$54+ Cheap flights from Cleveland (CLE) to Kissimmee, FL
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MCO
Oct 9 — Oct 161
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 January or May, booked 65 days in advance, depart on a Tuesday or Wednesday and return on a Friday
Cheap flight deals from Cleveland to Kissimmee
Cheapest
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 September 9, 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 September 9, 2026.
This Frontier deal was found by Cheapflights users on 9/8. 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.
Thu 9/249:59 pm -
Nonstop2h 30m
Mon 9/286:29 am -
Nonstop2h 38m
Deal found 9/8![Frontier logo]()
$117
This Booking.com deal was found by Cheapflights users on 9/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/289:59 pm -
Nonstop2h 30m
Tue 9/299:30 am -
1 stop11h 22m
Deal found 9/8![Frontier logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sat 10/101:20 pm -
Nonstop2h 28m
Sat 10/109:48 pm -
Nonstop2h 31m
Deal found 9/8![Frontier logo]()
$120
This Super.com deal was found by Cheapflights users on 9/8. 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.
Fri 9/119:59 pm -
Nonstop2h 30m
Wed 9/169:53 pm -
Nonstop2h 37m
Deal found 9/8![Frontier logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 9/8. 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 10/76:00 am -
Nonstop2h 35m
Fri 10/99:48 pm -
Nonstop2h 31m
Deal found 9/8![Frontier logo]()
$122
This CheapOair deal was found by Cheapflights users on 9/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:46 pm -
1 stop27h 42m
Sun 10/256:25 am -
Nonstop2h 32m
Deal found 9/8![Frontier logo]()
$123
This CheapOair deal was found by Cheapflights users on 9/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
Nonstop2h 35m
Thu 9/176:29 am -
Nonstop2h 38m
Deal found 9/5![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 9/7. 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 9/266:00 am -
Nonstop2h 35m
Tue 10/69:30 am -
1 stop11h 22m
Deal found 9/7![Frontier logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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 11/69:59 pm -
Nonstop2h 33m
Sun 11/86:07 am -
1 stop6h 09m
Deal found 9/5![Frontier logo]()
$127
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 10/73:45 pm -
1 stop7h 19m
Wed 10/149:25 am -
1 stop11h 27m
Deal found 9/4![Frontier logo]()
$128
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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 9/233:45 pm -
1 stop6h 14m
Sat 9/269:53 pm -
Nonstop2h 37m
Deal found 9/5![Frontier logo]()
$129
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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.
Sun 9/209:59 pm -
Nonstop2h 30m
Wed 9/2312:50 pm -
1 stop8h 02m
Deal found 9/4![Frontier logo]()
$130
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 September 9, 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 September 9, 2026.
This Southwest deal was found by Cheapflights users on 9/8. 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 12/51:25 pm -
1 stop5h 50m
Tue 12/87:30 am -
2 stops8h 40m
Deal found 9/8![Southwest logo]()
$262
This KAYAK deal was found by Cheapflights users on 9/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:07 am -
1 stop6h 22m
Wed 10/215:30 am -
1 stop6h 33m
Deal found 9/8![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 9/6. 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 1/3012:26 pm -
Nonstop2h 40m
Thu 2/44:25 pm -
Nonstop2h 36m
Deal found 9/6![United Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 9/8. 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.
Tue 2/22:15 pm -
2 stops6h 35m
Sat 2/66:15 am -
1 stop6h 00m
Deal found 9/8![Southwest logo]()
$280
This Southwest deal was found by Cheapflights users on 9/8. 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.
Fri 11/65:55 am -
1 stop5h 05m
Fri 11/132:35 pm -
2 stops9h 10m
Deal found 9/8![Southwest logo]()
$326
This Southwest deal was found by Cheapflights users on 9/8. 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.
Mon 12/73:50 pm -
2 stops7h 35m
Sun 12/133:40 pm -
2 stops8h 05m
Deal found 9/8![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 9/7. 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.
Thu 1/285:35 am -
2 stops8h 20m
Sun 1/317:55 am -
2 stops7h 15m
Deal found 9/7![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 9/8. 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.
Fri 1/88:40 am -
2 stops8h 35m
Sat 1/166:10 am -
1 stop6h 25m
Deal found 9/8![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 9/6. 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.
Thu 10/112:40 pm -
2 stops6h 35m
Mon 10/52:25 pm -
2 stops6h 35m
Deal found 9/6![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 9/4. 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.
Fri 10/234:50 pm -
1 stop4h 40m
Mon 10/269:00 am -
2 stops7h 45m
Deal found 9/4![Southwest logo]()
$408
This Southwest deal was found by Cheapflights users on 9/5. 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.
Mon 1/112:15 pm -
2 stops6h 35m
Fri 1/151:05 pm -
1 stop7h 05m
Deal found 9/5![Southwest logo]()
$408
This Southwest deal was found by Cheapflights users on 9/8. 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.
Thu 11/510:45 am -
2 stops9h 35m
Mon 11/94:25 pm -
2 stops6h 25m
Deal found 9/8![Southwest logo]()
$414
Last-minute flights from Cleveland to KissimmeeDiscover last-minute flight deals from Cleveland to Kissimmee. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Kissimmee. Data last updated September 9, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 9/8. 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.
Fri 9/119:59 pm -
Nonstop2h 30m
Wed 9/169:53 pm -
Nonstop2h 37m
Deal found 9/8![Frontier logo]()
$121
This CheapOair deal was found by Cheapflights users on 9/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
Nonstop2h 35m
Thu 9/176:29 am -
Nonstop2h 38m
Deal found 9/5![Frontier logo]()
$125
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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.
