$88+ 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
Aug 1 — Aug 81
Round-trip
1 adult, Economy
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Find cheap flights from USA to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from USA to Caribbean
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Cheapest flights from USA to CaribbeanExplore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 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 July 2, 2026.
This Priceline deal was found by Cheapflights users on 6/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/710:55 pm
MCO
- SJU
Nonstop2h 55m
Frontier
Sat 10/101:59 am
SJU
- MCO
1 stop18h 41m
Frontier
Deal found 6/29![Frontier logo]()
$237
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Mon 7/2710:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/28![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 eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:38 am
MCO
- SJU
1 stop14h 45m
Frontier
Wed 7/225:45 pm
SJU
- MCO
1 stop25h 26m
Frontier
Deal found 6/27![Frontier logo]()
$241
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.
Sun 9/2710:55 pm
MCO
- SJU
Nonstop2h 55m
Frontier
Thu 10/299:03 am
SJU
- MCO
Nonstop3h 10m
Frontier
Deal found 6/27![Frontier logo]()
$242
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.
Fri 10/25:05 am
MCO
- SJU
Nonstop2h 53m
Frontier
Mon 10/262:55 am
SJU
- MCO
Nonstop3h 03m
Frontier
Deal found 6/27![Frontier logo]()
$243
This Trip.com deal was found by Cheapflights users on 6/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:01 am
MCO
- SJU
1 stop13h 48m
Frontier
Tue 9/812:11 pm
SJU
- MCO
Nonstop3h 14m
Frontier
Deal found 6/29![Frontier logo]()
$244
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:30 am
MCO
- SJU
1 stop16h 37m
Frontier
Tue 7/213:36 pm
SJU
- MCO
1 stop27h 52m
Frontier
Deal found 6/28![Frontier logo]()
$246
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Sat 9/58:05 am
MCO
- SJU
Nonstop3h 01m
Frontier
Sat 9/126:31 pm
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 7/2![Frontier logo]()
$247
This Frontier deal was found by Cheapflights users on 6/30. 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 10/105:45 pm
MCO
- SJU
Nonstop2h 59m
Frontier
Fri 10/162:58 am
SJU
- MCO
Nonstop3h 03m
Frontier
Deal found 6/30![Frontier logo]()
$248
This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:44 pm
MCO
- SJU
Nonstop3h 05m
Frontier
Mon 8/247:14 pm
SJU
- MCO
1 stop26h 57m
Frontier
Deal found 6/30![Frontier logo]()
$249
This SmartFares deal was found by Cheapflights users on 7/1. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:29 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Mon 8/315:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/1![JetBlue logo]()
$282
Best flights from USA to CaribbeanDiscover carefully curated flight deals from USA to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 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 July 2, 2026.
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.
Wed 7/228:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Fri 7/2412:04 pm
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 6/27![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 6/30. 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 8/277:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Mon 8/317:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/30![Delta logo]()
$317
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.
Tue 8/186:00 am
LGA
- SJU
2 stops10h 25m
Southwest
Tue 8/2511:50 am
SJU
- LGA
2 stops10h 40m
Southwest
Deal found 6/28![Southwest logo]()
$325
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:00 am
EWR
- SJU
Nonstop3h 57m
United Airlines
Mon 10/56:45 pm
SJU
- EWR
Nonstop4h 01m
United Airlines
Deal found 6/30![United Airlines logo]()
$347
This Copa Airlines deal was found by Cheapflights users on 7/1. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:32 pm
JFK
- STI
1 stop23h 26m
Copa Airlines
Mon 9/284:12 pm
STI
- JFK
1 stop11h 47m
Copa Airlines
Deal found 7/1![Copa Airlines logo]()
$548
This Avianca deal was found by Cheapflights users on 7/1. 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.
Sun 7/121:30 am
JFK
- AUA
1 stop9h 15m
Avianca
Wed 7/2211:50 am
AUA
- JFK
1 stop11h 55m
Avianca
Deal found 7/1![Avianca logo]()
$595
This JetBlue deal was found by Cheapflights users on 6/29. 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 8/78:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Sat 8/85:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 6/29![JetBlue logo]()
$312
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.
Mon 8/178:00 am
JFK
- SJU
Nonstop4h 08m
Delta
Fri 9/45:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 6/28![Delta logo]()
$332
This JetBlue deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am
EWR
- SJU
Nonstop3h 58m
JetBlue
Wed 9/24:56 pm
SJU
- EWR
Nonstop4h 04m
JetBlue
Deal found 6/30![JetBlue logo]()
$312
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:00 am
MCO
- SJU
2 stops13h 05m
Southwest
Mon 9/286:00 am
SJU
- MCO
2 stops10h 45m
Southwest
Deal found 7/1![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:36 pm
EWR
- SJU
Nonstop4h 00m
United Airlines
Tue 12/15:50 pm
SJU
- EWR
1 stop6h 49m
United Airlines
Deal found 6/29![United Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:35 pm
MCO
- SJU
1 stop8h 20m
Southwest
Tue 9/86:00 am
SJU
- MCO
2 stops16h 00m
Southwest
Deal found 7/1![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Sun 11/110:00 am
LGA
- SJU
1 stop10h 00m
United Airlines
Sat 11/77:40 am
SJU
- LGA
1 stop10h 00m
United Airlines
Deal found 6/30![United Airlines logo]()
$356
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 Delta deal was found by Cheapflights users on 7/1. 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.
