$80+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Jul 2 — Jul 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
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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 June 2, 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 June 2, 2026.
This American Airlines deal was found by Cheapflights users on 5/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
MCO
- SJU
1 stop12h 34m
American Airlines
Thu 8/206:00 am
SJU
- MCO
1 stop13h 17m
American Airlines
Deal found 5/30![American Airlines logo]()
$188
This Frontier deal was found by Cheapflights users on 5/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:47 pm
PHL
- SJU
Nonstop4h 10m
Frontier
Fri 9/42:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 5/29![Frontier logo]()
$192
This American Airlines deal was found by Cheapflights users on 5/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am
MCO
- SJU
1 stop10h 03m
American Airlines
Wed 9/92:58 pm
SJU
- MCO
1 stop8h 01m
American Airlines
Deal found 5/29![American Airlines logo]()
$193
This American Airlines deal was found by Cheapflights users on 5/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:00 am
MCO
- SJU
1 stop9h 03m
American Airlines
Sun 8/237:24 pm
SJU
- MCO
1 stop12h 56m
American Airlines
Deal found 5/30![American Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 5/29. 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 8/174:40 pm
PHL
- SJU
1 stop7h 10m
Southwest
Thu 8/206:30 am
SJU
- PHL
1 stop8h 55m
Southwest
Deal found 5/29![Southwest logo]()
$204
This Frontier deal was found by Cheapflights users on 5/30. 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 9/311:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Fri 9/42:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 5/30![Frontier logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 6/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:20 am
PHL
- SJU
Nonstop3h 44m
Frontier
Tue 9/296:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 6/2![Frontier logo]()
$214
This Frontier deal was found by Cheapflights users on 5/30. 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.
Sat 8/297:47 pm
PHL
- SJU
Nonstop4h 10m
Frontier
Fri 9/42:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 5/30![Frontier logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 6/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2311:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Mon 9/286:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 6/2![Frontier logo]()
$218
This Southwest deal was found by Cheapflights users on 5/29. 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 9/212:10 pm
PHL
- SJU
2 stops9h 40m
Southwest
Thu 9/246:30 am
SJU
- PHL
2 stops10h 55m
Southwest
Deal found 5/29![Southwest logo]()
$219
This Frontier deal was found by Cheapflights users on 5/28. 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.
Fri 10/27:47 pm
PHL
- SJU
Nonstop4h 03m
Frontier
Mon 10/56:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 5/28![Frontier logo]()
$222
This Frontier deal was found by Cheapflights users on 6/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:25 pm
MCO
- SJU
Nonstop3h 04m
Frontier
Tue 8/183:06 am
SJU
- MCO
Nonstop3h 04m
Frontier
Deal found 6/1![Frontier logo]()
$223
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 June 2, 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 June 2, 2026.
This Delta deal was found by Cheapflights users on 5/29. 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 8/2112:40 pm
JFK
- SJU
Nonstop3h 53m
Delta
Wed 8/261:19 pm
SJU
- JFK
Nonstop4h 11m
Delta
Deal found 5/29![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 5/29. 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.
Wed 8/121:55 pm
PHL
- SJU
1 stop7h 10m
Southwest
Sat 8/155:05 am
SJU
- PHL
1 stop6h 30m
Southwest
Deal found 5/29![Southwest logo]()
$298
This United Airlines deal was found by Cheapflights users on 5/30. 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.
Fri 9/49:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Sun 9/134:55 pm
SJU
- EWR
1 stop7h 04m
United Airlines
Deal found 5/30![United Airlines logo]()
$307
This JetBlue deal was found by Cheapflights users on 6/1. 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 8/186:29 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Tue 8/182:20 am
SJU
- JFK
1 stop7h 25m
JetBlue
Deal found 6/1![JetBlue logo]()
$320
This Avianca deal was found by Cheapflights users on 6/1. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/151:30 am
JFK
- PUJ
1 stop15h 55m
Avianca
Sat 6/2012:50 pm
PUJ
- JFK
1 stop10h 55m
Avianca
Deal found 6/1![Avianca logo]()
$463
This Copa Airlines deal was found by Cheapflights users on 5/30. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/264:10 am
JFK
- SDQ
1 stop12h 05m
Copa Airlines
Mon 6/2912:10 pm
SDQ
- JFK
1 stop13h 26m
Copa Airlines
Deal found 5/30![Copa Airlines logo]()
$513
This Delta deal was found by Cheapflights users on 5/30. 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.
