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Kissimmee

$39+ Cheap flights from Clearwater, FL 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MCO
Aug 25 — Sep 11
Tue 8/25
Tue 9/1
1 adult, Economy
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Cheap flight deals from Clearwater to Kissimmee

Cheapest flights from Clearwater to Kissimmee
Explore the most affordable flight options available from Clearwater to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 26, 2026.

This Trip.com deal was found by Cheapflights users on 7/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:00 am
TPA
-
MCO
1 stop12h 57m
Frontier
Mon 8/243:21 pm
MCO
-
TPA
1 stop9h 14m
Frontier
Deal found 7/22$82
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Wed 8/192:25 pm
TPA
-
MCO
1 stop7h 49m
Frontier
Wed 8/261:45 pm
MCO
-
TPA
1 stop5h 04m
Frontier
Deal found 7/22$83
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Tue 8/252:25 pm
TPA
-
MCO
1 stop7h 49m
Frontier
Sat 8/297:57 am
MCO
-
TPA
1 stop10h 52m
Frontier
Deal found 7/23$84
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Thu 9/247:00 am
TPA
-
MCO
1 stop4h 47m
Frontier
Sat 9/267:10 am
MCO
-
TPA
1 stop10h 08m
Frontier
Deal found 7/22$85
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sun 8/167:00 am
TPA
-
MCO
1 stop23h 40m
Frontier
Tue 8/181:45 pm
MCO
-
TPA
1 stop5h 04m
Frontier
Deal found 7/23$94
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Thu 8/202:25 pm
TPA
-
MCO
1 stop7h 49m
Frontier
Sun 8/237:45 am
MCO
-
TPA
1 stop27h 55m
Frontier
Deal found 7/23$100
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Thu 8/137:00 am
TPA
-
MCO
1 stop7h 23m
Frontier
Sun 8/165:24 pm
MCO
-
TPA
1 stop25h 11m
Frontier
Deal found 7/23$103
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Tue 9/88:07 pm
TPA
-
MCO
1 stop21h 02m
Frontier
Tue 9/155:19 pm
MCO
-
TPA
1 stop5h 15m
Frontier
Deal found 7/24$106
This Trip.com deal was found by Cheapflights users on 7/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:05 am
TPA
-
MCO
1 stop7h 21m
Frontier
Sat 9/55:23 pm
MCO
-
TPA
1 stop7h 12m
Frontier
Deal found 7/24$109
This Trip.com deal was found by Cheapflights users on 7/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:59 pm
TPA
-
MCO
1 stop9h 00m
Frontier
Mon 9/286:50 am
MCO
-
TPA
1 stop15h 44m
Frontier
Deal found 7/25$117
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Sun 8/167:00 am
TPA
-
MCO
1 stop23h 40m
Frontier
Mon 8/175:24 pm
MCO
-
TPA
1 stop4h 51m
Frontier
Deal found 7/22$119

Find flight deals from Clearwater to Kissimmee

Keep the following information in mind while searching for Clearwater to Kissimmee flight deals. Data was last updated July 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$82
(Trip.com)

One-way from

$39
(Kiwi.com)
Provider with most accurate pricing for Tampa-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-Orlando (ORL) flights.
Search Deals
From Clearwater to Kissimmee
Search Deals
One-way flight from Clearwater to Kissimmee
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Clearwater 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 July 26, 2026.
Use the filters below to find and compare flights from Clearwater to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Mon 8/17

2:10 pm-10:15 pm

1 stop8h 05m

Orlando

Mon 8/24

5:23 pm-12:35 am

1 stop7h 12m

$122

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Mon 8/17

10:31 pm-6:33 pm

2 stops20h 02m

Orlando

Mon 8/24

5:23 pm-12:35 am

1 stop7h 12m

$179

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Mon 8/17

7:38 am-11:02 am

1 stop3h 24m

Orlando

Mon 8/24

9:55 am-2:07 pm

1 stop4h 12m

$183

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Thu 8/20

2:25 pm-8:00 pm

1 stop5h 35m

Orlando

Sun 8/23

8:43 pm-11:40 am

2 stops14h 57m

$210
Quickest round-trip

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Sat 10/10

7:55 am-11:14 am

1 stop3h 19m

Orlando

Mon 10/12

10:05 am-2:00 pm

1 stop3h 55m

$223

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Tue 8/11

7:38 am-11:02 am

1 stop3h 24m

Orlando

Thu 8/13

9:55 am-2:07 pm

1 stop4h 12m

$301

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Wed 8/19

7:45 am-2:35 pm

2 stops6h 50m

Orlando

Wed 8/26

10:40 am-5:05 pm

2 stops6h 25m

$309

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Tue 8/18

10:35 am-6:00 pm

2 stops7h 25m

Orlando

Tue 8/25

12:45 pm-7:40 pm

2 stops6h 55m

$309

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Tue 9/8

7:45 am-2:35 pm

2 stops6h 50m

Orlando

Tue 9/15

10:40 am-5:05 pm

2 stops6h 25m

$319
Cheapest one-way

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Fri 9/11

6:23 pm-9:22 am

1 stop14h 59m

$53

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 21 resultsSorted by cheapest first
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Best time to book a flight from Clearwater to Kissimmee

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

What is the cheapest time of day to fly from CL9 to K1S?

Find hourly flight availability from Clearwater 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 July 26, 2026.

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

Related info for your journey

Find useful and relevant information for your journey from Clearwater 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 Clearwater to Kissimmee?

    Airlines like Frontier and JetBlue fly from Clearwater to Kissimmee in about 3h 24m. The time it takes to get you to your destination can typically vary by up to 4h 41m. There are 81 mi between Clearwater and Kissimmee. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Clearwater 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.

Alternative routes for Clearwater to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Clearwater to Kissimmee

Discover the top airline that operate flights from Clearwater 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 July 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$107Average$279FlexibilityNo cancel feeOn-time63%

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