$89+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Sep 2 — Sep 91
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 August 3, 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 August 3, 2026.
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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
Mon 9/146:55 pm
SJU
- PHL
Nonstop4h 01m
Frontier
Deal found 7/30![Frontier logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 11/27:20 am
PHL
- SJU
Nonstop3h 44m
Frontier
Fri 11/62:59 am
SJU
- PHL
Nonstop4h 05m
Frontier
Deal found 7/30![Frontier logo]()
$198
This CheapOair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Wed 8/1911:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Wed 8/266:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/30![Frontier logo]()
$199
This Super.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 10/76:24 am
PHL
- SJU
Nonstop3h 49m
Frontier
Sun 10/116:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 8/1![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/1112:58 pm
PHL
- SJU
1 stop11h 00m
Frontier
Sat 9/1212:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/30![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/26:24 am
PHL
- SJU
Nonstop3h 49m
Frontier
Mon 10/54:39 pm
SJU
- PHL
1 stop7h 51m
Frontier
Deal found 7/31![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/2512:58 pm
PHL
- SJU
1 stop11h 00m
Frontier
Mon 9/286:55 pm
SJU
- PHL
Nonstop4h 01m
Frontier
Deal found 8/2![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/316:15 am
PHL
- SJU
Nonstop4h 04m
Frontier
Wed 9/25:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/31![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/2410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 9/25:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/30![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.
Sun 10/41:50 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Tue 10/66:05 pm
SJU
- PHL
1 stop16h 57m
Frontier
Deal found 7/28![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/237:59 pm
PHL
- SJU
1 stop27h 59m
Frontier
Sat 9/2612:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/31![Frontier logo]()
$207
This eDestinos deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/185:30 am
PHL
- SJU
Nonstop3h 49m
Frontier
Tue 8/188:57 pm
SJU
- PHL
1 stop12h 38m
Frontier
Deal found 8/2![Frontier logo]()
$208
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 August 3, 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 August 3, 2026.
This United Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 10/2910:10 am
BWI
- SJU
2 stops13h 26m
United Airlines
Mon 11/22:05 am
SJU
- BWI
2 stops13h 01m
United Airlines
Deal found 8/1![United Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/257:29 pm
JFK
- SJU
Nonstop4h 20m
Delta
Sun 9/277:30 am
SJU
- JFK
Nonstop3h 53m
Delta
Deal found 7/31![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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
Tue 9/18:20 am
SJU
- PHL
1 stop9h 15m
Southwest
Deal found 7/29![Southwest logo]()
$302
This JetBlue deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/278:30 am
EWR
- SJU
1 stop6h 53m
JetBlue
Wed 9/303:00 pm
SJU
- EWR
Nonstop4h 08m
JetBlue
Deal found 7/30![JetBlue logo]()
$315
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/314:40 pm
PHL
- SJU
1 stop7h 10m
Southwest
Wed 9/26:00 am
SJU
- PHL
2 stops11h 35m
Southwest
Deal found 7/29![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/3112:40 pm
JFK
- SJU
Nonstop3h 53m
Delta
Sat 9/191:16 pm
SJU
- JFK
Nonstop4h 09m
Delta
Deal found 7/31![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/59:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Sun 10/111:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/31![United Airlines logo]()
$309
This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:20 pm
JFK
- SJU
Nonstop4h 12m
JetBlue
Sat 8/295:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/29![JetBlue logo]()
$329
This Southwest deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 8/261:50 pm
BWI
- SJU
1 stop8h 10m
Southwest
Wed 9/25:15 am
SJU
- BWI
2 stops8h 00m
Southwest
Deal found 8/1![Southwest logo]()
$304
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/148:00 am
JFK
- SJU
Nonstop4h 05m
Delta
Sat 10/171:15 pm
SJU
- JFK
Nonstop4h 05m
Delta
Deal found 7/31![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/298:19 am
EWR
- SJU
Nonstop3h 56m
United Airlines
Sat 10/312:05 am
SJU
- EWR
Nonstop4h 19m
United Airlines
Deal found 7/30![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/168:10 am
BWI
- SJU
2 stops8h 15m
Southwest
Sun 9/206:35 am
SJU
- BWI
2 stops7h 50m
Southwest
Deal found 7/31![Southwest logo]()
$304
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/77:29 pm
JFK
- SJU
Nonstop4h 15m
Delta
Mon 10/126:45 am
SJU
- JFK
Nonstop4h 00m
Delta
Deal found 7/30![Delta logo]()
$307
This JetBlue deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:59 am
JFK
- SJU
1 stop8h 26m
JetBlue
Wed 9/166:00 am
SJU
- JFK
Nonstop3h 52m
JetBlue
Deal found 8/2![JetBlue logo]()
$346
This United Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/58:20 am
PHL
- SJU
2 stops12h 18m
United Airlines
Wed 9/91:00 am
SJU
- PHL
2 stops8h 43m
