$92+ Cheap flights from the United States to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Aug 12 — Aug 191
Round-trip
1 adult, Economy
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Find cheap flights from USA to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from USA to CaribbeanExplore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 13, 2026.
Explore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 13, 2026.
This Super.com deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 7/238:03 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Tue 7/286:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/12![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sat 8/110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 8/2811:24 am
SJU
- PHL
Nonstop4h 02m
Frontier
Deal found 7/9![Frontier logo]()
$242
This Super.com deal was found by Cheapflights users on 7/10. 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.
Sat 7/2510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/16:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/10![Frontier logo]()
$244
This Cheapflightsfares deal was found by Cheapflights users on 7/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:00 am
PHL
- SJU
1 stop10h 11m
Frontier
Thu 8/2011:24 am
SJU
- PHL
Nonstop4h 02m
Frontier
Deal found 7/9![Frontier logo]()
$245
This Cheapflightsfares deal was found by Cheapflights users on 7/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/16:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/9![Frontier logo]()
$246
This CheapOair deal was found by Cheapflights users on 7/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/185:25 pm
SJU
- PHL
1 stop13h 50m
Frontier
Deal found 7/9![Frontier logo]()
$247
This Frontier deal was found by Cheapflights users on 7/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 8/55:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/9![Frontier logo]()
$248
This Cheapflightsfares deal was found by Cheapflights users on 7/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2010:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 7/245:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/10![Frontier logo]()
$249
This Super.com deal was found by Cheapflights users on 7/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1310:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 7/155:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/9![Frontier logo]()
$250
This Super.com deal was found by Cheapflights users on 7/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 8/125:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/9![Frontier logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:32 pm
PHL
- SJU
2 stops11h 09m
Frontier
Fri 8/76:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/8![Frontier logo]()
$252
This American Airlines deal was found by Cheapflights users on 7/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:30 am
JFK
- SJU
1 stop8h 20m
American Airlines
Sat 9/1910:16 am
SJU
- JFK
1 stop9h 08m
American Airlines
Deal found 7/8![American Airlines logo]()
$281
Best flights from USA to CaribbeanDiscover carefully curated flight deals from USA to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 13, 2026.
Discover carefully curated flight deals from USA to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 13, 2026.
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Mon 8/246:25 am
PHL
- SJU
2 stops14h 13m
United Airlines
Wed 9/23:56 pm
SJU
- PHL
1 stop9h 03m
United Airlines
Deal found 7/10![United Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:40 pm
PHL
- SJU
1 stop7h 10m
Southwest
Wed 9/26:00 am
SJU
- PHL
2 stops11h 35m
Southwest
Deal found 7/8![Southwest logo]()
$290
This JetBlue deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 8/105:29 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Thu 8/207:55 am
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 7/12![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 7/9. 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.
Sat 7/257:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 8/87:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/9![Delta logo]()
$297
This Arajet deal was found by Cheapflights users on 7/9. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/612:00 pm
EWR
- PUJ
Nonstop4h 19m
Arajet
Tue 9/87:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 7/9![Arajet logo]()
$446
This Arajet deal was found by Cheapflights users on 7/10. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Sun 9/277:10 pm
PUJ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$466
This Avianca deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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.
Sat 8/151:30 am
JFK
- PUJ
1 stop9h 55m
Avianca
Sun 8/236:00 pm
PUJ
- JFK
1 stop12h 05m
Avianca
Deal found 7/12![Avianca logo]()
$474
This Copa Airlines deal was found by Cheapflights users on 7/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:32 pm
JFK
- PUJ
1 stop26h 04m
Copa Airlines
Sun 9/205:41 am
PUJ
- JFK
1 stop19h 19m
Copa Airlines
Deal found 7/8![Copa Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/238:00 am
JFK
- SJU
Nonstop4h 08m
Delta
Thu 8/277:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/11![Delta logo]()
$297
This JetBlue deal was found by Cheapflights users on 7/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:00 pm
JFK
- SJU
Nonstop3h 59m
JetBlue
Sat 9/512:50 pm
SJU
- JFK
1 stop9h 01m
JetBlue
Deal found 7/10![JetBlue logo]()
$302
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Thu 9/109:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Tue 9/154:20 pm
SJU
- EWR
Nonstop4h 07m
United Airlines
Deal found 7/9![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 9/22:31 pm
PHL
- SJU
1 stop7h 58m
Delta
Sun 9/62:59 pm
SJU
- PHL
1 stop10h 20m
Delta
Deal found 7/12![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Fri 9/48:00 am
EWR
- SJU
Nonstop3h 57m
United Airlines
Thu 9/101:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/10![United Airlines logo]()
$327
This JetBlue deal was found by Cheapflights users on 7/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:55 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Tue 9/16:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 7/9![JetBlue logo]()
$327
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:45 am
PHL
- SJU
2 stops11h 15m
Southwest
Sat 8/295:05 am
SJU
- PHL
2 stops11h 05m
Southwest
Deal found 7/9![Southwest logo]()
$366
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/3110:00 am
PHL
- SJU
1 stop6h 38m
Delta
Sun 9/65:49 pm
SJU
- PHL
1 stop7h 30m
Delta
Deal found 7/11![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 10/18:00 am
EWR
- SJU
Nonstop3h 57m
United Airlines
Mon 10/56:45 pm
SJU
- EWR
Nonstop4h 01m
United Airlines
Deal found 7/11![United Airlines logo]()
$327
This JetBlue deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/256:00 am
PHL
- SJU
1 stop8h 48m
JetBlue
Thu 9/37:45 am
SJU
- PHL
Nonstop4h 01m
JetBlue
Deal found 7/11![JetBlue logo]()
$341
This Delta deal was found by Cheapflights users on 7/8. 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 8/187:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 8/257:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/8![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2412:45 pm
PHL
- SJU
2 stops9h 25m
Southwest
Fri 8/286:30 am
SJU
- PHL
2 stops10h 55m
Southwest
Deal found 7/9![Southwest logo]()
$386
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Thu 9/106:00 am
EWR
- SJU
1 stop6h 54m
United Airlines
Sat 9/121:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/8![United Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 7/8. 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 8/47:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 8/87:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/8![Delta logo]()
$322
This Avianca deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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.
