$84+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Jun 17 — Jun 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
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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 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 May 18, 2026.
This Super.com deal was found by Cheapflights users on 5/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:38 am
MCO
- SJU
1 stop7h 56m
Frontier
Tue 8/115:15 pm
SJU
- MCO
1 stop13h 29m
Frontier
Deal found 5/13![Frontier logo]()
$200
This deal was found by Cheapflights users on 5/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:37 am
PHL
- SJU
1 stop7h 00m
Frontier
Sun 11/17:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 5/16![Frontier logo]()
$203
This Super.com deal was found by Cheapflights users on 5/14. 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.
Fri 9/1111:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Thu 9/171:59 am
SJU
- PHL
Nonstop4h 05m
Frontier
Deal found 5/14![Frontier logo]()
$204
This Super.com deal was found by Cheapflights users on 5/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:15 am
MCO
- SJU
1 stop21h 42m
Frontier
Wed 6/248:50 am
SJU
- MCO
1 stop13h 05m
Frontier
Deal found 5/15![Frontier logo]()
$206
This Super.com deal was found by Cheapflights users on 5/15. 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 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
Wed 7/85:15 pm
SJU
- MCO
1 stop13h 29m
Frontier
Deal found 5/15![Frontier logo]()
$208
This FlightHub deal was found by Cheapflights users on 5/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/911:55 am
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 6/166:45 pm
SJU
- PHL
Nonstop4h 07m
Frontier
Deal found 5/14![Frontier logo]()
$208
This Trip.com deal was found by Cheapflights users on 5/13. 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 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 8/126:31 pm
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 5/13![Frontier logo]()
$209
This Super.com deal was found by Cheapflights users on 5/14. 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.
Sat 5/3011:46 am
PHL
- SJU
Nonstop4h 04m
Frontier
Thu 6/46:46 pm
SJU
- PHL
Nonstop4h 08m
Frontier
Deal found 5/14![Frontier logo]()
$209
This Frontier deal was found by Cheapflights users on 5/17. 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 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 5/17![Frontier logo]()
$211
This Super.com deal was found by Cheapflights users on 5/14. 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.
Sat 5/3011:59 pm
PHL
- SJU
Nonstop4h 02m
Frontier
Sat 6/66:46 pm
SJU
- PHL
Nonstop4h 08m
Frontier
Deal found 5/14![Frontier logo]()
$211
This Super.com deal was found by Cheapflights users on 5/14. 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.
Sat 8/15:00 pm
MCO
- SJU
1 stop23h 42m
Frontier
Wed 8/55:15 pm
SJU
- MCO
1 stop13h 29m
Frontier
Deal found 5/14![Frontier logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 5/17. 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.
Tue 8/42:38 pm
MCO
- SJU
1 stop26h 56m
Frontier
Tue 8/115:15 pm
SJU
- MCO
1 stop13h 29m
Frontier
Deal found 5/17![Frontier logo]()
$214
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 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 May 18, 2026.
This Delta deal was found by Cheapflights users on 5/16. 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.
Wed 8/127:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 8/195:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 5/16![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 5/16. 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.
Tue 9/158:00 am
EWR
- SJU
Nonstop3h 57m
United Airlines
Wed 9/237:00 am
SJU
- EWR
1 stop11h 31m
United Airlines
Deal found 5/16![United Airlines logo]()
$332
This JetBlue deal was found by Cheapflights users on 5/17. 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.
Sun 5/318:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Fri 6/56:27 pm
SJU
- EWR
Nonstop4h 10m
JetBlue
Deal found 5/17![JetBlue logo]()
$341
This Southwest deal was found by Cheapflights users on 5/17. 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 8/1310:00 am
MCO
- SJU
2 stops12h 50m
Southwest
Sat 8/225:55 am
SJU
- MCO
2 stops11h 00m
Southwest
Deal found 5/17![Southwest logo]()
$354
This Arajet deal was found by Cheapflights users on 5/15. 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.
Sun 5/3112:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Thu 6/42:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$387
This Avianca deal was found by Cheapflights users on 5/13. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:35 am
JFK
- PUJ
1 stop9h 50m
Avianca
Mon 6/86:35 pm
PUJ
- JFK
1 stop11h 30m
Avianca
Deal found 5/13![Avianca logo]()
$464
This Copa Airlines deal was found by Cheapflights users on 5/17. 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.
Fri 10/24:10 am
JFK
- PUJ
1 stop22h 06m
Copa Airlines
Mon 10/511:50 am
PUJ
- JFK
1 stop16h 09m
Copa Airlines
Deal found 5/17![Copa Airlines logo]()
$466
This Arajet deal was found by Cheapflights users on 5/17. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1312:00 pm
EWR
- PUJ
Nonstop4h 19m
Arajet
Sun 6/217:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 5/17![Arajet logo]()
$467
This Delta deal was found by Cheapflights users on 5/16. 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.
Sat 5/307:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Sat 6/67:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 5/16![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 5/16. 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 10/94:10 pm
MCO
- SJU
2 stops8h 25m
Southwest
Tue 10/205:35 am
SJU
- MCO
2 stops12h 05m
Southwest
Deal found 5/16![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 5/17. 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.
Sun 5/317:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Wed 6/37:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 5/17![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 5/15. 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.
