$93+ Cheap flights to Caribbean Islands
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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Jul 27 — Aug 31
Round-trip
1 adult, Economy
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Cheapest flights to Caribbean IslandsExplore the most affordable flight options available to Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on June 27, 2026.
Explore the most affordable flight options available to Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on June 27, 2026.
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/248:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Fri 7/3110:45 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 6/25![JetBlue logo]()
$282
This Super.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/125:30 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Wed 8/197:25 am
SJU
- JFK
Nonstop3h 56m
JetBlue
Deal found 6/26![JetBlue logo]()
$284
This American Airlines deal was found by Cheapflights users on 6/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:59 am
JFK
- SJU
1 stop15h 44m
American Airlines
Tue 9/17:24 pm
SJU
- JFK
1 stop13h 50m
American Airlines
Deal found 6/24![American Airlines logo]()
$286
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:10 am
LGA
- SJU
2 stops14h 28m
United Airlines
Wed 8/264:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 6/22![United Airlines logo]()
$286
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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.
Fri 7/318:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Wed 8/55:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 6/24![JetBlue logo]()
$289
This American Airlines deal was found by Cheapflights users on 6/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:30 am
JFK
- SJU
2 stops9h 41m
American Airlines
Wed 9/23:28 pm
SJU
- JFK
1 stop9h 31m
American Airlines
Deal found 6/24![American Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 6/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 pm
LGA
- SJU
1 stop6h 59m
American Airlines
Wed 8/267:30 am
SJU
- LGA
1 stop10h 55m
American Airlines
Deal found 6/24![American Airlines logo]()
$291
This JetBlue deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/265:30 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Thu 8/275:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 6/26![JetBlue logo]()
$292
This American Airlines deal was found by Cheapflights users on 6/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:00 pm
LGA
- SJU
1 stop6h 43m
American Airlines
Wed 8/267:30 am
SJU
- LGA
1 stop10h 55m
American Airlines
Deal found 6/24![American Airlines logo]()
$292
This lol.travel deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:30 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Sat 8/155:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 6/27![JetBlue logo]()
$294
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 8/227:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/25![Delta logo]()
$297
This JetBlue deal was found by Cheapflights users on 6/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:20 am
EWR
- SJU
Nonstop3h 57m
JetBlue
Sun 8/236:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 6/23![JetBlue logo]()
$297
Best flights to Caribbean IslandsDiscover carefully curated flight deals to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 27, 2026.
Discover carefully curated flight deals to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 27, 2026.
This Delta deal was found by Cheapflights users on 6/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:00 am
JFK
- SJU
Nonstop4h 08m
Delta
Wed 9/27:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/24![Delta logo]()
$297
This JetBlue deal was found by Cheapflights users on 6/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:00 am
EWR
- SJU
Nonstop3h 58m
JetBlue
Sun 8/236:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 6/23![JetBlue logo]()
$317
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/2412:00 pm
LGA
- SJU
2 stops11h 50m
Southwest
Tue 9/18:20 am
SJU
- LGA
2 stops8h 45m
Southwest
Deal found 6/26![Southwest logo]()
$325
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:45 am
EWR
- SJU
1 stop9h 53m
United Airlines
Sun 8/304:55 pm
SJU
- EWR
1 stop7h 04m
United Airlines
Deal found 6/25![United Airlines logo]()
$326
This Copa Airlines deal was found by Cheapflights users on 6/22. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/302:23 am
JFK
- AUA
1 stop19h 42m