Tue 8/181:30 am
JFK
- PUJ
1 stop15h 55m
Avianca
Mon 8/246:00 pm
PUJ
- JFK
1 stop12h 05m
Avianca
Deal found 7/12![Avianca logo]()
$474
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/201:40 pm
PHL
- SJU
2 stops10h 50m
Southwest
Sat 9/265:05 am
SJU
- PHL
2 stops11h 05m
Southwest
Deal found 7/10![Southwest logo]()
$396
This United Airlines deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 9/239:55 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Sun 9/274:55 pm
SJU
- EWR
1 stop7h 04m
United Airlines
Deal found 7/12![United Airlines logo]()
$332
This Arajet deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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.
Fri 8/2812:00 pm
EWR
- PUJ
1 stop7h 55m
Multiple Airlines
Thu 9/37:10 pm
PUJ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$500
This Delta deal was found by Cheapflights users on 7/9. 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.
Fri 10/98:00 am
JFK
- SJU
Nonstop3h 56m
Delta
Wed 10/147:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Deal found 7/9![Delta logo]()
$331
This Copa Airlines deal was found by Cheapflights users on 7/9. 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.
Thu 9/243:32 pm
JFK
- SDQ
1 stop24h 43m
Copa Airlines
Sun 9/278:47 am
SDQ
- JFK
1 stop16h 13m
Copa Airlines
Deal found 7/9![Copa Airlines logo]()
$538
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Fri 9/116:00 am
EWR
- SJU
1 stop6h 54m
United Airlines
Tue 9/153:56 pm
SJU
- EWR
1 stop9h 01m
United Airlines
Deal found 7/10![United Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 10/312:05 pm
PHL
- SJU
2 stops9h 25m
Southwest
Sun 10/116:35 am
SJU
- PHL
2 stops11h 10m
Southwest
Deal found 7/12![Southwest logo]()
$416
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated July 13, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated July 13, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 7/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1310:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 7/155:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/9![Frontier logo]()
$250
This Cheapflightsfares deal was found by Cheapflights users on 7/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2010:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 7/245:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/10![Frontier logo]()
$249
This Super.com deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 7/238:03 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Tue 7/286:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/12![Frontier logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 7/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Thu 7/306:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/9![Frontier logo]()
$246
This Super.com deal was found by Cheapflights users on 7/10. 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.
