$90+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Jul 7 — Jul 141
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 7, 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 7, 2026.
This Frontier deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/3111:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Sat 9/52:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/4![Frontier logo]()
$197
This Super.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:47 pm
PHL
- SJU
Nonstop4h 10m
Frontier
Fri 9/46:45 pm
SJU
- PHL
Nonstop4h 07m
Frontier
Deal found 6/3![Frontier logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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
Sun 9/206:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 6/7![Frontier logo]()
$205
This Frontier deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:47 pm
PHL
- SJU
Nonstop4h 03m
Frontier
Sun 9/271:59 am
SJU
- PHL
Nonstop4h 05m
Frontier
Deal found 6/4![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/3111:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Wed 9/25:01 pm
SJU
- PHL
1 stop8h 15m
Frontier
Deal found 6/4![Frontier logo]()
$207
This Frontier deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:41 am
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 9/46:45 pm
SJU
- PHL
Nonstop4h 07m
Frontier
Deal found 6/4![Frontier logo]()
$211
This Super.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 9/711:41 am
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 9/112:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/4![Frontier logo]()
$212
This Super.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 9/1411:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Thu 9/172:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/3![Frontier logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 9/217:47 pm
PHL
- SJU
Nonstop4h 03m
Frontier
Thu 9/242:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/3![Frontier logo]()
$214
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.
Mon 9/1411:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Fri 9/186:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 6/2![Frontier logo]()
$216
This deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:55 pm
MCO
- SJU
Nonstop2h 55m
Frontier
Sun 10/46:42 pm
SJU
- MCO
Nonstop3h 10m
Frontier
Deal found 6/3![Frontier logo]()
$221
This Super.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/188:25 pm
MCO
- SJU
Nonstop3h 04m
Frontier
Wed 8/194:05 pm
SJU
- MCO
Nonstop3h 15m
Frontier
Deal found 6/4![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 7, 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 7, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Fri 8/287:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/2![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/2610:45 am
EWR
- SJU
1 stop9h 53m
United Airlines
Tue 9/11:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 6/7![United Airlines logo]()
$307
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/2610:20 am
MCO
- SJU
2 stops11h 40m
Southwest
Sun 8/306:00 am
SJU
- MCO
2 stops11h 15m
Southwest
Deal found 6/4![Southwest logo]()
$326
This JetBlue deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 8/176:00 pm
JFK
- SJU
Nonstop4h 08m
JetBlue
Fri 8/213:22 pm
SJU
- JFK
1 stop7h 57m
JetBlue
Deal found 6/3![JetBlue logo]()
$346
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/303:00 pm
JFK
- PUJ
1 stop11h 11m
Copa Airlines
Tue 7/71:59 pm
PUJ
- JFK
1 stop14h 00m
Copa Airlines
Deal found 6/2![Copa Airlines logo]()
$483
This Avianca deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Thu 6/181:30 am
JFK
- PUJ
1 stop15h 15m
Avianca
Tue 6/236:35 pm
PUJ
- JFK
2 stops30h 40m
Avianca
Deal found 6/3![Avianca logo]()
$536
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/57:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 8/87:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/6![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/2610:45 am
PHL
- SJU
2 stops11h 15m
Southwest
Sun 8/305:00 am
SJU
- PHL
1 stop6h 05m
Southwest
Deal found 6/6![Southwest logo]()
$326
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:00 am
EWR
- SJU
1 stop6h 54m
United Airlines
Sat 9/54:55 pm
SJU
- EWR
1 stop7h 04m
United Airlines
Deal found 6/5![United Airlines logo]()
$346
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/188:29 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Thu 7/235:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 6/5![JetBlue logo]()
$351
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sun 8/237:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/5![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 12/36:05 am
MCO
- SJU
Nonstop2h 50m
Southwest
Mon 12/74:25 pm
SJU
- MCO
Nonstop3h 15m
Southwest
Deal found 6/6![Southwest logo]()
$355
This JetBlue deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/108:00 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Thu 8/204:58 pm
SJU
- JFK
1 stop7h 43m
JetBlue
Deal found 6/4![JetBlue logo]()
$356
