflights users on 5/19. 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.
Tue 7/147:45 am
SJC
- MCO
2 stops8h 55m
Southwest
Deal found 5/19![Southwest logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 5/18. 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.
Mon 8/178:25 pm
SJC
- MCO
2 stops41h 44m
Frontier
Deal found 5/18![Frontier logo]()
$168
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/107:40 pm
SJC
- MCO
1 stop7h 00m
Southwest
Deal found 5/15![Southwest logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 8/108:25 pm
SJC
- MCO
2 stops40h 14m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$178
This Delta deal was found by Cheapflights users on 5/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:00 pm
SJC
- MCO
1 stop7h 55m
Delta
Deal found 5/17![Delta logo]()
$180
This Frontier deal was found by Cheapflights users on 5/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/62:12 pm
SJC
- MCO
1 stop12h 18m
Frontier
Deal found 5/18![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 8/92:12 pm
SJC
- MCO
2 stops30h 39m
Frontier
Deal found 5/17![Frontier logo]()
$182
Find flight deals from San Jose to Kissimmee
Keep the following information in mind while searching for San Jose to Kissimmee flight deals. Data was last updated May 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $292 (Southwest) |
One-way from | $144 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $485 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Jose 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 May 20, 2026.
Use the filters below to find and compare flights from San Jose to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Wed 8/26
7:40 am-8:10 pm
2 stops9h 30m
Orlando
Wed 9/2
7:10 am-1:35 pm
1 stop9h 25m
$292
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Tue 8/4
7:40 am-8:10 pm
2 stops9h 30m
Orlando
Mon 8/10
6:20 am-12:20 pm
2 stops9h 00m
$328
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Wed 6/17
7:45 am-7:40 pm
2 stops8h 55m
Orlando
Wed 6/24
3:50 pm-10:25 pm
1 stop9h 35m
$354
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Mon 7/13
5:02 pm-5:18 am
1 stop9h 16m
Orlando
Thu 7/16
7:20 pm-11:55 pm
1 stop7h 35m
$373
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Fri 7/3
1:10 pm-1:35 am
1 stop9h 25m
Orlando
Mon 7/6
9:25 am-2:05 pm
1 stop7h 40m
$378
Quickest round-trip
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Mon 6/15
7:40 pm-5:40 am
1 stop7h 00m
Orlando
Mon 6/22
6:20 am-11:00 am
1 stop7h 40m
$383
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Thu 8/13
8:30 am-8:10 pm
2 stops8h 40m
Orlando
Mon 8/17
2:20 pm-9:25 pm
2 stops10h 05m
$383
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Wed 7/1
7:45 am-7:40 pm
2 stops8h 55m
Orlando
Wed 7/8
6:15 pm-10:25 pm
1 stop7h 10m
$383
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Sat 6/20
5:01 pm-5:51 am
1 stop9h 50m
Orlando
Sat 6/27
4:45 pm-9:42 pm
1 stop7h 57m
$399
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Tue 9/15
9:35 am-9:40 pm
2 stops9h 05m
Orlando
Fri 9/25
10:15 am-4:15 pm
2 stops9h 00m
$407
Showing 1-10 of 21 resultsSorted by cheapest first
Best time to book a flight from San Jose to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from San Jose with our price prediction graph.
SJC-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 Jose to Kissimmee
SJC-K1S
SJC-MCO
What is the cheapest time of day to fly from SJC to K1S?
Find hourly flight availability from San Jose 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 May 20, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Jose, California to Kissimmee as you normally would.
How much does it cost to fly round-trip from San Jose, California 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 May 20, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Southwest, andDelta from San Jose to Kissimmee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Related info for your journey
Find useful and relevant information for your journey from San Jose 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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Alternative routes for San Jose to Kissimmee
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Complete your trip
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San Jose and Kissimmee flights
Browse other San Jose and Kissimmee flight options. Last updated on May 20, 2026.
Other flights from San Jose
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San Jose to Kissimmee flights
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Top 7 airlines flying from San Jose to Kissimmee
Discover the top 7 airlines that operate flights from San Jose 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 May 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$302 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$320 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$211 | Average$377 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$256 | Average$435 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$256 | Average$412 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$270 | Average$461 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$276 | Average$453 | FlexibilityNo cancel fee | On-time69% |