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$186+ Cheap flights from Kissimmee, FL to Hawaii

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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HNL
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Kissimmee to Hawaii

Keep the following information in mind while searching for Kissimmee to Hawaii flight deals. Data was last updated January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$362
(American Airlines)

One-way from

$207
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$596
Provider with most accurate pricing for Orlando (ORL)-Honolulu flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Honolulu flights.
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From Kissimmee to Hawaii
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One-way flight from Kissimmee to Hawaii
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Highest demand for flights based on searches. 9% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Kissimmee to Hawaii

Cheapest flights from Kissimmee to Hawaii
Explore the most affordable flight options available from Kissimmee to Hawaii. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This American Airlines deal was found by Cheapflights users on 1/14. 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 2/35:30 am
MCO
-
OGG
1 stop12h 44m
American Airlines
Tue 2/102:16 pm
OGG
-
MCO
1 stop10h 42m
American Airlines
Deal found 1/14$362
This American Airlines deal was found by Cheapflights users on 1/14. 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 1/297:00 am
MCO
-
OGG
1 stop13h 14m
American Airlines
Thu 2/57:00 pm
OGG
-
MCO
2 stops14h 10m
American Airlines
Deal found 1/14$368
This American Airlines deal was found by Cheapflights users on 1/12. 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.
Mon 2/236:40 am
MCO
-
OGG
1 stop14h 05m
American Airlines
Tue 3/38:00 pm
OGG
-
MCO
1 stop10h 55m
American Airlines
Deal found 1/12$382
This Alaska Airlines deal was found by Cheapflights users on 1/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:44 am
MCO
-
OGG
1 stop21h 02m
Multiple Airlines
Thu 2/2612:59 pm
OGG
-
MCO
1 stop21h 18m
Multiple Airlines
Deal found 1/15$391
This American Airlines deal was found by Cheapflights users on 1/12. 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 1/285:00 am
MCO
-
OGG
2 stops15h 14m
American Airlines
Mon 2/27:00 pm
OGG
-
MCO
2 stops14h 25m
American Airlines
Deal found 1/12$393
This American Airlines deal was found by Cheapflights users on 1/12. 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 2/155:20 am
MCO
-
OGG
1 stop13h 10m
American Airlines
Wed 2/187:00 pm
OGG
-
MCO
1 stop10h 43m
American Airlines
Deal found 1/12$411
This United Airlines deal was found by Cheapflights users on 1/12. 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 2/189:04 am
MCO
-
KOA
2 stops16h 47m
United Airlines
Tue 3/310:55 pm
KOA
-
MCO
1 stop13h 00m
United Airlines
Deal found 1/12$426
This United Airlines deal was found by Cheapflights users on 1/14. 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 2/38:23 am
MCO
-
OGG
1 stop13h 24m
United Airlines
Tue 2/102:25 pm
OGG
-
MCO
2 stops15h 19m
United Airlines
Deal found 1/14$426
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 3/174:02 pm
MCO
-
HNL
1 stop24h 08m
Multiple Airlines
Tue 3/247:55 am
HNL
-
MCO
2 stops41h 31m
Multiple Airlines
Deal found 1/14$437
This American Airlines deal was found by Cheapflights users on 1/12. 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 2/185:20 am
MCO
-
KOA
1 stop15h 10m
American Airlines
Tue 3/310:11 pm
KOA
-
MCO
1 stop13h 44m
American Airlines
Deal found 1/12$440
This Expedia deal was found by Cheapflights users on 1/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/104:17 pm
MCO
-
KOA
2 stops23h 18m
Multiple Airlines
Tue 3/246:56 pm
KOA
-
MCO
2 stops15h 17m
Multiple Airlines
Deal found 1/14$441
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 2/246:00 am
MCO
-
HNL
2 stops20h 01m
Multiple Airlines
Tue 3/107:50 am
HNL
-
MCO
1 stop16h 40m
Multiple Airlines
Deal found 1/14$446

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Hawaii 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 15, 2026.
Use the filters below to find and compare flights from Kissimmee to Hawaii that are best for you.

Fly from

Kissimmee

Fly to

Hawaii

Route

Depart

Return

Price

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 2/24

5:20 am-1:30 pm

1 stop13h 10m

Kahului

Thu 2/26

2:46 pm-9:35 am

2 stops13h 49m

$368

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Mon 2/23

6:40 am-3:45 pm

1 stop14h 05m

Kahului

Tue 3/3

2:46 pm-9:35 am

2 stops13h 49m

$388

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 2/24

7:44 am-11:46 pm

1 stop21h 02m

Kahului

Thu 2/26

12:59 pm-3:17 pm

1 stop21h 18m

$391

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Thu 1/29

5:00 am-3:14 pm

2 stops15h 14m

Kahului

Thu 2/5

7:00 pm-2:10 pm

2 stops14h 10m

$393

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Mon 2/2

8:23 am-4:47 pm

1 stop13h 24m

Kahului

Wed 2/4

2:13 pm-7:03 am

1 stop11h 50m

$420

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 2/24

4:17 pm-11:32 am

2 stops24h 15m

Kahului

Mon 3/2

7:43 pm-5:16 pm

2 stops16h 33m

$432

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 2/24

7:44 am-11:46 pm

1 stop21h 02m

Kahului

Wed 3/4

2:04 pm-5:40 am

1 stop10h 36m

$441

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Mon 2/23

5:30 am-3:37 pm

1 stop15h 07m

Kahului

Thu 2/26

1:53 pm-6:39 am

1 stop11h 46m

$444

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 2/25

7:00 am-7:15 pm

1 stop17h 15m

Kahului

Mon 3/2

1:53 pm-6:39 am

1 stop11h 46m

$444

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Mon 2/23

6:15 am-3:37 pm

1 stop14h 22m

Kahului

Mon 3/2

1:53 pm-6:39 am

1 stop11h 46m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 60 results
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6

Best time to book a flight from Kissimmee to Hawaii

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

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

Currently, September is the cheapest month in which you can book a flight from Kissimmee to Hawaii (average of $211). Flying from Kissimmee to Hawaii in January is currently the most expensive (average of $414). 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 Hawaii

Get insights into the airlines that provide service to Hawaii. 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 Hawaii. Reviews last updated January 15, 2026.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from Kissimmee to Hawaii have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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
11,721 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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
Southwest
8.0
Very good
4,258 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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
8,051 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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
9,164 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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
11,136 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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 Kissimmee to Hawaii. 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 Kissimmee to Hawaii?

    A quick flight from Kissimmee to Hawaii can take about 13h 10m. American Airlines provides one of the quickest options available for as low as $368. There are 4669 mi between Kissimmee and Hawaii. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from Kissimmee to Hawaii are Alaska Airlines ($209), United Airlines ($214), and American Airlines ($215).

  • What are the most popular routes from Kissimmee to Hawaii?

    When deciding which route to take from Kissimmee to Hawaii consider Orlando - Honolulu, Orlando - Kona Intl or Orlando - Kahului as they are the most popular.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Kissimmee to Hawaii (average of $211). Flying from Kissimmee to Hawaii in January is currently the most expensive (average of $414). 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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Alternative routes for Kissimmee to Hawaii

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Kissimmee to Hawaii

Discover the top 6 airlines that operate flights from Kissimmee to Hawaii. 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 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$232Average$641FlexibilityNo cancel feeOn-time85%
DeltaCheapest$236Average$600FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$278Average$646FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$401Average$671FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$429Average$670FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$437Average$775FlexibilityNo cancel feeOn-time63%

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