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Kissimmee

$237+ Cheap flights from Maui 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — MCO
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheap flight deals from Maui to Kissimmee

Keep the following information in mind while searching for Maui to Kissimmee flight deals. Data was last updated April 29, 2025.

Round-trip from

$520
(Alaska Airlines)

One-way from

$237
(Southwest)
From Maui to Kissimmee
Search Deals
One-way flight from Maui to Kissimmee
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Find flight deals from Maui to Kissimmee

Cheapest flights from Maui to Kissimmee
Explore the most affordable flight options available from Maui to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/28. 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.
Sun 8/108:14 pmOGG - MCO
2 stops14h 59mAlaska Airlines
Thu 8/218:19 pmMCO - OGG
2 stops23h 14mAlaska Airlines
Deal found 4/28$520
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1912:15 pmOGG - MCO
1 stop13h 03mUnited Airlines
Thu 9/258:00 amMCO - OGG
1 stop13h 13mUnited Airlines
Deal found 4/28$542
This American Airlines deal was found by Cheapflights users on 4/28. 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 9/201:40 pmOGG - MCO
1 stop10h 53mAmerican Airlines
Thu 9/255:37 amMCO - OGG
1 stop14h 18mAmerican Airlines
Deal found 4/28$554
This United deal was found by Cheapflights users on 4/28. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1910:33 pmOGG - MCO
3 stops15h 41mMultiple Airlines
Thu 9/259:30 amMCO - OGG
2 stops16h 55mMultiple Airlines
Deal found 4/28$1,073

Cheapflights Fare Finder

Customize your flight search to find flights from Maui 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 April 29, 2025.
Use the filters below to find and compare flights from Maui to Kissimmee that are best for you.

Fly from

Maui

Fly to

Kissimmee

Route

Depart

Return

Price

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Sun 8/10

8:14 pm-5:13 pm

2 stops14h 59m

Orlando

Thu 8/21

8:19 pm-1:33 pm

2 stops23h 14m

$520

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Fri 9/19

12:15 pm-7:18 am

1 stop13h 03m

Orlando

Thu 9/25

8:00 am-3:13 pm

1 stop13h 13m

$542

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Sat 9/20

1:40 pm-6:33 am

1 stop10h 53m

Orlando

Thu 9/25

5:37 am-1:55 pm

1 stop14h 18m

$554

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Fri 9/19

10:33 pm-8:14 pm

3 stops15h 41m

Orlando

Thu 9/25

9:30 am-8:25 pm

2 stops16h 55m

$1,073

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Sat 5/10

8:15 am-5:40 am

2 stops15h 25m

$237

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Wed 5/28

10:00 pm-4:18 pm

1 stop12h 18m

$242

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Fri 7/18

10:59 pm-5:13 pm

1 stop12h 14m

$256

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Wed 5/21

9:30 pm-6:05 pm

2 stops14h 35m

$327

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Fri 7/18

12:10 pm-8:40 pm

3 stops26h 30m

$588

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Best time to book a flight from Maui to Kissimmee

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

What is the cheapest month to book a flight from Maui to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Maui to Kissimmee (average of $206). Flying from Maui 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 FUK to K1S?

Find hourly flight availability from Maui 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 April 29, 2025.

When flying from Maui to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 April 29, 2025.
Alaska Airlines
8.0
Very good
9,949 reviews

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,949 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,292 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,929 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Maui to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Maui to Kissimmee one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $237. Users have also found prices from $242 and $256 on American Airlines and Alaska Airlines, respectively.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Maui to Kissimmee (average of $206). Flying from Maui 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 4 airlines flying from Maui to Kissimmee

Discover the top 4 airlines that operate flights from Maui 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$400Average$579FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$417Average$587FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$419Average$694FlexibilityNo cancel feeOn-time69%
DeltaCheapest$450Average$598FlexibilityNo cancel feeOn-timeN/A

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