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Kissimmee

$64+ Cheap flights from Cleveland (CLE) 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 6/28. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MCO
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Kissimmee are usually found in September or August, booked 13 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Cleveland to Kissimmee

Keep the following information in mind while searching for Cleveland to Kissimmee flight deals. Data was last updated June 12, 2025.

Round-trip from

$108
(Cheapflightsfares)

One-way from

$64
(Priceline)

Popular in

November

Cheapest in

September

Average price

$223
From Cleveland Hopkins Intl to Kissimmee
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One-way flight from Cleveland Hopkins Intl to Kissimmee
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Highest demand for flights based on searches. 8% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Cleveland to Kissimmee

Cheapest flights from Cleveland to Kissimmee
Explore the most affordable flight options available from Cleveland to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/23:48 pmCLE - MCO
Nonstop2h 25mSpirit Airlines
Sat 8/912:24 pmMCO - CLE
Nonstop2h 29mSpirit Airlines
Deal found 6/12$108
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/25:51 pmCLE - MCO
Nonstop2h 39mFrontier
Mon 8/116:22 pmMCO - CLE
Nonstop2h 48mFrontier
Deal found 6/11$116
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2510:00 pmCLE - MCO
Nonstop2h 31mMultiple Airlines
Sat 8/912:24 pmMCO - CLE
Nonstop2h 29mMultiple Airlines
Deal found 6/11$131
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 7/1912:16 pmCLE - MCO
Nonstop2h 25mUnited Airlines
Wed 7/2311:43 amMCO - CLE
Nonstop2h 28mUnited Airlines
Deal found 6/11$177
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/305:25 amCLE - MCO
2 stops8h 50mSouthwest
Tue 9/210:45 amMCO - CLE
2 stops7h 35mSouthwest
Deal found 6/10$187
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Sat 8/93:32 pmCLE - MCO
1 stop5h 23mAmerican Airlines
Wed 8/1311:06 amMCO - CLE
1 stop6h 01mAmerican Airlines
Deal found 6/12$192
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 7/164:00 pmCLE - MCO
1 stop6h 43mDelta
Sat 7/266:15 amMCO - CLE
1 stop7h 14mDelta
Deal found 6/10$197

Cheapflights Fare Finder

Customize your flight search to find flights from Cleveland 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 June 12, 2025.
Use the filters below to find and compare flights from Cleveland to Kissimmee that are best for you.

Fly from

Cleveland

Fly to

Kissimmee

Route

Depart

Return

Price

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 8/2

3:48 pm-6:13 pm

Nonstop2h 25m

Orlando

Sat 8/9

12:24 pm-2:53 pm

Nonstop2h 29m

$108

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 8/2

5:51 pm-8:30 pm

Nonstop2h 39m

Orlando

Mon 8/11

6:22 pm-9:10 pm

Nonstop2h 48m

$116

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Fri 7/25

10:00 pm-12:31 am

Nonstop2h 31m

Orlando

Sat 8/9

12:24 pm-2:53 pm

Nonstop2h 29m

$131

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 7/19

12:16 pm-2:41 pm

Nonstop2h 25m

Orlando

Wed 7/23

11:43 am-2:11 pm

Nonstop2h 28m

$177

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 8/30

5:25 am-2:15 pm

2 stops8h 50m

Orlando

Tue 9/2

10:45 am-6:20 pm

2 stops7h 35m

$187

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 8/9

3:32 pm-10:00 pm

1 stop6h 28m

Orlando

Wed 8/13

12:53 pm-5:07 pm

1 stop4h 14m

$192

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 7/16

4:00 pm-10:43 pm

1 stop6h 43m

Orlando

Sat 7/26

6:15 am-1:29 pm

1 stop7h 14m

$197

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 6/28

5:49 pm-8:20 pm

Nonstop2h 31m

$64

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 7/12

3:48 pm-6:13 pm

Nonstop2h 25m

$73

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 9/10

11:40 am-5:25 pm

1 stop5h 45m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 13 results
1
2

Best time to book a flight from Cleveland to Kissimmee

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

How far ahead should I book a flight from Cleveland to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Kissimmee. Price data was last updated on June 9, 2025.

To ensure you get the cheapest price possible for a flight from Cleveland to Kissimmee, you should look to book at least 13 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, May is the cheapest month in which you can book a flight from Cleveland to Kissimmee (average of $206). Flying from Cleveland 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 CLE to K1S?

Find hourly flight availability from Cleveland 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 June 12, 2025.

When flying from Cleveland to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Cleveland to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Cleveland to Kissimmee. Price data was last updated on June 8, 2025.

Travelers seeking maximum savings on their Cleveland to Kissimmee flight should consider departing on Wednesday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Cleveland to Kissimmee

Explore weekly flight availability from Cleveland to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 12, 2025.

The most flights from CLE to K1S are scheduled on a Thursday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 June 12, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Cleveland to Kissimmee have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,052 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

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

    Located just 10.1 mi from the city center, Cleveland Hopkins Intl is the airport most travelers will use when flying to Kissimmee from Cleveland. Booking flights from Hopkins Intl (CLE) to Kissimmee should be relatively easy as there are 7 daily outbound flights to Kissimmee from 8 different airlines.

  • What are the cheapest airlines to fly from Cleveland to Kissimmee one-way?

    One-way options have recently been found by users for as low as $64 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $73 and Southwest from $89 one-way.

  • What are the most reliable airlines from Cleveland to Kissimmee?

    Before booking your flight to Kissimmee from Cleveland, check out the most reliable airlines to get you to your destination on time: United Airlines (95%), Avianca (95%), Copa Airlines( 95%).

  • What are the cheapest flights from Cleveland to Kissimmee?

    The cheapest flight price from Cleveland to Kissimmee is $57. On average you can expect to pay $484. The most popular route, (Cleveland Hopkins Intl - Orlando), can usually be booked for $100.

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

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

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

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

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

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

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

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Top 8 airlines flying from Cleveland to Kissimmee

Discover the top 8 airlines that operate flights from Cleveland 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$52Average$128FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$72Average$252FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$78Average$181FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$85Average$140FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$160Average$358FlexibilityNo cancel feeOn-time69%
DeltaCheapest$196Average$343FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$201Average$358FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$236Average$366FlexibilityNo cancel feeOn-time63%

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