$95+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Aug 28 — Sep 41
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
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from USA to Caribbean
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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 29, 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 29, 2026.
This Frontier deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/96:24 am
PHL
- SJU
Nonstop3h 49m
Frontier
Sun 9/1312:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/28![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3011:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Thu 9/35:15 pm
SJU
- PHL
1 stop8h 01m
Frontier
Deal found 7/27![Frontier logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/118:02 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Sat 9/1212:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/28![Frontier logo]()
$200
This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:30 am
PHL
- SJU
Nonstop3h 49m
Frontier
Sun 9/611:24 am
SJU
- PHL
Nonstop4h 02m
Frontier
Deal found 7/26![Frontier logo]()
$201
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:50 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Thu 9/1012:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/26![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sun 8/306:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/26![Frontier logo]()
$203
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:25 pm
PHL
- SJU
Nonstop3h 57m
Frontier
Fri 9/182:51 pm
SJU
- PHL
Nonstop4h 01m
Frontier
Deal found 7/23![Frontier logo]()
$204
This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:50 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Wed 9/1612:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/26![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:35 am
PHL
- SJU
1 stop16h 21m
Frontier
Wed 9/95:27 pm
SJU
- PHL
Nonstop4h 00m
Frontier
Deal found 7/26![Frontier logo]()
$206
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1610:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/2910:39 am
SJU
- PHL
Nonstop4h 01m
Frontier
Deal found 7/26![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/2110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/255:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/28![Frontier logo]()
$208
This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Sun 9/2012:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/26![Frontier logo]()
$209
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 29, 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 29, 2026.
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:00 pm
JFK
- SJU
Nonstop3h 59m
JetBlue
Thu 9/37:59 pm
SJU
- JFK
Nonstop3h 59m
JetBlue
Deal found 7/25![JetBlue logo]()
$277
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 8/286:10 am
LGA
- SJU
2 stops14h 28m
United Airlines
Tue 9/17:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 7/23![United Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:40 pm
JFK
- SJU
Nonstop3h 53m
Delta
Tue 9/87:30 am
SJU
- JFK
Nonstop3h 53m
Delta
Deal found 7/24![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:20 am
PHL
- SJU
2 stops12h 40m
Southwest
Wed 9/96:00 am
SJU
- PHL
2 stops11h 35m
Southwest
Deal found 7/25![Southwest logo]()
$328
This Avianca deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/71:30 am
JFK
- AUA
1 stop9h 15m
Avianca
Tue 9/155:20 pm
AUA
- JFK
1 stop12h 45m
Avianca
Deal found 7/25![Avianca logo]()
$430
This Copa Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 1/151:16 am
JFK
- AUA
1 stop12h 23m
Copa Airlines
Sat 1/237:27 pm
AUA
- JFK
1 stop22h 50m
Copa Airlines
Deal found 7/28![Copa Airlines logo]()
$447
This Arajet deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Sun 10/2511:00 am
AUA
- EWR
2 stops23h 30m
Arajet
