$87+ Cheap flights from Islip, NY (ISP) to Caribbean
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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Mar 9 — Mar 161
1 adult, Economy
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Find cheap flights from Islip to Caribbean 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 Caribbean
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Cheapest flights from Islip to CaribbeanExplore the most affordable flight options available from Islip to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 7, 2026.
Explore the most affordable flight options available from Islip to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 7, 2026.
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2812:01 pm
ISP
- SJU
1 stop13h 52m
Frontier
Tue 3/35:25 pm
SJU
- ISP
1 stop16h 15m
Frontier
Deal found 2/4![Frontier logo]()
$174
This CheapOair deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:07 pm
ISP
- SJU
1 stop8h 18m
Frontier
Tue 3/35:25 pm
SJU
- ISP
1 stop16h 15m
Frontier
Deal found 2/5![Frontier logo]()
$183
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:15 am
ISP
- SJU
1 stop13h 34m
Frontier
Thu 4/166:30 am
SJU
- ISP
1 stop26h 43m
Frontier
Deal found 2/4![Frontier logo]()
$192
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:23 pm
ISP
- SJU
1 stop27h 31m
Frontier
Fri 2/273:53 am
SJU
- ISP
1 stop8h 13m
Frontier
Deal found 2/4![Frontier logo]()
$213
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:30 am
ISP
- SJU
1 stop18h 35m
Frontier
Thu 4/166:30 am
SJU
- ISP
1 stop26h 43m
Frontier
Deal found 2/6![Frontier logo]()
$217
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/164:07 pm
ISP
- SJU
1 stop21h 59m
Frontier
Sun 4/1911:07 am
SJU
- ISP
1 stop22h 06m
Frontier
Deal found 2/4![Frontier logo]()
$227
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:07 pm
ISP
- SJU
1 stop8h 18m
Frontier
Fri 2/273:53 am
SJU
- ISP
1 stop16h 35m
Frontier
Deal found 2/6![Frontier logo]()
$234
This Frontier deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/233:59 pm
ISP
- SJU
1 stop7h 44m
Frontier
Thu 2/263:53 am
SJU
- ISP
1 stop11h 46m
Frontier
Deal found 2/4![Frontier logo]()
$237
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:07 pm
ISP
- SJU
1 stop17h 47m
Frontier
Sun 4/263:19 pm
SJU
- ISP
1 stop17h 54m
Frontier
Deal found 2/6![Frontier logo]()
$247
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:33 am
ISP
- SJU
1 stop15h 10m
Frontier
Fri 2/273:53 am
SJU
- ISP
1 stop8h 13m
Frontier
Deal found 2/4![Frontier logo]()
$248
This CheapOair deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:45 am
ISP
- SJU
1 stop29h 33m
Frontier
Sun 4/196:30 am
SJU
- ISP
1 stop26h 43m
Frontier
Deal found 2/5![Frontier logo]()
$262
This CheapOair deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:43 am
ISP
- SJU
1 stop25h 08m
Frontier
Wed 3/113:19 pm
SJU
- ISP
1 stop24h 54m
Frontier
Deal found 2/5![Frontier logo]()
$268
Best flights from Islip to CaribbeanDiscover carefully curated flight deals from Islip to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 7, 2026.
Discover carefully curated flight deals from Islip to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 7, 2026.