Tue 7/147:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Fri 7/175:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 7/1![Delta logo]()
$382
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 JetBlue deal was found by Cheapflights users on 7/1. 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.
Mon 8/172:59 pm
JFK
- SJU
1 stop8h 59m
JetBlue
Sat 8/225:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/1![JetBlue logo]()
$339
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.
Fri 9/1812:45 pm
MCO
- SJU
2 stops10h 05m
Southwest
Sun 9/205:30 am
SJU
- MCO
1 stop7h 30m
Southwest
Deal found 6/28![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 7/1. 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.
Tue 7/147:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Thu 7/167:35 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/1![Delta logo]()
$382
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 10/218:10 am
LGA
- SJU
2 stops12h 28m
United Airlines
Sun 10/256:40 am
SJU
- LGA
1 stop12h 25m
United Airlines
Deal found 6/27![United Airlines logo]()
$371
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.
Thu 9/1012:15 pm
MCO
- SJU
2 stops10h 35m
Southwest
Mon 9/216:00 am
SJU
- MCO
2 stops11h 50m
Southwest
Deal found 6/27![Southwest logo]()
$374
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.
Fri 10/239:50 am
JFK
- SJU
Nonstop3h 59m
JetBlue
Sun 10/257:00 pm
SJU
- JFK
Nonstop4h 04m
JetBlue
Deal found 6/27![JetBlue logo]()
$347
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 11/57:40 pm
JFK
- SJU
Nonstop4h 16m
Delta
Tue 11/107:15 am
SJU
- JFK
Nonstop4h 10m
Delta
Deal found 7/1![Delta logo]()
$392
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.
Thu 9/311:00 am
MCO
- SJU
2 stops11h 50m
Southwest
Sun 9/66:00 am
SJU
- MCO
1 stop9h 40m
Southwest
Deal found 6/27![Southwest logo]()
$374
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 Copa Airlines deal was found by Cheapflights users on 7/1. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:32 pm
JFK
- PUJ
1 stop26h 08m
Copa Airlines
Mon 10/56:01 pm
PUJ
- JFK
1 stop19h 59m
Copa Airlines
Deal found 7/1![Copa Airlines logo]()
$559
This JetBlue deal was found by Cheapflights users on 7/1. 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.
Fri 8/711:00 am
EWR
- SJU
Nonstop3h 57m
JetBlue
Fri 8/146:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 7/1![JetBlue logo]()
$351
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 12/36:51 pm
JFK
- SJU
Nonstop4h 04m
Delta
Mon 12/76:30 pm
SJU
- JFK
Nonstop4h 19m
Delta
Deal found 7/1![Delta logo]()
$392
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.
Tue 9/298:40 am
MCO
- SJU
2 stops10h 20m
Southwest
Sun 10/411:30 am
SJU
- MCO
1 stop9h 25m
Southwest
Deal found 6/28![Southwest logo]()
$374
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Wed 7/157:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Sun 7/191:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 6/30![United Airlines logo]()
$389
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated July 2, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated July 2, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/911:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Mon 7/138:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 7/2![Frontier logo]()
$252
This eDestinos deal was found by Cheapflights users on 6/30. 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.
Tue 7/146:15 am
MCO
- SJU
1 stop17h 43m
Frontier
Tue 7/216:44 am
SJU
- MCO
1 stop17h 12m
Frontier
Deal found 6/30![Frontier logo]()
$246
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:38 am
MCO
- SJU
1 stop14h 45m
Frontier
Wed 7/225:45 pm
SJU
- MCO
1 stop25h 26m
Frontier
Deal found 6/27![Frontier logo]()
$241
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Tue 7/288:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/28![Frontier logo]()
$239
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/213:38 pm
MCO
- SJU
1 stop8h 29m
Frontier
Mon 7/277:34 am
SJU
- MCO
1 stop16h 35m
Frontier
Deal found 6/28![Frontier logo]()
$245
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 7/296:30 am
MCO
- SJU
1 stop10h 10m
Frontier
Tue 8/45:45 pm
SJU
- MCO
1 stop17h 07m
Frontier
Deal found 7/2![Frontier logo]()
$253
This Super.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Sat 8/159:02 am
SJU
- MCO
Nonstop3h 04m
Frontier
Deal found 7/1![Frontier logo]()
$254
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Fri 8/74:25 pm
MCO
- SJU
Nonstop3h 07m
Frontier
Fri 8/143:10 am
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 7/2![Frontier logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Tue 8/255:37 pm
SJU
- MCO
2 stops24h 56m
Frontier
Deal found 6/30![Frontier logo]()
$237
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/189:00 pm
MCO
- SJU
1 stop9h 44m
Frontier
Wed 8/2610:39 am
SJU
- MCO
1 stop21h 04m
Frontier
Deal found 6/28![Frontier logo]()
$256
This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:44 pm
MCO
- SJU
Nonstop3h 05m
Frontier
Mon 8/247:14 pm
SJU
- MCO
1 stop26h 57m
Frontier
Deal found 6/30![Frontier logo]()
$249
This SmartFares deal was found by Cheapflights users on 7/1. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:29 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Mon 8/315:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/1![JetBlue logo]()
$282
One-way flights from USA to CaribbeanSearch for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 2, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 2, 2026.
