$92+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Jun 11 — Jun 181
Round-trip
1 adult, Economy
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Find cheap flights from USA to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from USA to CaribbeanExplore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 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 May 12, 2026.
This eDestinos deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 8/158:54 pm
MCO
- SJU
1 stop9h 50m
Frontier
Mon 8/173:36 pm
SJU
- MCO
1 stop8h 23m
Frontier
Deal found 5/10![Frontier logo]()
$199
This Super.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 7/49:38 am
MCO
- SJU
1 stop7h 55m
Frontier
Sat 7/115:15 pm
SJU
- MCO
1 stop13h 29m
Frontier
Deal found 5/12![Frontier logo]()
$202
This Super.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 7/158:24 pm
MCO
- SJU
Nonstop3h 05m
Frontier
Wed 7/296:00 am
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 5/12![Frontier logo]()
$208
This Super.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/211:59 pm
PHL
- SJU
Nonstop4h 02m
Frontier
Tue 6/92:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 5/9![Frontier logo]()
$208
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:51 pm
MCO
- SJU
1 stop7h 53m
Frontier
Wed 8/266:25 am
SJU
- MCO
1 stop9h 13m
Frontier
Deal found 5/12![Frontier logo]()
$211
This Super.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 7/111:15 pm
MCO
- SJU
Nonstop2h 54m
Frontier
Mon 7/273:06 am
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 5/10![Frontier logo]()
$212
This Super.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 7/1811:13 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Sat 7/254:05 pm
SJU
- MCO
Nonstop3h 14m
Frontier
Deal found 5/10![Frontier logo]()
$213
This eDestinos deal was found by Cheapflights users on 5/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:00 am
PHL
- SJU
1 stop10h 05m
Frontier
Wed 8/196:00 am
SJU
- PHL
1 stop9h 05m
Frontier
Deal found 5/8![Frontier logo]()
$214
This eDestinos deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 8/128:35 am
PHL
- SJU
1 stop16h 06m
Frontier
Thu 8/206:00 am
SJU
- PHL
1 stop18h 44m
Frontier
Deal found 5/10![Frontier logo]()
$215
This Super.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 8/15:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Fri 8/73:06 am
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 5/10![Frontier logo]()
$216
This Trip.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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.
Wed 8/511:13 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Wed 8/129:00 am
SJU
- MCO
1 stop13h 01m
Frontier
Deal found 5/12![Frontier logo]()
$217
This eDestinos deal was found by Cheapflights users on 5/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:16 pm
PHL
- SJU
1 stop10h 41m
Frontier
Mon 8/106:00 am
SJU
- PHL
1 stop18h 39m
Frontier
Deal found 5/8![Frontier logo]()
$217
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 May 12, 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 May 12, 2026.
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:48 pm
ORD
- SJU
1 stop7h 41m
Delta
Thu 8/275:49 pm
SJU
- ORD
1 stop7h 09m
Delta
Deal found 5/11![Delta logo]()
$236
This JetBlue deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/1310:25 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Tue 6/237:40 pm
SJU
- EWR
Nonstop4h 03m
JetBlue
Deal found 5/9![JetBlue logo]()
$321
This United Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:00 am
LGA
- SJU
2 stops13h 38m
United Airlines
Tue 10/64:55 pm
SJU
- LGA
1 stop6h 27m
United Airlines
Deal found 5/7![United Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 9/59:20 am
PHL
- SJU
1 stop8h 45m
Southwest
Wed 9/165:15 am
SJU
- PHL
2 stops10h 45m
Southwest
Deal found 5/9![Southwest logo]()
$344
This Copa Airlines deal was found by Cheapflights users on 5/8. 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.
Sun 11/12:20 am
JFK
- PUJ
1 stop14h 12m
Copa Airlines
Thu 11/121:41 pm
PUJ
- JFK
1 stop14h 18m
Copa Airlines
Deal found 5/8![Copa Airlines logo]()
$466
This Avianca deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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.
Sat 5/303:35 am
JFK
- PUJ
2 stops13h 10m
Avianca
Sat 6/612:50 pm
PUJ
- JFK
1 stop10h 55m
Avianca
Deal found 5/9![Avianca logo]()
$498
This Delta deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 7/277:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Thu 7/305:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 5/10![Delta logo]()
$297
This JetBlue deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/99:30 pm
JFK
- SJU
Nonstop4h 08m
JetBlue
Thu 6/186:21 pm
SJU
- JFK
Nonstop4h 08m
JetBlue
Deal found 5/12![JetBlue logo]()
$341
This Southwest deal was found by Cheapflights users on 5/7. 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.