Sat 8/87:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 8/155:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 5/30![Delta logo]()
$297
This JetBlue deal was found by Cheapflights users on 5/29. 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.
Fri 9/44:19 pm
LGA
- SJU
1 stop6h 59m
JetBlue
Tue 9/86:50 am
SJU
- LGA
1 stop6h 40m
JetBlue
Deal found 5/29![JetBlue logo]()
$325
This Southwest deal was found by Cheapflights users on 5/31. 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 8/214:40 pm
PHL
- SJU
1 stop7h 10m
Southwest
Sat 8/295:05 am
SJU
- PHL
1 stop6h 30m
Southwest
Deal found 5/31![Southwest logo]()
$326
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Tue 8/117:20 am
LGA
- SJU
2 stops13h 18m
United Airlines
Tue 8/187:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 6/1![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 5/29. 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.
Sun 8/97:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sun 8/167:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 5/29![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 5/31. 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.
Fri 8/212:55 pm
JFK
- SJU
1 stop9h 13m
JetBlue
Wed 8/265:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 5/31![JetBlue logo]()
$326
This Southwest deal was found by Cheapflights users on 5/29. 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.
Tue 9/86:20 am
MCO
- SJU
2 stops12h 40m
Southwest
Thu 9/105:30 am
SJU
- MCO
2 stops12h 20m
Southwest
Deal found 5/29![Southwest logo]()
$328
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Tue 9/87:20 am
LGA
- SJU
2 stops13h 18m
United Airlines
Sat 9/124:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 6/1![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 6/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1012:40 pm
JFK
- SJU
Nonstop3h 53m
Delta
Tue 8/185:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 6/1![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 5/31. 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.
Fri 9/113:30 pm
JFK
- SJU
Nonstop4h 02m
JetBlue
Sun 9/276:00 am
SJU
- JFK
Nonstop3h 52m
JetBlue
Deal found 5/31![JetBlue logo]()
$327
This Southwest deal was found by Cheapflights users on 5/29. 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 8/177:00 am
PHL
- SJU
1 stop9h 55m
Southwest
Fri 8/216:30 am
SJU
- PHL
1 stop8h 55m
Southwest
Deal found 5/29![Southwest logo]()
$334
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 10/176:05 am
LGA
- SJU
1 stop6h 29m
United Airlines
Sat 10/247:00 am
SJU
- LGA
2 stops16h 22m
United Airlines
Deal found 5/28![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 5/30. 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.
Thu 8/207:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 8/257:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 5/30![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 5/29. 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 6/204:12 pm
JFK
- SJU
Nonstop4h 08m
JetBlue
Sat 7/49:30 pm
SJU
- JFK
Nonstop3h 58m
JetBlue
Deal found 5/29![JetBlue logo]()
$341
This Southwest deal was found by Cheapflights users on 5/31. 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.
Sun 7/266:35 am
MCO
- SJU
Nonstop2h 50m
Southwest
Tue 7/288:35 pm
SJU
- MCO
Nonstop3h 05m
Southwest
Deal found 5/31![Southwest logo]()
$349
This Avianca deal was found by Cheapflights users on 5/31. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/131:30 am
JFK
- PUJ
1 stop15h 15m
Avianca
Thu 6/186:00 pm
PUJ
- JFK
1 stop12h 05m
Avianca
Deal found 5/31![Avianca logo]()
$465
This Delta deal was found by Cheapflights users on 5/29. 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.
Mon 11/27:40 pm
JFK
- SJU
Nonstop4h 16m
Delta
Wed 11/47:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Deal found 5/29![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 5/31. 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.
