$129+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Sep 10 — Sep 171
Round-trip
1 adult, Economy
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Find cheap flights to Caribbean Islands with Cheapflights
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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 August 11, 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 August 11, 2026.
This Faresmojo deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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.
Mon 10/267:29 pm -
Nonstop4h 15m
Mon 11/96:35 pm -
1 stop7h 28m
Deal found 8/10![JetBlue logo]()
$257
This Jetabroad deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:00 pm -
Nonstop4h 13m
Mon 9/146:00 am -
Nonstop3h 52m
Deal found 8/10![JetBlue logo]()
$263
This Jetabroad deal was found by Cheapflights users on 8/7. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:30 pm -
Nonstop4h 04m
Sat 9/192:49 pm -
1 stop6h 38m
Deal found 8/7![JetBlue logo]()
$264
This Jetabroad deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/84:00 pm -
1 stop10h 06m
Tue 9/156:00 am -
1 stop6h 34m
Deal found 8/9![JetBlue logo]()
$265
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:55 am -
1 stop10h 16m
Sat 9/510:33 am -
1 stop8h 41m
Deal found 8/7![American Airlines logo]()
$266
This American Airlines deal was found by Cheapflights users on 8/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:30 pm -
1 stop7h 25m
Sat 9/1211:51 am -
1 stop7h 33m
Deal found 8/6![American Airlines logo]()
$267
This Jetabroad deal was found by Cheapflights users on 8/7. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:40 pm -
Nonstop4h 02m
Wed 10/142:35 pm -
1 stop9h 18m
Deal found 8/7![JetBlue logo]()
$269
This Jetabroad deal was found by Cheapflights users on 8/7. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:30 am -
1 stop7h 57m
Thu 9/1711:15 am -
1 stop8h 26m
Deal found 8/7![JetBlue logo]()
$270
This Super.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:30 pm -
Nonstop4h 04m
Sat 9/196:00 am -
Nonstop3h 52m
Deal found 8/10![JetBlue logo]()
$272
This Jetabroad deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:30 pm -
Nonstop4h 04m
Wed 9/1611:15 am -
1 stop8h 26m
Deal found 8/9![JetBlue logo]()
$273
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/266:31 pm -
1 stop14h 53m
Sun 9/272:58 pm -
1 stop9h 58m
Deal found 8/10![American Airlines logo]()
$277
This lol.travel deal was found by Cheapflights users on 8/7. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/611:20 am -
Nonstop3h 57m
Tue 9/154:29 pm -
1 stop6h 37m
Deal found 8/7![JetBlue logo]()
$278
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 August 11, 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 August 11, 2026.
This Delta deal was found by Cheapflights users on 8/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:29 pm -
Nonstop4h 20m
Wed 9/167:30 am -
Nonstop3h 53m
Deal found 8/7![Delta logo]()
$290
This JetBlue deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/116:00 am -
1 stop9h 27m
Fri 9/183:00 pm -
Nonstop4h 08m
Deal found 8/8![JetBlue logo]()
$314
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/2310:45 am -
1 stop9h 53m
Sun 10/44:55 pm -
1 stop7h 04m
Deal found 8/9![United Airlines logo]()
$318
This Arajet deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 10/112:59 am -
Nonstop4h 30m
Thu 10/81:45 pm -
1 stop9h 45m
Deal found 8/8![Multiple Airlines logo]()
$365
This Avianca deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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.
Wed 10/143:00 am -
2 stops12h 50m
Sun 10/1811:50 am -
1 stop11h 55m
Deal found 8/8![Avianca logo]()
$433
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 8/317:28 pm -
Nonstop4h 24m
Sat 9/197:30 am -
Nonstop3h 53m
Deal found 8/9![Delta logo]()
$295
This Copa Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 12/42:20 am -
1 stop11h 19m
Sat 12/123:46 pm -
1 stop26h 31m
Deal found 8/9![Copa Airlines logo]()
$631
This Delta deal was found by Cheapflights users on 8/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:29 pm -
Nonstop4h 15m
Sat 11/77:45 am -
Nonstop3h 59m
Deal found 8/6![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/187:47 pm -
Nonstop4h 03m
Mon 9/214:55 pm -
1 stop7h 04m
Deal found 8/8![United Airlines logo]()
$340
This JetBlue deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/292:55 pm -
1 stop7h 29m
Sat 9/55:01 am -
Nonstop3h 53m
Deal found 8/8![JetBlue logo]()
$346
This Arajet deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 10/1312:59 am -
Nonstop4h 30m
Tue 10/201:45 pm -
1 stop9h 45m
Deal found 8/8![Multiple Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 8/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:47 am -
Nonstop3h 58m
Mon 10/196:45 pm -
Nonstop4h 01m
Deal found 8/6![United Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/207:29 pm -
Nonstop4h 15m
Sun 10/256:45 am -
Nonstop4h 00m
Deal found 8/10![Delta logo]()
$332
This JetBlue deal was found by Cheapflights users on 8/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:40 am -
Nonstop4h 00m
Tue 9/154:29 pm -
1 stop6h 37m
Deal found 8/7![JetBlue logo]()
$372
This Arajet deal was found by Cheapflights users on 8/7. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:00 pm -
1 stop9h 40m
Wed 10/216:10 am -
Nonstop4h 20m
Deal found 8/7![Multiple Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 10/307:29 pm -
Nonstop4h 15m
Mon 11/97:15 am -
Nonstop4h 10m
Deal found 8/8![Delta logo]()
$340
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 11/411:22 am -
1 stop8h 38m
Mon 11/97:35 pm -
Nonstop4h 19m
Deal found 8/10![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 11/67:29 pm -
Nonstop4h 15m
Sat 11/147:15 am -
Nonstop4h 10m
Deal found 8/10![Delta logo]()
$340
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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.
