$49+ Cheap flights from Cleveland (CLE) to Kissimmee, FL
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MCO
Mar 9 — Mar 161
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 August, booked 25 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 February 7, 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 February 7, 2026.
This Frontier deal was found by Cheapflights users on 2/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/283:20 pm
CLE
- MCO
Nonstop2h 40m
Frontier
Wed 5/69:00 pm
MCO
- CLE
Nonstop2h 40m
Frontier
Deal found 2/6![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 2/7. 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.
Sat 2/216:29 pm
CLE
- MCO
Nonstop2h 37m
Frontier
Wed 2/2512:44 pm
MCO
- CLE
Nonstop2h 50m
Frontier
Deal found 2/7![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 2/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/244:47 pm
CLE
- MCO
Nonstop2h 41m
Frontier
Wed 2/258:23 pm
MCO
- CLE
Nonstop2h 46m
Frontier
Deal found 2/6![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/13:33 pm
CLE
- MCO
1 stop9h 23m
Frontier
Sat 3/75:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/6![Frontier logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 2/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/54:29 pm
CLE
- MCO
Nonstop2h 41m
Frontier
Thu 3/1210:33 pm
MCO
- CLE
Nonstop2h 40m
Frontier
Deal found 2/6![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 2/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/610:00 pm
CLE
- MCO
Nonstop2h 42m
Frontier
Fri 3/135:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/5![Frontier logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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.
Mon 2/234:44 pm
CLE
- MCO
1 stop8h 00m
Frontier
Sat 3/75:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/4![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 2/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/212:40 pm
CLE
- MCO
1 stop9h 46m
Frontier
Sat 3/75:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/4![Frontier logo]()
$111
This Cheapflightsfares deal was found by Cheapflights users on 2/5. 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.
Sat 2/212:40 pm
CLE
- MCO
1 stop9h 46m
Frontier
Tue 2/248:23 pm
MCO
- CLE
Nonstop2h 46m
Frontier
Deal found 2/5![Frontier logo]()
$112
This Frontier deal was found by Cheapflights users on 2/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:46 pm
CLE
- MCO
1 stop10h 09m
Frontier
Wed 3/185:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/6![Frontier logo]()
$113
This WAYA deal was found by Cheapflights users on 2/5. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:01 pm
CLE
- MCO
1 stop6h 18m
Frontier
Wed 3/115:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/5![Frontier logo]()
$115
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 February 7, 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 February 7, 2026.
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:05 am
CLE
- MCO
Nonstop2h 37m
United Airlines
Wed 3/115:30 pm
MCO
- CLE
Nonstop2h 38m
United Airlines
Deal found 2/4![United Airlines logo]()
$176
This Southwest deal was found by Cheapflights users on 2/6. 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.
Mon 3/233:55 pm
CLE
- MCO
Nonstop2h 30m
Southwest
Wed 3/252:25 pm
MCO
- CLE
Nonstop2h 40m
Southwest
Deal found 2/6![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:38 pm
CLE
- MCO
1 stop5h 21m
Delta
Wed 3/117:00 am
MCO
- CLE
1 stop5h 53m
Delta
Deal found 2/6![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 2/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:53 am
CLE
- MCO
Nonstop2h 34m
United Airlines
Thu 3/125:30 pm
MCO
- CLE
Nonstop2h 38m
United Airlines
Deal found 2/5![United Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:25 pm
CLE
- MCO
1 stop4h 34m
Delta
Wed 3/185:30 am
MCO
- CLE
1 stop4h 35m
Delta
Deal found 2/6![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 2/4. 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.
Tue 2/246:15 am
CLE
- MCO
2 stops7h 10m
Southwest
Sat 2/286:05 am
MCO
- CLE
1 stop6h 00m
Southwest
Deal found 2/4![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:38 pm
CLE
- MCO
1 stop5h 21m
Delta
Tue 3/37:45 pm
MCO
- CLE
1 stop4h 45m
Delta
Deal found 2/6![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/22:32 pm
CLE
- MCO
1 stop5h 22m
Delta
Tue 3/179:00 am
MCO
- CLE
1 stop6h 38m
Delta
Deal found 2/6![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 2/5. 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.
