$131+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MCO
Jul 11 — Jul 181
Round-trip
1 adult, Economy
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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 June 11, 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 June 11, 2026.
This Southwest deal was found by Cheapflights users on 6/9. 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 8/247:40 pm
SJC
- MCO
1 stop7h 40m
Southwest
Sat 8/299:10 am
MCO
- SJC
2 stops11h 15m
Southwest
Deal found 6/9![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 6/8. 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 8/46:15 pm
SJC
- MCO
1 stop9h 05m
Southwest
Thu 8/136:40 am
MCO
- SJC
2 stops10h 15m
Southwest
Deal found 6/8![Southwest logo]()
$325
This Southwest deal was found by Cheapflights users on 6/8. 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 11/257:45 am
SJC
- MCO
1 stop9h 05m
Southwest
Tue 12/16:50 am
MCO
- SJC
1 stop8h 25m
Southwest
Deal found 6/8![Southwest logo]()
$332
This CheapOair deal was found by Cheapflights users on 6/10. 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 9/222:25 pm
SJC
- MCO
1 stop24h 20m
Alaska Airlines
Tue 9/296:18 pm
MCO
- SJC
1 stop7h 38m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 6/10. 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.
Thu 9/1712:46 pm
SJC
- MCO
1 stop9h 22m
Delta
Mon 9/2112:16 pm
MCO
- SJC
1 stop11h 17m
Delta
Deal found 6/10![Delta logo]()
$337
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 8/45:02 pm
SJC
- MCO
1 stop9h 16m
Alaska Airlines
Fri 8/77:37 am
MCO
- SJC
1 stop10h 01m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 9/2612:02 pm
SJC
- MCO
1 stop8h 01m
American Airlines
Sat 10/36:16 am
MCO
- SJC
1 stop7h 37m
American Airlines
Deal found 6/10![American Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 6/9. 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.
Fri 10/237:35 pm
SJC
- MCO
1 stop9h 09m
Delta
Sat 10/317:00 am
MCO
- SJC
1 stop10h 31m
Delta
Deal found 6/9![Delta logo]()
$342
This Southwest deal was found by Cheapflights users on 6/9. 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 8/811:40 am
SJC
- MCO
2 stops15h 35m
Southwest
Tue 8/116:35 am
MCO
- SJC
1 stop7h 45m
Southwest
Deal found 6/9![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 6/8. 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 8/248:00 pm
SJC
- MCO
1 stop7h 00m
Southwest
Thu 9/36:45 am
MCO
- SJC
1 stop7h 35m
Southwest
Deal found 6/8![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 6/8. 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 10/98:15 pm
SJC
- MCO
1 stop6h 55m
Southwest
Tue 10/134:35 pm
MCO
- SJC
1 stop8h 15m
Southwest
Deal found 6/8![Southwest logo]()
$347
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 June 11, 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 June 11, 2026.
This Southwest deal was found by Cheapflights users on 6/9. 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 8/811:40 am
SJC
- MCO
2 stops15h 35m
Southwest
Tue 8/116:35 am
MCO
- SJC
1 stop7h 45m
Southwest
Deal found 6/9![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 6/10. 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 8/14:54 pm
SJC
- MCO
1 stop10h 19m
Delta
Fri 8/76:15 am
MCO
- SJC
1 stop7h 28m
Delta
Deal found 6/10![Delta logo]()
$386
This Alaska Airlines deal was found by Cheapflights users on 6/6. 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.
