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$167+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HNL
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$307
(Kiwi.com)

One-way from

$167
(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 ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($13 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 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/7. 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 3/94:02 pmMCO - OGG
1 stop25h 26mMultiple Airlines
Tue 3/173:12 pmOGG - MCO
1 stop33h 18mMultiple Airlines
Deal found 1/7$307
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 pmMCO - OGG
1 stop25h 22mMultiple Airlines
Tue 3/313:10 pmOGG - MCO
1 stop34h 43mMultiple Airlines
Deal found 1/6$345
This Alaska Airlines deal was found by Cheapflights users on 1/6. 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 3/47:44 amMCO - OGG
1 stop21h 02mAlaska Airlines
Tue 3/1010:54 pmOGG - MCO
1 stop24h 46mAlaska Airlines
Deal found 1/6$360
This American Airlines deal was found by Cheapflights users on 1/7. 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 1/295:30 amMCO - OGG
1 stop12h 44mAmerican Airlines
Thu 2/52:16 pmOGG - MCO
1 stop10h 42mAmerican Airlines
Deal found 1/7$362
This Orbitz deal was found by Cheapflights users on 1/5. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/35:49 pmMCO - OGG
2 stops25h 42mMultiple Airlines
Tue 2/102:03 pmOGG - MCO
1 stop10h 32mMultiple Airlines
Deal found 1/5$366
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 3/94:02 pmMCO - LIH
1 stop26h 37mMultiple Airlines
Tue 3/242:07 pmLIH - MCO
1 stop34h 19mMultiple Airlines
Deal found 1/7$366
This Alaska Airlines deal was found by Cheapflights users on 1/6. 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.
Thu 1/297:00 amMCO - OGG
2 stops20h 21mMultiple Airlines
Thu 2/52:03 pmOGG - MCO
1 stop10h 32mMultiple Airlines
Deal found 1/6$367
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 3/94:02 pmMCO - LIH
1 stop26h 37mMultiple Airlines
Mon 3/232:07 pmLIH - MCO
2 stops49h 05mMultiple Airlines
Deal found 1/7$372
This Delta deal was found by Cheapflights users on 1/6. 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 3/108:55 amMCO - KOA
1 stop15h 42mDelta
Mon 3/168:55 pmKOA - MCO
2 stops16h 26mDelta
Deal found 1/6$382
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 3/94:02 pmMCO - LIH
1 stop26h 37mMultiple Airlines
Wed 3/256:00 amLIH - MCO
2 stops18h 26mMultiple Airlines
Deal found 1/7$384
This Alaska Airlines deal was found by Cheapflights users on 1/6. 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 3/104:17 pmMCO - KOA
2 stops23h 18mMultiple Airlines
Tue 3/1712:10 pmKOA - MCO
1 stop11h 30mMultiple Airlines
Deal found 1/6$390
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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 4/297:15 amMCO - LIH
1 stop20h 11mAlaska Airlines
Tue 5/510:46 amLIH - MCO
1 stop14h 57mAlaska Airlines
Deal found 1/7$392

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 8, 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 3/9

4:02 pm-11:28 am

1 stop25h 26m

Kahului

Tue 3/17

3:12 pm-6:30 am

1 stop33h 18m

$307

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 2/3

5:49 pm-10:59 pm

1 stop34h 10m

Kahului

Tue 2/10

2:03 pm-5:35 am

1 stop10h 32m

$360

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 3/4

7:44 am-11:46 pm

1 stop21h 02m

Kahului

Tue 3/10

10:54 pm-5:40 am

1 stop24h 46m

$360

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 3/4

7:44 am-10:21 pm

2 stops19h 37m

Kahului

Tue 3/10

10:54 pm-5:40 am

1 stop24h 46m

$367

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Tue 2/17

7:44 am-3:45 pm

1 stop13h 01m

Kahului

Tue 2/24

2:46 pm-9:35 am

2 stops13h 49m

$368

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 3/4

7:44 am-3:45 pm

1 stop13h 01m

Kahului

Tue 3/10

1:46 pm-9:35 am

2 stops13h 49m

$383

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Tue 3/10

4:17 pm-9:35 am

2 stops23h 18m

Kona Intl

Tue 3/17

12:10 pm-5:40 am

1 stop11h 30m

$390

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Fri 2/27

5:20 am-1:30 pm

1 stop13h 10m

Kahului

Tue 3/3

7:00 pm-10:43 am

1 stop10h 43m

$391

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Mon 3/9

4:02 pm-11:28 am

1 stop25h 26m

Kahului

Fri 3/13

3:12 pm-6:26 am

1 stop33h 14m

$400

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Thu 1/29

7:00 am-8:30 pm

2 stops18h 30m

Kahului

Thu 2/5

11:21 am-5:35 am

2 stops13h 14m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

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 8, 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
11,661 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Alaska Airlines
8.0
Very good
11,661 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Southwest
8.0
Very good
4,250 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Delta
7.9
Good
8,025 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
United Airlines
7.4
Good
9,139 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
American Airlines
7.2
Good
11,095 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.

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 14h 23m. Alaska Airlines provides one of the quickest options available for as low as $406. There are 4811 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.

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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 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$291Average$657FlexibilityNo cancel feeOn-time85%
DeltaCheapest$291Average$616FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$379Average$673FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$419Average$675FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$429Average$673FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$437Average$775FlexibilityNo cancel feeOn-time63%

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