Sun 10/257:00 am -
Nonstop3h 50m
Thu 10/291:35 pm -
Nonstop4h 18m
Deal found 8/10![United Airlines logo]()
$399
This JetBlue deal was found by Cheapflights users on 8/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am -
1 stop6h 22m
Fri 10/169:00 am -
Nonstop3h 48m
Deal found 8/7![JetBlue logo]()
$441
This Arajet deal was found by Cheapflights users on 8/5. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:59 am -
1 stop9h 51m
Sat 9/267:10 pm -
Nonstop4h 20m
Deal found 8/5![Multiple Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 8/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:10 pm -
1 stop9h 19m
Sat 10/316:45 am -
Nonstop4h 00m
Deal found 8/7![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/157:47 pm -
Nonstop4h 03m
Sat 9/191:00 am -
Nonstop4h 04m
Deal found 8/8![United Airlines logo]()
$399
This JetBlue deal was found by Cheapflights users on 8/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2211:59 pm -
Nonstop3h 42m
Sun 10/45:42 am -
Nonstop3h 47m
Deal found 8/7![JetBlue logo]()
$466
This Arajet deal was found by Cheapflights users on 8/7. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:00 pm -
1 stop9h 40m
Sat 9/126:10 am -
Nonstop4h 20m
Deal found 8/7![Multiple Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 8/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:19 am -
Nonstop3h 56m
Fri 11/62:05 am -
Nonstop4h 19m
Deal found 8/6![United Airlines logo]()
$399
This Copa Airlines deal was found by Cheapflights users on 8/6. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:32 pm -
1 stop27h 05m
Mon 10/123:47 pm -
1 stop12h 12m
Deal found 8/6![Copa Airlines logo]()
$645
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 11/178:03 am -
Nonstop4h 40m
Tue 11/243:10 pm -
Nonstop5h 00m
Deal found 8/10![Delta logo]()
$365
This United Airlines deal was found by Cheapflights users on 8/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:47 am -
Nonstop3h 58m
Sat 9/261:00 am -
Nonstop4h 04m
Deal found 8/7![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/2512:40 pm -
Nonstop3h 53m
Tue 9/15:50 pm -
Nonstop4h 14m
Deal found 8/8![Delta logo]()
$367
Last-minute flights to Caribbean IslandsDiscover last-minute flight deals to Caribbean Islands. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals to Caribbean Islands. Data last updated August 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:35 am -
1 stop8h 16m
Thu 9/310:33 am -
1 stop8h 41m
Deal found 8/7![American Airlines logo]()
$266
This lol.travel deal was found by Cheapflights users on 8/7. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/611:20 am -
Nonstop3h 57m
Tue 9/154:29 pm -
1 stop6h 37m
Deal found 8/7![JetBlue logo]()
$278
This Jetabroad deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:00 pm -
Nonstop4h 13m
Mon 9/146:00 am -
Nonstop3h 52m
Deal found 8/10![JetBlue logo]()
$263
This Jetabroad deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/84:00 pm -
1 stop10h 06m
Tue 9/156:00 am -
1 stop6h 34m
Deal found 8/9![JetBlue logo]()
$265
This American Airlines deal was found by Cheapflights users on 8/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:30 pm -
1 stop7h 25m
Sat 9/1211:51 am -
1 stop7h 33m
Deal found 8/6![American Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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.