Fri 7/35:02 pm
SJC
- MCO
1 stop9h 16m
Alaska Airlines
Thu 7/97:37 am
MCO
- SJC
1 stop10h 01m
Alaska Airlines
Deal found 6/6![Alaska Airlines logo]()
$460
This Southwest deal was found by Cheapflights users on 6/9. 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 8/77:50 am
SJC
- MCO
1 stop9h 25m
Southwest
Tue 8/114:55 pm
MCO
- SJC
1 stop7h 30m
Southwest
Deal found 6/9![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 6/10. 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 8/27:00 am
SJC
- MCO
1 stop8h 42m
Delta
Thu 8/69:45 am
MCO
- SJC
1 stop9h 05m
Delta
Deal found 6/10![Delta logo]()
$401
This Southwest deal was found by Cheapflights users on 6/9. 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 10/37:05 am
SJC
- MCO
1 stop9h 50m
Southwest
Mon 10/121:10 pm
MCO
- SJC
2 stops9h 50m
Southwest
Deal found 6/9![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 6/10. 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 8/310:20 pm
SJC
- MCO
1 stop8h 38m
Delta
Sat 8/89:45 am
MCO
- SJC
1 stop9h 24m
Delta
Deal found 6/10![Delta logo]()
$401
This Alaska Airlines deal was found by Cheapflights users on 6/6. 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 8/317:45 pm
SJC
- MCO
1 stop8h 35m
Alaska Airlines
Wed 9/26:18 pm
MCO
- SJC
1 stop7h 38m
Alaska Airlines
Deal found 6/6![Alaska Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 6/8. 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 7/141:40 pm
SJC
- MCO
1 stop7h 15m
Delta
Wed 7/2210:45 am
MCO
- SJC
1 stop8h 19m
Delta
Deal found 6/8![Delta logo]()
$403
This Southwest deal was found by Cheapflights users on 6/7. 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 9/108:40 am
SJC
- MCO
2 stops8h 25m
Southwest
Fri 9/112:20 pm
MCO
- SJC
2 stops10h 05m
Southwest
Deal found 6/7![Southwest logo]()
$443
This Delta deal was found by Cheapflights users on 6/10. 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 7/266:12 pm
SJC
- MCO
1 stop9h 13m
Delta
Thu 7/309:45 am
MCO
- SJC
1 stop9h 01m
Delta
Deal found 6/10![Delta logo]()
$487
Last-minute flights from San Jose to KissimmeeDiscover last-minute flight deals from San Jose to Kissimmee. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Kissimmee. Data last updated June 11, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 6/8. 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.
Fri 7/38:25 pm
SJC
- MCO
1 stop7h 50m
Frontier
Wed 7/86:16 pm
MCO
- SJC
1 stop22h 01m
Frontier
Deal found 6/8![Frontier logo]()
$400
This CheapOair deal was found by Cheapflights users on 6/10. 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.
Sun 7/52:12 pm
SJC
- MCO
1 stop12h 58m
Frontier
Wed 7/86:16 pm
MCO
- SJC
1 stop22h 01m
Frontier
Deal found 6/10![Frontier logo]()
$380
This Expedia deal was found by Cheapflights users on 6/10. 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.
Sat 7/112:12 pm
SJC
- MCO
1 stop12h 18m
Frontier
Sun 7/197:21 pm
MCO
- SJC
1 stop20h 56m
Frontier
Deal found 6/10![Frontier logo]()
$390
This Southwest deal was found by Cheapflights users on 6/10. 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 7/227:35 pm
SJC
- MCO
1 stop7h 20m
Southwest
Wed 7/298:40 am
MCO
- SJC
1 stop7h 15m
Southwest
Deal found 6/10![Southwest logo]()
$398
This Delta deal was found by Cheapflights users on 6/9. 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.
Wed 7/297:10 pm
SJC
- MCO
1 stop7h 50m
Delta
Tue 8/1112:14 pm
MCO
- SJC
1 stop11h 10m
Delta
Deal found 6/9![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 6/9. 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.
Wed 7/2910:00 pm
SJC
- MCO
1 stop7h 56m
Delta
Mon 8/1012:14 pm
MCO
- SJC
1 stop11h 10m
Delta
Deal found 6/9![Delta logo]()
$381
This Alaska Airlines deal was found by Cheapflights users on 6/9. 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 7/295:02 pm
SJC
- MCO
1 stop9h 16m
Alaska Airlines
Tue 8/117:37 am
MCO
- SJC
1 stop10h 01m
Alaska Airlines
Deal found 6/9![Alaska Airlines logo]()
$385
This Alaska Airlines deal was found by Cheapflights users on 6/9. 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 7/295:02 pm
SJC
- MCO
1 stop9h 16m
Alaska Airlines
Mon 8/105:29 pm
MCO
- SJC
1 stop8h 52m
Alaska Airlines
Deal found 6/9![Alaska Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/302:12 pm
SJC
- MCO
1 stop12h 18m
Frontier
Tue 8/116:16 pm
MCO
- SJC
2 stops52h 12m
Frontier
Deal found 6/9![Frontier logo]()
$370
This Delta deal was found by Cheapflights users on 6/9. 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.
