$93+ Cheap flights from the United States to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Jul 28 — Aug 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
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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 28, 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 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:26 pm
MCO
- SJU
Nonstop3h 10m
Frontier
Tue 9/226:42 pm
SJU
- MCO
Nonstop3h 10m
Frontier
Deal found 6/23![Frontier logo]()
$233
This eDestinos deal was found by Cheapflights users on 6/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1411:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Tue 7/216:44 am
SJU
- MCO
1 stop14h 10m
Frontier
Deal found 6/24![Frontier logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:33 am
MCO
- SJU
1 stop8h 46m
Frontier
Sun 10/252:58 am
SJU
- MCO
Nonstop3h 03m
Frontier
Deal found 6/24![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Mon 9/145:29 pm
MCO
- SJU
2 stops30h 28m
Frontier
Tue 9/223:00 am
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 6/24![Frontier logo]()
$236
This Frontier deal was found by Cheapflights users on 6/24. 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.
Tue 9/18:05 am
MCO
- SJU
Nonstop3h 01m
Frontier
Sat 9/266:15 am
SJU
- MCO
1 stop14h 25m
Frontier
Deal found 6/24![Frontier logo]()
$237
This Frontier deal was found by Cheapflights users on 6/24. 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.
Sun 10/49:45 pm
MCO
- SJU
1 stop13h 19m
Frontier
Mon 10/56:31 pm
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 6/24![Frontier logo]()
$238
This eDestinos deal was found by Cheapflights users on 6/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/165:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Mon 8/310:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/24![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 6/27. 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.
Mon 9/282:36 pm
MCO
- SJU
Nonstop3h 01m
Frontier
Thu 10/296:31 pm
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 6/27![Frontier logo]()
$240
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:05 am
MCO
- SJU
Nonstop3h 01m
Frontier
Mon 9/72:14 pm
SJU
- MCO
1 stop18h 37m
Frontier
Deal found 6/24![Frontier logo]()
$241
This Super.com deal was found by Cheapflights users on 6/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Sun 9/62:14 pm
SJU
- MCO
1 stop8h 09m
Frontier
Deal found 6/23![Frontier logo]()
$242
This Priceline deal was found by Cheapflights users on 6/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:45 pm
MCO
- SJU
1 stop13h 19m
Frontier
Sun 10/182:58 am
SJU
- MCO
Nonstop3h 03m
Frontier
Deal found 6/23![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Tue 9/229:45 pm
MCO
- SJU
1 stop13h 19m
Frontier
Tue 9/296:42 pm
SJU
- MCO
Nonstop3h 10m
Frontier
Deal found 6/25![Frontier logo]()
$244
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 28, 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 28, 2026.
This JetBlue deal was found by Cheapflights users on 6/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:01 am
JFK
- SJU
Nonstop3h 46m
JetBlue
Thu 7/2310:40 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 6/26![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 6/23. 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 8/267:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 8/297:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/23![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 6/26. 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.
Thu 8/274:40 pm
PHL
- SJU
1 stop7h 10m
Southwest
Sun 8/305:00 am
SJU
- PHL
1 stop6h 05m
Southwest
Deal found 6/26![Southwest logo]()
$324
This United Airlines deal was found by Cheapflights users on 6/23. 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.
Wed 8/266:00 am
EWR
- SJU
1 stop9h 42m
United Airlines
Sat 8/294:55 pm
SJU
- EWR
1 stop7h 04m
United Airlines
Deal found 6/23![United Airlines logo]()
$329
This Arajet deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Sun 9/2711:00 am
AUA
- EWR
2 stops23h 30m
Arajet
Deal found 6/23![Arajet logo]()
$419
This Copa Airlines deal was found by Cheapflights users on 6/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/133:45 am
JFK
- SDQ
1 stop9h 28m
Copa Airlines
Wed 7/2912:13 pm
SDQ
- JFK
1 stop10h 47m
Copa Airlines
Deal found 6/23![Copa Airlines logo]()
$568
This Delta deal was found by Cheapflights users on 6/25. 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 8/157:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 8/197:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/25![Delta logo]()
$312
This JetBlue deal was found by Cheapflights users on 6/23. 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.
Sat 7/259:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Mon 8/36:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 6/23![JetBlue logo]()
$317
This Southwest deal was found by Cheapflights users on 6/27. 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.
Sat 8/228:55 am
PHL
- SJU
2 stops10h 25m
Southwest
Sat 8/295:05 am
SJU
- PHL
1 stop6h 30m
Southwest
Deal found 6/27![Southwest logo]()
$344
This Delta deal was found by Cheapflights users on 6/28. 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.
Sun 8/167:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Fri 8/215:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 6/28![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 6/25. 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.
