HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$278+ Cheap flights from Kaua'i 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
LIH — MCO
Mar 22 — Mar 291
Sun 3/22
Sun 3/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kaua'i to Kissimmee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Kaua'i to Kissimmee

Cheapest flights from Kaua'i to Kissimmee
Explore the most affordable flight options available from Kaua'i to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:24 pm
LIH
-
MCO
2 stops28h 40m
Multiple Airlines
Thu 4/164:29 pm
MCO
-
LIH
1 stop24h 31m
Multiple Airlines
Deal found 2/18$607
This United Airlines deal was found by Cheapflights users on 2/17. 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.
Wed 3/42:25 pm
LIH
-
MCO
1 stop11h 36m
United Airlines
Sun 3/86:00 am
MCO
-
LIH
1 stop16h 04m
United Airlines
Deal found 2/17$626
This United Airlines deal was found by Cheapflights users on 2/19. 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 3/62:15 pm
LIH
-
MCO
1 stop11h 40m
United Airlines
Tue 3/1011:45 am
MCO
-
LIH
2 stops16h 12m
United Airlines
Deal found 2/19$632
This Expedia deal was found by Cheapflights users on 2/19. 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.
Fri 3/69:59 am
LIH
-
MCO
2 stops14h 41m
Multiple Airlines
Tue 3/104:17 pm
MCO
-
LIH
2 stops28h 13m
Multiple Airlines
Deal found 2/19$636
This United Airlines deal was found by Cheapflights users on 2/18. 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.
Mon 4/1312:55 pm
LIH
-
MCO
2 stops15h 51m
United Airlines
Thu 4/169:00 am
MCO
-
LIH
2 stops16h 53m
United Airlines
Deal found 2/18$640
This American Airlines deal was found by Cheapflights users on 2/18. 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 4/139:30 pm
LIH
-
MCO
1 stop19h 51m
American Airlines
Thu 4/167:13 am
MCO
-
LIH
1 stop14h 02m
American Airlines
Deal found 2/18$681
This Expedia deal was found by Cheapflights users on 2/17. 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 3/411:40 am
LIH
-
MCO
2 stops13h 00m
Multiple Airlines
Sun 3/88:09 pm
MCO
-
LIH
2 stops25h 05m
Multiple Airlines
Deal found 2/17$730
This Delta deal was found by Cheapflights users on 2/18. 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 5/318:31 pm
LIH
-
MCO
1 stop16h 17m
Delta
Mon 6/87:00 am
MCO
-
LIH
1 stop16h 12m
Delta
Deal found 2/18$749
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Mon 3/211:59 pm
LIH
-
MCO
1 stop11h 56m
United Airlines
Wed 3/47:45 pm
MCO
-
LIH
1 stop26h 19m
United Airlines
Deal found 2/19$761

Find flight deals from Kaua'i to Kissimmee

Keep the following information in mind while searching for Kaua'i to Kissimmee flight deals. Data was last updated February 20, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$607
(Kiwi.com)

One-way from

$278
(Delta)
Provider with most accurate pricing for Lihue-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Lihue-Orlando (ORL) flights.
Search Deals
From Kaua'i to Kissimmee
Search Deals
One-way flight from Kaua'i to Kissimmee
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kaua'i 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 February 20, 2026.
Use the filters below to find and compare flights from Kaua'i to Kissimmee that are best for you.

Fly from

Kaua'i

Fly to

Kissimmee

Route

Depart

Return

Price

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Mon 4/13

6:24 pm-5:04 am

2 stops28h 40m

Orlando

Thu 4/16

4:29 pm-11:00 am

1 stop24h 31m

$607

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Wed 3/4

2:25 pm-7:01 am

1 stop11h 36m

Orlando

Sun 3/8

6:00 am-4:04 pm

1 stop16h 04m

$626

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Fri 3/6

10:30 pm-5:26 pm

1 stop13h 56m

Orlando

Tue 3/10

6:00 am-4:14 pm

2 stops16h 14m

$632

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Fri 3/6

2:15 pm-6:55 am

1 stop11h 40m

Orlando

Tue 3/10

11:45 am-9:57 pm

2 stops16h 12m

$632

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Fri 3/6

9:59 am-5:40 am

2 stops14h 41m

Orlando

Tue 3/10

4:17 pm-2:30 pm

2 stops28h 13m

$636

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Mon 4/13

12:55 pm-10:46 am

2 stops15h 51m

Orlando

Thu 4/16

9:00 am-7:53 pm

2 stops16h 53m

$640

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Mon 4/13

9:30 pm-11:21 pm

1 stop19h 51m

Orlando

Thu 4/16

7:13 am-3:15 pm

1 stop14h 02m

$681

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Sun 5/31

8:31 pm-6:48 pm

1 stop16h 17m

Orlando

Mon 6/8

7:00 am-5:12 pm

1 stop16h 12m

$749

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Mon 3/2

11:59 pm-4:55 pm

1 stop11h 56m

Orlando

Wed 3/4

7:45 pm-5:04 pm

1 stop26h 19m

$761

LihueOrlando

LIH - MCO

LIHMCO

Lihue

Fri 5/29

9:40 pm-11:39 pm

2 stops19h 59m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

Showing 1-10 of 14 results
1
2

Best time to book a flight from Kaua'i to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Kaua'i 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 Kaua'i to Kissimmee
No data available for this route at this time. Please check back soon.

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 February 20, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Kaua'i to Kissimmee. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,228 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,228 reviews
Delta
7.9
Good
8,228 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
9,335 reviews
Delta
7.9
Good
8,228 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,334 reviews
Delta
7.9
Good
8,228 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Kaua'i to Kissimmee. 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 Kaua'i to Kissimmee?

    Airlines like United Airlines and American Airlines fly from Kaua'i to Kissimmee in about 11h 36m. The time it takes to get you to your destination can typically vary by up to 2h 20m. There are 4811 mi between Kaua'i and Kissimmee. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Kaua'i to Kissimmee one-way?

    $256 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Alaska Airlines and United Airlines, with prices starting from $282 and $286, respectively.

  • Can I find deals for flights from Kaua'i to Kissimmee that include hotel bookings?

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

  • How can I find direct flights from Kaua'i to Kissimmee?

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

  • Can I find deals for business class flights from Kaua'i to Kissimmee?

    Yes. Cheapflights offers flight deals from Kaua'i 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 3 airlines flying from Kaua'i to Kissimmee

Discover the top 3 airlines that operate flights from Kaua'i 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 February 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$416Average$741FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$443Average$804FlexibilityNo cancel feeOn-time71%
DeltaCheapest$453Average$963FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.