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Kissimmee

$221+ Cheap flights from Kahului (OGG) 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — MCO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Kahului to Kissimmee

Cheapest flights from Kahului to Kissimmee
Explore the most affordable flight options available from Kahului to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Alaska Airlines deal was found by Cheapflights users on 1/26. 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 9/810:59 pm
OGG
-
MCO
1 stop12h 17m
Alaska Airlines
Tue 9/297:20 am
MCO
-
OGG
1 stop13h 49m
Alaska Airlines
Deal found 1/26$460
This American Airlines deal was found by Cheapflights users on 1/26. 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 9/810:00 pm
OGG
-
MCO
2 stops14h 00m
American Airlines
Tue 9/296:30 am
MCO
-
OGG
1 stop13h 30m
American Airlines
Deal found 1/26$466
This Alaska Airlines deal was found by Cheapflights users on 1/26. 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 9/87:48 pm
OGG
-
MCO
2 stops15h 28m
Multiple Airlines
Tue 9/297:20 am
MCO
-
OGG
2 stops19h 06m
Multiple Airlines
Deal found 1/26$471
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 8/268:05 pm
OGG
-
MCO
1 stop11h 44m
United Airlines
Sun 9/68:20 am
MCO
-
OGG
1 stop13h 00m
United Airlines
Deal found 1/27$490
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Thu 10/11:14 pm
OGG
-
MCO
2 stops15h 33m
American Airlines
Wed 10/145:22 am
MCO
-
OGG
1 stop14h 38m
American Airlines
Deal found 1/27$508
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Thu 2/52:16 pm
OGG
-
MCO
1 stop10h 42m
American Airlines
Tue 2/105:30 am
MCO
-
OGG
1 stop12h 44m
American Airlines
Deal found 1/27$544
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Tue 2/172:25 pm
OGG
-
MCO
1 stop10h 51m
United Airlines
Thu 2/196:10 am
MCO
-
OGG
1 stop15h 46m
United Airlines
Deal found 1/28$560
This American Airlines deal was found by Cheapflights users on 1/29. 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.
Wed 2/112:16 pm
OGG
-
MCO
1 stop10h 42m
American Airlines
Sun 2/155:20 am
MCO
-
OGG
1 stop13h 10m
American Airlines
Deal found 1/29$563

Find flight deals from Kahului to Kissimmee

Keep the following information in mind while searching for Kahului to Kissimmee flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$560
(United Airlines)

One-way from

$221
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$743
Provider with most accurate pricing for Kahului-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Kahului-Orlando (ORL) flights.
Search Deals
From Kahului to Kissimmee
Search Deals
One-way flight from Kahului to Kissimmee
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($104 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kahului 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 January 29, 2026.
Use the filters below to find and compare flights from Kahului to Kissimmee that are best for you.

Fly from

Kahului

Fly to

Kissimmee

Route

Depart

Return

Price

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Tue 2/17

2:25 pm-6:16 am

1 stop10h 51m

Orlando

Thu 2/19

6:10 am-4:56 pm

1 stop15h 46m

$560

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Wed 2/11

2:16 pm-5:58 am

1 stop10h 42m

Orlando

Sun 2/15

5:20 am-1:30 pm

1 stop13h 10m

$563

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Thu 2/12

5:50 pm-12:40 pm

1 stop13h 50m

Orlando

Mon 2/16

6:10 am-4:56 pm

1 stop15h 46m

$586

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Mon 6/8

3:09 pm-5:07 pm

1 stop19h 58m

Orlando

Wed 7/1

7:11 pm-2:34 pm

2 stops25h 23m

$608

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Thu 2/12

10:14 pm-5:16 pm

2 stops14h 02m

Orlando

Mon 2/16

5:20 am-1:30 pm

1 stop13h 10m

$673

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Tue 4/14

9:59 pm-4:54 pm

1 stop12h 55m

$221

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Fri 2/27

2:25 pm-6:16 am

1 stop10h 51m

$232

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Fri 2/27

12:59 pm-5:33 am

2 stops35h 34m

$236

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Sat 5/9

9:59 pm-4:54 pm

1 stop12h 55m

$260

KahuluiOrlando

OGG - MCO

OGGMCO

Kahului

Tue 6/9

8:12 pm-6:02 pm

1 stop15h 50m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 13 results
1
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Best time to book a flight from Kahului to Kissimmee

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

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

Currently, October is the cheapest month in which you can book a flight from Kahului to Kissimmee (average of $224). Flying from Kahului to Kissimmee in July is currently the most expensive (average of $663). 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.

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 January 29, 2026.
Read through reviews of airlines operating flights from Kahului to Kissimmee, such as Alaska Airlines, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,807 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,807 reviews
Alaska Airlines
8.0
Very good
11,807 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,128 reviews
Alaska Airlines
8.0
Very good
11,807 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,215 reviews
Alaska Airlines
8.0
Very good
11,807 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,205 reviews
Alaska Airlines
8.0
Very good
11,807 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Related info for your journey

Find useful and relevant information for your journey from Kahului 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 Kahului to Kissimmee?

    Kahului (OGG) is the airport you will fly out of if you book a flight from Kahului to Kissimmee. You should not have trouble finding flights to Kissimmee from Kahului; 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 4 airlines have flights from the Kahului airport to Kissimmee. It is only a 2.7 mi journey to Kahului (OGG) from Kahului’s city center.

  • How long is the flight from Kahului to Kissimmee?

    United Airlines and American Airlines can get you from Kahului to Kissimmee in just under 10h 42m. Your travel time can differ by up to 09m. There are 4669 mi between Kahului and Kissimmee. This flight may include one or multiple stops.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $209. Users have also found prices from $214 and $216 on American Airlines and Alaska Airlines, respectively.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Kahului to Kissimmee (average of $224). Flying from Kahului to Kissimmee in July is currently the most expensive (average of $663). 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 Kahului to Kissimmee

Discover the top 4 airlines that operate flights from Kahului 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$224Average$567FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$418Average$633FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$419Average$586FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$467Average$607FlexibilityNo cancel feeOn-time75%

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