$103+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
May 19 — May 261
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 April 19, 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 April 19, 2026.
This Frontier deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Fri 5/811:30 am
EWR
- SJU
1 stop11h 13m
Frontier
Thu 5/143:03 am
SJU
- EWR
1 stop7h 29m
Frontier
Deal found 4/14![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/44:00 pm
EWR
- SJU
1 stop7h 43m
Multiple Airlines
Sat 5/912:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/271:54 pm
EWR
- SJU
1 stop12h 07m
Multiple Airlines
Fri 5/812:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$216
This Expedia deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Sun 4/261:19 pm
EWR
- SJU
1 stop11h 39m
Multiple Airlines
Wed 5/63:13 am
SJU
- EWR
1 stop7h 19m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$217
This Cheapflightsfares deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Sun 6/1412:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/17![Spirit Airlines logo]()
$218
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/265:45 am
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Wed 4/293:21 am
SJU
- EWR
1 stop17h 39m
Spirit Airlines
Deal found 4/14![Spirit Airlines logo]()
$219
This CheapOair deal was found by Cheapflights users on 4/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:00 am
EWR
- SJU
1 stop9h 52m
Spirit Airlines
Tue 5/1212:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Sat 5/911:30 am
EWR
- SJU
1 stop11h 13m
Frontier
Wed 5/136:41 pm
SJU
- EWR
2 stops26h 48m
Frontier
Deal found 4/16![Frontier logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/116:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Tue 5/195:15 pm
SJU
- EWR
1 stop8h 03m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Sat 5/3012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$223
This Cheapflightsfares deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/271:54 pm
EWR
- SJU
1 stop20h 00m
Frontier
Fri 5/13:23 pm
SJU
- EWR
1 stop9h 53m
Frontier
Deal found 4/14![Frontier logo]()
$224
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/276:00 am
EWR
- SJU
1 stop13h 22m
Spirit Airlines
Mon 5/412:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/14![Spirit Airlines logo]()
$225
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 April 19, 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 April 19, 2026.
This Delta deal was found by Cheapflights users on 4/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Mon 6/297:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 4/18![Delta logo]()
$277
This Spirit deal was found by Cheapflights users on 4/17. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:50 pm
EWR
- SJU
1 stop9h 29m
Spirit Airlines
Mon 5/258:04 pm
SJU
- EWR
1 stop12h 55m
Spirit Airlines
Deal found 4/17![Spirit Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Wed 5/271:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/16![United Airlines logo]()
$292
This Arajet deal was found by Cheapflights users on 4/16. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Sat 6/62:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$368
This JetBlue deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/57:00 am
JFK
- AUA
1 stop7h 05m
JetBlue
Thu 5/73:55 pm
AUA
- JFK
Nonstop4h 57m
JetBlue
Deal found 4/14![JetBlue logo]()
$375
This Southwest deal was found by Cheapflights users on 4/18. 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 9/186:00 am
LGA
- SJU
2 stops10h 55m
Southwest
Tue 9/2211:50 am
SJU
- LGA
2 stops11h 10m
Southwest
Deal found 4/18![Southwest logo]()
$397
This Hahn Air deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hahn Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1012:00 pm
EWR
- PUJ
Nonstop4h 19m
Hahn Air
Thu 5/147:10 pm
PUJ
- EWR
Nonstop4h 20m
Hahn Air
Deal found 4/13![Hahn Air logo]()
$419
This Copa Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
JFK
- AUA
1 stop15h 57m
Copa Airlines
Thu 5/71:16 pm
AUA
- JFK
1 stop14h 43m
Copa Airlines
Deal found 4/15![Copa Airlines logo]()
$422
This Avianca deal was found by Cheapflights users on 4/17. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/33:00 am
JFK
- AUA
2 stops12h 50m
Avianca
Wed 5/1311:50 am
AUA
- JFK
2 stops13h 25m
Avianca
Deal found 4/17![Avianca logo]()
$433
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 6/197:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Sat 6/277:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 4/14![Delta logo]()
$297
This United Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/157:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Wed 5/206:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/14![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Sat 7/115:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 4/15![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Fri 8/71:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/15![United Airlines logo]()
$343
This Arajet deal was found by Cheapflights users on 4/18. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2412:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Tue 6/22:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/167:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Sat 5/237:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 4/13![Delta logo]()
$327
This JetBlue deal was found by Cheapflights users on 4/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:35 pm
EWR
- STI
Nonstop3h 57m
JetBlue
Tue 5/125:45 am
STI
- EWR
Nonstop3h 54m
JetBlue
Deal found 4/17![JetBlue logo]()
$418
This Southwest deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 9/266:00 am
LGA
- SJU
2 stops12h 05m
Southwest
Sat 10/35:00 am
SJU
- LGA
2 stops11h 55m
Southwest
Deal found 4/14![Southwest logo]()
$420
This Copa Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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.