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:23 pm
ISP
- SJU
1 stop29h 30m
Frontier
Mon 3/23:53 am
SJU
- ISP
1 stop29h 47m
Frontier
Deal found 2/6![Frontier logo]()
$174
This Priceline deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:00 am
ISP
- PUJ
1 stop8h 53m
Multiple Airlines
Sat 4/1811:07 am
PUJ
- ISP
1 stop22h 06m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$347
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:23 pm
ISP
- SJU
1 stop27h 31m
Frontier
Fri 2/273:53 am
SJU
- ISP
1 stop8h 13m
Frontier
Deal found 2/3![Frontier logo]()
$183
This KAYAK deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/268:34 pm
ISP
- MBJ
1 stop12h 07m
JetBlue
Wed 4/298:41 am
MBJ
- ISP
1 stop9h 58m
JetBlue
Deal found 2/5![JetBlue logo]()
$374
This CheapOair deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:34 pm
ISP
- SJU
1 stop8h 09m
Frontier
Tue 3/35:25 pm
SJU
- ISP
1 stop16h 15m
Frontier
Deal found 2/5![Frontier logo]()
$183
This CheapOair deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:01 pm
ISP
- SJU
1 stop22h 05m
Frontier
Sat 4/1811:07 am
SJU
- ISP
1 stop22h 06m
Frontier
Deal found 2/5![Frontier logo]()
$192
This CheapOair deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:45 am
ISP
- SJU
1 stop29h 33m
Frontier
Sat 4/1811:07 am
SJU
- ISP
1 stop22h 06m
Frontier
Deal found 2/7![Frontier logo]()
$192
This Southwest deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:00 am
ISP
- NAS
2 stops9h 30m
Southwest
Sat 5/162:20 pm
NAS
- ISP
2 stops9h 00m
Southwest
Deal found 2/4![Southwest logo]()
$514
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:34 pm
ISP
- SJU
1 stop7h 19m
Frontier
Wed 2/253:53 am
SJU
- ISP
1 stop11h 46m
Frontier
Deal found 2/4![Frontier logo]()
$192
This CheapOair deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:02 pm
ISP
- SJU
1 stop14h 54m
Frontier
Sat 4/188:00 am
SJU
- ISP
1 stop25h 13m
Frontier
Deal found 2/7![Frontier logo]()
$192
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:15 am
ISP
- SJU
1 stop13h 34m
Frontier
Thu 4/166:30 am
SJU
- ISP
1 stop26h 43m
Frontier
Deal found 2/4![Frontier logo]()
$192
This JetBlue deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:34 pm
ISP
- MBJ
1 stop12h 07m
JetBlue
Wed 4/228:41 am
MBJ
- ISP
1 stop9h 58m
JetBlue
Deal found 2/6![JetBlue logo]()
$419
This Expedia deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/218:25 pm
ISP
- STI
1 stop11h 35m
JetBlue
Sat 3/289:13 am
STI
- ISP
1 stop14h 54m
JetBlue
Deal found 2/4![JetBlue logo]()
$431
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/2111:50 am
ISP
- PUJ
2 stops27h 16m
Multiple Airlines
Sat 3/281:21 pm
PUJ
- ISP
1 stop26h 52m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$513
This Orbitz deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/288:22 pm
ISP
- PUJ
1 stop12h 58m
JetBlue
Wed 4/14:05 pm
PUJ
- ISP
1 stop20h 07m
JetBlue
Deal found 2/6![JetBlue logo]()
$431
This Southwest deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:55 am
ISP
- NAS
1 stop11h 35m
Southwest
Wed 4/152:10 pm
NAS
- ISP
1 stop8h 30m
Southwest
Deal found 2/4![Southwest logo]()
$553
This Travelocity deal was found by Cheapflights users on 2/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:29 am
ISP
- PUJ
1 stop28h 56m
JetBlue
Tue 2/244:31 pm
PUJ
- ISP
1 stop17h 16m
JetBlue
Deal found 2/3![JetBlue logo]()
$434
This Southwest deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:10 am
ISP
- NAS
1 stop12h 20m
Southwest
Tue 3/178:45 am
NAS
- ISP
2 stops7h 20m
Southwest
Deal found 2/6![Southwest logo]()
$554
This KAYAK deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:34 pm