Sun 3/154:05 pm
CLE
- MCO
Nonstop2h 30m
Southwest
Sun 3/227:50 am
MCO
- CLE
Nonstop2h 40m
Southwest
Deal found 2/5![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:53 am
CLE
- MCO
1 stop6h 45m
Delta
Thu 3/56:15 am
MCO
- CLE
1 stop7h 07m
Delta
Deal found 2/4![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:10 am
CLE
- MCO
1 stop4h 50m
Delta
Thu 3/126:15 am
MCO
- CLE
1 stop6h 38m
Delta
Deal found 2/6![Delta logo]()
$237
Last-minute flights from Cleveland to KissimmeeDiscover last-minute flight deals from Cleveland to Kissimmee. Data last updated February 7, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Kissimmee. Data last updated February 7, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 2/7. 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.
Sat 2/216:29 pm
CLE
- MCO
Nonstop2h 37m
Frontier
Wed 2/2512:44 pm
MCO
- CLE
Nonstop2h 50m
Frontier
Deal found 2/7![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 2/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/212:40 pm
CLE
- MCO
1 stop9h 46m
Frontier
Sat 3/75:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/4![Frontier logo]()
$111
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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 2/218:50 am
CLE
- MCO
1 stop8h 36m
Frontier
Tue 2/248:23 pm
MCO
- CLE
Nonstop2h 46m
Frontier
Deal found 2/4![Frontier logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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.
Mon 2/234:44 pm
CLE
- MCO
1 stop8h 00m
Frontier
Sat 3/75:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/4![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 2/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/244:47 pm
CLE
- MCO
Nonstop2h 41m
Frontier
Wed 2/258:23 pm
MCO
- CLE
Nonstop2h 46m
Frontier
Deal found 2/6![Frontier logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 2/5. 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.
Tue 2/249:30 am
CLE
- MCO
1 stop5h 34m
Frontier
Fri 2/275:05 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/5![Frontier logo]()
$116
This Frontier deal was found by Cheapflights users on 2/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:46 pm
CLE
- MCO
1 stop10h 09m
Frontier
Wed 3/185:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/6![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 2/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:29 pm
CLE
- MCO
Nonstop2h 37m
Frontier
Mon 3/1610:33 pm
MCO
- CLE
Nonstop2h 40m
Frontier
Deal found 2/6![Frontier logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 2/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/54:29 pm
CLE
- MCO
Nonstop2h 41m
Frontier
Thu 3/1210:33 pm
MCO
- CLE
Nonstop2h 40m
Frontier
Deal found 2/6![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 2/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/610:00 pm
CLE
- MCO
Nonstop2h 42m
Frontier
Fri 3/135:01 am
MCO
- CLE
Nonstop2h 41m
Frontier
Deal found 2/5![Frontier logo]()
$109
This WAYA deal was found by Cheapflights users on 2/5. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:51 am
CLE
- MCO
Nonstop2h 40m
Frontier
Thu 3/198:00 am
MCO
- CLE
1 stop8h 11m
Frontier
Deal found 2/5![Frontier logo]()
$115
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 February 7, 2026.
Search for one-way flight options from Cleveland to Kissimmee. Find affordable one-way fares based on user searches. Data last updated February 7, 2026.
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/94:27 pm
CLE
- MCO
Nonstop2h 36m
Frontier
Deal found 2/4![Frontier logo]()
$49
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:29 pm
CLE
- MCO
Nonstop2h 37m
Frontier
Deal found 2/7![Frontier logo]()
$52
This Cheapflightsfares deal was found by Cheapflights users on 2/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:30 am
CLE
- MCO
Nonstop2h 47m
Frontier
Deal found 2/7![Frontier logo]()
$53
This Cheapflightsfares deal was found by Cheapflights users on 2/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:31 pm
CLE
- MCO
Nonstop2h 36m
Frontier
Deal found 2/7![Frontier logo]()
$54
This Super.com deal was found by Cheapflights users on 2/5. 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.
