$105+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Aug 17 — Aug 241
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 18, 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 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/316:15 am
PHL
- SJU
Nonstop4h 04m
Frontier
Wed 9/25:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/18![Frontier logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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
Thu 9/172:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 7/16![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 9/912:58 pm
PHL
- SJU
1 stop10h 59m
Frontier
Wed 9/166:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 7/16![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:58 pm
PHL
- SJU
1 stop10h 59m
Frontier
Wed 9/306:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 7/16![Frontier logo]()
$216
This Super.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/226:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/16![Frontier logo]()
$217
This CheapOair deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Thu 8/1310:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sun 8/236:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/15![Frontier logo]()
$218
This Expedia deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:30 am
MCO
- SJU
1 stop10h 10m
Frontier
Sat 8/158:37 pm
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 7/16![Frontier logo]()
$220
This Cheapflightsfares deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sun 8/26:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/14![Frontier logo]()
$220
This Cheapflightsfares deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/411:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Wed 9/236:15 am
SJU
- MCO
1 stop11h 47m
Frontier
Deal found 7/16![Frontier logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 10/1911:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Tue 10/205:12 pm
SJU
- PHL
2 stops14h 24m
Frontier
Deal found 7/14![Frontier logo]()
$221
This Cheapflightsfares deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/15:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Mon 8/310:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 7/17![Frontier logo]()
$222
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:03 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Sat 7/255:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/14![Frontier logo]()
$222
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 18, 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 18, 2026.
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/2112:45 pm
MCO
- SJU
1 stop10h 05m
Southwest
Mon 8/245:45 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/16![Southwest logo]()
$258
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 9/312:40 pm
JFK
- SJU
Nonstop3h 53m
Delta
Wed 9/91:21 pm
SJU
- JFK
Nonstop4h 09m
Delta
Deal found 7/16![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/286:10 am
LGA
- SJU
2 stops14h 28m
United Airlines
Tue 9/17:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 7/14![United Airlines logo]()
$296
This JetBlue deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/168:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Thu 8/205:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/13![JetBlue logo]()
$297
This Arajet deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 10/2212:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Sat 10/242:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$481
This Arajet deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Tue 9/812:59 am
EWR
- AUA
1 stop18h 31m
Arajet
Sun 9/2011:00 am
AUA
- EWR
2 stops23h 30m
Arajet
Deal found 7/15![Arajet logo]()
$482
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 9/121:10 pm
MCO
- SJU
2 stops8h 45m
Southwest
Fri 9/188:55 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/17![Southwest logo]()
$258
This Copa Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 9/1010:00 am
JFK
- PUJ
1 stop24h 44m
Copa Airlines
Sun 9/205:41 am
PUJ
- JFK
1 stop19h 19m
Copa Airlines
Deal found 7/17![Copa Airlines logo]()
$559
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:35 pm
MCO
- SJU
1 stop8h 20m
Southwest
Sun 8/309:25 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/16![Southwest logo]()
$258
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 10/158:00 am
JFK
- SJU
Nonstop3h 56m
Delta
Sun 10/187:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Deal found 7/17![Delta logo]()
$287
This JetBlue deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/259:55 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Wed 9/93:00 pm
SJU
- EWR
Nonstop4h 08m
JetBlue
Deal found 7/17![JetBlue logo]()
$307
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:15 am
MCO
- SJU
Nonstop2h 55m
Southwest
Wed 8/266:00 am
SJU
- MCO
2 stops12h 10m
Southwest
Deal found 7/17![Southwest logo]()
$262
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 10/2810:00 am
LGA
- SJU
2 stops11h 22m
United Airlines
Sun 11/18:25 am
SJU
- LGA
1 stop8h 40m
United Airlines
Deal found 7/16![United Airlines logo]()
$332
This JetBlue deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/178:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Sat 8/225:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/17![JetBlue logo]()
