$42+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MCO
Jun 19 — Jun 261
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 August, 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 May 20, 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 May 20, 2026.
This Priceline deal was found by Cheapflights users on 5/18. 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.
Mon 6/89:57 pm
CLE
- MCO
Nonstop2h 35m
Frontier
Fri 6/1211:05 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 5/18![Frontier logo]()
$103
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 7/119:42 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Fri 7/177:50 pm
MCO
- CLE
Nonstop2h 44m
Frontier
Deal found 5/16![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 5/17. 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 7/149:42 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Thu 7/167:50 pm
MCO
- CLE
Nonstop2h 44m
Frontier
Deal found 5/17![Frontier logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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.
Fri 5/296:30 am
CLE
- MCO
Nonstop2h 36m
Frontier
Mon 6/85:15 am
MCO
- CLE
Nonstop2h 33m
Frontier
Deal found 5/20![Frontier logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 5/18. 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 6/89:57 pm
CLE
- MCO
Nonstop2h 35m
Frontier
Thu 6/115:20 am
MCO
- CLE
Nonstop2h 37m
Frontier
Deal found 5/18![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 5/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:00 am
CLE
- MCO
Nonstop2h 31m
Frontier
Thu 8/275:01 am
MCO
- CLE
Nonstop2h 37m
Frontier
Deal found 5/20![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 7/283:46 pm
CLE
- MCO
1 stop6h 20m
Frontier
Wed 8/510:07 pm
MCO
- CLE
Nonstop2h 35m
Frontier
Deal found 5/17![Frontier logo]()
$113
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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.
Fri 5/298:43 am
CLE
- MCO
Nonstop2h 29m
Frontier
Thu 6/45:15 am
MCO
- CLE
Nonstop2h 33m
Frontier
Deal found 5/20![Frontier logo]()
$115
This Cheapflightsfares deal was found by Cheapflights users on 5/18. 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 6/102:29 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Tue 6/165:20 am
MCO
- CLE
Nonstop2h 37m
Frontier
Deal found 5/18![Frontier logo]()
$116
This Super.com deal was found by Cheapflights users on 5/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/309:42 pm
CLE
- MCO
Nonstop2h 32m
Frontier
Tue 7/710:07 pm
MCO
- CLE
Nonstop2h 35m
Frontier
Deal found 5/20![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 5/17. 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 7/229:42 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Wed 7/295:20 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 5/17![Frontier logo]()
$118
This Frontier deal was found by Cheapflights users on 5/17. 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 8/69:42 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Thu 8/135:20 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 5/17![Frontier logo]()
$120
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 May 20, 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 May 20, 2026.
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/103:25 pm
CLE
- MCO
2 stops8h 10m
Southwest
Tue 6/163:10 pm
MCO
- CLE
2 stops7h 25m
Southwest
Deal found 5/19![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Wed 7/88:00 am
CLE
- MCO
Nonstop2h 27m
United Airlines
Wed 7/1511:35 am
MCO
- CLE
Nonstop2h 31m
United Airlines
Deal found 5/15![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:45 am
CLE
- MCO
1 stop5h 15m
Southwest
Tue 11/177:30 am
MCO
- CLE
2 stops8h 40m
Southwest
Deal found 5/19![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 5/18. 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 6/1612:05 pm
CLE
- MCO
2 stops7h 50m
Southwest
Thu 6/187:50 pm
MCO
- CLE
1 stop4h 25m
Southwest
Deal found 5/18![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 5/15. 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 8/153:15 pm
CLE
- MCO
1 stop4h 50m
Southwest
Tue 8/186:20 am
MCO
- CLE
2 stops8h 25m
Southwest
Deal found 5/15![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/64:45 pm
CLE
- MCO
2 stops6h 40m
Southwest
Wed 7/812:30 pm
MCO
- CLE
1 stop6h 05m
Southwest
Deal found 5/19![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 5/17. 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 9/1511:40 am
CLE
- MCO
2 stops6h 45m
Southwest
Thu 9/179:30 am
MCO
- CLE
2 stops8h 00m
Southwest
Deal found 5/17![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 5/17. 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 8/1111:40 am
CLE
- MCO
2 stops6h 45m
Southwest
Thu 8/139:30 am
MCO
- CLE
2 stops8h 00m
Southwest
Deal found 5/17![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 5/15. 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.
