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Kissimmee

$234+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — MCO
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$461
(American Airlines)

One-way from

$234
(Trip.com)
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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sun 11/237:00 pmOGG - MCO
1 stop10h 38mAmerican Airlines
Mon 12/15:15 amMCO - OGG
1 stop13h 02mAmerican Airlines
Deal found 9/15$461
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 11/68:42 pmOGG - MCO
1 stop11h 54mUnited Airlines
Sat 11/156:30 amMCO - OGG
1 stop15h 26mUnited Airlines
Deal found 9/16$469
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 10/2812:40 pmOGG - MCO
2 stops22h 00mAlaska Airlines
Wed 11/59:00 amMCO - OGG
1 stop19h 09mAlaska Airlines
Deal found 9/17$475
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 10/289:09 pmOGG - MCO
1 stop14h 05mDelta
Wed 11/59:00 amMCO - OGG
1 stop14h 32mDelta
Deal found 9/15$523
This American Airlines deal was found by Cheapflights users on 9/17. 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 11/2210:55 pmOGG - MCO
1 stop18h 50mAmerican Airlines
Sun 11/305:15 amMCO - OGG
1 stop13h 02mAmerican Airlines
Deal found 9/17$527
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 11/610:09 pmOGG - MCO
2 stops14h 20mDelta
Sat 11/156:15 amMCO - OGG
2 stops18h 06mDelta
Deal found 9/16$537

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 September 17, 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 11/23

7:00 pm-10:38 am

1 stop10h 38m

Orlando

Mon 12/1

5:15 am-1:17 pm

1 stop13h 02m

$461

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Thu 11/6

8:42 pm-1:36 pm

1 stop11h 54m

Orlando

Sat 11/15

6:30 am-4:56 pm

1 stop15h 26m

$469

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Tue 10/28

12:40 pm-4:40 pm

2 stops22h 00m

Orlando

Wed 11/5

9:00 am-11:09 pm

1 stop19h 09m

$475

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Tue 3/3

9:48 am-6:17 am

2 stops15h 29m

Orlando

Thu 3/5

7:00 am-10:48 pm

1 stop20h 48m

$481

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Sun 12/7

11:53 pm-6:36 pm

1 stop13h 43m

$234

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Sun 11/16

9:25 pm-1:35 pm

1 stop11h 10m

$235

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Sun 12/7

9:00 pm-4:39 pm

2 stops14h 39m

$240

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Fri 11/7

10:55 pm-6:04 pm

2 stops14h 09m

$240

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Fri 11/7

11:41 am-4:40 pm

1 stop23h 59m

$271

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Thu 10/16

8:25 pm-3:20 pm

1 stop12h 55m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 11 results
1
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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 September 17, 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.

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 17, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and United Airlines from Maui to Kissimmee to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.
Delta
8.0
Very good
7,961 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.
United Airlines
7.4
Good
8,926 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.

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.

  • How long is the flight from Maui to Kissimmee?

    There are many flights that can get you from Maui to Kissimmee in 10h 38m. Fly via American Airlines or United Airlines to get the fastest option. Airlines will cover a distance of 4669 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for Hawaiian Airlines. According to our data, you can fly for as low as $234. Users have also found prices from $235 and $240 on Southwest 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$224Average$556FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$400Average$565FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$417Average$606FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$419Average$646FlexibilityNo cancel feeOn-time69%

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