$118+ Cheap flights from Islip, NY (ISP) 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MCO
Aug 24 — Aug 311
Round-trip
1 adult, Economy
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Find cheap flights from Islip 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 Islip Long Island to Kissimmee are usually found in September or October, booked 14 days in advance, depart on a Wednesday or Tuesday and return on a Friday
Cheap flight deals from Islip to Kissimmee
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Last-minute
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Cheapest flights from Islip to KissimmeeExplore the most affordable flight options available from Islip to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.
Explore the most affordable flight options available from Islip to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:00 pm
ISP
- MCO
1 stop11h 54m
Multiple Airlines
Tue 11/311:50 am
MCO
- ISP
Nonstop2h 43m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$188
This Priceline deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:02 pm
ISP
- MCO
1 stop7h 56m
Multiple Airlines
Tue 10/2012:22 pm
MCO
- ISP
Nonstop2h 41m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$190
This Priceline deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:09 pm
ISP
- MCO
Nonstop2h 53m
Multiple Airlines
Tue 9/88:00 am
MCO
- ISP
1 stop8h 47m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$192
This Priceline deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:02 pm
ISP
- MCO
1 stop7h 56m
Multiple Airlines
Mon 10/266:50 am
MCO
- ISP
Nonstop2h 43m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$193
This Super.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/294:13 pm
ISP
- MCO
Nonstop3h 01m
Frontier
Tue 10/1312:22 pm
MCO
- ISP
Nonstop2h 41m
Frontier
Deal found 7/20![Frontier logo]()
$194
This Super.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1910:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Sun 8/307:10 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/20![Frontier logo]()
$195
This Cheapflightsfares deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:13 pm
ISP
- MCO
Nonstop3h 01m
Frontier
Fri 10/3011:50 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/21![Frontier logo]()
$196
This Frontier deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:13 pm
ISP
- MCO
Nonstop3h 01m
Frontier
Sun 9/136:50 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/21![Frontier logo]()
$197
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Fri 9/43:30 pm
MCO
- ISP
Nonstop2h 44m
Frontier
Deal found 7/22![Frontier logo]()
$198
This Breeze Airways deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:57 am
ISP
- MCO
1 stop11h 47m
Breeze Airways
Mon 8/317:00 am
MCO
- ISP
1 stop6h 28m
Breeze Airways
Deal found 7/22![Breeze Airways logo]()
$199
This Priceline deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:02 pm
ISP
- MCO
1 stop7h 56m
Multiple Airlines
Fri 10/3011:50 am
MCO
- ISP
Nonstop2h 43m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$200
This Breeze Airways deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:57 am
ISP
- MCO
1 stop11h 47m
Breeze Airways
Thu 8/279:52 am
MCO
- ISP
1 stop9h 17m
Breeze Airways
Deal found 7/23![Breeze Airways logo]()
$201
Best flights from Islip to KissimmeeDiscover carefully curated flight deals from Islip to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
Discover carefully curated flight deals from Islip to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
This Breeze Airways deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:02 pm
ISP
- MCO
1 stop7h 56m
Breeze Airways
Tue 10/139:00 am
MCO
- ISP
1 stop3h 58m
Breeze Airways
Deal found 7/20![Breeze Airways logo]()
$199
This Priceline deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:28 pm
ISP
- MCO
1 stop7h 57m
Multiple Airlines
Thu 8/203:30 pm
MCO
- ISP
Nonstop2h 44m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$233
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/84:13 pm
ISP
- MCO
Nonstop3h 01m
Frontier
Mon 10/126:50 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/24![Frontier logo]()
$262
This JetBlue deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 am
ISP
- MCO
1 stop5h 02m
JetBlue
Wed 9/96:00 pm
MCO
- ISP
1 stop5h 22m
JetBlue
Deal found 7/20![JetBlue logo]()
$269
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:55 am
ISP
- MCO
2 stops7h 05m
Southwest
Sat 8/297:10 am
MCO
- ISP
1 stop4h 55m
Southwest
Deal found 7/22![Southwest logo]()
$282
This Breeze Airways deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:57 am
ISP
- MCO
1 stop6h 31m
Breeze Airways
Wed 10/77:05 am
MCO
- ISP
1 stop4h 15m
Breeze Airways
Deal found 7/21![Breeze Airways logo]()
$231
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:05 am
ISP
- MCO
1 stop5h 40m
Southwest
Tue 10/204:35 pm
MCO
- ISP
1 stop6h 00m
Southwest
Deal found 7/21![Southwest logo]()
$287
This JetBlue deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
ISP
- MCO
1 stop5h 02m
JetBlue
Sun 9/66:24 am
MCO
- ISP
Nonstop2h 41m
JetBlue
Deal found 7/24![JetBlue logo]()
$308
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:10 pm
ISP
- MCO
Nonstop2h 50m
Southwest
Wed 9/2312:20 pm
MCO
- ISP
Nonstop2h 35m
Southwest
Deal found 7/23![Southwest logo]()
$327
This JetBlue deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:00 pm
ISP
- MCO
Nonstop2h 49m
JetBlue
Sun 9/136:00 pm
MCO
- ISP
1 stop5h 22m
JetBlue
Deal found 7/20![JetBlue logo]()
$327
This Southwest deal was found by Cheapflights users on 7/19. 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.
