$69+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MCO
août 25 — sept. 11
Round-trip
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 September or January, booked 65 days in advance, depart on a Tuesday or Wednesday and return on a Friday
Cheap flight deals from Cleveland to Kissimmee
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Best
Last-minute
One-way
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 juillet 26, 2026.
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 juillet 26, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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.
jeu. 8/206:00 am
CLE
- MCO
Nonstop2h 31m
Frontier
dim. 8/235:20 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 7/22![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
mar. 10/201:56 pm
CLE
- MCO
Nonstop2h 28m
Frontier
sam. 10/243:42 pm
MCO
- CLE
1 stop4h 55m
Frontier
Deal found 7/22![Frontier logo]()
$138
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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.
dim. 9/279:42 pm
CLE
- MCO
Nonstop2h 25m
Frontier
sam. 10/36:30 am
MCO
- CLE
Nonstop2h 32m
Frontier
Deal found 7/22![Frontier logo]()
$139
This Cheapflightsfares deal was found by Cheapflights users on 7/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 9/179:42 pm
CLE
- MCO
Nonstop2h 25m
Frontier
mar. 9/226:30 am
MCO
- CLE
Nonstop2h 32m
Frontier
Deal found 7/20![Frontier logo]()
$140
This Priceline deal was found by Cheapflights users on 7/21. 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.
dim. 10/119:42 pm
CLE
- MCO
Nonstop2h 25m
Frontier
sam. 10/1710:10 pm
MCO
- CLE
Nonstop2h 34m
Frontier
Deal found 7/21![Frontier logo]()
$141
This Cheapflightsfares deal was found by Cheapflights users on 7/21. 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.
sam. 11/148:50 pm
CLE
- MCO
Nonstop2h 34m
Frontier
jeu. 11/196:35 am
MCO
- CLE
Nonstop2h 32m
Frontier
Deal found 7/21![Frontier logo]()
$142
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/119:47 pm
CLE
- MCO
Nonstop2h 34m
Frontier
mer. 8/265:20 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 7/25![Frontier logo]()
$143
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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.
sam. 10/37:33 pm
CLE
- MCO
Nonstop2h 34m
Frontier
dim. 10/116:30 am
MCO
- CLE
Nonstop2h 32m
Frontier
Deal found 7/22![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/241:37 pm
CLE
- MCO
Nonstop2h 36m
Frontier
ven. 8/283:21 pm
MCO
- CLE
1 stop7h 10m
Frontier
Deal found 7/24![Frontier logo]()
$145
This Cheapflightsfares deal was found by Cheapflights users on 7/23. 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.
dim. 10/49:42 pm
CLE
- MCO
Nonstop2h 25m
Frontier
dim. 10/116:30 am
MCO
- CLE
Nonstop2h 32m
Frontier
Deal found 7/23![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
lun. 8/173:46 pm
CLE
- MCO
1 stop6h 29m
Frontier
sam. 8/2210:03 am
MCO
- CLE
1 stop12h 28m
Frontier
Deal found 7/22![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
jeu. 10/13:40 pm
CLE
- MCO
1 stop6h 30m
Frontier
mer. 10/77:10 am
MCO
- CLE
1 stop6h 19m
Frontier
Deal found 7/23![Frontier logo]()
$148
Best flights from Cleveland to KissimmeeDiscover carefully curated flight deals from Cleveland to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated juillet 26, 2026.
Discover carefully curated flight deals from Cleveland to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated juillet 26, 2026.
This Southwest deal was found by Cheapflights users on 7/21. 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.
mar. 9/811:40 am
CLE
- MCO
2 stops6h 45m
Southwest
mer. 9/911:20 am
MCO
- CLE
1 stop5h 40m
Southwest
Deal found 7/21![Southwest logo]()
$254
This Delta deal was found by Cheapflights users on 7/25. 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.
lun. 12/711:14 am
CLE
- MCO
1 stop5h 26m
Delta
ven. 12/113:45 pm
MCO
- CLE
1 stop6h 41m
Delta
Deal found 7/25![Delta logo]()
$306
This Southwest deal was found by Cheapflights users on 7/21. 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.
mar. 8/185:25 pm
CLE
- MCO
1 stop4h 35m
Southwest
mar. 8/252:05 pm
MCO
- CLE
2 stops6h 55m
Southwest
Deal found 7/21![Southwest logo]()
$254
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 9/101:50 pm
CLE
- MCO
2 stops6h 15m
Southwest
sam. 9/196:25 am
MCO
- CLE
1 stop6h 10m
Southwest
Deal found 7/24![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 9/197:15 am
CLE
- MCO
2 stops10h 55m
Southwest
sam. 9/266:25 am
MCO
- CLE
1 stop6h 10m
Southwest
Deal found 7/25![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 7/22. 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.