Copa Airlines
Thu 11/57:10 am
AUA
- JFK
1 stop20h 49m
Copa Airlines
Deal found 6/22![Copa Airlines logo]()
$426
This Arajet deal was found by Cheapflights users on 6/23. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:59 am
EWR
- PUJ
1 stop9h 51m
Multiple Airlines
Sun 9/137:10 pm
PUJ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$433
This Arajet deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/412:00 pm
EWR
- PUJ
Nonstop4h 19m
Arajet
Thu 8/137:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 6/25![Arajet logo]()
$537
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 8/197:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/25![Delta logo]()
$312
This JetBlue deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/1011:20 am
EWR
- SJU
Nonstop3h 57m
JetBlue
Fri 8/146:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 6/26![JetBlue logo]()
$318
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:00 am
EWR
- SJU
1 stop6h 54m
United Airlines
Wed 8/127:00 am
SJU
- EWR
1 stop9h 40m
United Airlines
Deal found 6/26![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 8/197:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/25![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 10/2212:30 pm
LGA
- SJU
2 stops12h 05m
Southwest
Wed 10/286:45 am
SJU
- LGA
2 stops11h 10m
Southwest
Deal found 6/26![Southwest logo]()
$344
This JetBlue deal was found by Cheapflights users on 6/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:42 pm
EWR
- SJU
1 stop7h 38m
JetBlue
Tue 8/255:22 pm
SJU
- EWR
Nonstop4h 02m
JetBlue
Deal found 6/22![JetBlue logo]()
$339
This United Airlines deal was found by Cheapflights users on 6/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Tue 8/41:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 6/24![United Airlines logo]()
$341
This Southwest deal was found by Cheapflights users on 6/22. 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.
Mon 8/2410:40 am
LGA
- SJU
2 stops11h 30m
Southwest
Thu 8/276:00 am
SJU
- LGA
2 stops10h 20m
Southwest
Deal found 6/22![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 8/295:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 6/27![Delta logo]()
$332
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am
LGA
- SJU
2 stops14h 38m
United Airlines
Sun 10/114:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 6/27![United Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 6/23. 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.
Fri 8/2810:40 am
LGA
- SJU
2 stops11h 30m
Southwest
Tue 9/18:20 am
SJU
- LGA
2 stops10h 30m
Southwest
Deal found 6/23![Southwest logo]()
$381
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:00 am
JFK
- SJU
Nonstop3h 56m
Delta
Sun 10/257:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Deal found 6/26![Delta logo]()
$347
This Arajet deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:59 am
EWR
- PUJ
1 stop9h 51m
Multiple Airlines
Tue 9/17:10 pm
PUJ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$466
This Copa Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:20 am
JFK
- AUA
1 stop12h 24m
Copa Airlines
Sat 10/2412:14 pm
AUA
- JFK
1 stop27h 03m
Copa Airlines
Deal found 6/25![Copa Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 6/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Thu 7/231:25 pm
SJU
- EWR
Nonstop4h 14m
United Airlines
Deal found 6/24![United Airlines logo]()
$361
This JetBlue deal was found by Cheapflights users on 6/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:00 am
EWR
- SJU
Nonstop4h 03m
JetBlue
Sat 11/213:35 pm
SJU
- EWR
Nonstop4h 16m
JetBlue
Deal found 6/23![JetBlue logo]()
$405
This Delta deal was found by Cheapflights users on 6/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:51 pm
JFK
- SJU
Nonstop4h 04m
Delta
Wed 12/96:30 pm
SJU
- JFK
Nonstop4h 19m
Delta
Deal found 6/24![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 9/178:35 am
LGA
- SJU
2 stops11h 30m
Southwest
Mon 9/215:00 am
SJU
- LGA
2 stops10h 55m
Southwest
Deal found 6/27![Southwest logo]()
$389
This Arajet deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1212:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Thu 7/162:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 6/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:10 am
LGA
- SJU
2 stops14h 28m
United Airlines
Sun 9/67:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 6/23![United Airlines logo]()
$369
This JetBlue deal was found by Cheapflights users on 6/24. 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.
