$43+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MCO
Jan 11 — Jan 181
1 adult, Economy
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Find cheap flights from Cleveland to Kissimmee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Kissimmee are usually found in January or September, booked 78 days in advance, depart on a Tuesday or Wednesday and return on a Thursday
Cheap flight deals from Cleveland to Kissimmee
Cheapest flights from Cleveland to KissimmeeExplore 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 December 12, 2025.
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 December 12, 2025.
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/174:48 pmCLE - MCO
Nonstop2h 45mFrontier
Sun 12/215:05 amMCO - CLE
Nonstop2h 38mFrontier
Deal found 12/10![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 12/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/167:17 pmCLE - MCO
Nonstop2h 42mFrontier
Fri 12/195:01 amMCO - CLE
Nonstop2h 38mFrontier
Deal found 12/11![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 12/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:17 pmCLE - MCO
Nonstop2h 42mFrontier
Fri 12/197:40 amMCO - CLE
Nonstop2h 41mFrontier
Deal found 12/10![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 12/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/164:48 pmCLE - MCO
Nonstop2h 45mFrontier
Thu 12/185:05 amMCO - CLE
Nonstop2h 38mFrontier
Deal found 12/10![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:17 pmCLE - MCO
Nonstop2h 42mFrontier
Sat 12/209:09 pmMCO - CLE
Nonstop2h 42mFrontier
Deal found 12/10![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/167:17 pmCLE - MCO
Nonstop2h 42mFrontier
Sun 12/215:05 amMCO - CLE
Nonstop2h 38mFrontier
Deal found 12/10![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 12/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/164:48 pmCLE - MCO
Nonstop2h 45mFrontier
Wed 12/178:10 pmMCO - CLE
Nonstop2h 36mFrontier
Deal found 12/11![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:17 pmCLE - MCO
Nonstop2h 42mFrontier
Thu 12/185:05 amMCO - CLE
Nonstop2h 38mFrontier
Deal found 12/10![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:59 pmCLE - MCO
Nonstop2h 37mFrontier
Tue 1/65:26 amMCO - CLE
1 stop17h 47mFrontier
Deal found 12/11![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 12/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:59 pmCLE - MCO
Nonstop2h 37mFrontier
Wed 1/79:44 pmMCO - CLE
Nonstop2h 42mFrontier
Deal found 12/11![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/134:48 pmCLE - MCO
Nonstop2h 45mFrontier
Fri 12/197:40 amMCO - CLE
Nonstop2h 41mFrontier
Deal found 12/10![Frontier logo]()
$127
This WAYA deal was found by Cheapflights users on 12/11. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:59 pmCLE - MCO
Nonstop2h 37mMultiple Airlines
Tue 1/65:15 pmMCO - CLE
1 stop5h 58mMultiple Airlines
Deal found 12/11![Multiple Airlines logo]()
$128
Find flight deals from Cleveland to Kissimmee
Keep the following information in mind while searching for Cleveland to Kissimmee flight deals. Data was last updated December 12, 2025.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $83 (Cheapflightsfares) |
One-way from | $43 (Super.com) |
Popular in | November |
Cheapest in | January |
Average price | $252 |
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 December 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
Wed 2/11
7:20 am-6:30 am
1 stop23h 10m
Orlando
Wed 2/18
8:23 pm-11:09 pm
Nonstop2h 46m
$111
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Wed 1/28
6:40 am-4:20 pm
2 stops9h 40m
Orlando
Sun 2/1
6:50 am-12:05 pm
1 stop5h 15m
$242
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Wed 1/21
6:15 am-1:25 pm
2 stops7h 10m
Orlando
Sat 1/24
7:00 am-12:10 pm
1 stop5h 10m
$252
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Sat 1/10
7:15 am-9:57 am
Nonstop2h 42m
Orlando
Sat 1/10
3:00 pm-9:06 pm
1 stop6h 06m
$262
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Sun 2/1
7:15 am-9:57 am
Nonstop2h 42m
Orlando
Wed 2/4
2:42 pm-5:17 pm
Nonstop2h 35m
$263
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Sun 2/8
6:15 am-11:20 am
1 stop5h 05m
Orlando
Sun 2/15
6:05 am-12:10 pm
1 stop6h 05m
$267
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Sun 2/1
2:27 pm-8:54 pm
1 stop6h 27m
Orlando
Wed 2/4
7:50 pm-12:36 am
1 stop4h 46m
$272
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Wed 2/25
5:35 am-2:15 pm
2 stops8h 40m
Orlando
Tue 3/3
2:15 pm-8:50 pm
1 stop6h 35m
$272
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Sun 2/1
12:25 pm-9:50 pm
2 stops9h 25m
Orlando
Wed 2/4
7:00 am-3:30 pm
2 stops8h 30m
$282
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Fri 1/23
11:00 am-1:40 pm
Nonstop2h 40m
Orlando
Sun 1/25
11:05 am-1:40 pm
Nonstop2h 35m
$282
Showing 1-10 of 23 results
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 December 5, 2025.
To ensure you get the cheapest price possible for a flight from Cleveland to Kissimmee, you should look to book at least 78 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, January is the cheapest month in which you can book a flight from Cleveland to Kissimmee (average of $53). Flying from Cleveland to Kissimmee in June is currently the most expensive (average of $86). 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 December 12, 2025.
It’s optimal to fly from Cleveland to Kissimmee in the evening. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight at noon.
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 December 6, 2025.
Travelers seeking maximum savings on their Cleveland to Kissimmee flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Saturday mornings 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 December 12, 2025.
The most flights from CLE to K1S are scheduled on a Monday (8 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (6 on average).
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 December 12, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Cleveland 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.
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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Alternative routes for Cleveland to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Cleveland to Kissimmee
Discover the top 7 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 December 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$175 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$78 | Average$186 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$187 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$164 | Average$331 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$178 | Average$331 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$180 | Average$353 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$194 | Average$365 | FlexibilityNo cancel fee | On-timeN/A |