ISP
- MBJ
1 stop12h 07m
JetBlue
Thu 4/308:41 am
MBJ
- ISP
1 stop9h 58m
JetBlue
Deal found 2/5![JetBlue logo]()
$439
This Southwest deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:15 pm
ISP
- PUJ
2 stops19h 10m
Southwest
Fri 3/131:25 pm
PUJ
- ISP
1 stop9h 15m
Southwest
Deal found 2/5![Southwest logo]()
$567
This KAYAK deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/268:34 pm
ISP
- MBJ
1 stop12h 07m
JetBlue
Thu 4/308:41 am
MBJ
- ISP
1 stop9h 58m
JetBlue
Deal found 2/5![JetBlue logo]()
$439
This Priceline deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:39 pm
ISP
- PUJ
2 stops25h 00m
Frontier
Sat 4/1811:07 am
PUJ
- ISP
1 stop22h 06m
Frontier
Deal found 2/6![Frontier logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/29:59 am
ISP
- SDQ
1 stop16h 41m
Multiple Airlines
Mon 4/132:52 am
SDQ
- ISP
2 stops32h 18m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$684
This KAYAK deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:34 pm
ISP
- MBJ
1 stop12h 07m
JetBlue
Thu 4/308:41 am
MBJ
- ISP
1 stop9h 58m
JetBlue
Deal found 2/5![JetBlue logo]()
$439
This Southwest deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/245:45 am
ISP
- NAS
2 stops12h 45m
Southwest
Tue 3/311:25 pm
NAS
- ISP
2 stops9h 25m
Southwest
Deal found 2/7![Southwest logo]()
$646
This Travelocity deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/101:25 pm
ISP
- NAS
1 stop27h 02m
JetBlue
Tue 3/175:10 pm
NAS
- ISP
1 stop26h 20m
JetBlue
Deal found 2/6![JetBlue logo]()
$453
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/119:59 am
ISP
- SDQ
1 stop17h 01m
Multiple Airlines
Sun 3/222:20 pm
SDQ
- ISP
2 stops22h 13m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$752
This Southwest deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:00 am
ISP
- NAS
2 stops12h 30m
Southwest
Mon 5/258:45 am
NAS
- ISP
2 stops11h 40m
Southwest
Deal found 2/7![Southwest logo]()
$666
This KAYAK deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:34 pm
ISP
- MBJ
1 stop12h 07m
JetBlue
Fri 5/18:41 am
MBJ
- ISP
1 stop9h 58m
JetBlue
Deal found 2/5![JetBlue logo]()
$462
This KAYAK deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/268:34 pm
ISP
- MBJ
1 stop12h 07m
JetBlue
Fri 5/18:41 am
MBJ
- ISP
1 stop9h 58m
JetBlue
Deal found 2/5![JetBlue logo]()
$462
Last-minute flights from Islip to CaribbeanDiscover last-minute flight deals from Islip to Caribbean. Data last updated February 7, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Caribbean. Data last updated February 7, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:07 pm
ISP
- SJU
1 stop8h 18m
Frontier
Fri 2/273:53 am
SJU
- ISP
1 stop16h 35m
Frontier
Deal found 2/6![Frontier logo]()
$234
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:33 am
ISP
- SJU
1 stop15h 10m
Frontier
Fri 2/273:53 am
SJU
- ISP
1 stop8h 13m
Frontier
Deal found 2/4![Frontier logo]()
$248
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:23 pm
ISP
- SJU
1 stop27h 31m
Frontier
Fri 2/273:53 am
SJU
- ISP
1 stop8h 13m
Frontier
Deal found 2/4![Frontier logo]()
$213
This Frontier deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:07 pm
ISP
- SJU
1 stop8h 22m
Frontier
Thu 2/263:53 am
SJU
- ISP
1 stop11h 46m
Frontier
Deal found 2/4![Frontier logo]()
$272
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:23 am
ISP
- SJU
1 stop17h 30m
Frontier
Thu 2/263:53 am
SJU
- ISP
1 stop11h 46m
Frontier
Deal found 2/6![Frontier logo]()
$192
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:33 am
ISP
- SJU
1 stop16h 20m
Frontier
Sat 2/283:53 am
SJU
- ISP
1 stop28h 45m
Frontier
Deal found 2/3![Frontier logo]()
