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Kissimmee

$238+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ITO — MCO
nov. 1 — nov. 81
sam. 11/1
sam. 11/8
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 octobre 2, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$520
(Alaska Airlines)

One-way from

$238
(Expedia)

Popular in

January

Cheapest in

September

Average price

$1,055
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. 18% potential increase in price ($213 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($78 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 octobre 2, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/2. 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.
lun. 11/179:00 pmITO - MCO
2 stops22h 15mAlaska Airlines
sam. 11/225:36 pmMCO - ITO
2 stops31h 52mAlaska Airlines
Deal found 10/2$835
This Alaska Airlines deal was found by Cheapflights users on 10/2. 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.
ven. 10/177:49 pmITO - MCO
2 stops15h 01mAlaska Airlines
mar. 10/217:00 amMCO - ITO
2 stops19h 31mAlaska Airlines
Deal found 10/2$850
This Alaska Airlines deal was found by Cheapflights users on 10/1. 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.
jeu. 10/167:49 pmITO - MCO
2 stops14h 59mAlaska Airlines
lun. 10/207:00 amMCO - ITO
2 stops18h 20mAlaska Airlines
Deal found 10/1$1,297
This United Airlines deal was found by Cheapflights users on 10/2. 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.
ven. 10/176:00 amITO - MCO
2 stops19h 33mUnited Airlines
mar. 10/2112:19 pmMCO - ITO
3 stops35h 30mUnited Airlines
Deal found 10/2$1,934
This United Airlines deal was found by Cheapflights users on 10/2. 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.
lun. 11/174:34 pmITO - MCO
3 stops22h 41mUnited Airlines
sam. 11/224:20 pmMCO - ITO
2 stops31h 53mUnited Airlines
Deal found 10/2$4,636
This United Airlines deal was found by Cheapflights users on 10/1. 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.
jeu. 10/168:35 amITO - MCO
2 stops24h 44mUnited Airlines
lun. 10/205:10 pmMCO - ITO
3 stops30h 39mUnited Airlines
Deal found 10/1$6,299

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 octobre 2, 2025.
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

dim. 3/1

9:47 am-5:40 am

2 stops14h 53m

Orlando

mar. 3/3

5:20 pm-5:00 pm

2 stops28h 40m

$520

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

mar. 2/3

7:44 pm-7:38 am

2 stops30h 54m

Orlando

sam. 2/7

9:00 am-5:40 pm

2 stops37h 40m

$578

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

mar. 2/3

8:40 am-11:15 am

3 stops21h 35m

Orlando

sam. 2/7

7:00 am-8:29 pm

2 stops42h 29m

$786

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

mer. 10/15

6:13 pm-12:19 am

2 stops24h 06m

Orlando

dim. 10/19

7:00 am-10:19 pm

2 stops21h 19m

$1,219

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

jeu. 10/16

7:49 pm-4:48 pm

2 stops14h 59m

Orlando

lun. 10/20

7:00 am-7:20 pm

2 stops18h 20m

$1,297

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

mer. 10/15

6:00 am-8:23 pm

3 stops32h 23m

Orlando

dim. 10/19

7:00 am-10:23 am

2 stops33h 23m

$4,860

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

jeu. 10/16

8:35 am-3:19 pm

2 stops24h 44m

Orlando

lun. 10/20

5:10 pm-5:49 pm

3 stops30h 39m

$6,299

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

mer. 2/25

6:00 am-6:17 am

2 stops19h 17m

$238

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

mer. 2/25

6:00 am-7:36 pm

3 stops32h 36m

$262

HiloOrlando

ITO - MCO

ITOMCO

Hilo Intl

jeu. 12/4

6:44 pm-6:36 pm

2 stops18h 52m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/2

Showing 1-10 of 16 results
1
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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, May is the cheapest month in which you can book a flight from Hilo to Kissimmee (average of $206). Flying from Hilo 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 ITO to K1S?

Find hourly flight availability from Hilo 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 octobre 2, 2025.

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

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 octobre 2, 2025.
Get a feel of what it's like to fly with Alaska Airlines from Hilo to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,994 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

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
10,994 reviews
Alaska Airlines
8.0
Very good
10,994 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

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 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 1 airline.

  • How long is the flight from Hilo to Kissimmee?

    A quick flight from Hilo to Kissimmee can take about 14h 53m. Alaska Airlines provides one of the quickest options available for as low as $520. There are 4618 mi between Hilo and Kissimmee. This flight may include one or multiple stops.

  • 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, May is the cheapest month in which you can book a flight from Hilo to Kissimmee (average of $206). Flying from Hilo 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 airline flying from Hilo to Kissimmee

Discover the top airline that operate flights from Hilo 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 octobre 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$624Average$1,036FlexibilityNo cancel feeOn-time75%

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