This Booking.com deal was found by Cheapflights users on 6/30. 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 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 6/30![Arajet logo]()
$88
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2511:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 6/28![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 Cheapflightsfares deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:18 am
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 6/30![Frontier logo]()
$122
This Frontier deal was found by Cheapflights users on 6/30. 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 9/58:05 am
MCO
- SJU
Nonstop3h 01m
Frontier
Deal found 6/30![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.
Wed 9/2310:32 am
MCO
- SJU
2 stops13h 25m
Frontier
Deal found 6/28![Frontier logo]()
$125
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Sat 7/1111:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 7/2![Frontier logo]()
$126
This Frontier deal was found by Cheapflights users on 7/2. 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.
Tue 9/297:10 am
MCO
- SJU
1 stop8h 15m
Frontier
Deal found 7/2![Frontier logo]()
$128
This Booking.com deal was found by Cheapflights users on 7/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:38 am
MCO
- SJU
1 stop14h 45m
Frontier
Deal found 7/1![Frontier logo]()
$129
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.
Fri 7/2411:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 6/28![Frontier logo]()
$130
This eDestinos deal was found by Cheapflights users on 6/30. 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.
Mon 7/278:59 pm
MCO
- SJU
1 stop9h 45m
Frontier
Deal found 6/30![Frontier logo]()
$131
This eDestinos deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/152:21 pm
MCO
- SJU
Nonstop3h 10m
Frontier
Deal found 7/2![Frontier logo]()
$132
Find flight deals from USA to Caribbean
Keep the following information in mind while searching for USA to Caribbean flight deals. Data was last updated July 2, 2026.
Round-trip from | $237 (Priceline) |
|---|---|
One-way from | $88 (Booking.com) |
Popular in | May |
Cheapest in | October |
Average price | $351 |
Good round-trip deal | $198 or less |
Good one-way deal | $79 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from USA to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 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
Wed 7/22
8:00 pm-12:13 am
Nonstop4h 13m
San Juan Luis Munoz Marin Intl
Fri 7/24
12:04 pm-4:01 pm
Nonstop3h 57m
$297
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Fri 8/7
8:00 pm-12:13 am
Nonstop4h 13m
San Juan Luis Munoz Marin Intl
Sat 8/8
5:01 am-8:54 am
Nonstop3h 53m
$312
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 8/26
6:00 am-9:58 am
Nonstop3h 58m
San Juan Luis Munoz Marin Intl
Wed 9/2
4:56 pm-9:00 pm
Nonstop4h 04m
$312
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Thu 8/27
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Mon 8/31
7:30 am-11:25 am
Nonstop3h 55m
$317
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Tue 8/18
6:00 am-4:25 pm
2 stops10h 25m
San Juan Luis Munoz Marin Intl
Tue 8/25
11:50 am-10:30 pm
2 stops10h 40m
$325
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 8/17
8:00 am-12:08 pm
Nonstop4h 08m
San Juan Luis Munoz Marin Intl
Fri 9/4
5:50 pm-10:04 pm
Nonstop4h 14m
$332
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
Mon 8/17
2:59 pm-11:58 pm
1 stop8h 59m
San Juan Luis Munoz Marin Intl
Sat 8/22
5:01 am-8:54 am
Nonstop3h 53m
$339
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 9/24
10:00 am-11:05 pm
2 stops13h 05m
San Juan Luis Munoz Marin Intl
Mon 9/28
6:00 am-4:45 pm
2 stops10h 45m
$346
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Sat 9/5
1:35 pm-9:55 pm
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Tue 9/8
6:00 am-10:00 pm
2 stops16h 00m
$346
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
JFK-SJU
EWR-AUA
LGA-SJU
EWR-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
JFK-SJU
EWR-AUA
LGA-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 July 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 22% 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 27, 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 July 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.
Entertainment
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
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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Top destinations
Alternative routes for USA to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from USA to Caribbean by cabin class
Find flights from USA to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
USA and Caribbean flights
Browse other USA and Caribbean flight options. Last updated on July 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 July 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$410 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$324 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$571 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$112 | Average$307 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$512 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$129 | Average$757 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$144 | Average$479 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$154 | Average$500 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$622 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$577 | FlexibilityNo cancel fee | On-time69% |