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Kissimmee

$79+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MCO
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 70 days in advance, depart on a Friday or Monday and return on a Tuesday

Cheap 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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$302
(Alaska Airlines)

One-way from

$79
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$482
Provider with most accurate pricing for San Jose-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for San Jose-Orlando (ORL) flights.
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From San Jose to Kissimmee
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One-way flight from San Jose to Kissimmee
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Highest demand for flights based on searches. 9% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 3, 2025.

This Southwest deal was found by Cheapflights users on 11/2. 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.
Sat 12/66:50 amSJC - MCO
1 stop7h 05mSouthwest
Wed 12/108:50 amMCO - SJC
2 stops8h 55mSouthwest
Deal found 11/2$328
This CheapOair deal was found by Cheapflights users on 11/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1012:27 pmSJC - MCO
1 stop14h 17mFrontier
Sun 11/168:59 pmMCO - SJC
1 stop17h 33mFrontier
Deal found 11/1$332
This Alaska Airlines deal was found by Cheapflights users on 11/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/93:09 pmSJC - MCO
2 stops13h 11mAlaska Airlines
Thu 12/117:00 amMCO - SJC
1 stop11h 54mAlaska Airlines
Deal found 11/3$338
This Alaska Airlines deal was found by Cheapflights users on 11/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/136:40 pmSJC - MCO
1 stop8h 15mAlaska Airlines
Tue 12/167:00 amMCO - SJC
2 stops18h 59mAlaska Airlines
Deal found 11/3$342
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amSJC - MCO
1 stop14h 14mDelta
Sat 12/136:15 amMCO - SJC
1 stop8h 25mDelta
Deal found 11/3$343
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:57 pmSJC - MCO
1 stop6h 58mAlaska Airlines
Tue 12/167:15 amMCO - SJC
1 stop7h 43mAlaska Airlines
Deal found 11/2$347
This eDestinos deal was found by Cheapflights users on 11/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:00 amSJC - MCO
2 stops43h 31mMultiple Airlines
Sun 1/115:45 amMCO - SJC
3 stops39h 10mMultiple Airlines
Deal found 11/1$348
This American Airlines deal was found by Cheapflights users on 11/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/211:06 amSJC - MCO
1 stop8h 28mAmerican Airlines
Fri 12/127:10 amMCO - SJC
1 stop9h 14mAmerican Airlines
Deal found 11/3$350
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:20 amSJC - MCO
1 stop7h 40mDelta
Sun 12/145:30 amMCO - SJC
1 stop9h 10mDelta
Deal found 11/3$351
This Southwest deal was found by Cheapflights users on 11/2. 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 12/128:10 amSJC - MCO
2 stops8h 45mSouthwest
Thu 12/183:05 pmMCO - SJC
1 stop8h 10mSouthwest
Deal found 11/2$356

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 November 3, 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

Mon 1/26

7:00 am-6:17 pm

1 stop8h 17m

Orlando

Mon 2/2

7:00 am-12:09 pm

1 stop8h 09m

$331

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Wed 12/10

7:00 am-11:58 pm

2 stops13h 58m

Orlando

Mon 12/15

5:51 pm-10:42 pm

1 stop7h 51m

$338

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sat 12/6

7:00 am-12:14 am

1 stop14h 14m

Orlando

Sun 12/14

6:15 am-11:40 am

1 stop8h 25m

$343

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sat 12/6

7:00 am-12:14 am

1 stop14h 14m

Orlando

Fri 12/12

5:30 am-11:40 am

1 stop9h 10m

$343

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Wed 1/21

7:00 am-11:59 pm

2 stops13h 59m

Orlando

Mon 2/2

7:00 am-12:09 pm

1 stop8h 09m

$346

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sat 2/28

11:01 am-9:19 pm

1 stop7h 18m

Orlando

Thu 3/5

5:20 am-10:11 am

1 stop7h 51m

$350

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sun 3/8

7:00 am-6:55 pm

1 stop8h 55m

Orlando

Thu 3/12

7:20 am-2:10 pm

1 stop9h 50m

$350

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sat 3/7

5:00 pm-6:17 am

1 stop10h 17m

Orlando

Fri 3/13

7:20 am-2:10 pm

1 stop9h 50m

$350

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Mon 3/23

10:05 am-12:04 am

1 stop10h 59m

Orlando

Wed 3/25

7:20 am-4:45 pm

1 stop12h 25m

$350

San JoseOrlando

SJC - MCO

SJCMCO

San Jose

Sun 1/25

8:04 pm-5:35 am

1 stop6h 31m

Orlando

Sun 2/1

7:00 am-2:42 pm

1 stop10h 42m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 23 results
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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 October 31, 2025.

The best time to book flights from San Jose, California to Kissimmee is 70 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 August is currently the most expensive (average of $214). 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 November 3, 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 November 3, 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
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,115 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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?

    Alaska Airlines and Delta can get you from San Jose, California to Kissimmee in just under 8h 17m. Your travel time can differ by up to 5h 57m. Airlines will cover a distance of 2415 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 August is currently the most expensive (average of $214). 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.

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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$112Average$257FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$166Average$305FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$272Average$464FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$276Average$468FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$276Average$502FlexibilityNo cancel feeOn-time69%
DeltaCheapest$276Average$437FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$296Average$461FlexibilityNo cancel feeOn-time75%

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