Deal found 7/27![Arajet logo]()
$495
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am
LGA
- SJU
1 stop6h 34m
United Airlines
Fri 10/24:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 7/27![United Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:31 pm
PHL
- SJU
1 stop7h 58m
Delta
Tue 9/12:59 pm
SJU
- PHL
1 stop8h 43m
Delta
Deal found 7/28![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
EWR
- SJU
1 stop8h 44m
United Airlines
Mon 8/311:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/28![United Airlines logo]()
$296
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:25 am
PHL
- SJU
2 stops11h 45m
Southwest
Fri 8/286:30 am
SJU
- PHL
1 stop8h 55m
Southwest
Deal found 7/26![Southwest logo]()
$328
This JetBlue deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/36:00 am
PHL
- SJU
1 stop6h 48m
JetBlue
Mon 9/71:43 pm
SJU
- PHL
1 stop8h 46m
JetBlue
Deal found 7/28![JetBlue logo]()
$329
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Fri 8/217:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/27![Delta logo]()
$327
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/44:50 pm
JFK
- SJU
1 stop7h 04m
JetBlue
Sun 9/65:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/23![JetBlue logo]()
$333
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:55 am
BWI
- SJU
2 stops9h 15m
Southwest
Thu 8/276:30 am
SJU
- BWI
2 stops7h 50m
Southwest
Deal found 7/27![Southwest logo]()
$340
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
EWR
- SJU
1 stop6h 54m
United Airlines
Fri 9/44:55 pm
SJU
- EWR
1 stop7h 04m
United Airlines
Deal found 7/27![United Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:50 pm
BWI
- SJU
2 stops9h 15m
Southwest
Wed 9/25:15 am
SJU
- BWI
2 stops10h 15m
Southwest
Deal found 7/27![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 8/267:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/27![Delta logo]()
$347
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/169:55 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Wed 8/197:59 pm
SJU
- EWR
Nonstop4h 00m
JetBlue
Deal found 7/25![JetBlue logo]()
$367
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:20 pm
BWI
- SJU
1 stop6h 45m
Southwest
Mon 8/318:55 pm
SJU
- BWI
1 stop11h 40m
Southwest
Deal found 7/27![Southwest logo]()
$340
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:16 am
PHL
- SJU
1 stop9h 26m
United Airlines
Tue 9/151:00 am
SJU
- PHL
2 stops11h 23m
United Airlines
Deal found 7/25![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 9/17:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/28![Delta logo]()
$347
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3011:20 am
EWR
- SJU
Nonstop3h 57m
JetBlue
Wed 9/24:56 pm
SJU
- EWR
Nonstop4h 04m
JetBlue
Deal found 7/25![JetBlue logo]()
$367
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/204:05 pm
PHL
- SJU
1 stop8h 30m
Southwest
Wed 9/236:00 am
SJU
- PHL
2 stops11h 35m
Southwest
Deal found 7/24![Southwest logo]()
$341
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:10 am
LGA
- SJU
1 stop10h 28m
United Airlines
Wed 9/304:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 7/26![United Airlines logo]()
$346
This Copa Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:33 am
JFK
- AUA
1 stop12h 32m
Copa Airlines
Thu 11/267:10 am
AUA
- JFK
1 stop18h 50m
Copa Airlines
Deal found 7/25![Copa Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 11/216:30 pm
SJU
- JFK
Nonstop4h 17m
Delta
Deal found 7/25![Delta logo]()
$352
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.
Sat 9/196:25 am
PHL
- SJU
2 stops14h 13m
United Airlines
Fri 9/251:00 am
SJU
- PHL
2 stops13h 43m
United Airlines
Deal found 7/23![United Airlines logo]()
$350
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 8/257:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/23![Delta logo]()
$357
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.