United Airlines
Deal found 8/1![United Airlines logo]()
$328
This JetBlue deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/266:40 pm
JFK
- SJU
1 stop7h 26m
JetBlue
Thu 8/277:55 am
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 7/31![JetBlue logo]()
$353
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/12:35 pm
PHL
- SJU
1 stop9h 45m
Southwest
Mon 10/55:00 am
SJU
- PHL
1 stop6h 40m
Southwest
Deal found 7/31![Southwest logo]()
$321
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/176:30 am
PHL
- SJU
1 stop10h 19m
Delta
Sun 9/205:59 pm
SJU
- PHL
1 stop6h 41m
Delta
Deal found 8/2![Delta logo]()
$328
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:00 am
LGA
- SJU
1 stop8h 44m
United Airlines
Sun 10/256:40 am
SJU
- LGA
1 stop12h 17m
United Airlines
Deal found 7/29![United Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/21:55 pm
PHL
- SJU
2 stops10h 25m
Southwest
Mon 10/55:00 am
SJU
- PHL
1 stop6h 40m
Southwest
Deal found 7/31![Southwest logo]()
$321
This JetBlue deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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
LGA
- SJU
1 stop7h 12m
JetBlue
Wed 8/267:10 am
SJU
- LGA
1 stop6h 22m
JetBlue
Deal found 8/1![JetBlue logo]()
$357
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/168:00 am
EWR
- SJU
Nonstop3h 57m
United Airlines
Wed 9/164:20 pm
SJU
- EWR
Nonstop4h 07m
United Airlines
Deal found 7/29![United Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 12/16:00 am
PHL
- SJU
1 stop7h 00m
Delta
Sat 12/126:35 pm
SJU
- PHL
1 stop7h 20m
Delta
Deal found 8/2![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/116:10 am
LGA
- SJU
2 stops14h 28m
United Airlines
Tue 9/157:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 8/1![United Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/101:50 pm
BWI
- SJU
2 stops9h 20m
Southwest
Mon 9/146:30 am
SJU
- BWI
2 stops7h 50m
Southwest
Deal found 7/29![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/257:29 pm
JFK
- SJU
Nonstop4h 20m
Delta
Mon 9/285:59 pm
SJU
- JFK
1 stop7h 00m
Delta
Deal found 7/30![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/188:00 am
EWR
- SJU
Nonstop3h 57m
United Airlines
Wed 9/233:00 pm
SJU
- EWR
1 stop9h 49m
United Airlines
Deal found 7/29![United Airlines logo]()
$342
This JetBlue deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 10/131:55 pm
JFK
- SDQ
Nonstop4h 00m
JetBlue
Mon 10/194:36 pm
SDQ
- JFK
1 stop7h 17m
JetBlue
Deal found 8/2![JetBlue logo]()
$427
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/910:45 am
PHL
- SJU
2 stops11h 20m
Southwest
Sat 9/125:05 am
SJU
- PHL
2 stops11h 05m
Southwest
Deal found 8/2![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/97:29 pm
JFK
- SJU
Nonstop4h 15m
Delta
Sun 10/256:45 am
SJU
- JFK
Nonstop4h 00m
Delta
Deal found 7/29![Delta logo]()
$359
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated August 3, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated August 3, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/1511:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Sat 9/56:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 8/2![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/1710:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 8/215:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/30![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/1810:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 9/15:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 8/2![Frontier logo]()
$200
This eDestinos deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/185:30 am
PHL
- SJU
Nonstop3h 49m
Frontier
Tue 8/188:57 pm
SJU
- PHL
1 stop12h 38m
Frontier
Deal found 8/2![Frontier logo]()
$208
This Justfly.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.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 8/266:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/29![Frontier logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/207:18 pm
BWI
- SJU
Nonstop4h 02m
Frontier
Mon 8/246:35 am
SJU
- BWI
1 stop29h 50m
Frontier
Deal found 7/30![Frontier logo]()
$260
This eDestinos deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/2211:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Wed 8/266:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/30![Frontier logo]()
$207
This Orbitz deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/226:09 am
BWI
- SJU
1 stop8h 39m
Multiple Airlines
Fri 8/282:14 pm
SJU
- BWI
Nonstop4h 09m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/2410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 9/25:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/30![Frontier logo]()
$205
This Cheapflightsfares deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 7/30![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/2810:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 9/25:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/31![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/316:15 am
PHL
- SJU
Nonstop4h 04m
Frontier
Wed 9/25:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/31![Frontier logo]()
$204
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 August 3, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 3, 2026.
