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Kissimmee

$271+ Cheap flights from Hilo (ITO) 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
ITO — MCO
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Hilo to Kissimmee

Keep the following information in mind while searching for Hilo to Kissimmee flight deals. Data was last updated January 8, 2026.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$548
(Alaska Airlines)

One-way from

$271
(Alaska Airlines)

Popular in

May

Cheapest in

September

Average price

$834
Provider with most accurate pricing for Hilo Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Hilo Intl-Orlando (ORL) flights.
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From Hilo Intl to Kissimmee
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One-way flight from Hilo Intl to Kissimmee
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Highest demand for flights based on searches. 12% potential increase in price ($122 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($22 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 Hilo to Kissimmee

Cheapest flights from Hilo to Kissimmee
Explore the most affordable flight options available from Hilo to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

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.
Tue 3/38:30 pmITO - MCO
2 stops28h 10mMultiple Airlines
Thu 3/57:44 amMCO - ITO
2 stops18h 40mMultiple Airlines
Deal found 1/7$548
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.
Fri 4/2412:24 pmITO - MCO
2 stops29h 35mMultiple Airlines
Fri 5/17:00 amMCO - ITO
2 stops21h 33mMultiple Airlines
Deal found 1/7$691
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:24 pmITO - MCO
3 stops35h 43mUnited Airlines
Fri 5/18:00 amMCO - ITO
2 stops17h 13mUnited Airlines
Deal found 1/7$735
This Alaska Airlines deal was found by Cheapflights users on 1/8. 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.
Fri 1/238:59 amITO - MCO
2 stops15h 36mMultiple Airlines
Tue 1/277:00 amMCO - ITO
2 stops19h 24mMultiple Airlines
Deal found 1/8$753
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.
Sun 2/19:00 pmITO - MCO
2 stops27h 35mMultiple Airlines
Fri 2/204:17 pmMCO - ITO
2 stops30h 12mMultiple Airlines
Deal found 1/7$806
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:30 pmITO - MCO
3 stops20h 06mUnited Airlines
Thu 3/56:23 amMCO - ITO
2 stops18h 36mUnited Airlines
Deal found 1/7$825
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/15:59 pmITO - MCO
2 stops18h 24mUnited Airlines
Fri 2/208:40 amMCO - ITO
3 stops37h 49mUnited Airlines
Deal found 1/7$922

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilo 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 January 8, 2026.
Use the filters below to find and compare flights from Hilo to Kissimmee that are best for you.

Fly from

Hilo

Fly to

Kissimmee

Route

Depart

Return

Price

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Tue 3/3

8:30 pm-5:40 am

2 stops28h 10m

Orlando

Thu 3/5

7:44 am-9:24 pm

2 stops18h 40m

$548

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Sun 2/1

9:00 pm-5:35 am

2 stops27h 35m

Orlando

Fri 2/20

4:17 pm-5:29 pm

2 stops30h 12m

$806

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Tue 3/3

7:41 pm-9:36 pm

3 stops20h 55m

Orlando

Thu 3/5

9:00 am-7:59 pm

2 stops15h 59m

$825

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Sun 2/1

5:59 pm-5:23 pm

2 stops18h 24m

Orlando

Fri 2/20

8:40 am-5:29 pm

3 stops37h 49m

$922

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Thu 4/23

9:59 am-5:55 am

2 stops13h 56m

$271

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Thu 3/26

6:00 am-5:52 am

2 stops17h 52m

$301

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Fri 4/24

8:53 am-6:27 pm

2 stops27h 34m

$315

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Sat 3/28

9:00 pm-6:26 am

2 stops27h 26m

$392

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

Fri 3/27

8:23 am-7:26 am

2 stops17h 03m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Best time to book a flight from Hilo to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Hilo 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 Hilo to Kissimmee

What is the cheapest month to book a flight from Hilo to Kissimmee?

Currently, March is the cheapest month in which you can book a flight from Hilo to Kissimmee (average of $390). Flying from Hilo to Kissimmee in November is currently the most expensive (average of $912). 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.

Related info for your journey

Find useful and relevant information for your journey from Hilo to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hilo to Kissimmee?

    Located just 3.0 mi from the city center, Hilo Intl is the airport most travelers will use when flying to Kissimmee from Hilo. Booking flights from Hilo Intl (ITO) to Kissimmee should be relatively easy as there are 0 daily outbound flights to Kissimmee from 0 different airlines.

  • How long is the flight from Hilo to Kissimmee?

    A quick flight from Hilo to Kissimmee can take about 20h 55m. United Airlines provides one of the quickest options available for as low as $825. There are 4618 mi between Hilo and Kissimmee.

  • Can I find deals for flights from Hilo to Kissimmee that include hotel bookings?

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

  • How can I find direct flights from Hilo to Kissimmee?

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

  • Can I find deals for business class flights from Hilo to Kissimmee?

    Yes. Cheapflights offers flight deals from Hilo 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 Hilo to Kissimmee?

    Currently, March is the cheapest month in which you can book a flight from Hilo to Kissimmee (average of $390). Flying from Hilo to Kissimmee in November is currently the most expensive (average of $912). 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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