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Kissimmee

$77+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — MCO
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Anaheim to Kissimmee are usually found in May or July, 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 September 11, 2025.

Round-trip from

$216
(Kiwi.com)

One-way from

$77
(CheapOair)

Popular in

October

Cheapest in

May

Average price

$459
From Anaheim to Kissimmee
Search Deals
One-way flight from Anaheim to Kissimmee
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 10/76:45 amSNA - MCO
1 stop20h 00mMultiple Airlines
Thu 10/96:00 amMCO - SNA
1 stop8h 16mMultiple Airlines
Deal found 9/10$216
This Frontier deal was found by Cheapflights users on 9/11. 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.
Fri 10/311:52 amSNA - MCO
1 stop9h 53mFrontier
Sun 10/56:00 amMCO - SNA
1 stop8h 07mFrontier
Deal found 9/11$217
This CheapOair deal was found by Cheapflights users on 9/10. 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.
Mon 10/611:52 amSNA - MCO
1 stop9h 53mFrontier
Thu 10/96:00 amMCO - SNA
1 stop8h 16mFrontier
Deal found 9/10$218
This CheapOair deal was found by Cheapflights users on 9/11. 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.
Sat 10/46:45 amSNA - MCO
2 stops11h 28mSpirit Airlines
Tue 10/76:56 amMCO - SNA
2 stops18h 07mSpirit Airlines
Deal found 9/11$219
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/96:45 amSNA - MCO
2 stops12h 36mMultiple Airlines
Thu 10/168:59 pmMCO - SNA
1 stop17h 17mMultiple Airlines
Deal found 9/11$220
This CheapOair deal was found by Cheapflights users on 9/10. 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.
Wed 9/246:45 amSNA - MCO
2 stops13h 32mSpirit Airlines
Wed 10/16:45 amMCO - SNA
2 stops9h 30mSpirit Airlines
Deal found 9/10$222
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/611:52 amSNA - MCO
1 stop9h 53mMultiple Airlines
Wed 10/88:00 amMCO - SNA
2 stops17h 03mMultiple Airlines
Deal found 9/10$223
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 11/205:46 pmSNA - MCO
1 stop9h 44mMultiple Airlines
Fri 12/1210:31 pmMCO - SNA
2 stops21h 20mMultiple Airlines
Deal found 9/10$226
This Southwest deal was found by Cheapflights users on 9/10. 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 11/111:10 pmSNA - MCO
1 stop6h 00mSouthwest
Sat 11/156:25 amMCO - SNA
1 stop10h 30mSouthwest
Deal found 9/10$228
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/68:09 pmSNA - MCO
2 stops23h 47mMultiple Airlines
Thu 10/96:00 amMCO - SNA
1 stop8h 16mMultiple Airlines
Deal found 9/10$229
This CheapOair deal was found by Cheapflights users on 9/10. 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 10/195:52 pmSNA - MCO
1 stop9h 10mFrontier
Thu 10/236:00 amMCO - SNA
1 stop8h 16mFrontier
Deal found 9/10$230

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 September 11, 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

Tue 10/21

5:40 pm-5:15 am

1 stop8h 35m

Orlando

Fri 10/24

7:10 am-1:00 pm

1 stop8h 50m

$243

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Tue 3/3

4:50 pm-6:17 am

1 stop10h 27m

Orlando

Wed 3/4

10:00 am-5:15 pm

1 stop10h 15m

$243

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Mon 10/6

7:05 pm-5:55 am

1 stop7h 50m

Orlando

Wed 10/8

12:14 pm-8:08 pm

1 stop10h 54m

$257

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Thu 11/13

6:41 pm-5:27 am

1 stop7h 46m

Orlando

Thu 12/4

6:30 am-12:17 pm

1 stop8h 47m

$257

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Mon 11/10

1:50 pm-11:59 pm

1 stop7h 09m

Orlando

Sat 11/15

12:44 pm-8:14 pm

1 stop10h 30m

$257

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Sun 11/9

9:30 pm-10:06 am

1 stop9h 36m

Orlando

Sat 11/15

12:44 pm-8:14 pm

1 stop10h 30m

$271

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Sun 10/5

9:20 pm-8:55 am

1 stop8h 35m

Orlando

Wed 10/8

12:14 pm-8:08 pm

1 stop10h 54m

$271

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Sat 11/1

6:45 am-8:57 pm

2 stops11h 12m

Orlando

Wed 11/5

10:51 am-8:59 pm

2 stops13h 08m

$272

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Sun 11/2

12:01 pm-5:44 am

1 stop14h 43m

Orlando

Fri 11/7

10:16 pm-11:16 am

2 stops40h 00m

$272

Santa AnaOrlando

SNA - MCO

SNAMCO

Santa Ana J. Wayne/Orange Cnty

Wed 11/19

6:45 am-6:40 pm

2 stops8h 55m

Orlando

Tue 12/9

6:05 am-2:40 pm

2 stops11h 35m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 19 results
1
2

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 August 29, 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, May is the cheapest month in which you can book a flight from Anaheim to Kissimmee (average of $206). Flying from Anaheim to Kissimmee in November is currently the most expensive (average of $289). 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 September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Anaheim to Kissimmee as you normally would.

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 Tuesday mornings when fares are most often at their lowest. Saturday afternoons 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 September 11, 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
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

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
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

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
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

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
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

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?

    Southwest, Hawaiian Airlines, and Delta can get you from Anaheim to Kissimmee in just under 7h 50m. Your travel time can differ by up to 2h 37m. 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, May is the cheapest month in which you can book a flight from Anaheim to Kissimmee (average of $206). Flying from Anaheim to Kissimmee in November is currently the most expensive (average of $289). 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 8 airlines flying from Anaheim to Kissimmee

Discover the top 8 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$95Average$271FlexibilityNo cancel feeOn-time65%
FrontierCheapest$97Average$244FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$124Average$256FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$197Average$464FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$205Average$317FlexibilityNo cancel feeOn-time75%
DeltaCheapest$208Average$451FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$235Average$448FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$239Average$479FlexibilityNo cancel feeOn-time71%

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