$99+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Aug 22 — Aug 291
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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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 23, 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 23, 2026.
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/256:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$204
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/810:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Mon 9/286:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 7/22![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Wed 8/196:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$206
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Sat 8/226:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:58 pm
PHL
- SJU
1 stop10h 59m
Frontier
Fri 9/256:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 7/22![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Wed 8/265:37 pm
SJU
- PHL
2 stops26h 51m
Frontier
Deal found 7/22![Frontier logo]()
$209
This Cheapflightsfares deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/810:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 9/111:59 am
SJU
- PHL
Nonstop4h 05m
Frontier
Deal found 7/22![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/1411:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Sun 9/204:39 pm
SJU
- PHL
2 stops38h 57m
Frontier
Deal found 7/21![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/204:45 pm
PHL
- SJU
2 stops32h 11m
Frontier
Thu 8/276:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/21![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:50 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Sat 9/55:37 pm
SJU
- PHL
2 stops28h 56m
Frontier
Deal found 7/22![Frontier logo]()
$213
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/226:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$214
This FlightHub deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Thu 8/62:36 pm
SJU
- PHL
Nonstop3h 58m
Frontier
Deal found 7/21![Frontier logo]()
$215
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 23, 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 23, 2026.
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 8/245:15 am
PHL
- SJU
1 stop11h 23m
Delta
Wed 9/165:59 pm
SJU
- PHL
1 stop6h 41m
Delta
Deal found 7/20![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 7/18. 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.
Sun 8/306:00 am
LGA
- SJU
1 stop9h 42m
United Airlines
Sat 9/54:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 7/18![United Airlines logo]()
$303
This JetBlue deal was found by Cheapflights users on 7/18. 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.
Tue 9/159:00 am
EWR
- SJU
Nonstop4h 08m
JetBlue
Wed 9/163:00 pm
SJU
- EWR
Nonstop4h 08m
JetBlue
Deal found 7/18![JetBlue logo]()
$337
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 10/2612:20 pm
PHL
- SJU
2 stops10h 45m
Southwest
Fri 10/306:00 am
SJU
- PHL
2 stops10h 25m
Southwest
Deal found 7/20![Southwest logo]()
$348
This Arajet deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 10/2012:00 pm
EWR
- SDQ
1 stop9h 40m
Multiple Airlines
Tue 10/276:18 am
SDQ
- EWR
Nonstop4h 12m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$365
This Arajet deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/1712:00 pm
EWR
- PUJ
Nonstop4h 19m
Arajet
Sun 9/207:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 7/21![Arajet logo]()
$572
This Copa Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 9/33:32 pm
JFK
- SDQ
1 stop24h 43m
Copa Airlines
Tue 9/158:47 am
SDQ
- JFK
1 stop19h 12m
Copa Airlines
Deal found 7/20![Copa Airlines logo]()
$573
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 10/138:00 am
JFK
- SJU
Nonstop3h 56m
Delta
Tue 10/201:06 pm
SJU
- JFK
Nonstop4h 15m
Delta
Deal found 7/19![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 9/97:29 pm
JFK
- SJU
Nonstop4h 20m
Delta
Sat 9/127:30 am
SJU
- JFK
Nonstop3h 53m
Delta
Deal found 7/20![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/18. 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 10/169:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Sun 10/186:45 pm
SJU
- EWR
Nonstop4h 01m
United Airlines
Deal found 7/18![United Airlines logo]()
$317
This JetBlue deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 10/299:00 am
EWR
- SJU
Nonstop4h 03m
JetBlue
Wed 11/118:50 pm
SJU
- EWR
Nonstop4h 08m
JetBlue
Deal found 7/21![JetBlue logo]()
$347
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 10/218:00 am
EWR
- SJU
Nonstop3h 57m
United Airlines
Mon 11/28:25 am
SJU
- EWR
1 stop10h 17m
United Airlines
Deal found 7/19![United Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 9/103:54 pm
PHL
- SJU
1 stop6h 25m
Delta
Tue 9/155:59 pm
SJU
- PHL
1 stop6h 41m
Delta
Deal found 7/20![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/182:45 pm
PHL
- SJU
2 stops10h 40m
Southwest
Sun 11/15:35 am
SJU
- PHL
2 stops9h 15m
Southwest
Deal found 7/22![Southwest logo]()
$387
This JetBlue deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/19:00 am
EWR
- SJU
Nonstop4h 03m
JetBlue
Wed 11/112:59 pm
SJU
- EWR
1 stop9h 51m
JetBlue
Deal found 7/21![JetBlue logo]()
$355
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:32 pm
LGA
- SJU
1 stop6h 50m
United Airlines
Mon 11/98:05 am
SJU
- LGA
2 stops11h 06m
United Airlines
Deal found 7/22![United Airlines logo]()
$326
This Arajet deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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.