Wed 6/246:00 am
CLE
- MCO
2 stops8h 05m
Southwest
Wed 6/243:10 pm
MCO
- CLE
2 stops7h 25m
Southwest
Deal found 5/15![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 5/18. 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 7/134:45 pm
CLE
- MCO
2 stops6h 40m
Southwest
Thu 7/166:40 pm
MCO
- CLE
1 stop5h 35m
Southwest
Deal found 5/18![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 5/17. 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 9/198:55 am
CLE
- MCO
2 stops8h 00m
Southwest
Sat 9/269:00 am
MCO
- CLE
2 stops8h 00m
Southwest
Deal found 5/17![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 5/18. 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 7/213:25 pm
CLE
- MCO
2 stops8h 25m
Southwest
Sat 8/13:15 pm
MCO
- CLE
2 stops7h 00m
Southwest
Deal found 5/18![Southwest logo]()
$363
Last-minute flights from Cleveland to KissimmeeDiscover last-minute flight deals from Cleveland to Kissimmee. Data last updated May 20, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Kissimmee. Data last updated May 20, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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.
Fri 5/296:30 am
CLE
- MCO
Nonstop2h 36m
Frontier
Mon 6/85:15 am
MCO
- CLE
Nonstop2h 33m
Frontier
Deal found 5/20![Frontier logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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.
Fri 5/298:43 am
CLE
- MCO
Nonstop2h 29m
Frontier
Thu 6/45:15 am
MCO
- CLE
Nonstop2h 33m
Frontier
Deal found 5/20![Frontier logo]()
$115
This Priceline deal was found by Cheapflights users on 5/18. 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.
Mon 6/89:57 pm
CLE
- MCO
Nonstop2h 35m
Frontier
Fri 6/1211:05 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 5/18![Frontier logo]()
$103
This Cheapflightsfares deal was found by Cheapflights users on 5/18. 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 6/89:57 pm
CLE
- MCO
Nonstop2h 35m
Frontier
Thu 6/115:20 am
MCO
- CLE
Nonstop2h 37m
Frontier
Deal found 5/18![Frontier logo]()
$111
This Super.com deal was found by Cheapflights users on 5/18. 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 6/102:29 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Thu 6/115:20 am
MCO
- CLE
Nonstop2h 37m
Frontier
Deal found 5/18![Frontier logo]()
$113
This Cheapflightsfares deal was found by Cheapflights users on 5/18. 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 6/102:29 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Tue 6/165:20 am
MCO
- CLE
Nonstop2h 37m
Frontier
Deal found 5/18![Frontier logo]()
$116
This Super.com deal was found by Cheapflights users on 5/18. 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 6/289:42 pm
CLE
- MCO
Nonstop2h 32m
Frontier
Tue 6/3010:07 pm
MCO
- CLE
Nonstop2h 37m
Frontier
Deal found 5/18![Frontier logo]()
$122
This Cheapflightsfares deal was found by Cheapflights users on 5/17. 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 6/299:42 pm
CLE
- MCO
Nonstop2h 32m
Frontier
Tue 7/75:20 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 5/17![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/309:02 am
CLE
- MCO
Nonstop2h 30m
Frontier
Fri 7/105:20 am
MCO
- CLE
Nonstop2h 36m
Frontier
Deal found 5/18![Frontier logo]()
$108
This Super.com deal was found by Cheapflights users on 5/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/309:42 pm
CLE
- MCO
Nonstop2h 32m
Frontier
Tue 7/710:07 pm
MCO
- CLE
Nonstop2h 35m
Frontier
Deal found 5/20![Frontier logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 5/18. 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 6/309:42 pm
CLE
- MCO
Nonstop2h 32m
Frontier
Sat 7/45:20 am
MCO
- CLE
Nonstop2h 37m
Frontier
Deal found 5/18![Frontier logo]()
$121
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 May 20, 2026.
