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$46+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MCO
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Cleveland Hopkins Intl to Kissimmee are usually found in May or August, booked 80 days in advance, depart on a Tuesday or Monday 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$102
(Priceline)

One-way from

$46
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$229
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. 14% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Priceline deal was found by Cheapflights users on 2/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/125:50 pmCLE - MCO
1 stop6h 09mSpirit Airlines
Wed 3/196:12 amMCO - CLE
1 stop6h 01mSpirit Airlines
Deal found 2/20$102
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 5/46:09 pmCLE - MCO
Nonstop2h 42mFrontier
Mon 5/129:56 pmMCO - CLE
Nonstop2h 40mFrontier
Deal found 2/20$104
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 4/48:06 pmCLE - MCO
1 stop11h 03mMultiple Airlines
Tue 4/810:20 pmMCO - CLE
Nonstop2h 35mMultiple Airlines
Deal found 2/20$105
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/24:40 pmCLE - MCO
1 stop7h 26mJetBlue
Thu 5/86:00 amMCO - CLE
1 stop9h 52mJetBlue
Deal found 2/20$215
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/256:00 amCLE - MCO
1 stop4h 45mDelta
Wed 4/25:30 amMCO - CLE
1 stop4h 54mDelta
Deal found 2/19$217

Find flights from Cleveland to Kissimmee within your budget

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 February 20, 2025.

Fly from

Cleveland

Fly to

Kissimmee

Route

Depart

Return

Price

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 3/12

5:50 pm-11:59 pm

1 stop6h 09m

Orlando

Wed 3/19

6:12 am-12:13 pm

1 stop6h 01m

$102

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sun 5/4

5:30 am-8:03 am

Nonstop2h 33m

Orlando

Sun 5/11

5:35 am-8:13 am

Nonstop2h 38m

$104

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Fri 4/4

8:06 pm-7:09 am

1 stop11h 03m

Orlando

Tue 4/8

10:20 pm-12:55 am

Nonstop2h 35m

$105

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Fri 5/2

4:40 pm-12:06 am

1 stop7h 26m

Orlando

Thu 5/8

6:00 am-3:52 pm

1 stop9h 52m

$215

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Tue 3/25

6:00 am-10:45 am

1 stop4h 45m

Orlando

Wed 4/2

5:30 am-10:24 am

1 stop4h 54m

$217

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 3/19

9:29 pm-11:56 pm

Nonstop2h 27m

$47

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sun 5/18

6:09 pm-8:51 pm

Nonstop2h 42m

$48

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 3/26

11:10 am-7:20 pm

1 stop8h 10m

$108

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 4/16

6:24 am-1:04 pm

1 stop6h 40m

$109

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Thu 5/1

7:24 pm-12:54 am

1 stop5h 30m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 14 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.

Travel insights for flights from Cleveland to Kissimmee

Get recent, data-driven insights about flights from Cleveland to Kissimmee including ideal travel times, pricing trends, and more.

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 February 14, 2025.

To ensure you get the cheapest price possible for a flight from Cleveland to Kissimmee, you should look to book at least 80 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 February 20, 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 February 16, 2025.

Travelers seeking maximum savings on their Cleveland to Kissimmee flight should consider departing on Monday 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 February 20, 2025.

The most flights from CLE to K1S are scheduled on a Thursday (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 February 20, 2025.
See what other customers who have flown with Southwest, Alaska Airlines and Delta 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
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 4 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 $46 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $47 and JetBlue from $108 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: Avianca (77%), Copa Airlines (77%), Frontier( 75%).

  • What are the cheapest flights from Cleveland to Kissimmee?

    The cheapest flight price from Cleveland to Kissimmee is $44. On average you can expect to pay $474. The most popular route, (Cleveland Hopkins Intl - Orlando), can usually be booked for $73.

  • 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$41Average$184FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$45Average$122FlexibilityNo cancel feeOn-time65%
FrontierCheapest$72Average$169FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$85Average$126FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$156Average$343FlexibilityNo cancel feeOn-time69%
DeltaCheapest$195Average$314FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$200Average$356FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$257Average$395FlexibilityNo cancel feeOn-time63%
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