Mon 9/1412:59 am
EWR
- SDQ
Nonstop4h 30m
Multiple Airlines
Thu 9/241:45 pm
SDQ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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
Fri 8/287:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/19![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 1/165:15 pm
LGA
- SJU
2 stops11h 56m
United Airlines
Thu 1/218:10 am
SJU
- LGA
1 stop6h 39m
United Airlines
Deal found 7/20![United Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:40 am
LGA
- SJU
2 stops12h 20m
Southwest
Wed 9/98:20 am
SJU
- LGA
2 stops10h 30m
Southwest
Deal found 7/23![Southwest logo]()
$407
This Delta deal was found by Cheapflights users on 7/18. 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.
Sun 8/308:00 am
JFK
- SJU
Nonstop4h 08m
Delta
Sat 9/57:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/18![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am
EWR
- SJU
1 stop6h 34m
United Airlines
Mon 9/284:55 pm
SJU
- EWR
1 stop7h 04m
United Airlines
Deal found 7/23![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:55 am
LGA
- SJU
2 stops11h 05m
Southwest
Thu 9/35:00 am
SJU
- LGA
2 stops10h 55m
Southwest
Deal found 7/22![Southwest logo]()
$413
This Arajet deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:00 pm
EWR
- SDQ
1 stop9h 40m
Multiple Airlines
Sun 9/131:55 pm
SDQ
- EWR
1 stop9h 35m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 7/18. 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.
Sat 12/56:51 pm
JFK
- SJU
Nonstop4h 04m
Delta
Sun 12/136:30 pm
SJU
- JFK
Nonstop4h 19m
Delta
Deal found 7/18![Delta logo]()
$337
This JetBlue deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 10/191:55 pm
JFK
- SDQ
Nonstop4h 00m
JetBlue
Wed 10/219:00 am
SDQ
- JFK
Nonstop3h 48m
JetBlue
Deal found 7/20![JetBlue logo]()
$453
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:16 am
PHL
- SJU
1 stop9h 26m
United Airlines
Wed 9/301:25 pm
SJU
- PHL
2 stops10h 05m
United Airlines
Deal found 7/22![United Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 7/18. 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 8/297:00 am
LGA
- SJU
2 stops11h 05m
Southwest
Sat 9/55:05 am
SJU
- LGA
2 stops10h 15m
Southwest
Deal found 7/18![Southwest logo]()
$430
This Arajet deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:00 pm
EWR
- SDQ
1 stop9h 40m
Multiple Airlines
Sat 9/121:40 pm
SDQ
- EWR
1 stop9h 50m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 10/307:40 pm
JFK
- SJU
Nonstop4h 16m
Delta
Sat 11/77:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Deal found 7/21![Delta logo]()
$341
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated July 23, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated July 23, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Thu 8/62:36 pm
SJU
- PHL
Nonstop3h 58m
Frontier
Deal found 7/21![Frontier logo]()
$215
This eDestinos deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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.