Sat 5/163:32 pm
JFK
- PUJ
1 stop10h 35m
Copa Airlines
Wed 5/205:35 am
PUJ
- JFK
1 stop19h 25m
Copa Airlines
Deal found 4/13![Copa Airlines logo]()
$434
This United Airlines deal was found by Cheapflights users on 4/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:54 pm
LGA
- SJU
1 stop11h 35m
United Airlines
Wed 8/124:55 pm
SJU
- LGA
1 stop6h 32m
United Airlines
Deal found 4/18![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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.
Tue 10/137:40 pm
JFK
- SJU
Nonstop4h 16m
Delta
Tue 10/207:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Deal found 4/13![Delta logo]()
$327
This Arajet deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 6/212:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Mon 6/812:45 am
PUJ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$396
This JetBlue deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:59 am
JFK
- PUJ
1 stop8h 41m
JetBlue
Thu 5/146:01 pm
PUJ
- JFK
Nonstop4h 14m
JetBlue
Deal found 4/15![JetBlue logo]()
$424
This Southwest deal was found by Cheapflights users on 4/18. 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.
Sat 8/87:00 am
LGA
- SJU
2 stops11h 05m
Southwest
Wed 8/1211:50 am
SJU
- LGA
2 stops10h 25m
Southwest
Deal found 4/18![Southwest logo]()
$429
This United Airlines deal was found by Cheapflights users on 4/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Tue 9/222:55 pm
SJU
- EWR
Nonstop4h 07m
United Airlines
Deal found 4/18![United Airlines logo]()
$366
This Arajet deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Mon 6/2212:45 am
PUJ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$408
This Copa Airlines deal was found by Cheapflights users on 4/17. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:20 am
JFK
- PUJ
1 stop11h 45m
Copa Airlines
Thu 9/2411:50 am
PUJ
- JFK
1 stop13h 10m
Copa Airlines
Deal found 4/17![Copa Airlines logo]()
$455
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:20 am
JFK
- MBJ
Nonstop4h 07m
Delta
Thu 5/712:51 pm
MBJ
- JFK
Nonstop4h 04m
Delta
Deal found 4/15![Delta logo]()
$346
This Southwest deal was found by Cheapflights users on 4/17. 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 8/226:00 am
LGA
- SJU
2 stops12h 05m
Southwest
Fri 8/286:30 am
SJU
- LGA
2 stops9h 50m
Southwest
Deal found 4/17![Southwest logo]()
$432
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:54 pm
EWR
- SJU
Nonstop4h 03m
United Airlines
Sat 10/174:55 pm
SJU
- EWR
1 stop6h 44m
United Airlines
Deal found 4/15![United Airlines logo]()
$371
This JetBlue deal was found by Cheapflights users on 4/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:35 pm
EWR
- STI
Nonstop3h 57m
JetBlue
Sat 5/236:00 am
STI
- EWR
Nonstop3h 55m
JetBlue
Deal found 4/18![JetBlue logo]()
$458
Last-minute flights to Caribbean IslandsDiscover last-minute flight deals to Caribbean Islands. Data last updated April 19, 2026 and is based on user searches.
Discover last-minute flight deals to Caribbean Islands. Data last updated April 19, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Sun 4/261:19 pm
EWR
- SJU
1 stop11h 39m
Multiple Airlines
Wed 5/63:13 am
SJU
- EWR
1 stop7h 19m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$217
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/265:45 am
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Wed 4/293:21 am
SJU
- EWR
1 stop17h 39m
Spirit Airlines
Deal found 4/14![Spirit Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/275:59 am
EWR
- SJU
1 stop8h 09m
Multiple Airlines
Tue 5/512:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/271:54 pm
EWR
- SJU
1 stop20h 00m
Frontier
Fri 5/13:23 pm
SJU
- EWR
1 stop9h 53m
Frontier
Deal found 4/14![Frontier logo]()
$224
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/276:00 am
EWR
- SJU
1 stop13h 22m
Spirit Airlines
Mon 5/412:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/14![Spirit Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/44:00 pm
EWR
- SJU
1 stop7h 43m
Multiple Airlines
Sat 5/912:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$215
This Frontier deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Fri 5/811:30 am
EWR
- SJU
1 stop11h 13m
Frontier
Thu 5/143:03 am
SJU
- EWR
1 stop7h 29m
Frontier
Deal found 4/14![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Sat 5/911:30 am
EWR
- SJU
1 stop11h 13m
Frontier
Wed 5/136:41 pm
SJU
- EWR
2 stops26h 48m
Frontier
Deal found 4/16![Frontier logo]()
$221
This CheapOair deal was found by Cheapflights users on 4/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:00 am
EWR
- SJU
1 stop9h 52m
Spirit Airlines
Tue 5/1212:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/116:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Sat 5/163:03 am
SJU
- EWR
1 stop7h 29m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$222
This Expedia deal was found by Cheapflights users on 4/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:30 am
EWR
- SJU
Nonstop4h 03m
Multiple Airlines
Fri 5/2912:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$218
This Cheapflightsfares deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Sat 5/3012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$223
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 April 19, 2026.