$273
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:33 am
ISP
- SJU
1 stop16h 20m
Frontier
Wed 3/45:25 pm
SJU
- ISP
1 stop22h 14m
Frontier
Deal found 2/4![Frontier logo]()
$278
This CheapOair deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:07 pm
ISP
- SJU
1 stop8h 18m
Frontier
Tue 3/35:25 pm
SJU
- ISP
1 stop16h 15m
Frontier
Deal found 2/5![Frontier logo]()
$183
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2812:01 pm
ISP
- SJU
1 stop11h 42m
Frontier
Tue 3/35:25 pm
SJU
- ISP
1 stop16h 15m
Frontier
Deal found 2/6![Frontier logo]()
$174
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:33 am
ISP
- SJU
1 stop16h 20m
Frontier
Wed 3/113:19 pm
SJU
- ISP
1 stop24h 54m
Frontier
Deal found 2/3![Frontier logo]()
$269
This CheapOair deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:43 am
ISP
- SJU
1 stop25h 08m
Frontier
Wed 3/113:19 pm
SJU
- ISP
1 stop24h 54m
Frontier
Deal found 2/5![Frontier logo]()
$268
This Expedia deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/218:25 pm
ISP
- STI
1 stop11h 35m
JetBlue
Sat 3/289:13 am
STI
- ISP
1 stop14h 54m
JetBlue
Deal found 2/4![JetBlue logo]()
$431
One-way flights from Islip to CaribbeanSearch for one-way flight options from Islip to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 7, 2026.
Search for one-way flight options from Islip to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 7, 2026.
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2812:01 pm
ISP
- SJU
1 stop11h 42m
Frontier
Deal found 2/6![Frontier logo]()
$87
This CheapOair deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2111:41 am
ISP
- SJU
1 stop14h 12m
Frontier
Deal found 2/7![Frontier logo]()
$96
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:30 am
ISP
- SJU
1 stop18h 35m
Frontier
Deal found 2/6![Frontier logo]()
$102
This CheapOair deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/53:34 pm
ISP
- SJU
1 stop10h 19m
Frontier
Deal found 2/5![Frontier logo]()
$110
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:07 pm
ISP
- SJU
1 stop8h 18m
Frontier
Deal found 2/3![Frontier logo]()
$115
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:43 am
ISP
- SJU
1 stop25h 08m
Frontier
Deal found 2/6![Frontier logo]()
$116
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:33 am
ISP
- SJU
1 stop15h 10m
Frontier
Deal found 2/4![Frontier logo]()
$131
This CheapOair deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:58 am
ISP
- SJU
1 stop24h 12m
Frontier
Deal found 2/7![Frontier logo]()
$134
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:23 pm
ISP
- SDQ
1 stop12h 16m
Frontier
Deal found 2/6![Frontier logo]()
$136
This KAYAK deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:27 pm
ISP
- SJU
1 stop7h 47m
JetBlue
Deal found 2/6![JetBlue logo]()
$157
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:36 pm
ISP
- SDQ
1 stop13h 31m
Frontier
Deal found 2/4![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/85:08 pm
ISP
- SJU
1 stop9h 05m
Frontier
Deal found 2/4![Frontier logo]()
$160
Find flight deals from Islip to Caribbean
Keep the following information in mind while searching for Islip to Caribbean flight deals. Data was last updated February 7, 2026.
Round-trip from | $174 (CheapOair) |
|---|---|
One-way from | $87 (CheapOair) |
Popular in | December |
Cheapest in | May |
Average price | $290 |
Cheapflights Fare Finder
Customize your flight search to find flights from Islip to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 7, 2026.
Use the filters below to find and compare flights from Islip to Caribbean that are best for you.
