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Hawaii

$240+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HNL
May 18 — May 251
Mon 5/18
Mon 5/25
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 April 18, 2026.

This American Airlines deal was found by Cheapflights users on 4/14. 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 10/297:50 am
MCO
-
OGG
1 stop12h 13m
American Airlines
Thu 11/511:00 pm
OGG
-
MCO
1 stop12h 05m
American Airlines
Deal found 4/14$480
This American Airlines deal was found by Cheapflights users on 4/13. 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 11/127:00 am
MCO
-
OGG
1 stop13h 48m
American Airlines
Mon 11/1611:00 pm
OGG
-
MCO
2 stops15h 06m
American Airlines
Deal found 4/13$486
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:10 am
MCO
-
OGG
1 stop13h 18m
Delta
Thu 9/1712:45 pm
OGG
-
MCO
1 stop11h 50m
Delta
Deal found 4/15$500
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:30 am
MCO
-
OGG
2 stops15h 49m
American Airlines
Wed 8/2610:49 pm
OGG
-
MCO
1 stop14h 16m
American Airlines
Deal found 4/16$506
This United Airlines deal was found by Cheapflights users on 4/14. 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 5/58:00 am
MCO
-
OGG
1 stop13h 15m
United Airlines
Tue 5/191:10 pm
OGG
-
MCO
1 stop11h 44m
United Airlines
Deal found 4/14$512
This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:50 am
MCO
-
OGG
1 stop12h 13m
American Airlines
Tue 12/810:15 pm
OGG
-
MCO
2 stops13h 09m
American Airlines
Deal found 4/17$513
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 9/210:57 am
MCO
-
LIH
2 stops15h 11m
American Airlines
Mon 9/79:40 pm
LIH
-
MCO
1 stop12h 51m
American Airlines
Deal found 4/14$514
This United Airlines deal was found by Cheapflights users on 4/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:03 am
MCO
-
OGG
1 stop12h 40m
United Airlines
Thu 5/141:10 pm
OGG
-
MCO
1 stop11h 44m
United Airlines
Deal found 4/15$518
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 10/147:50 am
MCO
-
LIH
1 stop12h 24m
American Airlines
Mon 10/261:45 pm
LIH
-
MCO
1 stop11h 03m
American Airlines
Deal found 4/14$518
This Expedia deal was found by Cheapflights users on 4/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:50 pm
MCO
-
OGG
2 stops23h 43m
Multiple Airlines
Mon 10/56:58 pm
OGG
-
MCO
2 stops16h 18m
Multiple Airlines
Deal found 4/17$521
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:00 am
MCO
-
LIH
1 stop13h 40m
United Airlines
Tue 8/251:01 pm
LIH
-
MCO
1 stop11h 46m
United Airlines
Deal found 4/16$524
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:10 am
MCO
-
OGG
1 stop13h 18m
Delta
Tue 9/159:10 pm
OGG
-
MCO
1 stop14h 13m
Delta
Deal found 4/15$527

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 April 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$500
(Delta)

One-way from

$240
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$627
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. 7% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 18, 2026.
Use the filters below to find and compare flights from Kissimmee to Hawaii that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 9/30

9:20 am-5:49 pm

1 stop14h 29m

Kahului

Wed 10/7

12:45 pm-6:29 am

1 stop11h 44m

$500

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 5/6

7:00 am-2:14 pm

1 stop13h 14m

Kahului

Tue 5/12

12:55 pm-6:00 am

1 stop11h 05m

$551

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Mon 4/27

6:45 am-6:05 pm

2 stops17h 20m

Kona Intl

Thu 4/30

8:25 pm-6:50 pm

2 stops16h 25m

$571

OrlandoLihue

MCO - LIH

MCOLIH

Orlando

Mon 4/27

9:15 am-5:40 pm

1 stop14h 25m

Lihue

Mon 5/11

9:55 pm-11:56 pm

2 stops20h 01m

$576

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Tue 4/21

6:35 am-6:05 pm

2 stops17h 30m

Kona Intl

Mon 4/27

10:00 am-7:00 am

1 stop15h 00m

$586

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Mon 4/27

6:59 pm-3:21 pm

2 stops26h 22m

Kona Intl

Mon 5/4

2:30 pm-6:27 pm

2 stops21h 57m

$590

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Fri 5/15

6:45 am-1:15 pm

1 stop12h 30m

Kona Intl

Tue 5/19

8:25 pm-5:55 pm

2 stops15h 30m

$599

OrlandoKahului

MCO - OGG

MCOOGG

Orlando

Wed 5/20

7:09 am-10:05 pm

2 stops20h 56m

Kahului

Tue 5/26

3:09 pm-5:14 pm

1 stop20h 05m

$607

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Fri 5/15

7:00 am-7:20 pm

2 stops18h 20m

Kona Intl

Thu 5/21

8:50 pm-9:49 pm

2 stops18h 59m

$607

OrlandoHonolulu

MCO - HNL

MCOHNL

Orlando

Sun 8/23

6:00 am-2:50 pm

1 stop14h 50m

Honolulu

Thu 8/27

9:59 pm-3:45 pm

1 stop11h 46m

$610

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How much does it cost to fly round-trip from Kissimmee to Hawaii?

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 April 18, 2026.
See what other customers who have flown with Southwest,Alaska Airlines, andDelta 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.
Southwest
8.0
Very good
4,330 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,330 reviews
Southwest
8.0
Very good
4,330 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Alaska Airlines
7.9
Good
12,258 reviews
Southwest
8.0
Very good
4,330 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,424 reviews
Southwest
8.0
Very good
4,330 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,605 reviews
Southwest
8.0
Very good
4,330 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,604 reviews
Southwest
8.0
Very good
4,330 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 29m. Delta provides one of the quickest options available for as low as $500. 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), Delta ($212), and United Airlines ($224).

  • 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.

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 April 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$228Average$658FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$232Average$607FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$278Average$642FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$373Average$779FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$401Average$653FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$419Average$661FlexibilityNo cancel feeOn-time71%

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