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Kissimmee

$63+ Cheap flights from Anaheim, CA 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — MCO
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Cheapflights Tip: The best prices from Anaheim to Kissimmee are usually found in May or September, booked 63 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap flight deals from Anaheim to Kissimmee

Keep the following information in mind while searching for Anaheim to Kissimmee flight deals. Data was last updated November 4, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$324
(CheapOair)

One-way from

$63
(Trip.com)

Popular in

October

Cheapest in

May

Average price

$497
Provider with most accurate pricing for Los Angeles-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Los Angeles-Orlando (ORL) flights.
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From Anaheim to Kissimmee
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One-way flight from Anaheim to Kissimmee
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Highest demand for flights based on searches. 6% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 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 Anaheim to Kissimmee

Cheapest flights from Anaheim to Kissimmee
Explore the most affordable flight options available from Anaheim to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2025.

This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/712:01 pmSNA - MCO
1 stop14h 43mFrontier
Tue 12/98:42 pmMCO - SNA
1 stop19h 00mFrontier
Deal found 11/3$324
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:45 amSNA - MCO
3 stops22h 30mSpirit Airlines
Tue 11/1810:15 pmMCO - SNA
2 stops17h 21mSpirit Airlines
Deal found 11/3$326
This CheapOair deal was found by Cheapflights users on 11/4. 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 11/2112:04 pmSNA - MCO
1 stop14h 42mFrontier
Fri 11/287:40 amMCO - SNA
1 stop11h 19mFrontier
Deal found 11/4$327
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/305:46 pmSNA - MCO
1 stop17h 50mMultiple Airlines
Sun 12/77:20 amMCO - SNA
1 stop18h 03mMultiple Airlines
Deal found 11/2$328
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:45 amSNA - MCO
2 stops14h 14mMultiple Airlines
Sun 11/2312:05 pmMCO - SNA
1 stop29h 43mMultiple Airlines
Deal found 11/3$329
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:45 amSNA - MCO
3 stops26h 16mSpirit Airlines
Thu 11/2012:56 pmMCO - SNA
3 stops30h 55mSpirit Airlines
Deal found 11/3$330
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:45 amSNA - MCO
2 stops13h 42mMultiple Airlines
Thu 11/203:46 pmMCO - SNA
1 stop9h 27mMultiple Airlines
Deal found 11/3$331
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:31 pmSNA - MCO
1 stop13h 59mMultiple Airlines
Fri 11/217:40 amMCO - SNA
1 stop11h 19mMultiple Airlines
Deal found 11/3$333
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:31 pmSNA - MCO
1 stop13h 59mMultiple Airlines
Fri 11/217:40 amMCO - SNA
1 stop11h 19mMultiple Airlines
Deal found 11/3$334
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/296:45 amSNA - MCO
2 stops14h 14mSpirit Airlines
Sat 12/62:40 pmMCO - SNA
2 stops10h 43mSpirit Airlines
Deal found 11/3$335
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/134:15 pmSNA - MCO
1 stop10h 45mMultiple Airlines
Mon 11/178:00 amMCO - SNA
1 stop13h 48mMultiple Airlines
Deal found 11/3$336
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/134:15 pmSNA - MCO
1 stop10h 45mMultiple Airlines
Tue 11/1810:00 amMCO - SNA
2 stops14h 01mMultiple Airlines
Deal found 11/3$337

Cheapflights Fare Finder

 
Customize your flight search to find flights from Anaheim 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 4, 2025.
Use the filters below to find and compare flights from Anaheim to Kissimmee that are best for you.

Fly from

Anaheim

Fly to

Kissimmee

Route

Depart

Return

Price

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Mon 11/17

1:31 pm-1:55 pm

2 stops21h 24m

Orlando

Thu 11/20

12:56 pm-6:46 pm

3 stops32h 50m

$324

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Thu 2/26

5:46 pm-10:31 am

2 stops13h 45m

Orlando

Mon 3/2

8:30 am-4:51 pm

1 stop11h 21m

$326

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Wed 1/7

5:00 pm-7:35 am

1 stop11h 35m

Orlando

Fri 1/9

7:00 am-4:12 pm

1 stop12h 12m

$341

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Tue 1/27

8:00 am-5:54 pm

1 stop6h 54m

Orlando

Fri 1/30

3:30 pm-9:52 pm

1 stop9h 22m

$342

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Tue 1/27

11:10 am-9:55 pm

2 stops7h 45m

Orlando

Fri 1/30

11:05 am-6:20 pm

1 stop10h 15m

$347

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Mon 1/26

10:14 am-11:59 pm

1 stop10h 45m

Orlando

Sat 1/31

9:00 am-6:45 pm

2 stops12h 45m

$358

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Wed 12/10

11:39 am-8:49 am

2 stops18h 10m

Orlando

Sun 12/14

7:30 am-7:24 pm

2 stops14h 54m

$361

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Fri 11/14

12:01 pm-5:44 am

1 stop14h 43m

Orlando

Sun 11/16

6:00 am-11:16 am

1 stop8h 16m

$362

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Sat 11/29

6:45 am-11:59 pm

2 stops14h 14m

Orlando

Fri 12/5

8:55 pm-10:44 am

2 stops16h 49m

$378

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Mon 1/5

8:22 pm-7:41 am

1 stop8h 19m

Orlando

Wed 1/7

7:00 am-5:14 pm

2 stops13h 14m

$385

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 22 results
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Best time to book a flight from Anaheim to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Anaheim 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 Anaheim to Kissimmee

How far ahead should I book a flight from Anaheim to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Anaheim to Kissimmee. Price data was last updated on October 31, 2025.

The best time to book flights from Anaheim to Kissimmee is 63 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 Anaheim to Kissimmee?

Currently, October is the cheapest month in which you can book a flight from Anaheim to Kissimmee (average of $95). Flying from Anaheim to Kissimmee in December is currently the most expensive (average of $190). 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 AN4 to K1S?

Find hourly flight availability from Anaheim 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 4, 2025.

A simple way to save on the total cost of your ticket is to fly from Anaheim to Kissimmee in the evening. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Anaheim to Kissimmee?

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

Travelers seeking maximum savings on their Anaheim to Kissimmee flight should consider departing on Saturday mornings when fares are most often at their lowest. Thursday evenings 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 4, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Anaheim 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
4,239 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
4,239 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
8,003 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
9,002 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
11,040 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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.
Frontier
5.8
Fair
3,117 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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 Anaheim to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Anaheim to Kissimmee?

    Spirit Airlines, Alaska Airlines, and United Airlines can get you from Anaheim to Kissimmee in just under 6h 54m. Your travel time can differ by up to 14h 30m. The distance from Anaheim to Kissimmee is about 2181 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 Anaheim to Kissimmee that include hotel bookings?

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

  • How can I find direct flights from Anaheim to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Anaheim 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 Anaheim to Kissimmee?

    Currently, October is the cheapest month in which you can book a flight from Anaheim to Kissimmee (average of $95). Flying from Anaheim to Kissimmee in December is currently the most expensive (average of $190). 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 9 airlines flying from Anaheim to Kissimmee

Discover the top 9 airlines that operate flights from Anaheim 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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$95Average$284FlexibilityNo cancel feeOn-time65%
FrontierCheapest$96Average$251FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$124Average$256FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$163Average$430FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$191Average$461FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$206Average$429FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$233Average$484FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$243Average$348FlexibilityNo cancel feeOn-time75%
JetBlueCheapest$302Average$492FlexibilityNo cancel feeOn-time62%

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