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 8/279:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Sat 8/291:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 6/3![United Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/177:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Fri 9/41:19 pm
SJU
- JFK
Nonstop4h 11m
Delta
Deal found 6/4![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 8/23:15 pm
MCO
- SJU
2 stops9h 15m
Southwest
Fri 8/75:30 am
SJU
- MCO
2 stops12h 20m
Southwest
Deal found 6/3![Southwest logo]()
$364
This JetBlue deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/263:42 pm
EWR
- SJU
1 stop7h 36m
JetBlue
Wed 9/26:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 6/7![JetBlue logo]()
$364
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/68:17 pm
LGA
- SJU
1 stop9h 12m
United Airlines
Tue 8/117:40 am
SJU
- LGA
1 stop10h 45m
United Airlines
Deal found 6/7![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 8/147:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Thu 9/37:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/3![Delta logo]()
$362
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/711:30 am
MCO
- SJU
2 stops11h 20m
Southwest
Mon 9/146:00 am
SJU
- MCO
2 stops12h 50m
Southwest
Deal found 6/2![Southwest logo]()
$372
This JetBlue deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/56:00 am
LGA
- SJU
1 stop10h 05m
JetBlue
Mon 8/105:35 am
SJU
- LGA
1 stop7h 55m
JetBlue
Deal found 6/7![JetBlue logo]()
$374
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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
Fri 7/171:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 6/3![United Airlines logo]()
$385
This Copa Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/64:10 am
JFK
- SDQ
1 stop9h 03m
Copa Airlines
Wed 7/1512:43 pm
SDQ
- JFK
1 stop27h 34m
Copa Airlines
Deal found 6/6![Copa Airlines logo]()
$528
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/3010:30 am
LGA
- SJU
1 stop14h 05m
Southwest
Wed 8/58:20 am
SJU
- LGA
2 stops8h 45m
Southwest
Deal found 6/3![Southwest logo]()
$375
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:59 am
JFK
- AUA
Nonstop4h 44m
JetBlue
Tue 9/16:00 pm
AUA
- JFK
Nonstop4h 43m
JetBlue
Deal found 6/2![JetBlue logo]()
$382
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 8/225:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 6/2![Delta logo]()
$387
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/76:00 am
EWR
- AUA
1 stop9h 20m
United Airlines
Tue 7/141:50 pm
AUA
- EWR
1 stop11h 03m
United Airlines
Deal found 6/5![United Airlines logo]()
$388
This Copa Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/102:20 am
JFK
- STI
1 stop12h 39m
Copa Airlines
Mon 6/294:01 pm
STI
- JFK
1 stop20h 54m
Copa Airlines
Deal found 6/3![Copa Airlines logo]()
$536
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/287:00 am
PHL
- SJU
1 stop9h 55m
Southwest
Mon 9/76:30 am
SJU
- PHL
2 stops10h 55m
Southwest
Deal found 6/4![Southwest logo]()
$384
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/257:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Sun 6/287:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 6/3![Delta logo]()
$387
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated June 7, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated June 7, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/2911:15 pm
MCO
- SJU
Nonstop2h 54m
Frontier
Wed 7/88:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/3![Frontier logo]()
$225
This Frontier deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 6/295:01 am
MCO
- SJU
Nonstop2h 54m
Frontier
Tue 7/73:36 pm
SJU
- MCO
1 stop8h 45m
Frontier
Deal found 6/4![Frontier logo]()
$242
This Cheapflightsfares deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/410:25 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Thu 7/99:30 pm
SJU
- EWR
Nonstop4h 02m
JetBlue
Deal found 6/5![JetBlue logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/55:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Fri 7/1010:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/4![Frontier logo]()
$232
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/55:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Tue 7/78:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/2![Frontier logo]()
$235
This Super.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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.
Sun 7/55:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Wed 7/87:34 am
SJU
- MCO
1 stop16h 25m
Frontier
Deal found 6/4![Frontier logo]()
$237
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/209:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Thu 7/239:30 pm
SJU
- EWR
Nonstop4h 02m
JetBlue
Deal found 6/5![JetBlue logo]()
$267
This Cheapflightsfares deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/214:35 pm
MCO
- SJU
Nonstop3h 07m
Frontier
Fri 7/316:09 pm
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 6/4![Frontier logo]()
$240
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.