$317
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 11/123:10 pm
MCO
- SJU
1 stop8h 55m
Southwest
Mon 11/166:15 am
SJU
- MCO
2 stops8h 45m
Southwest
Deal found 7/17![Southwest logo]()
$262
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 11/126:54 pm
JFK
- SJU
Nonstop4h 01m
Delta
Mon 11/166:30 pm
SJU
- JFK
Nonstop4h 17m
Delta
Deal found 7/13![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Wed 9/237:00 am
SJU
- EWR
1 stop11h 31m
United Airlines
Deal found 7/13![United Airlines logo]()
$332
This JetBlue deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/136:30 pm
JFK
- SJU
Nonstop4h 16m
JetBlue
Sun 8/165:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/15![JetBlue logo]()
$317
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/12:10 pm
MCO
- SJU
1 stop9h 35m
Southwest
Wed 8/57:00 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/17![Southwest logo]()
$270
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 9/108:35 am
JFK
- SJU
1 stop8h 14m
Delta
Sun 9/137:30 am
SJU
- JFK
Nonstop3h 53m
Delta
Deal found 7/13![Delta logo]()
$336
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:45 am
EWR
- SJU
1 stop9h 53m
United Airlines
Sun 9/67:00 am
SJU
- EWR
1 stop11h 31m
United Airlines
Deal found 7/17![United Airlines logo]()
$344
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/199:55 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Tue 8/256:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 7/14![JetBlue logo]()
$337
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/2512:45 pm
MCO
- SJU
2 stops10h 05m
Southwest
Sun 9/276:00 am
SJU
- MCO
2 stops12h 15m
Southwest
Deal found 7/14![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 9/188:00 am
JFK
- SJU
Nonstop4h 03m
Delta
Mon 9/212:59 pm
SJU
- JFK
1 stop10h 00m
Delta
Deal found 7/16![Delta logo]()
$346
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:47 pm
EWR
- SJU
Nonstop4h 03m
United Airlines
Tue 10/131:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/15![United Airlines logo]()
$347
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/224:40 pm
JFK
- SJU
Nonstop4h 08m
JetBlue
Sun 8/235:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/14![JetBlue logo]()
$342
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 10/16:00 am
JFK
- SJU
1 stop7h 47m
Delta
Sun 10/47:30 am
SJU
- JFK
Nonstop3h 53m
Delta
Deal found 7/17![Delta logo]()
$346
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:00 am
EWR
- SJU
Nonstop3h 57m
United Airlines
Sat 9/121:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/14![United Airlines logo]()
$347
This Arajet deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 1/711:00 am
EWR
- PUJ
Nonstop4h 26m
Arajet
Thu 1/147:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 7/14![Arajet logo]()
$535
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 9/1611:55 am
MCO
- SJU
2 stops10h 05m
Southwest
Mon 9/213:20 pm
SJU
- MCO
1 stop7h 15m
Southwest
Deal found 7/17![Southwest logo]()
$311
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated July 18, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated July 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 7/1910:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 7/226:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/16![Frontier logo]()
$214
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:03 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Sat 7/255:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/14![Frontier logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sun 8/26:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/14![Frontier logo]()
$220
This Cheapflightsfares deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/15:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Mon 8/310:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 7/17![Frontier logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/411:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Tue 8/116:44 am
SJU
- MCO
1 stop14h 08m
Frontier
Deal found 7/16![Frontier logo]()
$221
This Expedia deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:30 am
MCO
- SJU
1 stop10h 10m
Frontier
Sat 8/158:37 pm
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 7/16![Frontier logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:29 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Sat 8/155:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/15![Frontier logo]()
$216
This CheapOair deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Thu 8/1310:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sun 8/236:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/15![Frontier logo]()
$218
This Super.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/226:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/16![Frontier logo]()
$217
This Frontier deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/1710:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 8/216:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/18![Frontier logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/2410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 8/2811:24 am
SJU
- PHL
Nonstop4h 02m
Frontier
Deal found 7/17![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/316:15 am