Tue 8/410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/116:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/19![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Wed 8/196:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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
Wed 8/266:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/20![Frontier logo]()
$211
This Super.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:29 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Wed 8/196:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$208
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/226:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$214
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/256:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$204
This Frontier deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Sat 8/226:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Wed 8/265:37 pm
SJU
- PHL
2 stops26h 51m
Frontier
Deal found 7/22![Frontier logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/204:45 pm
PHL
- SJU
2 stops32h 11m
Frontier
Thu 8/276:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/21![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:50 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Sat 9/55:37 pm
SJU
- PHL
2 stops28h 56m
Frontier
Deal found 7/22![Frontier logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2910:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Thu 9/37:55 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$210
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 23, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 23, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:29 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Deal found 7/22![Frontier logo]()
$99
This CheapOair deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/21![Frontier logo]()
$101
This eDestinos deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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.
Tue 8/48:03 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Deal found 7/19![Frontier logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:29 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Deal found 7/22![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 10/156:00 am
PHL
- SJU
1 stop17h 57m
Frontier
Deal found 7/21![Frontier logo]()
$109
This Expedia deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 7/2610:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/21![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:00 am
PHL
- SJU
1 stop17h 57m
Frontier
Deal found 7/22![Frontier logo]()
$111
This eDestinos deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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.
Mon 8/1010:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/19![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 8/296:40 pm
PHL
- SJU
1 stop29h 54m
Frontier
Deal found 7/19![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 7/22![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.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 7/22![Arajet logo]()
$139
This Orbitz deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 7/22![Arajet logo]()
$140
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 23, 2026.
Round-trip from | $202 (FlightHub) |
|---|---|
One-way from | $99 (Cheapflightsfares) |
Popular in | July |
Cheapest in | October |
Average price | $389 |
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 23, 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
5:15 am-4:38 pm
1 stop11h 23m
San Juan Luis Munoz Marin Intl
Wed 9/16
5:59 pm-12:40 am
1 stop6h 41m
$256
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 10/13
8:00 am-11:56 am
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Tue 10/20
1:06 pm-5:21 pm
Nonstop4h 15m
$287
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 9/9
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Sat 9/12
7:30 am-11:23 am
Nonstop3h 53m
$287
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Sun 8/30
6:00 am-3:42 pm
1 stop9h 42m
San Juan Luis Munoz Marin Intl
Sat 9/5
4:55 pm-11:30 pm
1 stop6h 35m
$303
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Thu 9/10
3:54 pm-10:19 pm
1 stop6h 25m
San Juan Luis Munoz Marin Intl
Tue 9/15
5:59 pm-12:40 am
1 stop6h 41m
$305
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Fri 10/16
9:47 am-1:45 pm
Nonstop3h 58m
San Juan Luis Munoz Marin Intl
Sun 10/18
6:45 pm-10:46 pm
Nonstop4h 01m
$317
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
Fri 8/28
7:30 am-11:25 am
Nonstop3h 55m
$317
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 10/21
8:00 am-11:57 am
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Mon 11/2
8:25 am-5:42 pm
1 stop10h 17m
$322
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Tue 11/3
2:32 pm-10:22 pm
1 stop6h 50m
San Juan Luis Munoz Marin Intl
Mon 11/9
8:05 am-6:11 pm
2 stops11h 06m
$326
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Sat 1/16
5:15 pm-6:11 am
2 stops11h 56m
San Juan Luis Munoz Marin Intl
Thu 1/21
8:10 am-1:49 pm
1 stop6h 39m
$326
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
LGA-SJU
EWR-SJU
JFK-SJU
EWR-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 from the United States to Caribbean
US0-0CB
PHL-SJU
LGA-SJU
EWR-SJU
JFK-SJU
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 $422). Flying from USA to Caribbean in December is currently the most expensive (average of $581). 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 23, 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 18, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Friday evenings 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 23, 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
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
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 23, 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 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$425 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$329 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$101 | Average$514 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$560 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$130 | Average$706 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$154 | Average$504 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$604 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$162 | Average$478 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$569 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$461 | FlexibilityNo cancel fee | On-timeN/A |