Sat 8/157:47 pm
EWR
- SJU
Nonstop4h 03m
United Airlines
Fri 8/211:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 6/25![United Airlines logo]()
$351
This JetBlue deal was found by Cheapflights users on 6/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:20 am
EWR
- SJU
Nonstop3h 57m
JetBlue
Wed 9/27:59 pm
SJU
- EWR
Nonstop4h 00m
JetBlue
Deal found 6/27![JetBlue logo]()
$332
This Southwest deal was found by Cheapflights users on 6/25. 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.
Tue 8/258:40 am
MCO
- SJU
2 stops10h 20m
Southwest
Sat 8/2910:25 am
SJU
- MCO
2 stops9h 40m
Southwest
Deal found 6/25![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 6/26. 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 10/318:00 am
LGA
- SJU
2 stops13h 22m
United Airlines
Tue 11/35:50 pm
SJU
- LGA
1 stop6h 37m
United Airlines
Deal found 6/26![United Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Thu 8/135:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 6/26![Delta logo]()
$332
This JetBlue deal was found by Cheapflights users on 6/23. 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.
Tue 8/188:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Wed 8/195:05 am
SJU
- JFK
1 stop7h 20m
JetBlue
Deal found 6/23![JetBlue logo]()
$334
This Southwest deal was found by Cheapflights users on 6/23. 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.
Sun 8/2310:15 am
MCO
- SJU
2 stops12h 30m
Southwest
Fri 8/285:30 am
SJU
- MCO
1 stop7h 40m
Southwest
Deal found 6/23![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 6/27. 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.
Wed 10/76:00 am
LGA
- SJU
2 stops14h 38m
United Airlines
Sun 10/114:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 6/27![United Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 6/24. 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.
Sun 8/167:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 9/161:21 pm
SJU
- JFK
Nonstop4h 09m
Delta
Deal found 6/24![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 6/26. 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.
Thu 8/2012:45 pm
MCO
- SJU
2 stops10h 05m
Southwest
Thu 8/275:30 am
SJU
- MCO
1 stop7h 40m
Southwest
Deal found 6/26![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 6/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Thu 7/231:25 pm
SJU
- EWR
Nonstop4h 14m
United Airlines
Deal found 6/24![United Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 6/24. 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 12/56:51 pm
JFK
- SJU
Nonstop4h 04m
Delta
Wed 12/96:30 pm
SJU
- JFK
Nonstop4h 19m
Delta
Deal found 6/24![Delta logo]()
$347
This JetBlue deal was found by Cheapflights users on 6/23. 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.
Mon 8/108:46 pm
EWR
- SJU
1 stop12h 33m
JetBlue
Wed 8/196:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 6/23![JetBlue logo]()
$384
This Southwest deal was found by Cheapflights users on 6/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1912:00 pm
LGA
- SJU
2 stops12h 05m
Southwest
Mon 10/266:30 am
SJU
- LGA
2 stops9h 25m
Southwest
Deal found 6/28![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 6/27. 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.
Sat 9/268:10 am
LGA
- SJU
2 stops12h 28m
United Airlines
Mon 9/287:00 am
SJU
- LGA
1 stop9h 48m
United Airlines
Deal found 6/27![United Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 6/24. 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 12/56:51 pm
JFK
- SJU
Nonstop4h 04m
Delta
Sat 12/126:30 pm
SJU
- JFK
Nonstop4h 19m
Delta
Deal found 6/24![Delta logo]()
$347
This Copa Airlines deal was found by Cheapflights users on 6/26. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:32 pm
JFK
- SDQ
1 stop10h 53m
Copa Airlines
Sun 9/208:47 am
SDQ
- JFK
1 stop16h 13m
Copa Airlines
Deal found 6/26![Copa Airlines logo]()
$573
This Southwest deal was found by Cheapflights users on 6/24. 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.
Thu 8/2712:45 pm
PHL
- SJU
2 stops9h 25m
Southwest
Tue 9/16:00 am
SJU
- PHL
2 stops11h 35m
Southwest
Deal found 6/24![Southwest logo]()
$364
This JetBlue deal was found by Cheapflights users on 6/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:00 am
EWR
- SJU
Nonstop4h 03m
JetBlue
Sat 11/213:35 pm
SJU
- EWR
Nonstop4h 16m
JetBlue
Deal found 6/27![JetBlue logo]()
$405
This United Airlines deal was found by Cheapflights users on 6/25. 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 7/137:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Thu 7/231:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 6/25![United Airlines logo]()
$380
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated June 28, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated June 28, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2711:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Wed 7/16:44 am
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/24![Frontier logo]()
$257
This eDestinos deal was found by Cheapflights users on 6/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:18 pm
MCO
- SJU
Nonstop3h 03m
Frontier
Mon 7/610:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/24![Frontier logo]()
$251
This eDestinos deal was found by Cheapflights users on 6/26. 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 7/711:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Wed 7/226:44 am
SJU
- MCO
1 stop25h 11m
Frontier
Deal found 6/26![Frontier logo]()
$240
This eDestinos deal was found by Cheapflights users on 6/23. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/73:38 pm
MCO
- SJU
1 stop8h 29m
Frontier
Tue 7/143:00 pm
SJU
- MCO
1 stop8h 56m
Frontier
Deal found 6/23![Frontier logo]()
$246
This eDestinos deal was found by Cheapflights users on 6/26. 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 7/88:15 am
MCO
- SJU
Nonstop3h 01m
Frontier
Fri 7/1710:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/26![Frontier logo]()
$245
This eDestinos deal was found by Cheapflights users on 6/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:30 am
MCO
- SJU
1 stop10h 10m
Frontier
Thu 7/236:44 am
SJU
- MCO
1 stop12h 27m
Frontier
Deal found 6/24![Frontier logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Thu 7/98:03 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Thu 7/163:00 pm
SJU
- PHL
Nonstop3h 58m
Frontier
Deal found 6/24![Frontier logo]()
$262
This eDestinos deal was found by Cheapflights users on 6/25. 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.
