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Kissimmee

$63+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MCO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:38 pm
TPA
-
MCO
1 stop5h 16m
Spirit Airlines
Tue 3/36:54 pm
MCO
-
TPA
1 stop12h 41m
Spirit Airlines
Deal found 1/27$116
This Mytrip deal was found by Cheapflights users on 1/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:55 pm
TPA
-
MCO
1 stop12h 48m
Spirit Airlines
Tue 2/176:54 pm
MCO
-
TPA
1 stop12h 41m
Spirit Airlines
Deal found 1/28$123
This eDestinos deal was found by Cheapflights users on 1/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:50 pm
TPA
-
MCO
1 stop11h 49m
Frontier
Wed 4/292:47 pm
MCO
-
TPA
1 stop9h 39m
Frontier
Deal found 1/28$128
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/179:55 pm
TPA
-
MCO
1 stop9h 44m
Spirit Airlines
Fri 2/206:54 pm
MCO
-
TPA
1 stop12h 41m
Spirit Airlines
Deal found 1/27$130
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sat 4/117:11 pm
TPA
-
MCO
1 stop4h 39m
Multiple Airlines
Wed 4/157:37 pm
MCO
-
TPA
1 stop4h 49m
Multiple Airlines
Deal found 1/27$134
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:30 am
TPA
-
MCO
2 stops12h 28m
Spirit Airlines
Wed 3/42:50 pm
MCO
-
TPA
1 stop6h 10m
Spirit Airlines
Deal found 1/27$138
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:38 pm
TPA
-
MCO
1 stop5h 16m
Spirit Airlines
Thu 2/266:00 am
MCO
-
TPA
1 stop11h 33m
Spirit Airlines
Deal found 1/27$139
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/116:55 pm
TPA
-
MCO
1 stop5h 04m
Multiple Airlines
Sun 2/159:54 pm
MCO
-
TPA
1 stop26h 41m
Multiple Airlines
Deal found 1/27$145
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/104:13 pm
TPA
-
MCO
1 stop22h 51m
Multiple Airlines
Tue 2/177:48 pm
MCO
-
TPA
2 stops21h 45m
Multiple Airlines
Deal found 1/28$152
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Fri 3/1310:24 pm
TPA
-
MCO
1 stop9h 08m
Multiple Airlines
Sun 3/158:34 pm
MCO
-
TPA
1 stop10h 45m
Multiple Airlines
Deal found 1/26$155

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$116
(Mytrip)

One-way from

$63
(Mytrip)
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 January 29, 2026.
Use the filters below to find and compare flights from Clearwater to Kissimmee that are best for you.

Fly from

Clearwater

Fly to

Kissimmee

Route

Depart

Return

Price

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Tue 2/24

6:38 pm-11:54 pm

1 stop5h 16m

Orlando

Tue 3/3

6:54 pm-7:35 am

1 stop12h 41m

$116

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Tue 2/10

6:55 pm-7:43 am

1 stop12h 48m

Orlando

Tue 2/17

6:54 pm-7:35 am

1 stop12h 41m

$123

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Sat 4/25

7:50 pm-7:39 am

1 stop11h 49m

Orlando

Wed 4/29

2:47 pm-12:26 am

1 stop9h 39m

$128

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Tue 2/17

9:55 pm-7:39 am

1 stop9h 44m

Orlando

Fri 2/20

6:54 pm-7:35 am

1 stop12h 41m

$131

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Wed 2/25

8:30 am-8:58 pm

2 stops12h 28m

Orlando

Wed 3/4

2:50 pm-9:00 pm

1 stop6h 10m

$138

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Sat 3/7

5:30 am-9:45 pm

1 stop16h 15m

Orlando

Mon 3/9

9:54 pm-10:08 am

1 stop12h 14m

$152

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Tue 2/10

4:13 pm-3:04 pm

1 stop22h 51m

Orlando

Tue 2/17

7:48 pm-5:33 pm

2 stops21h 45m

$152

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Thu 2/19

6:38 pm-7:39 am

1 stop13h 01m

Orlando

Fri 2/20

6:54 pm-7:35 am

1 stop12h 41m

$152

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Fri 3/13

10:24 pm-7:32 am

1 stop9h 08m

Orlando

Sun 3/15

8:34 pm-7:19 am

1 stop10h 45m

$155

TampaOrlando

TPA - MCO

TPAMCO

Tampa

Thu 3/26

10:54 pm-7:39 am

1 stop8h 45m

Orlando

Mon 3/30

10:30 am-5:41 pm

1 stop7h 11m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 24 results
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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 January 29, 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.

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 January 29, 2026.
Get a feel of what it's like to fly with American Airlines from Clearwater 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.
American Airlines
7.2
Good
11,205 reviews

Comfort

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,205 reviews
American Airlines
7.2
Good
11,205 reviews

Comfort

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 Spirit Airlines and Frontier fly from Clearwater to Kissimmee in about 5h 16m. The time it takes to get you to your destination can typically vary by up to 6h 33m. 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

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Alternative routes for Clearwater to Kissimmee

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Top 2 airlines flying from Clearwater to Kissimmee

Discover the top 2 airlines 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$107Average$237FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$443Average$621FlexibilityNo cancel feeOn-time71%

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