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Kissimmee

$118+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MCO
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheapflights Tip: The best prices from San Jose to Kissimmee are usually found in January or May, booked 27 days in advance, depart on a Friday or Monday and return on a Tuesday

Cheap flight deals from San Jose to Kissimmee

Cheapest flights from San Jose to Kissimmee
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 December 21, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:52 pmSJC - MCO
1 stop8h 52mAlaska Airlines
Tue 1/65:43 pmMCO - SJC
1 stop7h 56mAlaska Airlines
Deal found 12/18$476
This Southwest deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:40 pmSJC - MCO
1 stop8h 40mSouthwest
Tue 1/68:55 amMCO - SJC
2 stops9h 35mSouthwest
Deal found 12/18$482
This Kiwi.com deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:36 pmSJC - MCO
1 stop8h 14mMultiple Airlines
Tue 1/67:48 pmMCO - SJC
2 stops41h 44mMultiple Airlines
Deal found 12/18$497
This Kiwi.com deal was found by Cheapflights users on 12/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/253:27 pmSJC - MCO
1 stop12h 03mFrontier
Wed 1/73:09 pmMCO - SJC
2 stops22h 23mFrontier
Deal found 12/19$508
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:20 pmSJC - MCO
1 stop10h 40mDelta
Wed 12/316:00 amMCO - SJC
1 stop8h 14mDelta
Deal found 12/19$520
This Kiwi.com deal was found by Cheapflights users on 12/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:27 pmSJC - MCO
1 stop11h 23mFrontier
Wed 1/73:09 pmMCO - SJC
2 stops22h 23mFrontier
Deal found 12/19$555
This eDestinos deal was found by Cheapflights users on 12/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:52 pmSJC - MCO
1 stop8h 52mMultiple Airlines
Mon 1/54:02 pmMCO - SJC
3 stops53h 43mMultiple Airlines
Deal found 12/19$584
This Kiwi.com deal was found by Cheapflights users on 12/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/283:27 pmSJC - MCO
1 stop11h 23mFrontier
Wed 12/318:47 amMCO - SJC
2 stops32h 45mFrontier
Deal found 12/19$612
This Kiwi.com deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:13 pmSJC - MCO
1 stop9h 42mAlaska Airlines
Wed 12/314:59 pmMCO - SJC
1 stop9h 00mAlaska Airlines
Deal found 12/18$621
This Southwest deal was found by Cheapflights users on 12/19. 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.
Thu 12/256:30 amSJC - MCO
2 stops10h 25mSouthwest
Mon 12/296:45 amMCO - SJC
1 stop9h 25mSouthwest
Deal found 12/19$645

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 December 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$204
(CheapOair)

One-way from

$118
(Expedia)

Popular in

December

Cheapest in

January

Average price

$635
Provider with most accurate pricing for San Jose-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Orlando (ORL) flights.
Search Deals
From San Jose to Kissimmee
Search Deals
One-way flight from San Jose to Kissimmee
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San 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 December 21, 2025.
Use the filters below to find and compare flights from San Jose to Kissimmee that are best for you.

Fly from

San Jose

Fly to

Kissimmee

Route

Depart

Return

Price

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Tue 3/17

6:15 pm-7:40 am

1 stop10h 25m

Orlando

Thu 3/26

8:55 am-5:30 pm

1 stop11h 35m

$245

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Mon 1/26

6:25 pm-7:45 am

1 stop10h 20m

Orlando

Sat 1/31

5:30 am-12:56 pm

1 stop10h 26m

$251

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Mon 1/19

8:05 pm-7:33 am

1 stop8h 28m

Orlando

Fri 1/30

8:50 am-5:40 pm

1 stop11h 50m

$251

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Wed 1/14

1:50 pm-11:35 pm

1 stop6h 45m

Orlando

Tue 1/27

8:50 am-5:40 pm

1 stop11h 50m

$251

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sat 1/24

10:35 am-9:15 pm

1 stop7h 40m

Orlando

Sat 1/31

2:40 pm-10:25 pm

1 stop10h 45m

$257

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sun 1/11

7:16 pm-5:26 am

1 stop7h 10m

Orlando

Sat 1/17

5:30 am-10:57 am

1 stop8h 27m

$257

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sun 1/18

1:50 pm-11:35 pm

1 stop6h 45m

Orlando

Fri 1/23

5:30 am-12:56 pm

1 stop10h 26m

$257

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sat 1/24

8:40 am-11:14 pm

2 stops11h 34m

Orlando

Sat 1/31

8:23 am-1:38 pm

1 stop8h 15m

$262

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sat 1/17

8:40 am-11:14 pm

2 stops11h 34m

Orlando

Sat 1/24

8:23 am-1:38 pm

1 stop8h 15m

$262

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Tue 1/20

7:05 am-7:30 pm

1 stop9h 25m

Orlando

Tue 1/27

8:20 am-5:30 pm

2 stops12h 10m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 20 results
1
2

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.
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

How far ahead should I book a flight from San Jose, California to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from San Jose to Kissimmee. Price data was last updated on December 12, 2025.

The best time to book flights from San Jose, California to Kissimmee is 27 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from San Jose, California to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from San Jose, California to Kissimmee (average of $128). Flying from San Jose, California to Kissimmee in December is currently the most expensive (average of $216). 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 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 December 21, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 22% on flights from San Jose, California to Kissimmee by exploring options for tickets in the afternoon.

What is the cheapest day to fly from San Jose, California to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from San Jose to Kissimmee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San Jose, California to Kissimmee flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated December 21, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines 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.
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,021 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,100 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,050 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Spirit Airlines
6.3
Okay
8,194 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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.

  • What airport do you fly from for flights from San Jose to Kissimmee?

    San Jose (SJC) is the airport you will fly out of if you book a flight from San Jose to Kissimmee. You should not have trouble finding flights to Kissimmee from San Jose; the airport handles an average of 0 outbound flights to Kissimmee per day. You should also have plenty of airline options to choose from since 7 airlines have flights from the San Jose airport to Kissimmee. It is only a 2.9 mi journey to San Jose (SJC) from San Jose’s city center.

  • How long is the flight from San Jose, California to Kissimmee?

    Delta can get you from San Jose, California to Kissimmee in just under 10h 25m. Your travel time can differ by up to . Airlines will cover a distance of 2415 mi.

  • What are the cheapest airlines to fly from San Jose, California to Kissimmee one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $81. Users have also found prices from $87 and $128 on Spirit Airlines and Delta, respectively.

  • Can I find deals for flights from San Jose to Kissimmee that include hotel bookings?

    Yes. In addition to deals on San Jose to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Kissimmee.

  • Can I find deals for business class flights from San Jose to Kissimmee?

    Yes. Cheapflights offers flight deals from San Jose 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 Jose, California to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from San Jose, California to Kissimmee (average of $128). Flying from San Jose, California to Kissimmee in December is currently the most expensive (average of $216). 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

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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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$139Average$266FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$174Average$275FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$272Average$442FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$276Average$469FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$276Average$464FlexibilityNo cancel feeOn-time69%
DeltaCheapest$276Average$442FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$296Average$461FlexibilityNo cancel feeOn-time75%

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