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$47+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MCO
Mar 31 — Apr 71
Mon 3/31
Mon 4/7
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Kissimmee are usually found in August or May, booked 80 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

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 March 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$95
(Cheapflightsfares)

One-way from

$47
(FlightHub)

Popular in

November

Cheapest in

August

Average price

$254
Provider with most accurate pricing for Cleveland Hopkins Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Orlando (ORL) flights.
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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. 13% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 26, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/29:29 pmCLE - MCO
Nonstop2h 27mSpirit Airlines
Mon 4/76:05 pmMCO - CLE
Nonstop2h 29mSpirit Airlines
Deal found 3/24$95
This Cheapflightsfares deal was found by Cheapflights users on 3/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/19:29 pmCLE - MCO
Nonstop2h 27mMultiple Airlines
Fri 4/45:05 amMCO - CLE
Nonstop2h 38mMultiple Airlines
Deal found 3/24$101
This Frontier deal was found by Cheapflights users on 3/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/44:25 pmCLE - MCO
Nonstop2h 39mFrontier
Fri 4/410:23 pmMCO - CLE
Nonstop2h 35mFrontier
Deal found 3/24$103
This Delta deal was found by Cheapflights users on 3/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/67:20 amCLE - MCO
1 stop4h 21mDelta
Tue 5/135:45 pmMCO - CLE
1 stop5h 16mDelta
Deal found 3/25$197
This American Airlines deal was found by Cheapflights users on 3/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/309:36 amCLE - MCO
1 stop7h 07mAmerican Airlines
Wed 5/76:59 amMCO - CLE
1 stop5h 51mAmerican Airlines
Deal found 3/25$199

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 March 26, 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

Wed 4/2

9:29 pm-11:56 pm

Nonstop2h 27m

Orlando

Mon 4/7

6:05 pm-8:34 pm

Nonstop2h 29m

$95

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Tue 4/1

9:29 pm-11:56 pm

Nonstop2h 27m

Orlando

Fri 4/4

5:05 am-7:43 am

Nonstop2h 38m

$101

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Fri 4/4

4:25 pm-7:04 pm

Nonstop2h 39m

Orlando

Fri 4/4

10:23 pm-12:58 am

Nonstop2h 35m

$103

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Tue 5/6

8:20 am-12:44 pm

1 stop4h 24m

Orlando

Wed 5/14

7:00 am-1:15 pm

1 stop6h 15m

$197

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 4/30

10:43 am-5:14 pm

1 stop6h 31m

Orlando

Tue 5/6

6:59 am-12:50 pm

1 stop5h 51m

$199

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Fri 4/4

9:29 pm-11:56 pm

Nonstop2h 27m

$47

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 4/9

5:30 am-8:10 am

Nonstop2h 40m

$52

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 5/7

4:29 pm-6:57 pm

Nonstop2h 28m

$89

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Tue 5/6

12:50 pm-5:15 pm

1 stop4h 25m

$99

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 4/30

10:43 am-5:14 pm

1 stop6h 31m

$100

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 12 results
1
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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 March 21, 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 March 26, 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 March 23, 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 March 26, 2025.

The most flights from CLE to K1S are scheduled on a Monday (10 on average). You will have fewer flight options on Saturday, 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 March 26, 2025.
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,891 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,608 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Spirit Airlines
6.3
Okay
7,878 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 6 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 $47 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $52 and United Airlines 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: Southwest (85%), Avianca (84%), Copa Airlines( 84%).

  • What are the cheapest flights from Cleveland to Kissimmee?

    The cheapest flight price from Cleveland to Kissimmee is $39. On average you can expect to pay $567. The most popular route, (Cleveland Hopkins Intl - Orlando), can usually be booked for $95.

  • 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 March 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$49Average$130FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$55Average$190FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$75Average$166FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$81Average$126FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$159Average$345FlexibilityNo cancel feeOn-time69%
DeltaCheapest$195Average$339FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$201Average$358FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$236Average$391FlexibilityNo cancel feeOn-time63%
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