Search for one-way flight options from Cleveland to Kissimmee. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
This Super.com deal was found by Cheapflights users on 5/18. 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 6/39:57 pm
CLE
- MCO
Nonstop2h 35m
Frontier
Deal found 5/18![Frontier logo]()
$42
This Cheapflightsfares deal was found by Cheapflights users on 5/18. 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 8/99:42 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Deal found 5/18![Frontier logo]()
$44
This Trip.com deal was found by Cheapflights users on 5/18. 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.
Tue 6/96:00 am
CLE
- MCO
Nonstop2h 33m
Frontier
Deal found 5/18![Frontier logo]()
$46
This Frontier deal was found by Cheapflights users on 5/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/139:42 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Deal found 5/20![Frontier logo]()
$48
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 7/129:42 pm
CLE
- MCO
Nonstop2h 34m
Frontier
Deal found 5/17![Frontier logo]()
$52
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Thu 8/209:42 pm
CLE
- MCO
Nonstop2h 32m
Frontier
Deal found 5/16![Frontier logo]()
$57
This eDestinos deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:43 am
CLE
- MCO
Nonstop2h 29m
Frontier
Deal found 5/19![Frontier logo]()
$58
This Cheapflightsfares deal was found by Cheapflights users on 5/18. 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 6/169:42 pm
CLE
- MCO
Nonstop2h 32m
Frontier
Deal found 5/18![Frontier logo]()
$59
This Trip.com deal was found by Cheapflights users on 5/18. 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.
Tue 7/283:46 pm
CLE
- MCO
1 stop6h 20m
Frontier
Deal found 5/18![Frontier logo]()
$60
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:42 pm
CLE
- MCO
Nonstop2h 25m
Frontier
Deal found 5/19![Frontier logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:00 am
CLE
- MCO
Nonstop2h 31m
Frontier
Deal found 5/19![Frontier logo]()
$63
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 May 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $103 (Priceline) |
One-way from | $42 (Super.com) |
Popular in | March |
Cheapest in | September |
Average price | $219 |
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 May 20, 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
Wed 6/10
3:25 pm-11:35 pm
2 stops8h 10m
Orlando
Tue 6/16
3:10 pm-10:35 pm
2 stops7h 25m
$307
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Thu 11/12
10:45 am-4:00 pm
1 stop5h 15m
Orlando
Tue 11/17
7:30 am-4:10 pm
2 stops8h 40m
$318
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Tue 6/16
12:05 pm-7:55 pm
2 stops7h 50m
Orlando
Thu 6/18
7:50 pm-12:15 am
1 stop4h 25m
$318
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Sat 8/15
3:15 pm-8:05 pm
1 stop4h 50m
Orlando
Tue 8/18
6:20 am-2:45 pm
2 stops8h 25m
$318
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Mon 7/6
4:45 pm-11:25 pm
2 stops6h 40m
Orlando
Wed 7/8
12:30 pm-6:35 pm
1 stop6h 05m
$318
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Tue 9/15
11:40 am-6:25 pm
2 stops6h 45m
Orlando
Thu 9/17
9:30 am-5:30 pm
2 stops8h 00m
$319
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Tue 8/11
11:40 am-6:25 pm
2 stops6h 45m
Orlando
Thu 8/13
9:30 am-5:30 pm
2 stops8h 00m
$319
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Wed 6/24
6:00 am-2:05 pm
2 stops8h 05m
Orlando
Wed 6/24
3:10 pm-10:35 pm
2 stops7h 25m
$323
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Mon 7/13
4:45 pm-11:25 pm
2 stops6h 40m
Orlando
Thu 7/16
6:40 pm-12:15 am
1 stop5h 35m
$334
ClevelandOrlando
CLE - MCO
CLEMCO
Cleveland Hopkins Intl
Sat 9/19
8:55 am-4:55 pm
2 stops8h 00m
Orlando
Sat 9/26
9:00 am-5:00 pm
2 stops8h 00m
$339
Showing 1-10 of 21 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 May 20, 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 May 20, 2026.
The most flights from CLE to K1S are scheduled on a Wednesday (12 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Cleveland to Kissimmee?
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 May 16, 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 May 20, 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
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 May 20, 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 May 20, 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 May 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$200 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$82 | Average$155 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$95 | Average$173 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$139 | Average$369 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$155 | Average$329 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$178 | Average$339 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$186 | Average$361 | FlexibilityNo cancel fee | On-time71% |