Hawaii

$173+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HNL
Mar 22 — Mar 291
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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 February 20, 2026.

This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
Wed 4/156:03 pm
MCO
-
OGG
1 stop33h 59m
Alaska Airlines
Mon 4/2011:02 pm
OGG
-
MCO
1 stop24h 50m
Alaska Airlines
Deal found 2/19$402
This Expedia deal was found by Cheapflights users on 2/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:12 am
MCO
-
OGG
1 stop20h 50m
Multiple Airlines
Mon 4/209:34 am
OGG
-
MCO
2 stops14h 18m
Multiple Airlines
Deal found 2/19$407
This CheapOair deal was found by Cheapflights users on 2/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/87:12 am
MCO
-
OGG
1 stop20h 50m
Multiple Airlines
Wed 4/1510:00 am
OGG
-
MCO
2 stops13h 52m
Multiple Airlines
Deal found 2/17$411
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:00 am
MCO
-
OGG
2 stops21h 20m
Multiple Airlines
Wed 5/137:02 pm
OGG
-
MCO
2 stops14h 50m
Multiple Airlines
Deal found 2/18$416
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:00 am
MCO
-
LIH
2 stops35h 00m
Multiple Airlines
Mon 4/202:07 pm
LIH
-
MCO
1 stop32h 57m
Multiple Airlines
Deal found 2/19$420
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/144:29 pm
MCO
-
OGG
2 stops26h 55m
Multiple Airlines
Tue 4/213:10 pm
OGG
-
MCO
1 stop31h 54m
Multiple Airlines
Deal found 2/19$426
This United Airlines deal was found by Cheapflights users on 2/18. 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.
Wed 3/186:23 am
MCO
-
OGG
1 stop16h 08m
United Airlines
Tue 3/241:25 pm
OGG
-
MCO
1 stop11h 30m
United Airlines
Deal found 2/18$430
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:30 pm
MCO
-
LIH
2 stops43h 30m
Multiple Airlines
Tue 4/212:07 pm
LIH
-
MCO
1 stop32h 40m
Multiple Airlines
Deal found 2/16$432
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Wed 3/1812:00 pm
MCO
-
OGG
2 stops15h 12m
American Airlines
Tue 3/249:14 pm
OGG
-
MCO
2 stops13h 33m
American Airlines
Deal found 2/18$441
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
Wed 4/229:03 am
MCO
-
KOA
1 stop16h 49m
Alaska Airlines
Mon 4/278:00 am
KOA
-
MCO
1 stop17h 43m
Alaska Airlines
Deal found 2/19$450
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/178:00 am
MCO
-
OGG
1 stop13h 51m
United Airlines
Mon 3/2310:00 pm
OGG
-
MCO
2 stops13h 52m
United Airlines
Deal found 2/19$451
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Tue 4/146:32 am
MCO
-
OGG
1 stop12h 52m
American Airlines
Tue 4/219:45 pm
OGG
-
MCO
1 stop13h 09m
American Airlines
Deal found 2/19$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 February 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$411
(CheapOair)

One-way from

$173
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$598
Provider with most accurate pricing for Orlando (ORL)-Honolulu flight deals.
Provider most trusted by Cheapflights users for Orlando (ORL)-Honolulu flights.
From Kissimmee to Hawaii
One-way flight from Kissimmee to Hawaii
Highest demand for flights based on searches. 8% potential increase in price ($65 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 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

Wed 4/15

6:03 pm-10:02 pm

1 stop33h 59m

Kahului

Mon 4/20

11:02 pm-5:52 am

1 stop24h 50m

$402

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Thu 5/7

7:00 am-10:20 pm

2 stops21h 20m

Kahului

Wed 5/13

9:00 pm-3:52 pm

1 stop12h 52m

$411

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 3/18

6:40 am-2:48 pm

1 stop14h 08m

Kahului

Tue 3/24

7:00 pm-11:53 am

1 stop10h 53m

$430

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 3/17

8:00 am-3:51 pm

1 stop13h 51m

Kahului

Tue 3/24

1:25 pm-6:55 am

1 stop11h 30m

$430

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 3/18

5:20 am-2:48 pm

1 stop15h 28m

Kahului

Wed 3/25

6:00 pm-10:39 am

1 stop10h 39m

$430

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 3/18

6:23 am-4:31 pm

1 stop16h 08m

Kahului

Tue 3/24

1:25 pm-6:55 am

1 stop11h 30m

$430

OrlandoLihue

MCO - LIH

MCOLIH

Orlando

Mon 4/13

9:30 pm-11:00 am

2 stops43h 30m

Lihue

Tue 4/21

2:07 pm-4:47 am

1 stop32h 40m

$432

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 4/14

9:30 am-7:56 pm

2 stops16h 26m

Kahului

Tue 4/21

9:45 pm-4:54 pm

1 stop13h 09m

$436

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 4/22

9:42 am-7:22 pm

2 stops15h 40m

Kahului

Tue 4/28

7:35 pm-1:58 pm

1 stop12h 23m

$436

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Wed 4/22

9:03 am-7:52 pm

1 stop16h 49m

Kona Intl

Mon 4/27

8:00 am-7:43 am

1 stop17h 43m

$450

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

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 $413). 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 February 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.

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

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 51m. Alaska Airlines provides one of the quickest options available for as low as $430. 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 ($211), American Airlines ($214), and United Airlines ($214).

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

  • 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 $413). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 February 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$232Average$655FlexibilityNo cancel feeOn-time85%
DeltaCheapest$236Average$616FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$278Average$634FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$373Average$755FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$401Average$664FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$419Average$670FlexibilityNo cancel feeOn-time71%

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