$76+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
May 9 — May 161
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 April 9, 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 April 9, 2026.
This CheapOair deal was found by Cheapflights users on 4/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/911:30 am
EWR
- SJU
1 stop11h 13m
Multiple Airlines
Sun 5/1012:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$213
This Priceline deal was found by Cheapflights users on 4/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:55 pm
EWR
- SJU
1 stop14h 58m
Multiple Airlines
Sun 4/193:19 pm
SJU
- EWR
1 stop21h 40m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Sat 5/305:15 pm
SJU
- EWR
1 stop8h 03m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$215
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:30 am
EWR
- SJU
1 stop14h 38m
Multiple Airlines
Mon 5/1112:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1311:30 am
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Wed 4/2210:50 am
SJU
- EWR
Nonstop4h 10m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$217
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Sat 5/25:45 am
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Sun 5/1012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$218
This CheapOair deal was found by Cheapflights users on 4/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Wed 5/2012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/4![Spirit Airlines logo]()
$219
This Cheapflightsfares deal was found by Cheapflights users on 4/5. 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.
Fri 5/11:19 pm
EWR
- SJU
1 stop12h 47m
Spirit Airlines
Sun 5/1012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/5![Spirit Airlines logo]()
$220
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Mon 6/16:09 pm
SJU
- EWR
1 stop16h 23m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$221
This Booking.com deal was found by Cheapflights users on 4/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:06 am
EWR
- SJU
1 stop11h 53m
Spirit Airlines
Wed 4/2212:57 pm
SJU
- EWR
1 stop10h 50m
Spirit Airlines
Deal found 4/5![Spirit Airlines logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Fri 6/51:30 pm
EWR
- SJU
1 stop15h 19m
Frontier
Wed 6/105:15 pm
SJU
- EWR
1 stop7h 50m
Frontier
Deal found 4/6![Frontier logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
Fri 5/110:55 pm
LGA
- SJU
2 stops23h 53m
Frontier
Tue 5/58:30 am
SJU
- LGA
1 stop11h 00m
Frontier
Deal found 4/4![Frontier logo]()
$224
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 April 9, 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 April 9, 2026.
This Delta deal was found by Cheapflights users on 4/5. 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.
Sat 4/187:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Tue 4/217:15 am
SJU
- JFK
Nonstop4h 03m
Delta
Deal found 4/5![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 4/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/58:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Fri 5/81:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/6![United Airlines logo]()
$327
This Arajet deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” 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.
Sun 4/2612:00 pm
EWR
- SDQ
1 stop10h 15m
Multiple Airlines
Fri 5/226:10 am
SDQ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$334
This Southwest deal was found by Cheapflights users on 4/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2611:25 am
LGA
- SJU
2 stops9h 40m
Southwest
Fri 5/295:05 am
SJU
- LGA
2 stops10h 45m
Southwest
Deal found 4/5![Southwest logo]()
$384
This American Airlines deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:29 pm
EWR
- AUA
2 stops18h 04m
American Airlines
Wed 6/35:59 pm
AUA
- EWR
2 stops18h 38m
American Airlines
Deal found 4/8![American Airlines logo]()
$396
This Arajet deal was found by Cheapflights users on 4/5. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:00 pm
EWR
- PUJ
Nonstop4h 19m
Arajet
Thu 5/147:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 4/5![Arajet logo]()
$425
This Copa Airlines deal was found by Cheapflights users on 4/3. 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.
Mon 5/44:10 am
JFK
- PUJ
1 stop13h 24m
Copa Airlines
Sun 5/105:35 am
PUJ
- JFK
1 stop22h 24m
Copa Airlines
Deal found 4/3![Copa Airlines logo]()
$428
This JetBlue deal was found by Cheapflights users on 4/3. 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.
Sun 4/266:00 am
JFK
- SDQ
1 stop6h 28m
JetBlue
Sun 6/149:41 pm
SDQ
- JFK
1 stop11h 13m
JetBlue
Deal found 4/3![JetBlue logo]()
$453
This Delta deal was found by Cheapflights users on 4/4. 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.
Sat 5/27:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Tue 5/57:15 am
SJU
- JFK
Nonstop4h 03m
Delta
Deal found 4/4![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Wed 5/61:25 pm
SJU
- EWR
Nonstop4h 14m
United Airlines
Deal found 4/8![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 4/4. 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.