Thu 7/305:01 pm
SJC
- MCO
1 stop9h 59m
Delta
Tue 8/113:01 pm
MCO
- SJC
1 stop8h 23m
Delta
Deal found 6/9![Delta logo]()
$399
This Expedia deal was found by Cheapflights users on 6/9. 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 7/318:23 pm
SJC
- MCO
1 stop7h 50m
Multiple Airlines
Mon 8/107:20 pm
MCO
- SJC
1 stop7h 35m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$373
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 June 11, 2026.
Search for one-way flight options from San Jose to Kissimmee. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This Southwest deal was found by Cheapflights users on 6/10. 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 8/46:15 pm
SJC
- MCO
1 stop9h 05m
Southwest
Deal found 6/10![Southwest logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/108:23 pm
SJC
- MCO
2 stops30h 07m
Frontier
Deal found 6/10![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 8/38:23 pm
SJC
- MCO
1 stop31h 50m
Frontier
Deal found 6/9![Frontier logo]()
$151
This Delta deal was found by Cheapflights users on 6/10. 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 8/41:46 pm
SJC
- MCO
1 stop7h 09m
Delta
Deal found 6/10![Delta logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 9/612:57 pm
SJC
- MCO
1 stop15h 21m
Frontier
Deal found 6/8![Frontier logo]()
$157
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:13 am
SJC
- MCO
1 stop8h 04m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 6/9. 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 8/2211:35 am
SJC
- MCO
2 stops9h 40m
Southwest
Deal found 6/9![Southwest logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 9/159:03 pm
SJC
- MCO
1 stop29h 50m
Frontier
Deal found 6/7![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 8/3112:57 pm
SJC
- MCO
2 stops29h 40m
Frontier
Deal found 6/7![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/312:12 pm
SJC
- MCO
1 stop12h 18m
Frontier
Deal found 6/7![Frontier logo]()
$178
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 June 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $320 (Southwest) |
One-way from | $131 (Southwest) |
Popular in | December |
Cheapest in | January |
Average price | $440 |
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 June 11, 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
Sat 8/8
11:40 am-6:15 am
2 stops15h 35m
Orlando
Tue 8/11
6:35 am-11:20 am
1 stop7h 45m
$343
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Fri 8/7
7:50 am-8:15 pm
1 stop9h 25m
Orlando
Tue 8/11
4:55 pm-9:25 pm
1 stop7h 30m
$352
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Sat 10/3
7:05 am-7:55 pm
1 stop9h 50m
Orlando
Mon 10/12
1:10 pm-8:00 pm
2 stops9h 50m
$379
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Sat 8/1
4:54 pm-6:13 am
1 stop10h 19m
Orlando
Fri 8/7
6:15 am-10:43 am
1 stop7h 28m
$386
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Sun 8/2
7:00 am-6:42 pm
1 stop8h 42m
Orlando
Thu 8/6
9:45 am-3:50 pm
1 stop9h 05m
$401
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Mon 8/3
10:20 pm-9:58 am
1 stop8h 38m
Orlando
Sat 8/8
9:45 am-4:09 pm
1 stop9h 24m
$401
Quickest round-trip
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Tue 7/14
1:40 pm-11:55 pm
1 stop7h 15m
Orlando
Wed 7/22
10:45 am-4:04 pm
1 stop8h 19m
$403
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Thu 9/10
8:40 am-8:05 pm
2 stops8h 25m
Orlando
Fri 9/11
2:20 pm-9:25 pm
2 stops10h 05m
$443
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Fri 7/3
5:02 pm-5:18 am
1 stop9h 16m
Orlando
Thu 7/9
7:37 am-2:38 pm
1 stop10h 01m
$460
San JoseOrlando
SJC - MCO
SJCMCO
San Jose
Mon 8/31
7:45 pm-7:20 am
1 stop8h 35m
Orlando
Wed 9/2
6:18 pm-10:56 pm
1 stop7h 38m
$479
Showing 1-10 of 23 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
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 June 11, 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.
Entertainment
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
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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Complete your trip
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San Jose and Kissimmee flights
Browse other San Jose and Kissimmee flight options. Last updated on June 11, 2026.
Other flights from San Jose
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San Jose to Kissimmee flights
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Top 6 airlines flying from San Jose to Kissimmee
Discover the top 6 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 June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$211 | Average$361 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$214 | Average$302 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$256 | Average$420 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$256 | Average$429 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$270 | Average$466 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$276 | Average$424 | FlexibilityNo cancel fee | On-time69% |