Fri 8/216:05 pm
LGA
- SJU
1 stop6h 42m
JetBlue
Sat 8/295:05 am
SJU
- LGA
1 stop8h 27m
JetBlue
Deal found 6/24![JetBlue logo]()
$418
This Delta deal was found by Cheapflights users on 6/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/127:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 7/227:35 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/23![Delta logo]()
$347
This Copa Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:10 am
JFK
- AUA
1 stop10h 34m
Copa Airlines
Tue 10/131:19 pm
AUA
- JFK
1 stop11h 41m
Copa Airlines
Deal found 6/26![Copa Airlines logo]()
$509
Last-minute flights to Caribbean IslandsDiscover last-minute flight deals to Caribbean Islands. Data last updated June 27, 2026 and is based on user searches.
Discover last-minute flight deals to Caribbean Islands. Data last updated June 27, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:25 pm
LGA
- SJU
2 stops12h 04m
United Airlines
Mon 8/32:05 am
SJU
- LGA
1 stop9h 24m
United Airlines
Deal found 6/23![United Airlines logo]()
$306
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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.
Sat 7/47:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Tue 7/71:10 pm
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 6/24![JetBlue logo]()
$310
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/138:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Thu 7/238:10 pm
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 6/25![JetBlue logo]()
$302
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1911:18 am
EWR
- SJU
Nonstop3h 56m
JetBlue
Sat 7/257:59 pm
SJU
- EWR
Nonstop4h 00m
JetBlue
Deal found 6/25![JetBlue logo]()
$302
This JetBlue deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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.
Tue 7/215:01 am
JFK
- SJU
Nonstop3h 46m
JetBlue
Thu 7/2310:40 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 6/26![JetBlue logo]()
$297
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/248:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Fri 7/3110:45 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 6/25![JetBlue logo]()
$282
This Cheapflightsfares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/248:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Mon 8/37:55 am
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 6/25![JetBlue logo]()
$309
This Cheapflightsfares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/279:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Fri 7/315:52 pm
SJU
- EWR
Nonstop4h 03m
JetBlue
Deal found 6/25![JetBlue logo]()
$309
This Cheapflightsfares deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:00 am
EWR
- SJU
Nonstop3h 58m
JetBlue
Sat 8/86:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 6/27![JetBlue logo]()
$310
This Orbitz deal was found by Cheapflights users on 6/22. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:55 pm
EWR
- SJU
Nonstop4h 04m
Multiple Airlines
Tue 8/118:37 pm
SJU
- EWR
1 stop13h 53m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$307
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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.
Fri 7/318:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Wed 8/55:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 6/24![JetBlue logo]()
$289
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/318:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Fri 8/712:33 pm
SJU
- JFK
1 stop7h 28m
JetBlue
Deal found 6/25![JetBlue logo]()
$300
One-way flights to Caribbean IslandsSearch for one-way flight options to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 27, 2026.
Search for one-way flight options to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 27, 2026.
This Booking.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 9/1912:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 6/27![Arajet logo]()
$93
This Trip.com deal was found by Cheapflights users on 6/23. 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.
Wed 9/1612:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 6/23![Arajet logo]()
$103
This Booking.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 8/2212:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 6/27![Arajet logo]()
$135
This Faresmojo deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Deal found 6/25![JetBlue logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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.
Wed 8/129:55 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Deal found 6/24![JetBlue logo]()
$138
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Deal found 6/26![United Airlines logo]()
$139
This Booking.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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.
Wed 8/1912:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 6/26![Arajet logo]()
$141
This Delta deal was found by Cheapflights users on 6/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:30 am
EWR
- SJU
1 stop8h 08m
Delta
Deal found 6/23![Delta logo]()
$143
This FlightHub deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 6/27![Arajet logo]()
$143
This Faresmojo deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3011:20 am
EWR
- SJU
Nonstop3h 57m
JetBlue
Deal found 6/27![JetBlue logo]()
$144
This SmartFares deal was found by Cheapflights users on 6/24. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/269:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Deal found 6/24![JetBlue logo]()
$145
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/305:50 am
EWR
- SJU
1 stop6h 50m
American Airlines
Deal found 6/25![American Airlines logo]()
$146
Find flights to Caribbean Islands
Browse one-way and round-trip flights deals to Caribbean Islands on Cheapflights. Flight deals are based on user searches and were last updated on June 27, 2026
Explore Caribbean Islands
Find flight deals to Caribbean Islands
Find the latest flights to Caribbean Islands in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on June 27, 2026.