Sat 5/97:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Sat 5/167:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 4/4![Delta logo]()
$307
This Arajet deal was found by Cheapflights users on 4/5. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2612:00 pm
EWR
- SDQ
1 stop10h 15m
Multiple Airlines
Thu 5/211:45 pm
SDQ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$343
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Thu 6/187:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Sun 6/211:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/5![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” 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 4/227:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Sat 4/257:15 am
SJU
- JFK
Nonstop4h 03m
Delta
Deal found 4/8![Delta logo]()
$317
This Arajet deal was found by Cheapflights users on 4/4. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Wed 10/71:35 am
PUJ
- EWR
1 stop8h 55m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 4/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1211:25 am
LGA
- SJU
2 stops9h 40m
Southwest
Wed 5/205:35 am
SJU
- LGA
2 stops10h 25m
Southwest
Deal found 4/7![Southwest logo]()
$391
This Arajet deal was found by Cheapflights users on 4/5. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:00 pm
EWR
- PUJ
1 stop8h 00m
Multiple Airlines
Sat 9/197:10 pm
PUJ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$350
This Copa Airlines deal was found by Cheapflights users on 4/5. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/123:32 pm
JFK
- PUJ
1 stop10h 35m
Copa Airlines
Sun 5/175:35 am
PUJ
- JFK
1 stop22h 24m
Copa Airlines
Deal found 4/5![Copa Airlines logo]()
$428
This United Airlines deal was found by Cheapflights users on 4/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:07 am
EWR
- PUJ
Nonstop4h 04m
United Airlines
Thu 5/216:45 pm
PUJ
- EWR
Nonstop4h 12m
United Airlines
Deal found 4/4![United Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 4/6. 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.
Sun 5/36:00 am
LGA
- SJU
2 stops10h 30m
Southwest
Sat 5/96:25 am
SJU
- LGA
2 stops10h 50m
Southwest
Deal found 4/6![Southwest logo]()
$394
This Delta deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” 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 6/27:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Thu 6/47:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 4/8![Delta logo]()
$327
This JetBlue deal was found by Cheapflights users on 4/7. 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.
Mon 4/276:30 pm
JFK
- STI
Nonstop4h 02m
JetBlue
Fri 5/12:15 pm
STI
- JFK
Nonstop3h 46m
JetBlue
Deal found 4/7![JetBlue logo]()
$453
This Arajet deal was found by Cheapflights users on 4/5. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/312:00 pm
EWR
- SDQ
1 stop10h 15m
Multiple Airlines
Thu 5/286:10 am
SDQ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$353
This Copa Airlines deal was found by Cheapflights users on 4/4. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/303:32 pm
JFK
- PUJ
1 stop10h 35m
Copa Airlines
Tue 6/211:46 am
PUJ
- JFK
1 stop16h 13m
Copa Airlines
Deal found 4/4![Copa Airlines logo]()
$434
This Southwest deal was found by Cheapflights users on 4/4. 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 7/33:00 pm
LGA
- SJU
2 stops10h 20m
Southwest
Fri 7/106:00 am
SJU
- LGA
1 stop13h 10m
Southwest
Deal found 4/4![Southwest logo]()
$400
This United Airlines deal was found by Cheapflights users on 4/5. 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 5/316:00 am
EWR
- AUA
1 stop9h 30m
United Airlines
Fri 6/54:30 pm
AUA
- EWR
1 stop7h 29m
United Airlines
Deal found 4/5![United Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 4/4. 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.
Sun 4/127:53 pm
JFK
- SJU
Nonstop4h 06m
Delta
Fri 4/177:15 am
SJU
- JFK
Nonstop4h 03m
Delta
Deal found 4/4![Delta logo]()
$337
This Arajet deal was found by Cheapflights users on 4/4. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/812:00 pm
EWR
- SDQ
Nonstop4h 30m
Multiple Airlines
Thu 5/141:45 pm
SDQ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$355
This Copa Airlines deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” 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.
Thu 5/286:00 am
JFK
- PUJ
1 stop11h 34m
Copa Airlines
Mon 6/111:46 am
PUJ
- JFK
1 stop13h 14m
Copa Airlines
Deal found 4/8![Copa Airlines logo]()
$443
This JetBlue deal was found by Cheapflights users on 4/4. 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.
Fri 6/58:55 pm
JFK
- STI
Nonstop4h 04m
JetBlue
Sat 6/133:00 pm
STI
- JFK
Nonstop3h 59m
JetBlue
Deal found 4/4![JetBlue logo]()
$488
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated April 9, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated April 9, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 4/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:55 pm
EWR
- SJU
1 stop14h 58m
Multiple Airlines
Sun 4/193:19 pm
SJU
- EWR
1 stop21h 40m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1311:30 am
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Wed 4/2210:50 am
SJU
- EWR
Nonstop4h 10m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$217
This Booking.com deal was found by Cheapflights users on 4/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:06 am
EWR
- SJU
1 stop11h 53m
Spirit Airlines
Wed 4/2212:57 pm
SJU
- EWR
1 stop10h 50m
Spirit Airlines
Deal found 4/5![Spirit Airlines logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 4/5. 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.