Mon 4/2010:00 pm
CLE
- MCO
Nonstop2h 36m
Frontier
Deal found 2/5![Frontier logo]()
$57
This Frontier deal was found by Cheapflights users on 2/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:20 pm
CLE
- MCO
Nonstop2h 40m
Frontier
Deal found 2/5![Frontier logo]()
$58
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/68:01 pm
CLE
- MCO
Nonstop2h 40m
Frontier
Deal found 2/4![Frontier logo]()
$59
This Trip.com deal was found by Cheapflights users on 2/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:00 am
CLE
- MCO
1 stop7h 04m
Frontier
Deal found 2/5![Frontier logo]()
$61
This Super.com deal was found by Cheapflights users on 2/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:29 pm
CLE
- MCO
Nonstop2h 37m
Frontier
Deal found 2/4![Frontier logo]()
$62
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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 2/189:00 am
CLE
- MCO
Nonstop2h 39m
Frontier
Deal found 2/4![Frontier logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/58:01 pm
CLE
- MCO
Nonstop2h 40m
Frontier
Deal found 2/5![Frontier logo]()
$65
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 February 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $104 (Frontier) |
One-way from | $49 (Priceline) |
Popular in | November |
Cheapest in | September |
Average price | $251 |
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 February 7, 2026.
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
Sat 3/7
7:05 am-9:42 am
Nonstop2h 37m
Orlando
Wed 3/11
5:30 pm-8:08 pm
Nonstop2h 38m
$176
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Mon 3/23
3:55 pm-6:25 pm
Nonstop2h 30m
Orlando
Wed 3/25
2:25 pm-5:05 pm
Nonstop2h 40m
$217
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Mon 3/9
10:53 am-1:27 pm
Nonstop2h 34m
Orlando
Thu 3/12
5:30 pm-8:08 pm
Nonstop2h 38m
$217
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Fri 2/27
7:38 pm-12:59 am
1 stop5h 21m
Orlando
Wed 3/11
7:00 am-12:53 pm
1 stop5h 53m
$227
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Mon 3/2
4:25 pm-8:59 pm
1 stop4h 34m
Orlando
Wed 3/18
5:30 am-10:05 am
1 stop4h 35m
$237
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Fri 2/27
7:38 pm-12:59 am
1 stop5h 21m
Orlando
Tue 3/3
7:45 pm-12:30 am
1 stop4h 45m
$237
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Mon 3/2
2:32 pm-7:54 pm
1 stop5h 22m
Orlando
Tue 3/17
9:00 am-3:38 pm
1 stop6h 38m
$237
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Wed 2/25
11:53 am-6:38 pm
1 stop6h 45m
Orlando
Thu 3/5
6:15 am-1:22 pm
1 stop7h 07m
$237
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Tue 3/3
8:10 am-1:00 pm
1 stop4h 50m
Orlando
Thu 3/12
6:15 am-12:53 pm
1 stop6h 38m
$237
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Tue 2/24
6:15 am-1:25 pm
2 stops7h 10m
Orlando
Sat 2/28
6:05 am-12:05 pm
1 stop6h 00m
$252
Showing 1-10 of 21 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.
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
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 January 30, 2026.
To ensure you get the cheapest price possible for a flight from Cleveland to Kissimmee, you should look to book at least 25 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 $66). Flying from Cleveland to Kissimmee in June is currently the most expensive (average of $91). 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 7, 2026.
It’s optimal to fly from Cleveland to Kissimmee in the evening. By choosing this option you can save up to 20% on the cost of your flight, compared to a flight in the morning.
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 January 31, 2026.
Travelers seeking maximum savings on their Cleveland to Kissimmee flight should consider departing on Wednesday at noon 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 February 7, 2026.
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.
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
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.
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 February 7, 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 February 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Cleveland to Kissimmee flights
Consider these flights traveling from Cleveland to Kissimmee.
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 February 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$143 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$77 | Average$187 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$187 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$134 | Average$357 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$322 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$178 | Average$354 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$178 | Average$333 | FlexibilityNo cancel fee | On-time63% |