Thu 7/3010:25 pm
MCO
- SJU
Nonstop2h 55m
Southwest
Sun 8/29:05 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 5/7![Southwest logo]()
$345
This United Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/108:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Mon 6/151:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/9![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 5/307:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Wed 6/37:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 5/9![Delta logo]()
$322
This WorldTicket deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WorldTicket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2012:59 am
EWR
- AUA
1 stop9h 16m
WorldTicket
Sun 6/2811:00 am
AUA
- EWR
2 stops23h 30m
WorldTicket
Deal found 5/11![WorldTicket logo]()
$724
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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
Mon 9/215:00 am
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 5/10![Southwest logo]()
$350
This United Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 5/317:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Wed 6/31:25 pm
SJU
- EWR
Nonstop4h 14m
United Airlines
Deal found 5/11![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 5/8. 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.
Mon 9/288:10 am
JFK
- SJU
Nonstop4h 03m
Delta
Mon 10/57:00 am
SJU
- JFK
Nonstop4h 04m
Delta
Deal found 5/8![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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
2 stops10h 05m
Southwest
Sat 8/295:55 am
SJU
- MCO
2 stops13h 30m
Southwest
Deal found 5/9![Southwest logo]()
$354
This United Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 10/19:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Tue 10/61:25 pm
SJU
- EWR
Nonstop4h 09m
United Airlines
Deal found 5/10![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 5/8. 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 7/297:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 8/121:19 pm
SJU
- JFK
Nonstop4h 11m
Delta
Deal found 5/8![Delta logo]()
$342
This JetBlue deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 5/226:30 pm
JFK
- STI
Nonstop4h 02m
JetBlue
Sat 5/308:59 pm
STI
- JFK
Nonstop3h 52m
JetBlue
Deal found 5/10![JetBlue logo]()
$435
This United Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 6/17:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Thu 6/41:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/10![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 8/81:10 pm
MCO
- SJU
2 stops8h 45m
Southwest
Wed 8/126:00 am
SJU
- MCO
2 stops16h 05m
Southwest
Deal found 5/9![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 8/257:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 5/11![Delta logo]()
$342
This JetBlue deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 6/1110:00 am
LGA
- SJU
1 stop10h 15m
JetBlue
Thu 6/189:52 am
SJU
- LGA
1 stop9h 57m
JetBlue
Deal found 5/10![JetBlue logo]()
$447
This United Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/107:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Tue 6/161:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/12![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 5/7. 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.
Wed 8/1910:45 am
PHL
- SJU
2 stops11h 15m
Southwest
Thu 8/276:30 am
SJU
- PHL
1 stop8h 55m
Southwest
Deal found 5/7![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 9/88:00 am
JFK
- SJU
Nonstop4h 08m
Delta
Tue 9/152:26 pm
SJU
- JFK
1 stop8h 43m
Delta
Deal found 5/9![Delta logo]()
$347
This Copa Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/116:00 am
JFK
- STI
1 stop8h 59m
Copa Airlines
Mon 6/294:01 pm
STI
- JFK
1 stop11h 58m
Copa Airlines
Deal found 5/11![Copa Airlines logo]()
$559
This United Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:00 pm
EWR
- SJU
1 stop8h 24m
United Airlines
Tue 7/281:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/9![United Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Fri 8/215:49 pm
SJU
- JFK
1 stop7h 25m
Delta
Deal found 5/12![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 9/196:00 am
LGA
- SJU
2 stops12h 05m
Southwest
Wed 9/238:20 am
SJU
- LGA
2 stops10h 30m
Southwest
Deal found 5/9![Southwest logo]()
$385
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated May 12, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated May 12, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 5/8. 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.
Mon 6/18:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Thu 6/48:41 am
SJU
- EWR
Nonstop4h 04m
JetBlue
Deal found 5/8![JetBlue logo]()
$252
This Super.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/24:02 pm
MCO
- SJU
1 stop11h 59m
Frontier
Sat 6/68:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 5/9![Frontier logo]()
$216
This Super.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/24:02 pm
MCO
- SJU
1 stop11h 59m
Frontier
Wed 6/103:35 pm
SJU
- MCO
1 stop8h 27m
Frontier
Deal found 5/9![Frontier logo]()
$230
This Orbitz deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/24:02 pm
MCO
- SJU
1 stop7h 57m
Frontier
Thu 6/46:30 am
SJU
- MCO
1 stop14h 24m
Frontier
Deal found 5/12![Frontier logo]()
$248
This eDestinos deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/24:02 pm
MCO
- SJU
1 stop11h 59m
Frontier
Tue 6/98:00 am
SJU
- MCO
1 stop8h 32m
Frontier
Deal found 5/9![Frontier logo]()
$250
This Super.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/34:02 pm
MCO
- SJU
1 stop11h 59m
Frontier
Sat 6/68:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 5/9![Frontier logo]()
$239
This Priceline deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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.
Mon 6/86:15 am
MCO
- SJU
1 stop22h 00m
Frontier
Mon 6/155:15 pm
SJU
- MCO
1 stop13h 30m
Frontier
Deal found 5/9![Frontier logo]()
$240
This SmartFares deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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.