Sun 9/209:59 pm -
Nonstop2h 30m
Wed 9/2312:50 pm -
1 stop8h 02m
Deal found 9/4![Frontier logo]()
$130
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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 9/233:45 pm -
1 stop6h 14m
Sat 9/269:53 pm -
Nonstop2h 37m
Deal found 9/5![Frontier logo]()
$129
This Frontier deal was found by Cheapflights users on 9/8. 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.
Thu 9/249:59 pm -
Nonstop2h 30m
Mon 9/286:29 am -
Nonstop2h 38m
Deal found 9/8![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 9/7. 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 9/266:00 am -
Nonstop2h 35m
Tue 10/69:30 am -
1 stop11h 22m
Deal found 9/7![Frontier logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 9/261:35 pm -
Nonstop2h 39m
Wed 9/3012:50 pm -
1 stop8h 02m
Deal found 9/4![Frontier logo]()
$127
This Booking.com deal was found by Cheapflights users on 9/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/289:59 pm -
Nonstop2h 30m
Tue 9/299:30 am -
1 stop11h 22m
Deal found 9/8![Frontier logo]()
$119
This Cheapflightsfares deal was found by Cheapflights users on 9/8. 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 10/76:00 am -
Nonstop2h 35m
Fri 10/99:48 pm -
Nonstop2h 31m
Deal found 9/8![Frontier logo]()
$122
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 10/73:45 pm -
1 stop7h 19m
Wed 10/149:25 am -
1 stop11h 27m
Deal found 9/4![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sat 10/101:20 pm -
Nonstop2h 28m
Sat 10/109:48 pm -
Nonstop2h 31m
Deal found 9/8![Frontier logo]()
$120
This CheapOair deal was found by Cheapflights users on 9/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:46 pm -
1 stop27h 42m
Sun 10/256:25 am -
Nonstop2h 32m
Deal found 9/8![Frontier logo]()
$123
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 September 9, 2026.
Search for one-way flight options from Cleveland to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
This Super.com deal was found by Cheapflights users on 9/7. 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.
Sun 9/209:59 pm -
Nonstop2h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/303:45 pm -
1 stop6h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$55
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Mon 10/53:45 pm -
1 stop16h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$56
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Tue 10/63:45 pm -
1 stop16h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$57
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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.
Mon 11/96:00 am -
Nonstop2h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$59
This Trip.com deal was found by Cheapflights users on 9/7. 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.
Thu 10/157:00 am -
1 stop12h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$60
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/113:46 pm -
1 stop29h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$61
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 9/277:00 am -
1 stop25h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$62
This Super.com deal was found by Cheapflights users on 9/5. 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 11/47:00 am -
1 stop4h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$64
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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 10/73:45 pm -
1 stop7h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 9/253:45 pm -
1 stop16h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$66
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 September 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Frontier) |
One-way from | $54 (Super.com) |
Popular in | March |
Cheapest in | January |
Average price | $226 |
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 7,457,451 searches. Data last updated September 9, 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 Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Sat 11/14
7:53 am-8:12 pm
2 stops12h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$174
Quickest round-trip
ClevelandOrlando
CLE Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Fri 10/23
5:25 pm-7:50 pm
Nonstop2h 25m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$174
ClevelandOrlando
CLE Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Wed 1/13
12:00 pm-6:36 pm
1 stop6h 36m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$184
ClevelandOrlando
CLE Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Thu 12/17
6:20 am-3:10 pm
2 stops8h 50m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
ClevelandOrlando
CLE Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Fri 11/6
12:17 pm-2:50 pm
Nonstop2h 33m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$214
ClevelandOrlando
CLE Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Wed 1/13
8:00 am-10:35 am
Nonstop2h 35m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$214
ClevelandOrlando
CLE Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Fri 3/5
4:25 pm-9:38 pm
1 stop5h 13m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$220
ClevelandOrlando
CLE Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Mon 3/8
6:45 am-3:55 pm
2 stops9h 10m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$225
ClevelandOrlando
CLE Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Wed 10/7
6:00 am-2:12 pm
2 stops8h 12m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$229
ClevelandOrlando
CLE Cleveland Hopkins Intl - MCO Orlando
CLEMCO
Cleveland Hopkins Intl
Thu 3/4
8:05 am-2:35 pm
1 stop6h 30m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$230
Showing 1-10 of 24 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 September 9, 2026.
It’s optimal to fly from Cleveland to Kissimmee in the evening. By choosing this option you can save up to 17% 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 September 9, 2026.
The most flights from CLE to K1S are scheduled on a Monday (9 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (4 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 $168 and $326 in September.The cheapest round-trip price found within the last 5 days was $117 on Frontier (Sep 24-Sep 28).
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 September 5, 2026.
Travelers seeking maximum savings on their Cleveland to Kissimmee flight should consider departing on Monday 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.
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 September 9, 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.
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
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
See prices for flight routes from nearby airports that may be better suited for you.
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
Find flights from Cleveland to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Cleveland and Kissimmee flights
Browse other Cleveland and Kissimmee flight options. Last updated on September 9, 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 September 9, 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 7,457,451 searches. Data last updated September 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$217 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$95 | Average$173 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$139 | Average$412 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$173 | Average$338 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$178 | Average$370 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$221 | Average$381 | FlexibilityNo cancel fee | On-time71% |