Search for one-way flight options to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated April 19, 2026.
This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:57 pm
LGA
- SJU
Nonstop4h 02m
Frontier
Deal found 4/17![Frontier logo]()
$103
This CheapOair deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/28:25 pm
LGA
- SJU
1 stop14h 14m
Frontier
Deal found 4/14![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/36:02 am
LGA
- SJU
1 stop8h 06m
Frontier
Deal found 4/14![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1410:45 pm
LGA
- SJU
1 stop9h 19m
Frontier
Deal found 4/14![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:55 am
EWR
- SJU
1 stop8h 12m
Frontier
Deal found 4/17![Frontier logo]()
$106
This Flightnetwork deal was found by Cheapflights users on 4/18. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:30 am
EWR
- SJU
1 stop11h 13m
Frontier
Deal found 4/18![Frontier logo]()
$107
This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:30 pm
EWR
- SJU
1 stop15h 19m
Frontier
Deal found 4/17![Frontier logo]()
$108
This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:29 am
LGA
- SJU
1 stop7h 38m
Frontier
Deal found 4/17![Frontier logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Deal found 4/18![Spirit Airlines logo]()
$109
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/298:15 pm
LGA
- SJU
1 stop27h 07m
Frontier
Deal found 4/14![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/244:56 pm
LGA
- SJU
1 stop24h 18m
Frontier
Deal found 4/17![Frontier logo]()
$111
This Kissandfly.com deal was found by Cheapflights users on 4/17. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Deal found 4/17![Spirit Airlines logo]()
$111
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 April 19, 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 April 19, 2026.
Popular in | December |
|---|---|
Cheapest in | October |
Average price | $346 |
Round-trip from | $214 |
One-way from | $103 |
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 April 19, 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
Tue 6/23
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Mon 6/29
7:05 am-11:01 am
Nonstop3h 56m
$277
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 5/20
2:50 pm-12:19 am
1 stop9h 29m
San Juan Luis Munoz Marin Intl
Mon 5/25
8:04 pm-8:59 am
1 stop12h 55m
$289
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 5/23
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Wed 5/27
1:00 am-5:10 am
Nonstop4h 10m
$292
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Fri 6/19
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Sat 6/27
7:05 am-11:01 am
Nonstop3h 56m
$297
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 7/4
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Sat 7/11
5:50 pm-10:04 pm
Nonstop4h 14m
$322
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Fri 5/15
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Wed 5/20
6:45 pm-10:55 pm
Nonstop4h 10m
$327
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 5/16
7:20 pm-11:35 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Sat 5/23
7:05 am-11:03 am
Nonstop3h 58m
$327
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 10/13
7:40 pm-11:56 pm
Nonstop4h 16m
San Juan Luis Munoz Marin Intl
Tue 10/20
7:00 am-11:02 am
Nonstop4h 02m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 8/1
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Fri 8/7
1:00 am-5:10 am
Nonstop4h 10m
$343
New YorkMontego Bay
JFK - MBJ
JFKMBJ
New York John F Kennedy Intl
Mon 5/4
8:20 am-11:27 am
Nonstop4h 07m
Montego Bay Sangster Intl
Thu 5/7
12:51 pm-5:55 pm
Nonstop4h 04m
$346
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.
EWR-SJU
JFK-SJU
EWR-PUJ
JFK-AUA
LGA-SJU
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
EWR-SJU
JFK-SJU
EWR-PUJ
JFK-AUA
How long is the flight to Caribbean Islands?
On average, a flight from New York to Caribbean Islands takes 11 hours 29 minutes. 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.
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 April 11, 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 Tuesday afternoons, when prices are usually at their highest.
Weekly flight availability to Caribbean Islands
The most flights from New York to Caribbean Islands are scheduled on a Friday (53 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (42 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).
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 April 19, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue 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.
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
FAQs about flying to Caribbean Islands
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