Popular in | May |
|---|---|
Cheapest in | October |
Average price | $373 |
Round-trip from | $242 |
One-way from | $93 |
Cheapflights Fare Finder
Locate flights to Caribbean Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on June 27, 2026.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.
Fly from
Route
Depart
Return
Cheapest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 8/24
8:00 am-12:08 pm
Nonstop4h 08m
San Juan Luis Munoz Marin Intl
Wed 9/2
7:30 am-11:25 am
Nonstop3h 55m
$297
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 8/15
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Wed 8/19
7:30 am-11:25 am
Nonstop3h 55m
$312
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 8/12
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Wed 8/19
7:30 am-11:25 am
Nonstop3h 55m
$312
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Fri 8/14
6:00 am-9:58 am
Nonstop3h 58m
San Juan Luis Munoz Marin Intl
Sun 8/23
6:00 am-9:59 am
Nonstop3h 59m
$317
Quickest round-trip
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Mon 8/10
11:20 am-3:17 pm
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Fri 8/14
6:00 am-9:59 am
Nonstop3h 59m
$318
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Mon 8/24
12:00 pm-11:50 pm
2 stops11h 50m
San Juan Luis Munoz Marin Intl
Tue 9/1
8:20 am-5:05 pm
2 stops8h 45m
$325
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Thu 8/27
10:45 am-8:38 pm
1 stop9h 53m
San Juan Luis Munoz Marin Intl
Sun 8/30
4:55 pm-11:59 pm
1 stop7h 04m
$326
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 8/11
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Wed 8/12
7:00 am-4:40 pm
1 stop9h 40m
$329
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Fri 8/21
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sat 8/29
5:50 pm-10:04 pm
Nonstop4h 14m
$332
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 8/22
3:42 pm-11:20 pm
1 stop7h 38m
San Juan Luis Munoz Marin Intl
Tue 8/25
5:22 pm-9:24 pm
Nonstop4h 02m
$339
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands with our price prediction graph.
JFK-SJU
EWR-SJU
LGA-SJU
EWR-AUA
JFK-AUA
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 to Caribbean Islands
NYC-zzEPX
JFK-SJU
EWR-SJU
LGA-SJU
EWR-AUA
How long is the flight to Caribbean Islands?
On average, a flight from New York to Caribbean Islands takes 12 hours 1 minute. Flights to Caribbean Islands from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.
Weekly flight availability to Caribbean Islands
The most flights from New York to Caribbean Islands are scheduled on a Saturday (60 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (33 on average).
What are the most popular airlines that fly to Caribbean Islands?
The most popular airlines flying from New York to Caribbean Islands are JetBlue, United Airlines and Delta.
What are the cheapest airlines that fly to Caribbean Islands?
The cheapest airlines flying from New York to Caribbean Islands are Frontier, Arajet and JetBlue.
Rainfall in Caribbean Islands by month
Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.
Temperature in Caribbean Islands by month
Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).
When is the best time to book a flight to Caribbean Islands?
Booking 29 days in advance of your planned departure date is, on average, the best time to get cheap flights to Caribbean Islands. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
When is the cheapest time to fly to Caribbean Islands?
Use this chart to determine the cheapest time to fly round-trip from New York to Caribbean Islands. Price data was last updated on June 20, 2026.
Users looking for the lowest fares to Caribbean Islands should consider flying on Friday evenings, when prices are typically cheapest. Budget-minded travelers will want to avoid Thursday mornings, when prices are usually at their highest.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 27, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
FAQs about flying to Caribbean Islands
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