Fly from
Islip
Fly to
Caribbean
Route
Depart
Return
Price
IslipSan Juan
ISP - SJU
ISPSJU
Islip Long Island
Sat 2/28
8:23 pm-2:53 am
1 stop29h 30m
San Juan Luis Munoz Marin Intl
Mon 3/2
3:53 am-8:40 am
1 stop29h 47m
$174
IslipSan Juan
ISP - SJU
ISPSJU
Islip Long Island
Sat 2/21
8:23 pm-12:54 am
1 stop27h 31m
San Juan Luis Munoz Marin Intl
Fri 2/27
3:53 am-11:06 am
1 stop8h 13m
$183
IslipSan Juan
ISP - SJU
ISPSJU
Islip Long Island
Thu 2/26
3:34 pm-12:43 am
1 stop8h 09m
San Juan Luis Munoz Marin Intl
Tue 3/3
5:25 pm-8:40 am
1 stop16h 15m
$183
IslipSan Juan
ISP - SJU
ISPSJU
Islip Long Island
Mon 4/13
4:01 pm-2:06 pm
1 stop22h 05m
San Juan Luis Munoz Marin Intl
Sat 4/18
11:07 am-9:13 am
1 stop22h 06m
$192
IslipSan Juan
ISP - SJU
ISPSJU
Islip Long Island
Sun 4/12
5:45 am-11:18 am
1 stop29h 33m
San Juan Luis Munoz Marin Intl
Sat 4/18
11:07 am-9:13 am
1 stop22h 06m
$192
IslipSan Juan
ISP - SJU
ISPSJU
Islip Long Island
Thu 2/19
3:34 pm-11:53 pm
1 stop7h 19m
San Juan Luis Munoz Marin Intl
Wed 2/25
3:53 am-2:39 pm
1 stop11h 46m
$192
IslipSan Juan
ISP - SJU
ISPSJU
Islip Long Island
Sat 4/11
5:02 pm-7:56 am
1 stop14h 54m
San Juan Luis Munoz Marin Intl
Sat 4/18
8:00 am-9:13 am
1 stop25h 13m
$192
IslipSan Juan
ISP - SJU
ISPSJU
Islip Long Island
Sat 4/11
7:15 am-8:49 pm
1 stop13h 34m
San Juan Luis Munoz Marin Intl
Thu 4/16
6:30 am-9:13 am
1 stop26h 43m
$192
IslipPunta Cana
ISP - PUJ
ISPPUJ
Islip Long Island
Mon 4/13
6:00 am-2:53 pm
1 stop8h 53m
Punta Cana
Sat 4/18
11:07 am-9:13 am
1 stop22h 06m
$347
IslipMontego Bay
ISP - MBJ
ISPMBJ
Islip Long Island
Sun 4/26
8:34 pm-7:41 am
1 stop12h 07m
Montego Bay Sangster Intl
Wed 4/29
8:41 am-7:39 pm
1 stop9h 58m
$374
Showing 1-10 of 60 results
Best time to book a flight from Islip to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Islip with our price prediction graph.
ISP-SJU
ISP-PUJ
ISP-MBJ
ISP-NAS
ISP-STI
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 Caribbean
ISP-0CB
ISP-SJU
ISP-PUJ
ISP-MBJ
ISP-NAS
What is the cheapest month to book a flight from Islip, New York to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Islip, New York to Caribbean (average of $59). Flying from Islip, New York to Caribbean in August is currently the most expensive (average of $138). 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 Caribbean
Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated February 7, 2026.
Read through reviews of airlines operating flights from Islip to Caribbean, such as Southwest, Delta, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Islip to Caribbean. 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 Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Islip to Caribbean by cabin class
Find flights from Islip to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Islip and Caribbean flights
Browse other Islip and Caribbean flight options. Last updated on February 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Islip to Caribbean flights
Consider these flights traveling from Islip to Caribbean.
Top 4 airlines flying from Islip to Caribbean
Discover the top 4 airlines that operate flights from Islip to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$59 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$301 | Average$411 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$350 | Average$402 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$367 | Average$535 | FlexibilityNo cancel fee | On-time63% |