Wed 9/26:10 am
LGA
- SJU
2 stops14h 28m
United Airlines
Sat 9/54:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 5/31![United Airlines logo]()
$364
This JetBlue deal was found by Cheapflights users on 5/31. 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.
Sun 7/58:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Sun 7/197:55 am
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 5/31![JetBlue logo]()
$341
This Copa Airlines deal was found by Cheapflights users on 5/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/213:32 pm
JFK
- SDQ
1 stop20h 10m
Copa Airlines
Sun 6/286:39 pm
SDQ
- JFK
1 stop9h 20m
Copa Airlines
Deal found 5/29![Copa Airlines logo]()
$518
This Southwest deal was found by Cheapflights users on 5/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:10 pm
MCO
- SJU
2 stops8h 45m
Southwest
Fri 9/113:20 pm
SJU
- MCO
1 stop7h 15m
Southwest
Deal found 5/30![Southwest logo]()
$354
This JetBlue deal was found by Cheapflights users on 5/31. 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.
Sat 6/1310:25 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Mon 6/226:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 5/31![JetBlue logo]()
$341
This Delta deal was found by Cheapflights users on 5/29. 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.
Sun 8/25:30 am
MCO
- SJU
1 stop6h 10m
Delta
Wed 8/195:49 pm
SJU
- MCO
1 stop6h 35m
Delta
Deal found 5/29![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 5/31. 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 8/1411:00 am
MCO
- SJU
2 stops12h 05m
Southwest
Mon 8/175:30 am
SJU
- MCO
1 stop8h 40m
Southwest
Deal found 5/31![Southwest logo]()
$358
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated June 2, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated June 2, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 5/30. 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.
Fri 6/122:18 pm
MCO
- SJU
Nonstop3h 03m
Frontier
Sun 6/216:00 am
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 5/30![Frontier logo]()
$235
This Cheapflightsfares deal was found by Cheapflights users on 5/28. 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.
Sat 6/1311:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Wed 6/176:44 am
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 5/28![Frontier logo]()
$248
This Super.com deal was found by Cheapflights users on 6/1. 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.
Mon 7/136:35 pm
MCO
- SJU
Nonstop3h 08m
Frontier
Fri 7/1710:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/1![Frontier logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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.
Tue 7/212:21 pm
MCO
- SJU
Nonstop3h 10m
Frontier
Tue 8/48:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 5/29![Frontier logo]()
$246
This Frontier deal was found by Cheapflights users on 5/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/275:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Thu 8/68:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 5/31![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Tue 7/284:35 pm
MCO
- SJU
Nonstop3h 07m
Frontier
Thu 8/68:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 5/31![Frontier logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Tue 7/284:35 pm
MCO
- SJU
Nonstop3h 07m
Frontier
Mon 8/310:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 5/31![Frontier logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Tue 7/284:35 pm
MCO
- SJU
Nonstop3h 07m
Frontier
Wed 8/54:08 pm
SJU
- MCO
Nonstop3h 14m
Frontier
Deal found 5/31![Frontier logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 6/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:15 am
MCO
- SJU
Nonstop3h 01m
Frontier
Wed 8/58:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/2![Frontier logo]()
$226
This Frontier deal was found by Cheapflights users on 5/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:15 am
MCO
- SJU
Nonstop3h 01m
Frontier
Sat 8/159:02 am
SJU
- MCO
Nonstop3h 04m
Frontier
Deal found 5/29![Frontier logo]()
$248
This Priceline deal was found by Cheapflights users on 6/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3011:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Tue 8/1112:13 pm
SJU
- MCO
Nonstop3h 14m
Frontier
Deal found 6/2![Frontier logo]()
$228
This Cheapflightsfares deal was found by Cheapflights users on 6/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Mon 8/316:30 am
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/1![Frontier logo]()
$249
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 June 2, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 2, 2026.
