Kissimmee

$227+ Cheap flights from The Big Island to Kissimmee, FL

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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
KOA — MCO
Jun 23 — Jun 301
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Cheap flight deals from The Big Island to Kissimmee

Keep the following information in mind while searching for The Big Island to Kissimmee flight deals. Data was last updated June 18, 2025.

Round-trip from

$458
(United Airlines)

One-way from

$227
(American Airlines)
From The Big Island to Kissimmee
One-way flight from The Big Island to Kissimmee

Find flight deals from The Big Island to Kissimmee

Cheapest flights from The Big Island to Kissimmee
Explore the most affordable flight options available from The Big Island to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2025.

This United Airlines deal was found by Cheapflights users on 6/16. 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.
Wed 10/221:40 pmKOA - MCO
2 stops14h 08mUnited Airlines
Wed 10/298:00 amMCO - KOA
1 stop13h 18mUnited Airlines
Deal found 6/16$458
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Wed 9/249:55 pmKOA - MCO
2 stops14h 21mAmerican Airlines
Wed 10/225:23 amMCO - KOA
2 stops14h 23mAmerican Airlines
Deal found 6/17$474
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:44 amKOA - MCO
2 stops17h 04mAlaska Airlines
Wed 10/297:26 pmMCO - KOA
1 stop20h 08mAlaska Airlines
Deal found 6/17$525
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/18:37 amITO - MCO
2 stops17h 03mAlaska Airlines
Sat 7/57:20 amMCO - ITO
2 stops17h 09mAlaska Airlines
Deal found 6/16$980
This United Airlines deal was found by Cheapflights users on 6/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/18:37 amITO - MCO
3 stops31h 09mUnited Airlines
Sat 7/56:45 amMCO - ITO
2 stops17h 44mUnited Airlines
Deal found 6/17$1,093
This Flysmarter deal was found by Cheapflights users on 6/17. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/19:10 pmMUE - MCO
2 stops14h 03mMultiple Airlines
Fri 8/87:00 amMCO - MUE
2 stops18h 13mMultiple Airlines
Deal found 6/17$1,366

Cheapflights Fare Finder

Customize your flight search to find flights from The Big Island to Kissimmee 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 June 18, 2025.
Use the filters below to find and compare flights from The Big Island to Kissimmee that are best for you.

Fly from

The Big Island

Fly to

Kissimmee

Route

Depart

Return

Price

Kailua-KonaOrlando

KOA - MCO

KOAMCO

Kona Intl

Wed 10/22

1:40 pm-9:48 am

2 stops14h 08m

Orlando

Wed 10/29

8:00 am-3:18 pm

1 stop13h 18m

$458

Kailua-KonaOrlando

KOA - MCO

KOAMCO

Kona Intl

Wed 9/24

9:55 pm-6:16 pm

2 stops14h 21m

Orlando

Wed 10/22

5:23 am-1:46 pm

2 stops14h 23m

$474

Kailua-KonaOrlando

KOA - MCO

KOAMCO

Kona Intl

Wed 10/22

8:44 am-7:48 am

2 stops17h 04m

Orlando

Wed 10/29

7:26 pm-9:34 am

1 stop20h 08m

$525

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Tue 7/1

8:37 am-7:40 am

2 stops17h 03m

Orlando

Sat 7/5

7:20 am-6:29 pm

2 stops17h 09m

$980

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Tue 7/1

8:37 am-9:46 pm

3 stops31h 09m

Orlando

Sat 7/5

6:45 am-6:29 pm

2 stops17h 44m

$1,093

Waimea (Big Island)Orlando

MUE - MCO

MUEMCO

Waimea (Big Island) Waimea Kohala

Fri 8/1

9:10 pm-5:13 pm

2 stops14h 03m

Orlando

Fri 8/8

7:00 am-7:13 pm

2 stops18h 13m

$1,366

Kailua-KonaOrlando

KOA - MCO

KOAMCO

Kona Intl

Mon 9/8

9:55 pm-4:27 pm

1 stop12h 32m

$227

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Tue 11/18

11:45 am-7:05 am

2 stops14h 20m

$263

Kailua-KonaOrlando

KOA - MCO

KOAMCO

Kona Intl

Sun 11/9

9:45 pm-5:18 pm

1 stop14h 33m

$267

Kailua-KonaOrlando

KOA - MCO

KOAMCO

Kona Intl

Mon 8/11

7:40 pm-1:50 pm

1 stop12h 10m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

Showing 1-10 of 15 results
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Best time to book a flight from The Big Island to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from The Big Island 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 The Big Island to Kissimmee

What is the cheapest month to book a flight from The Big Island to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from The Big Island to Kissimmee (average of $206). Flying from The Big Island to Kissimmee in November is currently the most expensive (average of $289). 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 FUI to K1S?

Find hourly flight availability from The Big Island to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from The Big Island to Kissimmee as you normally would.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated June 18, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from The Big Island to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
8.0
Very good

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from The Big Island to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from The Big Island to Kissimmee one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $227. Southwest flights start at $263 while deals on Delta start at $267 one-way.

  • What are the most popular routes from The Big Island to Kissimmee?

  • Can I find deals for flights from The Big Island to Kissimmee that include hotel bookings?

    Yes. In addition to deals on The Big Island to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from The Big Island to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from The Big Island to Kissimmee.

  • Can I find deals for business class flights from The Big Island to Kissimmee?

    Yes. Cheapflights offers flight deals from The Big Island to Kissimmee 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 The Big Island to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from The Big Island to Kissimmee (average of $206). Flying from The Big Island to Kissimmee in November is currently the most expensive (average of $289). 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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Top 4 airlines flying from The Big Island to Kissimmee

Discover the top 4 airlines that operate flights from The Big Island to Kissimmee. 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$353Average$671FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$417Average$884FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$417Average$714FlexibilityNo cancel feeOn-time69%
DeltaCheapest$463Average$529FlexibilityNo cancel feeOn-timeN/A

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