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$209+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HNL
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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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 October 16, 2025.

This American Airlines deal was found by Cheapflights users on 10/16. 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.
Mon 12/15:15 amMCO - OGG
1 stop13h 02mAmerican Airlines
Mon 12/811:00 pmOGG - MCO
1 stop12h 07mAmerican Airlines
Deal found 10/16$445
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:00 amMCO - OGG
1 stop12h 24mDelta
Wed 1/710:10 pmOGG - MCO
1 stop14h 06mDelta
Deal found 10/16$457
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:30 amMCO - OGG
1 stop14h 58mDelta
Sun 11/165:10 pmOGG - MCO
1 stop10h 47mDelta
Deal found 10/16$463
This Delta deal was found by Cheapflights users on 10/15. 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.
Sun 11/29:00 amMCO - KOA
1 stop14h 30mDelta
Sun 11/98:30 pmKOA - MCO
1 stop15h 40mDelta
Deal found 10/15$469
This Delta deal was found by Cheapflights users on 10/15. 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.
Sat 11/296:15 amMCO - OGG
1 stop14h 13mDelta
Fri 12/55:10 pmOGG - MCO
1 stop13h 00mDelta
Deal found 10/15$469
This Delta deal was found by Cheapflights users on 10/15. 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 11/49:00 amMCO - KOA
1 stop14h 30mDelta
Tue 11/118:30 pmKOA - MCO
1 stop15h 40mDelta
Deal found 10/15$473
This United Airlines deal was found by Cheapflights users on 10/14. 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.
Thu 10/308:00 amMCO - KOA
1 stop13h 18mUnited Airlines
Mon 11/32:40 pmKOA - MCO
2 stops15h 24mUnited Airlines
Deal found 10/14$479
This American Airlines deal was found by Cheapflights users on 10/14. 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 10/306:00 amMCO - KOA
2 stops14h 31mAmerican Airlines
Mon 11/39:35 pmKOA - MCO
2 stops14h 21mAmerican Airlines
Deal found 10/14$484
This Delta deal was found by Cheapflights users on 10/15. 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.
Mon 11/39:00 amMCO - OGG
1 stop14h 32mDelta
Fri 11/75:10 pmOGG - MCO
1 stop13h 59mDelta
Deal found 10/15$500
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:05 amMCO - OGG
2 stops16h 34mDelta
Mon 1/129:00 pmOGG - MCO
2 stops13h 10mDelta
Deal found 10/16$501
This Delta deal was found by Cheapflights users on 10/15. 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 10/309:00 amMCO - KOA
1 stop14h 30mDelta
Tue 11/49:30 pmKOA - MCO
1 stop12h 59mDelta
Deal found 10/15$508
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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 10/287:00 amMCO - KOA
1 stop15h 44mAlaska Airlines
Sat 11/12:50 pmKOA - MCO
1 stop20h 50mAlaska Airlines
Deal found 10/15$512

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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$417
(American Airlines)

One-way from

$219
(American Airlines)

Popular in

July

Cheapest in

February

Average price

$671
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
Search Deals
One-way flight from Kissimmee to Hawaii
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 16, 2025.
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

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Thu 1/8

5:30 am-2:54 pm

2 stops14h 24m

Kona Intl

Mon 1/12

10:11 pm-4:58 pm

2 stops13h 47m

$428

OrlandoLihue

MCO - LIH

MCOLIH

Orlando

Thu 1/8

9:20 am-8:31 pm

1 stop16h 11m

Lihue

Wed 1/14

10:45 pm-5:16 pm

1 stop13h 31m

$437

OrlandoLihue

MCO - LIH

MCOLIH

Orlando

Thu 1/8

9:20 am-8:31 pm

1 stop16h 11m

Lihue

Mon 1/12

10:45 pm-5:16 pm

1 stop13h 31m

$437

OrlandoLihue

MCO - LIH

MCOLIH

Orlando

Wed 1/7

10:00 am-7:47 pm

1 stop14h 47m

Lihue

Tue 1/13

10:26 pm-5:28 pm

2 stops14h 02m

$442

OrlandoLihue

MCO - LIH

MCOLIH

Orlando

Tue 2/24

7:00 am-8:25 pm

2 stops18h 25m

Lihue

Tue 3/10

10:00 am-5:40 am

1 stop13h 40m

$443

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Thu 2/26

9:20 am-7:50 pm

1 stop15h 30m

Kona Intl

Sun 3/1

9:55 pm-7:43 am

1 stop28h 48m

$444

OrlandoKailua-Kona

MCO - KOA

MCOKOA

Orlando

Wed 4/8

7:00 am-7:12 pm

2 stops18h 12m

Kona Intl

Wed 4/15

6:02 pm-4:32 pm

2 stops16h 30m

$448

OrlandoLihue

MCO - LIH

MCOLIH

Orlando

Wed 1/7

9:20 am-8:31 pm

1 stop16h 11m

Lihue

Fri 1/16

10:45 pm-7:43 am

1 stop27h 58m

$451

OrlandoLihue

MCO - LIH

MCOLIH

Orlando

Thu 1/8

9:20 am-8:31 pm

1 stop16h 11m

Lihue

Fri 1/16

10:45 pm-7:43 am

1 stop27h 58m

$451

OrlandoLihue

MCO - LIH

MCOLIH

Orlando

Wed 1/7

10:00 am-7:47 pm

1 stop14h 47m

Lihue

Sun 1/11

10:45 pm-5:16 pm

1 stop13h 31m

$455

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

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 $408). 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.

What is the cheapest time of day to fly from K1S to HI?

Find hourly flight availability from Kissimmee to Hawaii. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 16, 2025.

It’s optimal to fly from Kissimmee to Hawaii in the evening. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the afternoon.

What is the cheapest day to fly from Kissimmee to Hawaii?

Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Hawaii. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kissimmee to Hawaii flight should consider departing on Sunday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 16, 2025.
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
11,100 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,100 reviews
Alaska Airlines
8.0
Very good
11,100 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
11,100 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
8.0
Very good
7,984 reviews
Alaska Airlines
8.0
Very good
11,100 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,982 reviews
Alaska Airlines
8.0
Very good
11,100 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,043 reviews
Alaska Airlines
8.0
Very good
11,100 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a 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 14h 24m. American Airlines provides one of the quickest options available for as low as $428. 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), American Airlines ($219), and Delta ($229).

  • 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 $408). 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$247Average$602FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$291Average$659FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$379Average$677FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$419Average$704FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$427Average$666FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$490Average$797FlexibilityNo cancel feeOn-time63%

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