Fri 5/11:19 pm
EWR
- SJU
1 stop12h 47m
Spirit Airlines
Sun 5/1012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/5![Spirit Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
Fri 5/110:55 pm
LGA
- SJU
2 stops23h 53m
Frontier
Tue 5/58:30 am
SJU
- LGA
1 stop11h 00m
Frontier
Deal found 4/4![Frontier logo]()
$224
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Sat 5/25:45 am
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Sun 5/1012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$218
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:30 am
EWR
- SJU
1 stop14h 38m
Multiple Airlines
Mon 5/1112:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$216
This CheapOair deal was found by Cheapflights users on 4/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/911:30 am
EWR
- SJU
1 stop14h 38m
Multiple Airlines
Tue 5/1212:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$213
This Priceline deal was found by Cheapflights users on 4/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Sat 5/1612:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/5![Spirit Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/175:55 am
EWR
- SJU
1 stop8h 12m
Multiple Airlines
Sat 5/3012:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$215
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Mon 6/16:09 pm
SJU
- EWR
1 stop16h 23m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$221
This Booking.com deal was found by Cheapflights users on 4/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Fri 6/55:15 pm
SJU
- EWR
1 stop8h 03m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$223
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 April 9, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 9, 2026.
This Booking.com deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” 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 4/256:00 am
EWR
- AUA
1 stop8h 36m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$76
This Cheapflightsfares deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” 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 5/86:00 am
EWR
- AUA
1 stop8h 36m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$93
This CheapOair deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
EWR
- AUA
1 stop8h 36m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$94
This Trip.com deal was found by Cheapflights users on 4/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/219:59 am
LGA
- SJU
1 stop8h 00m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 4/7![Arajet logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” 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 4/159:59 am
LGA
- SJU
1 stop14h 59m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$96
This Frontier deal was found by Cheapflights users on 4/7. 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.
Sun 4/1212:59 pm
JFK
- SJU
Nonstop3h 57m
Frontier
Deal found 4/7![Frontier logo]()
$98
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:25 pm
LGA
- SJU
1 stop13h 23m
Frontier
Deal found 4/6![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 4/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:25 pm
LGA
- SJU
1 stop13h 29m
Frontier
Deal found 4/6![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” 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 5/46:00 am
EWR
- AUA
1 stop8h 36m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$99
This Trip.com deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” 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 4/187:57 pm
LGA
- SJU
Nonstop4h 02m
Frontier
Deal found 4/8![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 4/5. 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.
Sun 4/125:55 pm
EWR
- SJU
1 stop14h 58m
Spirit Airlines
Deal found 4/5![Spirit Airlines logo]()
$101
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 April 9, 2026.
Round-trip from | $213 (CheapOair) |
|---|---|
One-way from | $76 (Booking.com) |
Popular in | December |
Cheapest in | October |
Average price | $339 |
Good round-trip deal | $195 or less |
Good one-way deal | $76 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 April 9, 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
Sat 4/18
7:38 pm-11:59 pm
Nonstop4h 21m
San Juan Luis Munoz Marin Intl
Tue 4/21
7:15 am-11:18 am
Nonstop4h 03m
$302
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 5/2
7:38 pm-11:59 pm
Nonstop4h 21m
San Juan Luis Munoz Marin Intl
Tue 5/5
7:15 am-11:18 am
Nonstop4h 03m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 5/9
7:20 pm-11:35 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Sat 5/16
7:05 am-11:03 am
Nonstop3h 58m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 4/22
7:38 pm-11:59 pm
Nonstop4h 21m
San Juan Luis Munoz Marin Intl
Sat 4/25
7:15 am-11:18 am
Nonstop4h 03m
$317
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 5/5
8:00 am-12:04 pm
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Fri 5/8
1:00 am-5:10 am
Nonstop4h 10m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Fri 5/1
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Wed 5/6
1:25 pm-5:39 pm
Nonstop4h 14m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Thu 6/18
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Sun 6/21
1:00 am-5:10 am
Nonstop4h 10m
$327
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 6/2
7:20 pm-11:35 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Thu 6/4
7:05 am-11:03 am
Nonstop3h 58m
$327
NewarkSanto Domingo
EWR - SDQ
EWRSDQ
Newark
Sun 4/26
12:00 pm-10:15 pm
1 stop10h 15m
Santo Domingo Las Americas
Fri 5/22
6:10 am-10:30 am
Nonstop4h 20m
$334
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 4/12
7:53 pm-11:59 pm
Nonstop4h 06m
San Juan Luis Munoz Marin Intl
Fri 4/17
7:15 am-11:18 am
Nonstop4h 03m
$337
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.
EWR-SJU
LGA-SJU
EWR-AUA
EWR-SDQ
JFK-SDQ
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
EWR-SJU
LGA-SJU
EWR-AUA
EWR-SDQ
What is the cheapest month to book a flight from USA to Caribbean?
Currently, January is the cheapest month in which you can book a flight from USA to Caribbean (average of $93). Flying from USA to Caribbean in August is currently the most expensive (average of $124). 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 April 9, 2026.
One of the essential ways to save on airfare from USA to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 20% on airfare.
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 April 4, 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. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from USA to Caribbean
Explore weekly flight availability from USA to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 9, 2026.
The most flights from US0 to 0CB are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
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 April 9, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue from the United States to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
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 April 9, 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 April 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$361 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$89 | Average$409 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$312 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$129 | Average$749 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$131 | Average$573 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$144 | Average$483 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$145 | Average$514 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$155 | Average$328 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$160 | Average$430 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$614 | FlexibilityNo cancel fee | On-time71% |