Fri 12/111:35 pm
ISP
- MCO
1 stop4h 40m
Southwest
Sun 12/136:30 am
MCO
- ISP
1 stop5h 15m
Southwest
Deal found 7/19![Southwest logo]()
$332
Last-minute flights from Islip to KissimmeeDiscover last-minute flight deals from Islip to Kissimmee. Data last updated July 25, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Kissimmee. Data last updated July 25, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:57 am
ISP
- MCO
1 stop11h 47m
Breeze Airways
Tue 8/118:00 am
MCO
- ISP
1 stop8h 47m
Breeze Airways
Deal found 7/23![Breeze Airways logo]()
$206
This Priceline deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Wed 8/197:10 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/21![Frontier logo]()
$203
This Super.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1910:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Sun 8/307:10 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/20![Frontier logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:57 am
ISP
- MCO
1 stop11h 47m
Multiple Airlines
Thu 8/277:10 am
MCO
- ISP
Nonstop2h 43m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$197
This Trip.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Thu 8/277:10 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/23![Frontier logo]()
$204
This Breeze Airways deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:57 am
ISP
- MCO
1 stop11h 47m
Breeze Airways
Thu 8/279:52 am
MCO
- ISP
1 stop9h 17m
Breeze Airways
Deal found 7/23![Breeze Airways logo]()
$201
This Super.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:09 pm
ISP
- MCO
Nonstop2h 53m
Frontier
Sat 8/297:10 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/22![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Fri 9/47:10 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/24![Frontier logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Sun 8/307:10 am
MCO
- ISP
Nonstop2h 43m
Frontier
Deal found 7/21![Frontier logo]()
$196
This Breeze Airways deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:57 am
ISP
- MCO
1 stop11h 47m
Breeze Airways
Mon 8/317:00 am
MCO
- ISP
1 stop6h 28m
Breeze Airways
Deal found 7/22![Breeze Airways logo]()
$199
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Fri 9/43:30 pm
MCO
- ISP
Nonstop2h 44m
Frontier
Deal found 7/22![Frontier logo]()
$198
One-way flights from Islip to KissimmeeSearch for one-way flight options from Islip to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
Search for one-way flight options from Islip to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:57 am
ISP
- MCO
1 stop11h 47m
Breeze Airways
Deal found 7/22![Breeze Airways logo]()
$118
This Super.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:09 pm
ISP
- MCO
Nonstop2h 53m
Frontier
Deal found 7/24![Frontier logo]()
$119
This Super.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/194:45 pm
ISP
- MCO
Nonstop2h 57m
JetBlue
Deal found 7/22![JetBlue logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:43 pm
ISP
- MCO
Nonstop2h 56m
Frontier
Deal found 7/23![Frontier logo]()
$121
This Super.com deal was found by Cheapflights users on 7/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/54:13 pm
ISP
- MCO
Nonstop3h 01m
Frontier
Deal found 7/19![Frontier logo]()
$122
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:55 am
ISP
- MCO
2 stops7h 30m
Southwest
Deal found 7/24![Southwest logo]()
$123
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Deal found 7/22![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:57 am
ISP
- MCO
1 stop12h 57m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:00 pm
ISP
- MCO
2 stops10h 10m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:57 am
ISP
- MCO
Nonstop2h 53m
Frontier
Deal found 7/20![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:28 pm
ISP
- MCO
1 stop7h 57m
Breeze Airways
Deal found 7/21![Breeze Airways logo]()
$128
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/123:20 pm
ISP
- MCO
1 stop5h 45m
Southwest
Deal found 7/20![Southwest logo]()
$129
Find flight deals from Islip to Kissimmee
Keep the following information in mind while searching for Islip to Kissimmee flight deals. Data was last updated July 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $188 (Kiwi.com) |
One-way from | $118 (Kiwi.com) |
Popular in | April |
Cheapest in | September |
Average price | $296 |
Cheapflights Fare Finder
Customize your flight search to find flights from Islip 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 July 25, 2026.