This Frontier deal was found by Cheapflights users on 5/30. 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 8/287:47 pm
PHL
- SJU
Nonstop4h 10m
Frontier
Deal found 5/30![Frontier logo]()
$80
This Super.com deal was found by Cheapflights users on 5/28. 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 Super.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
Deal found 5/28![Frontier logo]()
$95
This American Airlines deal was found by Cheapflights users on 5/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:49 am
MCO
- SJU
1 stop7h 51m
American Airlines
Deal found 5/30![American Airlines logo]()
$99
This American Airlines deal was found by Cheapflights users on 5/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:00 am
MCO
- SJU
1 stop14h 55m
American Airlines
Deal found 5/31![American Airlines logo]()
$101
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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.
Fri 9/1811:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Deal found 5/29![Frontier logo]()
$101
This Southwest deal was found by Cheapflights users on 5/29. 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 8/177:00 am
PHL
- SJU
1 stop6h 45m
Southwest
Deal found 5/29![Southwest logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 6/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 6/2![Frontier logo]()
$111
This Cheapflightsfares deal was found by Cheapflights users on 6/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:01 am
MCO
- SJU
Nonstop2h 54m
Frontier
Deal found 6/1![Frontier logo]()
$112
This Frontier deal was found by Cheapflights users on 5/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2911:15 pm
MCO
- SJU
Nonstop2h 54m
Frontier
Deal found 5/31![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 6/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Deal found 6/2![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 6/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Deal found 6/2![Frontier logo]()
$115
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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.
Mon 8/1710:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 5/29![Frontier logo]()
$116
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 June 2, 2026.
Round-trip from | $188 (American Airlines) |
|---|---|
One-way from | $80 (Frontier) |
Popular in | April |
Cheapest in | October |
Average price | $321 |
Good round-trip deal | $198 or less |
Good one-way deal | $96 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 June 2, 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
Fri 8/21
12:40 pm-4:33 pm
Nonstop3h 53m
San Juan Luis Munoz Marin Intl
Wed 8/26
1:19 pm-5:30 pm
Nonstop4h 11m
$277
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 8/8
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sat 8/15
5:50 pm-10:04 pm
Nonstop4h 14m
$297
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Wed 8/12
1:55 pm-9:05 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Sat 8/15
5:05 am-11:35 am
1 stop6h 30m
$298
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Fri 9/4
9:47 am-1:45 pm
Nonstop3h 58m
San Juan Luis Munoz Marin Intl
Sun 9/13
4:55 pm-11:59 pm
1 stop7h 04m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 8/18
6:29 pm-10:39 pm
Nonstop4h 10m
San Juan Luis Munoz Marin Intl
Tue 8/18
2:20 am-9:45 am
1 stop7h 25m
$320
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 8/9
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sun 8/16
7:30 am-11:25 am
Nonstop3h 55m
$322
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 8/10
12:40 pm-4:33 pm
Nonstop3h 53m
San Juan Luis Munoz Marin Intl
Tue 8/18
5:50 pm-10:04 pm
Nonstop4h 14m
$322
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Thu 8/20
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Tue 8/25
7:30 am-11:25 am
Nonstop3h 55m
$322
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Fri 9/4
4:19 pm-11:18 pm
1 stop6h 59m
San Juan Luis Munoz Marin Intl
Tue 9/8
6:50 am-1:30 pm
1 stop6h 40m
$325
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Fri 8/21
4:40 pm-11:50 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Sat 8/29
5:05 am-11:35 am
1 stop6h 30m
$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.
MCO-SJU
PHL-SJU
JFK-SJU
EWR-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
MCO-SJU
PHL-SJU
JFK-SJU
EWR-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 $407). Flying from USA to Caribbean in December is currently the most expensive (average of $567). 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 June 2, 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 May 30, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Monday mornings when fares are most often at their lowest. Wednesday 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 June 2, 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.
Food
7.2
Overall
7.9
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.9
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.9
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.9
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.9
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.9
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
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 June 2, 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 June 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$86 | Average$399 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$327 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$587 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$112 | Average$426 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$508 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$129 | Average$547 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$144 | Average$477 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$150 | Average$521 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$619 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$576 | FlexibilityNo cancel fee | On-time69% |