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/167:47 pm
PHL
- SJU
Nonstop4h 03m
Frontier
Deal found 7/30![Frontier logo]()
$89
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/28:02 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Deal found 7/30![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 10/47:30 am
PHL
- SJU
1 stop27h 23m
Frontier
Deal found 8/2![Frontier logo]()
$93
This eDestinos deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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.
Fri 8/2110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 8/1![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/2610:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/30![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/277:30 am
PHL
- SJU
1 stop18h 43m
Frontier
Deal found 8/1![Frontier logo]()
$98
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 7/29![Frontier logo]()
$102
This CheapOair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 7/30![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/14:42 pm
PHL
- SJU
1 stop9h 31m
Frontier
Deal found 7/29![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 10/281:55 pm
BWI
- SJU
1 stop9h 43m
Frontier
Deal found 8/1![Frontier logo]()
$128
This Priceline deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:18 pm
BWI
- SJU
Nonstop4h 02m
Frontier
Deal found 7/31![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 10/110:48 am
BWI
- SJU
1 stop15h 25m
Frontier
Deal found 8/1![Frontier logo]()
$130
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 August 3, 2026.
Round-trip from | $197 (Frontier) |
|---|---|
One-way from | $89 (Super.com) |
Popular in | July |
Cheapest in | October |
Average price | $348 |
Good round-trip deal | $163 or less |
Good one-way deal | $86 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 August 3, 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
BaltimoreSan Juan
BWI - SJU
BWISJU
Baltimore/Washington
Thu 10/29
10:10 am-11:36 pm
2 stops13h 26m
San Juan Luis Munoz Marin Intl
Mon 11/2
2:05 am-2:06 pm
2 stops13h 01m
$296
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Fri 9/25
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Sun 9/27
7:30 am-11:23 am
Nonstop3h 53m
$297
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Fri 8/28
4:40 pm-11:50 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Tue 9/1
8:20 am-5:35 pm
1 stop9h 15m
$302
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Mon 8/31
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
$303
BaltimoreSan Juan
BWI - SJU
BWISJU
Baltimore/Washington
Wed 8/26
1:50 pm-10:00 pm
1 stop8h 10m
San Juan Luis Munoz Marin Intl
Wed 9/2
5:15 am-1:15 pm
2 stops8h 00m
$304
BaltimoreSan Juan
BWI - SJU
BWISJU
Baltimore/Washington
Wed 9/16
8:10 am-4:25 pm
2 stops8h 15m
San Juan Luis Munoz Marin Intl
Sun 9/20
6:35 am-2:25 pm
2 stops7h 50m
$304
Quickest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 8/31
12:40 pm-4:33 pm
Nonstop3h 53m
San Juan Luis Munoz Marin Intl
Sat 9/19
1:16 pm-5:25 pm
Nonstop4h 09m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 10/14
8:00 am-12:05 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Sat 10/17
1:15 pm-5:20 pm
Nonstop4h 05m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 10/7
7:29 pm-11:44 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Mon 10/12
6:45 am-10:45 am
Nonstop4h 00m
$307
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Mon 10/5
9:47 am-1:45 pm
Nonstop3h 58m
San Juan Luis Munoz Marin Intl
Sun 10/11
1:00 am-5:04 am
Nonstop4h 04m
$309
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
EWR-SJU
EWR-AUA
JFK-SJU
LGA-SJU
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from the United States to Caribbean
US0-0CB
PHL-SJU
EWR-SJU
EWR-AUA
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 $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 August 3, 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 afternoon 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 August 1, 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. Sunday afternoons 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 August 3, 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
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
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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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 August 3, 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 August 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$429 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$338 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$100 | Average$509 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$538 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$111 | Average$317 | FlexibilityNo cancel fee | On-time33% | |
| Cheapest$130 | Average$722 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$142 | Average$519 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$585 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$162 | Average$480 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$554 | FlexibilityNo cancel fee | On-time69% |