PHL
- SJU
Nonstop4h 04m
Frontier
Wed 9/25:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/18![Frontier logo]()
$213
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 18, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/118:02 am
PHL
- SJU
1 stop15h 36m
Frontier
Deal found 7/15![Frontier logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1010:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/14![Frontier logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 7/2910:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/15![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/210:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/16![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 10/156:06 pm
PHL
- SJU
1 stop29h 51m
Frontier
Deal found 7/18![Frontier logo]()
$111
This eDestinos deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/1210:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/17![Frontier logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 7/2911:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 7/16![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 10/2012:08 pm
MCO
- SJU
2 stops12h 08m
Frontier
Deal found 7/14![Frontier logo]()
$114
This Cheapflightsfares deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:47 pm
PHL
- SJU
Nonstop4h 03m
Frontier
Deal found 7/16![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:00 am
PHL
- SJU
1 stop17h 57m
Frontier
Deal found 7/14![Frontier logo]()
$115
This eDestinos deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2311:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 7/13![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:40 pm
PHL
- SJU
1 stop29h 54m
Frontier
Deal found 7/17![Frontier logo]()
$116
Find flight deals from USA to Caribbean
Keep the following information in mind while searching for USA to Caribbean flight deals. Data was last updated July 18, 2026.
Round-trip from | $213 (Kiwi.com) |
|---|---|
One-way from | $105 (Kiwi.com) |
Popular in | May |
Cheapest in | October |
Average price | $379 |
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 18, 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
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Fri 8/21
12:45 pm-10:50 pm
1 stop10h 05m
San Juan Luis Munoz Marin Intl
Mon 8/24
5:45 pm-8:45 pm
Nonstop3h 00m
$258
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Sat 9/12
1:10 pm-9:55 pm
2 stops8h 45m
San Juan Luis Munoz Marin Intl
Fri 9/18
8:55 pm-11:55 pm
Nonstop3h 00m
$258
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Sat 8/22
1:35 pm-9:55 pm
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Sun 8/30
9:25 pm-12:25 am
Nonstop3h 00m
$258
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 8/20
6:15 am-9:10 am
Nonstop2h 55m
San Juan Luis Munoz Marin Intl
Wed 8/26
6:00 am-6:10 pm
2 stops12h 10m
$262
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 11/12
3:10 pm-1:05 am
1 stop8h 55m
San Juan Luis Munoz Marin Intl
Mon 11/16
6:15 am-2:00 pm
2 stops8h 45m
$262
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Sat 8/1
2:10 pm-11:45 pm
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Wed 8/5
7:00 pm-10:00 pm
Nonstop3h 00m
$270
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Fri 9/25
12:45 pm-10:50 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Sun 9/27
6:00 am-6:15 pm
2 stops12h 15m
$280
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Thu 9/3
12:40 pm-4:33 pm
Nonstop3h 53m
San Juan Luis Munoz Marin Intl
Wed 9/9
1:21 pm-5:30 pm
Nonstop4h 09m
$287
Quickest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Thu 10/15
8:00 am-11:56 am
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Sun 10/18
7:00 am-11:02 am
Nonstop4h 02m
$287
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Fri 8/28
6:10 am-8:38 pm
2 stops14h 28m
San Juan Luis Munoz Marin Intl
Tue 9/1
7:00 am-4:45 pm
1 stop9h 45m
$296
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
LGA-SJU
EWR-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
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 $422). Flying from USA to Caribbean in December is currently the most expensive (average of $581). 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 18, 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 July 18, 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 18, 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.
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
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.
Alternative routes
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 July 18, 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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$420 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$327 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$572 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$513 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$130 | Average$715 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$154 | Average$504 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$625 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$162 | Average$476 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$582 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$450 | FlexibilityNo cancel fee | On-timeN/A |