Fri 9/412:45 pm
PHL
- SJU
2 stops10h 25m
Southwest
Wed 9/96:00 am
SJU
- PHL
2 stops11h 35m
Southwest
Deal found 7/23![Southwest logo]()
$359
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated July 29, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated July 29, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/86:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/25![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com 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
Wed 8/2610:39 am
SJU
- PHL
Nonstop4h 01m
Frontier
Deal found 7/24![Frontier logo]()
$206
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1610:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/2910:39 am
SJU
- PHL
Nonstop4h 01m
Frontier
Deal found 7/26![Frontier logo]()
$207
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sun 8/306:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/26![Frontier logo]()
$203
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:30 am
PHL
- SJU
Nonstop3h 49m
Frontier
Sat 8/2910:39 am
SJU
- PHL
Nonstop4h 01m
Frontier
Deal found 7/26![Frontier logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 9/510:39 am
SJU
- PHL
Nonstop4h 01m
Frontier
Deal found 7/26![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/2110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/255:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/28![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/2511:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Tue 9/15:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/28![Frontier logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sun 8/306:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/27![Frontier logo]()
$201
This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/295:50 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/26![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/2910:39 am
SJU
- PHL
Nonstop4h 01m
Frontier
Deal found 7/27![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3011:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Thu 9/35:15 pm
SJU
- PHL
1 stop8h 01m
Frontier
Deal found 7/27![Frontier logo]()
$199
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 29, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 10/1911:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Deal found 7/28![Frontier logo]()
$95
This eDestinos deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:29 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Deal found 7/26![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/27![Frontier logo]()
$102
This eDestinos deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Deal found 7/26![Frontier logo]()
$104
This Frontier deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Deal found 7/24![Frontier logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Thu 8/202:50 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Deal found 7/28![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 7/24![Frontier logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Deal found 7/26![Frontier logo]()
$111
This eDestinos deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 7/27![Arajet logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:46 pm
BWI
- SJU
1 stop24h 33m
Frontier
Deal found 7/25![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:37 pm
BWI
- SJU
1 stop12h 07m
Frontier
Deal found 7/26![Frontier logo]()
$129
This eDestinos deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:35 pm
BWI
- SJU
Nonstop4h 05m
Frontier
Deal found 7/26![Frontier logo]()
$131
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 29, 2026.
Round-trip from | $198 (Frontier) |
|---|---|
One-way from | $95 (Kiwi.com) |
Popular in | July |
Cheapest in | October |
Average price | $395 |
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 29, 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
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 8/25
12:00 pm-3:59 pm
Nonstop3h 59m
San Juan Luis Munoz Marin Intl
Thu 9/3
7:59 pm-11:58 pm
Nonstop3h 59m
$277
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Fri 8/28
6:10 am-8:38 pm
2 stops14h 28m
San Juan Luis Munoz Marin Intl
Tue 9/1
7:00 am-4:45 pm
1 stop9h 45m
$286
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Mon 9/28
6:00 am-12:34 pm
1 stop6h 34m
San Juan Luis Munoz Marin Intl
Fri 10/2
4:55 pm-11:30 pm
1 stop6h 35m
$288
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 8/25
6:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Mon 8/31
1:00 am-5:04 am
Nonstop4h 04m
$296
Quickest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 9/5
12:40 pm-4:33 pm
Nonstop3h 53m
San Juan Luis Munoz Marin Intl
Tue 9/8
7:30 am-11:23 am
Nonstop3h 53m
$297
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Fri 8/28
2:31 pm-10:29 pm
1 stop7h 58m
San Juan Luis Munoz Marin Intl
Tue 9/1
2:59 pm-11:42 pm
1 stop8h 43m
$307
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Mon 8/31
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Fri 9/4
4:55 pm-11:59 pm
1 stop7h 04m
$312
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 8/10
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Fri 8/21
7:30 am-11:25 am
Nonstop3h 55m
$327
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Sat 9/5
9:20 am-10:00 pm
2 stops12h 40m
San Juan Luis Munoz Marin Intl
Wed 9/9
6:00 am-5:35 pm
2 stops11h 35m
$328
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Tue 8/25
6:25 am-6:10 pm
2 stops11h 45m
San Juan Luis Munoz Marin Intl
Fri 8/28
6:30 am-3:25 pm
1 stop8h 55m
$328
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.
JFK-SJU
LGA-SJU
PHL-SJU
JFK-AUA
EWR-AUA
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from the United States to Caribbean
US0-0CB
JFK-SJU
LGA-SJU
PHL-SJU
JFK-AUA
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 $426). 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 29, 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 18% 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 25, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Tuesday at noon 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 29, 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.
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
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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Complete your trip
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Top countries
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 29, 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 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$428 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$331 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$101 | Average$516 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$563 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$130 | Average$711 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$154 | Average$511 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$607 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$162 | Average$478 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$570 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$459 | FlexibilityNo cancel fee | On-timeN/A |