$137+ Cheap flights from Islip, NY (ISP) to Florida Keys
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — EYW
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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Find cheap flights from Islip to Florida Keys 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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Islip to Florida Keys
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Cheapest flights from Islip to Florida KeysExplore the most affordable flight options available from Islip to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
Explore the most affordable flight options available from Islip to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 10/1510:57 am -
1 stop10h 27m
Sat 10/174:05 pm -
1 stop18h 12m
Deal found 8/18![Multiple Airlines logo]()
$272
This Southwest deal was found by Cheapflights users on 8/20. 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.
Tue 9/226:05 am -
1 stop7h 30m
Sat 9/266:30 am -
1 stop5h 35m
Deal found 8/20![Southwest logo]()
$273
This Southwest deal was found by Cheapflights users on 8/20. 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 11/45:05 pm -
1 stop5h 05m
Tue 11/176:30 am -
1 stop9h 45m
Deal found 8/20![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 8/21. 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.
Thu 10/13:10 pm -
2 stops7h 55m
Tue 10/612:35 pm -
2 stops7h 20m
Deal found 8/21![Southwest logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/75:43 pm -
2 stops27h 41m
Sat 10/174:05 pm -
1 stop18h 12m
Deal found 8/20![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 10/2510:57 am -
2 stops35h 02m
Fri 10/309:00 am -
1 stop5h 22m
Deal found 8/18![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Sat 9/57:09 pm -
1 stop16h 16m
Wed 9/910:04 am -
2 stops33h 01m
Deal found 8/21![Multiple Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 8/17. 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 9/193:15 pm -
1 stop5h 05m
Sat 9/266:30 am -
1 stop5h 35m
Deal found 8/17![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 8/19. 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.
Sat 9/123:15 pm -
1 stop5h 05m
Mon 9/147:00 am -
1 stop4h 55m
Deal found 8/19![Southwest logo]()
$330
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 9/245:00 pm -
1 stop5h 10m
Fri 9/257:00 am -
1 stop4h 55m
Deal found 8/18![Southwest logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Wed 9/211:57 am -
2 stops23h 28m
Sun 9/612:05 pm -
1 stop21h 48m
Deal found 8/18![Multiple Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Mon 11/163:02 pm -
2 stops21h 34m
Fri 11/2010:59 am -
1 stop8h 07m
Deal found 8/20![Multiple Airlines logo]()
$403
Best flights from Islip to Florida KeysDiscover carefully curated flight deals from Islip to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
Discover carefully curated flight deals from Islip to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
This Southwest deal was found by Cheapflights users on 8/21. 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 11/106:05 am -
1 stop4h 50m
Sat 11/147:00 am -
1 stop5h 05m
Deal found 8/21![Southwest logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Sat 9/57:09 pm -
1 stop16h 16m
Wed 9/910:04 am -
2 stops33h 01m
Deal found 8/21![Multiple Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 8/20. 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.
Tue 9/226:05 am -
2 stops9h 25m
Sat 9/266:30 am -
1 stop5h 35m
Deal found 8/20![Southwest logo]()
$278
This KAYAK deal was found by Cheapflights users on 8/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:02 pm -
2 stops18h 22m
Mon 10/511:59 am -
1 stop23h 21m
Deal found 8/17![Breeze Airways logo]()
$658
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Wed 9/211:57 am -
2 stops23h 28m
Sun 9/612:05 pm -
1 stop21h 48m
Deal found 8/18![Multiple Airlines logo]()
$344
This Southwest deal was found by Cheapflights users on 8/17. 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.
Thu 11/55:40 pm -
1 stop5h 25m
Wed 11/116:30 am -
1 stop5h 15m
Deal found 8/17![Southwest logo]()
$330
This Southwest deal was found by Cheapflights users on 8/19. 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 9/163:20 pm -
1 stop5h 00m
Wed 9/2311:50 am -
1 stop5h 10m
Deal found 8/19![Southwest logo]()
$330
This Southwest deal was found by Cheapflights users on 8/19. 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.
Sat 9/1211:55 am -
2 stops7h 25m
Mon 9/146:20 am -
1 stop6h 15m
Deal found 8/19![Southwest logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Sun 9/135:43 pm -
1 stop16h 36m
Sun 9/2010:59 am -
1 stop5h 59m
Deal found 8/16![Multiple Airlines logo]()
$452
This Southwest deal was found by Cheapflights users on 8/20. 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 10/712:50 pm -
2 stops9h 20m
Sat 10/177:00 am -
2 stops8h 05m
Deal found 8/20![Southwest logo]()
$370
This Southwest deal was found by Cheapflights users on 8/18. 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.