Sat 7/254:35 pm
MCO
- SJU
Nonstop3h 07m
Frontier
Mon 8/310:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/2![Frontier logo]()
$228
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/283:38 pm
MCO
- SJU
1 stop8h 29m
Frontier
Tue 8/43:36 pm
SJU
- MCO
1 stop8h 45m
Frontier
Deal found 6/6![Frontier logo]()
$248
This Cheapflightsfares deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/292:21 pm
MCO
- SJU
Nonstop3h 10m
Frontier
Wed 8/194:05 pm
SJU
- MCO
Nonstop3h 15m
Frontier
Deal found 6/3![Frontier logo]()
$226
This Cheapflightsfares deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/292:21 pm
MCO
- SJU
Nonstop3h 10m
Frontier
Wed 8/54:08 pm
SJU
- MCO
Nonstop3h 14m
Frontier
Deal found 6/6![Frontier logo]()
$246
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 7, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/3111:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Deal found 6/5![Frontier logo]()
$90
This Trip.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.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 6/3![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/2811:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Deal found 6/4![Frontier logo]()
$103
This Super.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 6/3011:15 pm
MCO
- SJU
Nonstop2h 54m
Frontier
Deal found 6/4![Frontier logo]()
$111
This Cheapflightsfares deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:29 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/4![Frontier logo]()
$111
This Cheapflightsfares deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 6/295:01 am
MCO
- SJU
Nonstop2h 54m
Frontier
Deal found 6/4![Frontier logo]()
$112
This iWofly deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/174:25 pm
MCO
- SJU
Nonstop3h 07m
Frontier
Deal found 6/3![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 9/111:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Deal found 6/4![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/3![Frontier logo]()
$115
This Cheapflightsfares deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 9/27:47 pm
PHL
- SJU
Nonstop4h 10m
Frontier
Deal found 6/7![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/2011:00 pm
MCO
- SJU
Nonstop2h 54m
Frontier
Deal found 6/5![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 6/7![Frontier logo]()
$118
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 7, 2026.
Round-trip from | $197 (Frontier) |
|---|---|
One-way from | $90 (Kiwi.com) |
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 7, 2026.
Use the filters below to find and compare flights from the United States to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 8/25
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Fri 8/28
7:30 am-11:25 am
Nonstop3h 55m
$302
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 8/26
10:45 am-8:38 pm
1 stop9h 53m
San Juan Luis Munoz Marin Intl
Tue 9/1
1:00 am-5:04 am
Nonstop4h 04m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 8/5
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sat 8/8
7:30 am-11:25 am
Nonstop3h 55m
$307
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Wed 8/26
10:20 am-10:00 pm
2 stops11h 40m
San Juan Luis Munoz Marin Intl
Sun 8/30
6:00 am-5:15 pm
2 stops11h 15m
$326
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Wed 8/26
10:45 am-10:00 pm
2 stops11h 15m
San Juan Luis Munoz Marin Intl
Sun 8/30
5:00 am-11:05 am
1 stop6h 05m
$326
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 8/17
6:00 pm-10:08 pm
Nonstop4h 08m
San Juan Luis Munoz Marin Intl
Fri 8/21
3:22 pm-11:19 pm
1 stop7h 57m
$346
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sun 8/30
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Sat 9/5
4:55 pm-11:59 pm
1 stop7h 04m
$346
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 8/19
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sun 8/23
7:30 am-11:25 am
Nonstop3h 55m
$347
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 7/18
8:29 pm-12:42 am
Nonstop4h 13m
San Juan Luis Munoz Marin Intl
Thu 7/23
5:01 am-8:54 am
Nonstop3h 53m
$351
Quickest round-trip
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 12/3
6:05 am-9:55 am
Nonstop2h 50m
San Juan Luis Munoz Marin Intl
Mon 12/7
4:25 pm-6:40 pm
Nonstop3h 15m
$355
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
MCO-SJU
JFK-SJU
EWR-SJU
JFK-PUJ
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
MCO-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 7, 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 7, 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.
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.2
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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Complete your trip
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Top countries
Top destinations
Alternative routes for USA to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from USA to Caribbean by cabin class
Find flights from USA to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
USA and Caribbean flights
Browse other USA and Caribbean flight options. Last updated on June 7, 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 7, 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% |