Mon 6/88:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Wed 6/176:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 5/9![JetBlue logo]()
$242
This eDestinos deal was found by Cheapflights users on 5/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/119:00 am
MCO
- SJU
1 stop18h 57m
Frontier
Thu 9/246:42 pm
SJU
- MCO
Nonstop3h 10m
Frontier
Deal found 5/8![Frontier logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 5/8. 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.
Thu 6/182:28 pm
MCO
- SJU
1 stop27h 05m
Frontier
Tue 6/235:15 pm
SJU
- MCO
1 stop13h 30m
Frontier
Deal found 5/8![Frontier logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Sun 6/285:01 am
MCO
- SJU
Nonstop2h 54m
Frontier
Wed 7/18:50 am
SJU
- MCO
1 stop13h 05m
Frontier
Deal found 5/8![Frontier logo]()
$246
This Cheapflightsfares deal was found by Cheapflights users on 5/8. 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.
Tue 6/302:51 pm
MCO
- SJU
1 stop26h 42m
Frontier
Fri 7/106:31 pm
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 5/8![Frontier logo]()
$237
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 May 12, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 12, 2026.
This Booking.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 9/1612:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 5/12![Arajet logo]()
$92
This Super.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/911:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Deal found 5/11![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:24 pm
MCO
- SJU
Nonstop3h 05m
Frontier
Deal found 5/9![Frontier logo]()
$96
This eDestinos deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 7/19:38 am
MCO
- SJU
1 stop7h 55m
Frontier
Deal found 5/10![Frontier logo]()
$100
This Super.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/911:20 am
MCO
- SJU
1 stop16h 37m
Frontier
Deal found 5/10![Frontier logo]()
$101
This Jetabroad deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 5/11![Arajet logo]()
$102
This Super.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/712:29 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 5/12![Frontier logo]()
$104
This eDestinos deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 6/302:51 pm
MCO
- SJU
1 stop26h 42m
Frontier
Deal found 5/10![Frontier logo]()
$105
This Trip.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/28:07 pm
PHL
- SJU
Nonstop3h 52m
Frontier
Deal found 5/12![Frontier logo]()
$105
This Super.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:25 am
MCO
- SJU
1 stop9h 09m
Frontier
Deal found 5/11![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 7/189:16 pm
PHL
- SJU
1 stop10h 41m
Frontier
Deal found 5/12![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 5/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1512:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 5/7![Frontier logo]()
$107
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 May 12, 2026.
Round-trip from | $199 (eDestinos) |
|---|---|
One-way from | $92 (Booking.com) |
Popular in | April |
Cheapest in | October |
Average price | $345 |
Good round-trip deal | $169 or less |
Good one-way deal | $93 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 May 12, 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
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 8/22
1:48 pm-10:29 pm
1 stop7h 41m
San Juan Luis Munoz Marin Intl
Thu 8/27
5:49 pm-11:58 pm
1 stop7h 09m
$236
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 7/27
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Thu 7/30
5:50 pm-10:04 pm
Nonstop4h 14m
$297
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 6/13
10:25 pm-2:28 am
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Tue 6/23
7:40 pm-11:43 pm
Nonstop4h 03m
$321
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 5/30
7:20 pm-11:35 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Wed 6/3
7:05 am-11:03 am
Nonstop3h 58m
$322
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Fri 10/2
7:00 am-8:38 pm
2 stops13h 38m
San Juan Luis Munoz Marin Intl
Tue 10/6
4:55 pm-11:22 pm
1 stop6h 27m
$336
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 9/28
8:10 am-12:13 pm
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Mon 10/5
7:00 am-11:04 am
Nonstop4h 04m
$337
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 6/9
9:30 pm-1:38 am
Nonstop4h 08m
San Juan Luis Munoz Marin Intl
Thu 6/18
6:21 pm-10:29 pm
Nonstop4h 08m
$341
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 7/29
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Wed 8/12
1:19 pm-5:30 pm
Nonstop4h 11m
$342
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 8/1
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Tue 8/25
7:30 am-11:25 am
Nonstop3h 55m
$342
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Sat 9/5
9:20 am-6:05 pm
1 stop8h 45m
San Juan Luis Munoz Marin Intl
Wed 9/16
5:15 am-4:00 pm
2 stops10h 45m
$344
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from USA to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from USA with our price prediction graph.
MCO-SJU
PHL-SJU
EWR-AUA
ORD-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
PHL-SJU
EWR-AUA
ORD-SJU
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 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 $405). Flying from USA to Caribbean in December is currently the most expensive (average of $570). 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 May 12, 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 18% 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 May 9, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Friday evenings when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated May 12, 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
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
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 May 12, 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 May 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$376 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$86 | Average$390 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$324 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$101 | Average$494 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$558 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$112 | Average$427 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$129 | Average$750 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$144 | Average$492 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$150 | Average$524 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$596 | FlexibilityNo cancel fee | On-time71% |