Fri 11/65:40 pm -
1 stop5h 25m
Wed 11/186:30 am -
1 stop5h 15m
Deal found 8/18![Southwest logo]()
$375
This Southwest deal was found by Cheapflights users on 8/19. 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 9/216:10 am -
1 stop10h 15m
Mon 9/287:00 am -
1 stop4h 55m
Deal found 8/19![Southwest logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Mon 11/308:01 pm -
1 stop14h 18m
Fri 12/1111:59 am -
2 stops26h 46m
Deal found 8/18![Multiple Airlines logo]()
$578
This KAYAK deal was found by Cheapflights users on 8/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:39 am -
2 stops23h 45m
Sun 9/1310:59 am -
2 stops24h 13m
Deal found 8/19![Breeze Airways logo]()
$719
This Southwest deal was found by Cheapflights users on 8/20. 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.
Tue 9/226:05 am -
1 stop4h 50m
Fri 9/255:05 pm -
1 stop5h 05m
Deal found 8/20![Southwest logo]()
$385
This KAYAK deal was found by Cheapflights users on 8/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:08 am -
3 stops46h 56m
Mon 12/1410:59 am -
2 stops25h 59m
Deal found 8/18![Breeze Airways logo]()
$719
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Thu 11/55:28 pm -
2 stops18h 51m
Sun 11/812:01 pm -
1 stop6h 50m
Deal found 8/17![Multiple Airlines logo]()
$597
This Booking.com deal was found by Cheapflights users on 8/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/163:02 pm -
2 stops21h 34m
Fri 11/2010:59 am -
2 stops47h 18m
Deal found 8/20![Breeze Airways logo]()
$748
This Booking.com deal was found by Cheapflights users on 8/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:33 pm -
2 stops19h 51m
Wed 9/910:04 am -
2 stops32h 47m
Deal found 8/21![Breeze Airways logo]()
$753
Last-minute flights from Islip to Florida KeysDiscover last-minute flight deals from Islip to Florida Keys. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Florida Keys. Data last updated August 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 8/207:09 pm -
1 stop16h 18m
Mon 8/2412:07 pm -
1 stop6h 07m
Deal found 8/18![Multiple Airlines logo]()
$579
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Wed 9/211:57 am -
2 stops23h 28m
Sun 9/612:05 pm -
1 stop21h 48m
Deal found 8/18![Multiple Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Sat 9/57:09 pm -
1 stop16h 16m
Wed 9/910:04 am -
2 stops33h 01m
Deal found 8/21![Multiple Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 8/19. 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 9/104:05 pm -
1 stop5h 00m
Sat 9/127:00 am -
1 stop6h 20m
Deal found 8/19![Southwest logo]()
$360
This Southwest deal was found by Cheapflights users on 8/19. 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.
Sat 9/123:15 pm -
1 stop5h 05m
Mon 9/147:00 am -
1 stop4h 55m
Deal found 8/19![Southwest logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Sun 9/135:43 pm -
1 stop16h 36m
Sun 9/2010:59 am -
2 stops48h 21m
Deal found 8/16![Multiple Airlines logo]()
$428
This Southwest deal was found by Cheapflights users on 8/18. 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 9/1510:55 am -
2 stops9h 10m
Tue 9/227:30 am -
1 stop4h 40m
Deal found 8/18![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 8/17. 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 9/193:15 pm -
1 stop5h 05m
Sat 9/266:30 am -
1 stop5h 35m
Deal found 8/17![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 8/18. 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.
Sun 9/207:00 am -
1 stop4h 30m
Tue 9/227:30 am -
1 stop4h 40m
Deal found 8/18![Southwest logo]()
$375
This Southwest deal was found by Cheapflights users on 8/19. 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 9/216:10 am -
1 stop10h 15m
Mon 9/287:00 am -
1 stop4h 55m
Deal found 8/19![Southwest logo]()
$380
This Southwest deal was found by Cheapflights users on 8/20. 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.
Tue 9/226:05 am -
1 stop7h 30m
Sat 9/266:30 am -
1 stop5h 35m
Deal found 8/20![Southwest logo]()
$273
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 9/245:00 pm -
1 stop5h 10m
Fri 9/257:00 am -
1 stop4h 55m
Deal found 8/18![Southwest logo]()
$333
One-way flights from Islip to Florida KeysSearch for one-way flight options from Islip to Florida Keys. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
Search for one-way flight options from Islip to Florida Keys. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Southwest deal was found by Cheapflights users on 8/17. 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.
Wed 10/149:40 am -
1 stop7h 50m
Deal found 8/17![Southwest logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Wed 9/912:00 pm -
3 stops32h 33m
Deal found 8/17![Multiple Airlines logo]()
$140
This Southwest deal was found by Cheapflights users on 8/17. 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.