Use the filters below to find and compare flights from Islip to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Fri 10/9
3:02 pm-10:58 pm
1 stop7h 56m
Orlando
Tue 10/13
9:00 am-12:58 pm
1 stop3h 58m
$199
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Sun 10/4
10:57 am-5:28 pm
1 stop6h 31m
Orlando
Wed 10/7
7:05 am-11:20 am
1 stop4h 15m
$231
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Mon 8/17
2:28 pm-10:25 pm
1 stop7h 57m
Orlando
Thu 8/20
3:30 pm-6:14 pm
Nonstop2h 44m
$233
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Thu 10/8
4:13 pm-7:14 pm
Nonstop3h 01m
Orlando
Mon 10/12
6:50 am-9:33 am
Nonstop2h 43m
$262
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Sat 9/5
6:00 am-11:02 am
1 stop5h 02m
Orlando
Wed 9/9
6:00 pm-11:22 pm
1 stop5h 22m
$269
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Tue 8/18
10:55 am-6:00 pm
2 stops7h 05m
Orlando
Sat 8/29
7:10 am-12:05 pm
1 stop4h 55m
$282
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Tue 10/20
6:05 am-11:45 am
1 stop5h 40m
Orlando
Tue 10/20
4:35 pm-10:35 pm
1 stop6h 00m
$287
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Mon 8/31
6:00 am-11:02 am
1 stop5h 02m
Orlando
Sun 9/6
6:24 am-9:05 am
Nonstop2h 41m
$308
Quickest round-trip
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Sun 9/20
6:10 pm-9:00 pm
Nonstop2h 50m
Orlando
Wed 9/23
12:20 pm-2:55 pm
Nonstop2h 35m
$327
IslipOrlando
ISP - MCO
ISPMCO
Islip Long Island
Thu 9/10
2:00 pm-4:49 pm
Nonstop2h 49m
Orlando
Sun 9/13
6:00 pm-11:22 pm
1 stop5h 22m
$327
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Islip to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Islip with our price prediction graph.
ISP-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 Islip to Kissimmee
ISP-K1S
ISP-MCO
What is the cheapest time of day to fly from ISP to K1S?
Find hourly flight availability from Islip 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 July 25, 2026.
When flying from Islip, New York to Kissimmee, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 20% versus a flight at noon.
How much does it cost to fly round-trip from Islip, New York to Kissimmee?
Airfare is below average for this route at the moment.
Islip, New York to Kissimmee flights typically cost between $195 and $366 in October.The cheapest round-trip price found within the last 5 days was $188 on Multiple Airlines (Oct 21-Nov 3).
What is the cheapest day to fly from Islip, New York to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from Islip to Kissimmee. Price data was last updated on July 18, 2026.
Travelers seeking maximum savings on their Islip, New York to Kissimmee flight should consider departing on Sunday mornings when fares are most often at their lowest. Tuesday at noon 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 July 25, 2026.
Read through reviews of airlines operating flights from Islip to Kissimmee, such as Breeze Airways,Southwest, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.8
Comfort
8.2
Overall
8.2
Food
6.7
Boarding
8.3
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Comfort
8.2
Overall
8.2
Food
6.7
Boarding
8.3
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Comfort
8.2
Overall
8.2
Food
6.7
Boarding
8.3
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Comfort
8.2
Overall
8.2
Food
6.7
Boarding
8.3
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Comfort
8.2
Overall
8.2
Food
6.7
Boarding
8.3
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Islip 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 Islip to Kissimmee
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Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Islip to Kissimmee by cabin class
Find flights from Islip to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Islip and Kissimmee flights
Browse other Islip and Kissimmee flight options. Last updated on July 25, 2026.
Other flights from Islip
Browse through other flights departing from Islip. Flights are based on user searches made on Cheapflights and were last updated on July 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Islip to Kissimmee flights
Consider these flights traveling from Islip to Kissimmee.
Top 6 airlines flying from Islip to Kissimmee
Discover the top 6 airlines that operate flights from Islip 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 July 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$221 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$59 | Average$80 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$66 | Average$231 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$103 | Average$177 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$105 | Average$272 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$154 | Average$362 | FlexibilityNo cancel fee | On-time63% |