mar. 11/102:00 pm
CLE
- MCO
1 stop6h 05m
Southwest
sam. 11/149:55 am
MCO
- CLE
2 stops7h 50m
Southwest
Deal found 7/22![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 7/23. 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.
sam. 8/2210:35 am
CLE
- MCO
2 stops6h 20m
Southwest
sam. 8/299:00 am
MCO
- CLE
2 stops7h 45m
Southwest
Deal found 7/23![Southwest logo]()
$263
This Southwest deal was found by Cheapflights users on 7/23. 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.
jeu. 10/112:40 pm
CLE
- MCO
2 stops6h 35m
Southwest
mer. 10/72:05 pm
MCO
- CLE
2 stops6h 10m
Southwest
Deal found 7/23![Southwest logo]()
$263
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 12/58:35 am
CLE
- MCO
2 stops10h 20m
Southwest
sam. 12/128:50 am
MCO
- CLE
2 stops8h 55m
Southwest
Deal found 7/25![Southwest logo]()
$269
Last-minute flights from Cleveland to KissimmeeDiscover last-minute flight deals from Cleveland to Kissimmee. Data last updated juillet 26, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Kissimmee. Data last updated juillet 26, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/109:47 pm
CLE
- MCO
Nonstop2h 34m
Frontier
mar. 8/255:52 pm
MCO
- CLE
Nonstop2h 50m
Frontier
Deal found 7/25![Frontier logo]()
$138
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/119:47 pm
CLE
- MCO
Nonstop2h 34m
Frontier
mer. 8/265:20 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 7/25![Frontier logo]()
$143
This Cheapflightsfares deal was found by Cheapflights users on 7/21. 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.
jeu. 8/139:47 pm
CLE
- MCO
Nonstop2h 34m
Frontier
jeu. 8/209:56 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 7/21![Frontier logo]()
$140
This Frontier deal was found by Cheapflights users on 7/23. 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.
jeu. 8/139:47 pm
CLE
- MCO
Nonstop2h 34m
Frontier
mer. 8/195:52 pm
MCO
- CLE
Nonstop2h 50m
Frontier
Deal found 7/23![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
ven. 8/143:46 pm
CLE
- MCO
1 stop14h 54m
Frontier
mar. 8/185:23 pm
MCO
- CLE
1 stop5h 08m
Frontier
Deal found 7/22![Frontier logo]()
$148
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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.
sam. 8/159:47 pm
CLE
- MCO
Nonstop2h 34m
Frontier
dim. 8/238:09 pm
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 7/22![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
lun. 8/178:51 am
CLE
- MCO
Nonstop2h 28m
Frontier
sam. 8/2210:03 am
MCO
- CLE
1 stop12h 28m
Frontier
Deal found 7/22![Frontier logo]()
$142
This Cheapflightsfares deal was found by Cheapflights users on 7/24. 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.
mer. 8/196:00 am
CLE
- MCO
Nonstop2h 31m
Frontier
lun. 8/245:20 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 7/24![Frontier logo]()
$139
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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.
jeu. 8/206:00 am
CLE
- MCO
Nonstop2h 31m
Frontier
dim. 8/235:20 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 7/22![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
dim. 8/236:00 am
CLE
- MCO
Nonstop2h 31m
Frontier
lun. 8/317:45 am
MCO
- CLE
1 stop14h 46m
Frontier
Deal found 7/22![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/241:37 pm
CLE
- MCO
Nonstop2h 36m
Frontier
ven. 8/283:21 pm
MCO
- CLE
1 stop7h 10m
Frontier
Deal found 7/24![Frontier logo]()
$145
One-way flights from Cleveland to KissimmeeSearch for one-way flight options from Cleveland to Kissimmee. Find affordable one-way fares based on user searches. Data last updated juillet 26, 2026.
Search for one-way flight options from Cleveland to Kissimmee. Find affordable one-way fares based on user searches. Data last updated juillet 26, 2026.