Sat 7/2510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/16:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/10![Frontier logo]()
$244
This SmartFares deal was found by Cheapflights users on 7/9. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:29 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Tue 7/285:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/9![JetBlue logo]()
$282
This Frontier deal was found by Cheapflights users on 7/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 8/55:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/9![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sat 8/110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 8/2811:24 am
SJU
- PHL
Nonstop4h 02m
Frontier
Deal found 7/9![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:32 pm
PHL
- SJU
2 stops11h 09m
Frontier
Fri 8/76:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/8![Frontier logo]()
$252
This Super.com deal was found by Cheapflights users on 7/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 8/125:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/9![Frontier logo]()
$251
This Cheapflightsfares deal was found by Cheapflights users on 7/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:00 am
PHL
- SJU
1 stop10h 11m
Frontier
Thu 8/2011:24 am
SJU
- PHL
Nonstop4h 02m
Frontier
Deal found 7/9![Frontier logo]()
$245
This CheapOair deal was found by Cheapflights users on 7/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/185:25 pm
SJU
- PHL
1 stop13h 50m
Frontier
Deal found 7/9![Frontier logo]()
$247
One-way flights from USA to CaribbeanSearch for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
This Booking.com deal was found by Cheapflights users on 7/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 7/8![Arajet logo]()
$92
This CheapOair deal was found by Cheapflights users on 7/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2010:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/9![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/44:30 pm
PHL
- SJU
2 stops32h 11m
Frontier
Deal found 7/11![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/58:30 am
PHL
- SJU
2 stops16h 11m
Frontier
Deal found 7/11![Frontier logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/74:40 pm
PHL
- SJU
2 stops32h 01m
Frontier
Deal found 7/10![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/304:30 pm
PHL
- SJU
2 stops32h 11m
Frontier
Deal found 7/10![Frontier logo]()
$121
This eDestinos deal was found by Cheapflights users on 7/9. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:03 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Deal found 7/9![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/128:30 am
PHL
- SJU
2 stops16h 11m
Frontier
Deal found 7/8![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/108:30 am
PHL
- SJU
2 stops16h 11m
Frontier
Deal found 7/11![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 10/87:47 pm
PHL
- SJU
Nonstop4h 03m
Frontier
Deal found 7/12![Frontier logo]()
$126
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/284:40 pm
PHL
- SJU
1 stop7h 10m
Southwest
Deal found 7/9![Southwest logo]()
$128
This Booking.com deal was found by Cheapflights users on 7/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 7/9![Arajet logo]()
$135
Find flight deals from USA to Caribbean
Keep the following information in mind while searching for USA to Caribbean flight deals. Data was last updated July 13, 2026.
Round-trip from | $241 (Super.com) |
|---|---|
One-way from | $92 (Booking.com) |
Popular in | May |
Cheapest in | October |
Average price | $379 |
Good round-trip deal | $198 or less |
Good one-way deal | $79 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from USA to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 13, 2026.
Use the filters below to find and compare flights from the United States to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Mon 8/24
6:25 am-8:38 pm
2 stops14h 13m
San Juan Luis Munoz Marin Intl
Wed 9/2
3:56 pm-12:59 am
1 stop9h 03m
$278
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Thu 8/27
4:40 pm-11:50 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Wed 9/2
6:00 am-5:35 pm
2 stops11h 35m
$290
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 8/10
5:29 pm-9:39 pm
Nonstop4h 10m
San Juan Luis Munoz Marin Intl
Thu 8/20
7:55 am-11:52 am
Nonstop3h 57m
$297
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 7/25
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sat 8/8
7:30 am-11:25 am
Nonstop3h 55m
$297
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 8/23
8:00 am-12:08 pm
Nonstop4h 08m
San Juan Luis Munoz Marin Intl
Thu 8/27
7:30 am-11:25 am
Nonstop3h 55m
$297
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 9/2
12:00 pm-3:59 pm
Nonstop3h 59m
San Juan Luis Munoz Marin Intl
Sat 9/5
12:50 pm-9:51 pm
1 stop9h 01m
$302
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Wed 9/2
2:31 pm-10:29 pm
1 stop7h 58m
San Juan Luis Munoz Marin Intl
Sun 9/6
2:59 pm-1:19 am
1 stop10h 20m
$303
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Mon 8/31
10:00 am-4:38 pm
1 stop6h 38m
San Juan Luis Munoz Marin Intl
Sun 9/6
5:49 pm-1:19 am
1 stop7h 30m
$303
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 8/18
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Tue 8/25
7:30 am-11:25 am
Nonstop3h 55m
$312
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 8/4
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sat 8/8
7:30 am-11:25 am
Nonstop3h 55m
$322
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from USA to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from USA with our price prediction graph.
PHL-SJU
JFK-SJU
EWR-PUJ
JFK-PUJ
EWR-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 from the United States to Caribbean
US0-0CB
PHL-SJU
JFK-SJU
EWR-PUJ
JFK-PUJ
What is the cheapest month to book a flight from USA to Caribbean?
Currently, September is the cheapest month in which you can book a flight from USA to Caribbean (average of $411). Flying from USA to Caribbean in December is currently the most expensive (average of $570). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from US to CB?
Find hourly flight availability from USA to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 13, 2026.
One of the essential ways to save on airfare from USA to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 19% on airfare.
How far ahead should I book a flight from USA to Caribbean?
To ensure you get the cheapest price possible for a flight from USA to Caribbean, you should look to book at least 29 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from USA to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from USA to Caribbean. Price data was last updated on July 11, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Monday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 13, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from the United States to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from USA to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Top destinations
Alternative routes for USA to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from USA to Caribbean by cabin class
Find flights from USA to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
USA and Caribbean flights
Browse other USA and Caribbean flight options. Last updated on July 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean
Find the right flight back to USA after your stay in Caribbean
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
USA to Caribbean flights
Consider these flights traveling from USA to Caribbean.
Top 10 airlines flying from USA to Caribbean
Discover the top 10 airlines that operate flights from USA to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$420 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$327 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$572 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$513 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$130 | Average$715 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$154 | Average$504 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$625 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$162 | Average$476 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$582 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$450 | FlexibilityNo cancel fee | On-timeN/A |