Fri 7/1710:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 7/256:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 6/25![Frontier logo]()
$259
This Frontier deal was found by Cheapflights users on 6/24. 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.
Mon 7/208:03 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Tue 7/216:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 6/24![Frontier logo]()
$261
This Super.com deal was found by Cheapflights users on 6/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 7/285:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 6/25![Frontier logo]()
$260
This eDestinos deal was found by Cheapflights users on 6/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2511:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Thu 7/306:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 6/24![Frontier logo]()
$258
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3010:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Thu 8/65:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 6/24![Frontier logo]()
$255
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 28, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
This Booking.com deal was found by Cheapflights users on 6/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 6/28![Arajet logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Wed 9/2312:58 pm
PHL
- SJU
1 stop10h 59m
Frontier
Deal found 6/24![Frontier logo]()
$116
This eDestinos deal was found by Cheapflights users on 6/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 6/24![Frontier logo]()
$119
This eDestinos deal was found by Cheapflights users on 6/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Deal found 6/24![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:35 am
PHL
- SJU
1 stop16h 06m
Frontier
Deal found 6/23![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/2210:32 am
MCO
- SJU
2 stops13h 25m
Frontier
Deal found 6/28![Frontier logo]()
$121
This eDestinos deal was found by Cheapflights users on 6/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1210:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 6/24![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Thu 9/2411:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Deal found 6/24![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:40 pm
PHL
- SJU
1 stop29h 54m
Frontier
Deal found 6/23![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 6/27. 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.
Mon 9/145:29 pm
MCO
- SJU
2 stops30h 28m
Frontier
Deal found 6/27![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Thu 8/206:40 pm
PHL
- SJU
1 stop30h 16m
Frontier
Deal found 6/28![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Mon 8/177:29 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/24![Frontier logo]()
$125
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 28, 2026.
Round-trip from | $233 (Kiwi.com) |
|---|---|
One-way from | $93 (Booking.com) |
Popular in | May |
Cheapest in | October |
Average price | $373 |
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 June 28, 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
Quickest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 7/22
5:01 am-8:47 am
Nonstop3h 46m
San Juan Luis Munoz Marin Intl
Thu 7/23
10:40 pm-2:34 am
Nonstop3h 54m
$297
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 8/26
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sat 8/29
7:30 am-11:25 am
Nonstop3h 55m
$312
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 8/15
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Wed 8/19
7:30 am-11:25 am
Nonstop3h 55m
$312
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 7/25
9:55 pm-1:59 am
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Mon 8/3
6:00 am-9:59 am
Nonstop3h 59m
$317
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 8/16
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Fri 8/21
5:50 pm-10:04 pm
Nonstop4h 14m
$317
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Thu 8/27
4:40 pm-11:50 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Sun 8/30
5:00 am-11:05 am
1 stop6h 05m
$324
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 8/26
6:00 am-3:42 pm
1 stop9h 42m
San Juan Luis Munoz Marin Intl
Sat 8/29
4:55 pm-11:59 pm
1 stop7h 04m
$329
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Thu 8/27
11:20 am-3:17 pm
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Wed 9/2
7:59 pm-11:59 pm
Nonstop4h 00m
$332
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 7/28
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Thu 8/13
5:50 pm-10:04 pm
Nonstop4h 14m
$332
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 8/16
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Wed 9/16
1:21 pm-5:30 pm
Nonstop4h 09m
$332
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
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
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 $408). Flying from USA to Caribbean in December is currently the most expensive (average of $569). 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 28, 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 20% 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 June 20, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Monday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated June 28, 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.
Overall
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
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 28, 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 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$86 | Average$407 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$332 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$576 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$112 | Average$426 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$513 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$129 | Average$551 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$144 | Average$469 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$154 | Average$511 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$622 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$576 | FlexibilityNo cancel fee | On-time69% |