This Frontier deal was found by Cheapflights users on 7/22. 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.
jeu. 9/247:33 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Deal found 7/22![Frontier logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 10/251:56 pm
CLE
- MCO
Nonstop2h 28m
Frontier
Deal found 7/25![Frontier logo]()
$70
This Super.com deal was found by Cheapflights users on 7/22. 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.
sam. 8/159:47 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Deal found 7/22![Frontier logo]()
$71
This Frontier deal was found by Cheapflights users on 7/22. 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.
sam. 8/229:01 am
CLE
- MCO
Nonstop2h 32m
Frontier
Deal found 7/22![Frontier logo]()
$72
This Trip.com deal was found by Cheapflights users on 7/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 10/33:40 pm
CLE
- MCO
1 stop6h 30m
Frontier
Deal found 7/21![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
jeu. 8/136:41 am
CLE
- MCO
1 stop15h 34m
Frontier
Deal found 7/23![Frontier logo]()
$75
This Super.com deal was found by Cheapflights users on 7/23. 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.
ven. 9/111:35 pm
CLE
- MCO
Nonstop2h 39m
Frontier
Deal found 7/23![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
sam. 10/246:15 am
CLE
- MCO
1 stop15h 55m
Frontier
Deal found 7/22![Frontier logo]()
$78
This Frontier deal was found by Cheapflights users on 7/21. 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.
dim. 11/159:42 pm
CLE
- MCO
Nonstop2h 25m
Frontier
Deal found 7/21![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
lun. 8/176:41 am
CLE
- MCO
1 stop13h 16m
Frontier
Deal found 7/21![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
mar. 8/186:45 am
CLE
- MCO
1 stop11h 48m
Frontier
Deal found 7/21![Frontier logo]()
$81
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 juillet 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $137 (Cheapflightsfares) |
One-way from | $69 (Frontier) |
Popular in | March |
Cheapest in | September |
Average price | $236 |
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 juillet 26, 2026.
Use the filters below to find and compare flights from Cleveland to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
mar. 9/8
11:40 am-6:25 pm
2 stops6h 45m
Orlando
mer. 9/9
11:20 am-5:00 pm
1 stop5h 40m
$254
Quickest round-trip
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
mar. 8/18
5:25 pm-10:00 pm
1 stop4h 35m
Orlando
mar. 8/25
2:05 pm-9:00 pm
2 stops6h 55m
$254
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
jeu. 9/10
1:50 pm-8:05 pm
2 stops6h 15m
Orlando
sam. 9/19
6:25 am-12:35 pm
1 stop6h 10m
$258
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
sam. 9/19
7:15 am-6:10 pm
2 stops10h 55m
Orlando
sam. 9/26
6:25 am-12:35 pm
1 stop6h 10m
$258
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
mar. 11/10
2:00 pm-8:05 pm
1 stop6h 05m
Orlando
sam. 11/14
9:55 am-5:45 pm
2 stops7h 50m
$258
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
sam. 8/22
10:35 am-4:55 pm
2 stops6h 20m
Orlando
sam. 8/29
9:00 am-4:45 pm
2 stops7h 45m
$263
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
jeu. 10/1
12:40 pm-7:15 pm
2 stops6h 35m
Orlando
mer. 10/7
2:05 pm-8:15 pm
2 stops6h 10m
$263
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
sam. 12/5
8:35 am-6:55 pm
2 stops10h 20m
Orlando
sam. 12/12
8:50 am-5:45 pm
2 stops8h 55m
$269
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
lun. 12/7
11:14 am-4:40 pm
1 stop5h 26m
Orlando
ven. 12/11
3:45 pm-10:26 pm
1 stop6h 41m
$306
Cheapest one-way
Quickest one-way
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
ven. 10/23
9:42 pm-12:07 am
Nonstop2h 25m
$125
Showing 1-10 of 19 resultsSorted by cheapest first
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.
CLE-MCO
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
CLE-K1S
CLE-MCO
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 juillet 26, 2026.
It’s optimal to fly from Cleveland to Kissimmee in the evening. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight in the morning.
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 juillet 26, 2026.
The most flights from CLE to K1S are scheduled on a Monday (13 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from Cleveland to Kissimmee?
Airfare is below average for this route at the moment.
Cleveland to Kissimmee flights typically cost between $167 and $325 in August.The cheapest round-trip price found within the last 5 days was $137 on Frontier (Aug 20-Aug 23).
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 July 25, 2026.
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 mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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 juillet 26, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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.
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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
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Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Cleveland to Kissimmee by cabin class
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Cleveland and Kissimmee flights
Browse other Cleveland and Kissimmee flight options. Last updated on juillet 26, 2026.
Other flights from Cleveland
Browse through other flights departing from Cleveland. Flights are based on user searches made on Cheapflights and were last updated on juillet 26, 2026.
Popular flight searches
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Cleveland to Kissimmee flights
Consider these flights traveling from Cleveland to Kissimmee.
Top 6 airlines flying from Cleveland to Kissimmee
Discover the top 6 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 juillet 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$203 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$95 | Average$183 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$139 | Average$403 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$171 | Average$336 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$178 | Average$354 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$374 | FlexibilityNo cancel fee | On-time71% |