Wed 9/910:55 am -
2 stops9h 10m
Deal found 8/17![Southwest logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Wed 10/1412:00 pm -
2 stops33h 50m
Deal found 8/16![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Mon 9/145:43 pm -
2 stops40h 47m
Deal found 8/20![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sat 11/712:00 pm -
1 stop26h 19m
Deal found 8/18![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/271:38 pm -
3 stops31h 53m
Deal found 8/19![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 10/116:25 pm -
2 stops27h 25m
Deal found 8/18![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Mon 10/126:55 pm -
2 stops26h 34m
Deal found 8/18![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Sat 9/52:33 pm -
3 stops25h 48m
Deal found 8/17![Multiple Airlines logo]()
$180
This KAYAK deal was found by Cheapflights users on 8/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:57 am -
1 stop24h 22m
Deal found 8/18![Breeze Airways logo]()
$360
This KAYAK deal was found by Cheapflights users on 8/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2212:00 pm -
2 stops21h 24m
Deal found 8/20![Breeze Airways logo]()
$380
Find flight deals from Islip to Florida Keys
Keep the following information in mind while searching for Islip to Florida Keys flight deals. Data was last updated August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $272 (Kiwi.com) |
One-way from | $137 (Southwest) |
Popular in | July |
Cheapest in | January |
Average price | $315 |
Cheapflights Fare Finder
Customize your flight search to find flights from Islip to Florida Keys that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 22, 2026.
Use the filters below to find and compare flights from Islip to Florida Keys that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
IslipMiami
ISP Islip Long Island - MIA Miami
ISPMIA
Islip Long Island
Tue 11/10
6:05 am-10:55 am
1 stop4h 50m
Miami
Sat 11/14
7:00 am-12:05 pm
1 stop5h 05m
$273
IslipMiami
ISP Islip Long Island - MIA Miami
ISPMIA
Islip Long Island
Tue 9/22
6:05 am-3:30 pm
2 stops9h 25m
Miami
Sat 9/26
6:30 am-12:05 pm
1 stop5h 35m
$278
IslipKey West
ISP Islip Long Island - EYW Key West
ISPEYW
Islip Long Island
Sat 9/5
7:09 pm-11:25 am
1 stop16h 16m
Key West
Wed 9/9
10:04 am-7:05 pm
2 stops33h 01m
$310
IslipMiami
ISP Islip Long Island - MIA Miami
ISPMIA
Islip Long Island
Thu 11/5
5:40 pm-11:05 pm
1 stop5h 25m
Miami
Wed 11/11
6:30 am-11:45 am
1 stop5h 15m
$330
IslipMiami
ISP Islip Long Island - MIA Miami
ISPMIA
Islip Long Island
Wed 9/16
3:20 pm-8:20 pm
1 stop5h 00m
Miami
Wed 9/23
11:50 am-5:00 pm
1 stop5h 10m
$330
IslipMiami
ISP Islip Long Island - MIA Miami
ISPMIA
Islip Long Island
Sat 9/12
11:55 am-7:20 pm
2 stops7h 25m
Miami
Mon 9/14
6:20 am-12:35 pm
1 stop6h 15m
$335
IslipKey West
ISP Islip Long Island - EYW Key West
ISPEYW
Islip Long Island
Wed 9/2
11:57 am-11:25 am
2 stops23h 28m
Key West
Sun 9/6
12:05 pm-9:53 am
1 stop21h 48m
$344
IslipMiami
ISP Islip Long Island - MIA Miami
ISPMIA
Islip Long Island
Wed 10/7
12:50 pm-10:10 pm
2 stops9h 20m
Miami
Sat 10/17
7:00 am-3:05 pm
2 stops8h 05m
$370
IslipMiami
ISP Islip Long Island - MIA Miami
ISPMIA
Islip Long Island
Fri 11/6
5:40 pm-11:05 pm
1 stop5h 25m
Miami
Wed 11/18
6:30 am-11:45 am
1 stop5h 15m
$375
IslipMiami
ISP Islip Long Island - MIA Miami
ISPMIA
Islip Long Island
Mon 9/21
6:10 am-4:25 pm
1 stop10h 15m
Miami
Mon 9/28
7:00 am-11:55 am
1 stop4h 55m
$380
Showing 1-10 of 34 resultsSorted by cheapest first
Best time to book a flight from Islip to Florida Keys
Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Islip with our price prediction graph.
ISP-MIA
ISP-EYW
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 Florida Keys
ISP-zzEOA
ISP-MIA
ISP-EYW
What is the cheapest month to book a flight from Islip, New York to Florida Keys?
Currently, December is the cheapest month in which you can book a flight from Islip, New York to Florida Keys (average of $207). Flying from Islip, New York to Florida Keys in July is currently the most expensive (average of $482). 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.
Reviews of airlines servicing Florida Keys
Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated August 22, 2026.
Read reviews from past customers who have flown Southwest,JetBlue, andFrontier from Islip to Florida Keys. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Islip to Florida Keys. 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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