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$181+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HNL
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap 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 20, 2026.

This American Airlines deal was found by Cheapflights users on 1/20. 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 2/235:20 am
MCO
-
OGG
1 stop15h 25m
American Airlines
Wed 3/47:00 pm
OGG
-
MCO
1 stop10h 43m
American Airlines
Deal found 1/20$362
This American Airlines deal was found by Cheapflights users on 1/20. 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 2/235:20 am
MCO
-
OGG
1 stop15h 25m
American Airlines
Tue 3/37:00 pm
OGG
-
MCO
1 stop10h 43m
American Airlines
Deal found 1/20$411
This American Airlines deal was found by Cheapflights users on 1/18. 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 2/175:20 am
MCO
-
OGG
1 stop13h 10m
American Airlines
Tue 2/2410:14 pm
OGG
-
MCO
2 stops12h 39m
American Airlines
Deal found 1/18$417
This American Airlines deal was found by Cheapflights users on 1/18. 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 2/225:20 am
MCO
-
OGG
1 stop13h 10m
American Airlines
Tue 3/38:00 pm
OGG
-
MCO
2 stops14h 02m
American Airlines
Deal found 1/18$419
This American Airlines deal was found by Cheapflights users on 1/18. 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 2/248:25 am
MCO
-
OGG
2 stops15h 58m
American Airlines
Thu 2/262:46 pm
OGG
-
MCO
2 stops13h 49m
American Airlines
Deal found 1/18$422
This Delta deal was found by Cheapflights users on 1/18. 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 2/177:00 am
MCO
-
OGG
1 stop17h 15m
Delta
Tue 2/241:53 pm
OGG
-
MCO
1 stop11h 46m
Delta
Deal found 1/18$424
This American Airlines deal was found by Cheapflights users on 1/18. 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 2/55:30 am
MCO
-
OGG
1 stop12h 44m
American Airlines
Fri 2/1310:14 pm
OGG
-
MCO
2 stops13h 33m
American Airlines
Deal found 1/18$437
This Alaska Airlines deal was found by Cheapflights users on 1/19. 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
Alaska Airlines
Thu 2/262:04 pm
OGG
-
MCO
1 stop10h 36m
Alaska Airlines
Deal found 1/19$443
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 3/25:15 am
MCO
-
HNL
2 stops35h 00m
Multiple Airlines
Mon 3/97:50 am
HNL
-
MCO
1 stop16h 40m
Multiple Airlines
Deal found 1/18$447
This Delta deal was found by Cheapflights users on 1/19. 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.
Wed 2/258:50 am
MCO
-
HNL
1 stop18h 04m
Delta
Wed 3/41:10 pm
HNL
-
MCO
1 stop13h 46m
Delta
Deal found 1/19$450
This American Airlines deal was found by Cheapflights users on 1/19. 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 2/187:44 am
MCO
-
KOA
1 stop12h 46m
American Airlines
Wed 3/410:11 pm
KOA
-
MCO
1 stop13h 44m
American Airlines
Deal found 1/19$452
This United Airlines deal was found by Cheapflights users on 1/18. 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 2/176:10 am
MCO
-
OGG
1 stop15h 46m
United Airlines
Tue 2/242:25 pm
OGG
-
MCO
1 stop10h 51m
United Airlines
Deal found 1/18$452

Find 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 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$362
(American Airlines)

One-way from

$181
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$596
Provider with most accurate pricing for Orlando (ORL)-Honolulu flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Honolulu flights.
Search Deals
From Kissimmee to Hawaii
Search Deals
One-way flight from Kissimmee to Hawaii
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 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 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 20, 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

Mon 2/23

5:20 am-3:45 pm

1 stop15h 25m

Kahului

Wed 3/4

7:00 pm-10:43 am

1 stop10h 43m

$362

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Mon 2/23

5:20 am-3:45 pm

1 stop15h 25m

Kahului

Tue 3/3

7:00 pm-10:43 am

1 stop10h 43m

$411

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 2/17

5:20 am-1:30 pm

1 stop13h 10m

Kahului

Tue 2/24

10:14 pm-3:53 pm

2 stops12h 39m

$417

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Sun 2/22

5:20 am-1:30 pm

1 stop13h 10m

Kahului

Tue 3/3

8:00 pm-3:02 pm

2 stops14h 02m

$419

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 2/24

7:44 am-11:46 pm

1 stop21h 02m

Kahului

Thu 2/26

2:04 pm-5:40 am

1 stop10h 36m

$443

OrlandoHonolulu

MCO - HNL

MCOHNL

Orlando

Wed 2/25

8:50 am-9:54 pm

1 stop18h 04m

Honolulu

Mon 3/2

11:37 pm-5:14 pm

1 stop12h 37m

$450

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Mon 4/13

8:00 am-3:30 pm

1 stop13h 30m

Kona Intl

Mon 4/20

7:50 pm-3:34 pm

1 stop13h 44m

$452

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Wed 3/4

8:00 am-4:34 pm

1 stop13h 34m

Kona Intl

Wed 3/11

12:50 pm-6:55 am

1 stop12h 05m

$452

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Thu 2/26

6:00 am-6:30 pm

1 stop17h 30m

Kona Intl

Wed 3/4

10:55 pm-6:44 pm

1 stop14h 49m

$452

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 2/17

6:10 am-4:56 pm

1 stop15h 46m

Kahului

Tue 2/24

2:25 pm-6:16 am

1 stop10h 51m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 60 results
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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 20, 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
11,760 reviews

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

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
11,760 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

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
Southwest
8.0
Very good
4,267 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

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
8,076 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

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
9,180 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

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
11,164 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

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 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 30m. American Airlines provides one of the quickest options available for as low as $452. There are 4678 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 - Kahului or Orlando - Kona Intl 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 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$232Average$641FlexibilityNo cancel feeOn-time85%
DeltaCheapest$236Average$606FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$278Average$643FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$373Average$777FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$401Average$673FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$428Average$666FlexibilityNo cancel feeOn-time71%

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