Tue 9/87:30 am -
1 stop14h 25m
Tue 9/154:38 pm -
1 stop8h 21m
Deal found 8/10![American Airlines logo]()
$271
This Jetabroad deal was found by Cheapflights users on 8/7. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:30 am -
1 stop7h 57m
Thu 9/1711:15 am -
1 stop8h 26m
Deal found 8/7![JetBlue logo]()
$270
This Super.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:30 pm -
Nonstop4h 04m
Sat 9/196:00 am -
Nonstop3h 52m
Deal found 8/10![JetBlue logo]()
$272
This Jetabroad deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:30 pm -
Nonstop4h 04m
Wed 9/1611:15 am -
1 stop8h 26m
Deal found 8/9![JetBlue logo]()
$273
This Jetabroad deal was found by Cheapflights users on 8/6. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:59 pm -
1 stop9h 28m
Sun 9/136:00 am -
Nonstop3h 52m
Deal found 8/6![JetBlue logo]()
$274
This Jetabroad deal was found by Cheapflights users on 8/7. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:30 pm -
Nonstop4h 04m
Sat 9/192:49 pm -
1 stop6h 38m
Deal found 8/7![JetBlue logo]()
$264
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/266:31 pm -
1 stop14h 53m
Sun 9/272:58 pm -
1 stop9h 58m
Deal found 8/10![American Airlines logo]()
$277
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 August 11, 2026.
Search for one-way flight options to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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.
Mon 9/289:35 pm -
2 stops13h 25m
Deal found 8/10![American Airlines logo]()
$129
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/28:59 am -
2 stops9h 34m
Deal found 8/10![American Airlines logo]()
$131
This Jetabroad deal was found by Cheapflights users on 8/6. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/44:59 pm -
1 stop9h 07m
Deal found 8/6![JetBlue logo]()
$134
This Booking.com deal was found by Cheapflights users on 8/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:00 pm -
1 stop7h 30m
Deal found 8/6![Arajet logo]()
$134
This Jetabroad deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:30 pm -
1 stop6h 57m
Deal found 8/9![JetBlue logo]()
$135
This Booking.com deal was found by Cheapflights users on 8/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:00 pm -
1 stop7h 30m
Deal found 8/5![Arajet logo]()
$135
This Super.com deal was found by Cheapflights users on 8/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:59 am -
1 stop9h 16m
Deal found 8/7![Arajet logo]()
$136
This Super.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:40 am -
1 stop6h 55m
Deal found 8/10![JetBlue logo]()
$141
This CheapOair deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 8/2912:59 am -
1 stop9h 16m
Deal found 8/10![Arajet logo]()
$142
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:35 am -
1 stop8h 16m
Deal found 8/7![American Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:00 pm -
1 stop7h 30m
Deal found 8/9![Arajet logo]()
$143
This Super.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:00 pm -
1 stop7h 06m
Deal found 8/10![JetBlue logo]()
$144
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 August 11, 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 August 11, 2026.
Popular in | July |
|---|---|
Cheapest in | October |
Average price | $363 |
Round-trip from | $186 |
One-way from | $129 |
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 August 11, 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 New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Thu 9/10
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Wed 9/16
7:30 am-11:23 am
Nonstop3h 53m
$290
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Mon 8/31
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sat 9/19
7:30 am-11:23 am
Nonstop3h 53m
$295
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Sat 10/31
7:29 pm-11:44 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Sat 11/7
7:45 am-10:44 am
Nonstop3h 59m
$302
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Fri 9/11
6:00 am-3:27 pm
1 stop9h 27m
San Juan Luis Munoz Marin Intl
Fri 9/18
3:00 pm-7:08 pm
Nonstop4h 08m
$314
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Wed 9/23
10:45 am-8:38 pm
1 stop9h 53m
San Juan Luis Munoz Marin Intl
Sun 10/4
4:55 pm-11:59 pm
1 stop7h 04m
$318
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Tue 10/20
7:29 pm-11:44 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Sun 10/25
6:45 am-10:45 am
Nonstop4h 00m
$332
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Fri 9/18
7:47 pm-11:50 pm
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Mon 9/21
4:55 pm-11:59 pm
1 stop7h 04m
$340
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Fri 10/30
7:29 pm-11:44 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Mon 11/9
7:15 am-10:25 am
Nonstop4h 10m
$340
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Fri 11/6
7:29 pm-12:44 am
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Sat 11/14
7:15 am-10:25 am
Nonstop4h 10m
$340
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Sat 8/29
2:55 pm-10:24 pm
1 stop7h 29m
San Juan Luis Munoz Marin Intl
Sat 9/5
5:01 am-8:54 am
Nonstop3h 53m
$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.
JFK-SJU
EWR-SJU
EWR-SDQ
JFK-AUA
JFK-SDQ
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
EWR-SDQ
JFK-AUA
How long is the flight to Caribbean Islands?
On average, a flight from New York to Caribbean Islands takes 11 hours 55 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.
Weekly flight availability to Caribbean Islands
The most flights from New York to Caribbean Islands are scheduled on a Friday (61 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (34 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 Delta.
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 August 8, 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 August 11, 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.
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
FAQs about flying to Caribbean Islands
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