Wed 10/149:00 am
EWR
- SJU
Nonstop4h 08m
JetBlue
Tue 10/277:45 pm
SJU
- EWR
Nonstop4h 09m
JetBlue
Deal found 5/15![JetBlue logo]()
$356
This Southwest deal was found by Cheapflights users on 5/17. 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 8/2712:15 pm
MCO
- SJU
2 stops10h 50m
Southwest
Sun 8/306:00 am
SJU
- MCO
2 stops11h 15m
Southwest
Deal found 5/17![Southwest logo]()
$354
This United Airlines deal was found by Cheapflights users on 5/17. 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.
Fri 9/47:47 pm
EWR
- SJU
Nonstop4h 03m
United Airlines
Sun 9/61:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 5/17![United Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 5/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:40 pm
JFK
- SJU
Nonstop4h 16m
Delta
Tue 10/277:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Deal found 5/15![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 5/17. 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.
Mon 10/197:40 pm
JFK
- SJU
Nonstop4h 16m
Delta
Sat 10/247:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Deal found 5/17![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 5/16. 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.
Thu 8/1310:00 am
MCO
- SJU
2 stops12h 50m
Southwest
Mon 8/176:00 am
SJU
- MCO
2 stops10h 45m
Southwest
Deal found 5/16![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 5/16. 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.
Mon 6/810:44 am
EWR
- PUJ
Nonstop4h 04m
United Airlines
Fri 6/126:45 pm
PUJ
- EWR
Nonstop4h 12m
United Airlines
Deal found 5/16![United Airlines logo]()
$417
This Arajet deal was found by Cheapflights users on 5/16. 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.
Tue 6/212:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Sat 6/62:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$460
This Arajet deal was found by Cheapflights users on 5/17. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/1412:00 pm
EWR
- PUJ
Nonstop4h 19m
Arajet
Sun 6/217:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 5/17![Arajet logo]()
$467
This JetBlue deal was found by Cheapflights users on 5/17. 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.
Sun 6/78:00 am
JFK
- PUJ
Nonstop4h 05m
JetBlue
Tue 6/1610:23 am
PUJ
- JFK
1 stop10h 11m
JetBlue
Deal found 5/17![JetBlue logo]()
$442
This Delta deal was found by Cheapflights users on 5/16. 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.
Sat 9/127:29 pm
JFK
- SJU
Nonstop4h 15m
Delta
Sat 9/197:00 am
SJU
- JFK
Nonstop4h 04m
Delta
Deal found 5/16![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 5/14. 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 8/711:00 am
MCO
- SJU
2 stops12h 05m
Southwest
Fri 8/145:30 am
SJU
- MCO
2 stops12h 20m
Southwest
Deal found 5/14![Southwest logo]()
$372
This Copa Airlines deal was found by Cheapflights users on 5/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/73:32 pm
JFK
- SDQ
1 stop19h 23m
Copa Airlines
Thu 6/116:04 am
SDQ
- JFK
1 stop21h 55m
Copa Airlines
Deal found 5/16![Copa Airlines logo]()
$498
This United Airlines deal was found by Cheapflights users on 5/16. 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.
Sun 5/317:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Fri 6/51:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/16![United Airlines logo]()
$417
This Arajet deal was found by Cheapflights users on 5/14. 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.
Tue 6/212:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Sun 6/72:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$475
This Delta deal was found by Cheapflights users on 5/13. 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.
Sat 11/77:40 pm
JFK
- SJU
Nonstop4h 16m
Delta
Wed 11/116:30 pm
SJU
- JFK
Nonstop4h 17m
Delta
Deal found 5/13![Delta logo]()
$337
This JetBlue deal was found by Cheapflights users on 5/17. 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.
Wed 6/108:50 pm
JFK
- SDQ
Nonstop4h 07m
JetBlue
Tue 6/165:17 pm
SDQ
- JFK
1 stop13h 11m
JetBlue
Deal found 5/17![JetBlue logo]()
$457
This Southwest deal was found by Cheapflights users on 5/14. 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 8/1412:45 pm
MCO
- SJU
2 stops10h 05m
Southwest
Sun 8/166:00 am
SJU
- MCO
2 stops11h 15m
Southwest
Deal found 5/14![Southwest logo]()
$378
This United Airlines deal was found by Cheapflights users on 5/16. 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.
Mon 6/17:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Fri 6/51:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/16![United Airlines logo]()
$417
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated May 18, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated May 18, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 5/14. 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.
Sat 5/3011:46 am
PHL
- SJU
Nonstop4h 04m
Frontier
Thu 6/46:46 pm
SJU
- PHL
Nonstop4h 08m
Frontier
Deal found 5/14![Frontier logo]()
$209
This Super.com deal was found by Cheapflights users on 5/14. 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.
Sat 5/3011:59 pm
PHL
- SJU
Nonstop4h 02m
Frontier
Sat 6/66:46 pm
SJU
- PHL
Nonstop4h 08m
Frontier
Deal found 5/14![Frontier logo]()
$211
This Priceline deal was found by Cheapflights users on 5/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:20 am
MCO
- SJU
1 stop21h 41m
Frontier
Sat 6/68:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 5/13![Frontier logo]()
$226
This Trip.com deal was found by Cheapflights users on 5/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:09 pm
MCO
- SJU
1 stop10h 52m
Frontier
Tue 6/96:45 pm
SJU
- MCO
1 stop16h 09m
Frontier
Deal found 5/13![Frontier logo]()
$225
This Super.com deal was found by Cheapflights users on 5/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:00 pm
MCO
- SJU
1 stop24h 12m
Frontier
Tue 6/235:15 pm
SJU
- MCO
1 stop13h 30m
Frontier
Deal found 5/13![Frontier logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:15 am
MCO
- SJU
1 stop17h 44m
Frontier
Tue 6/96:45 pm
SJU
- MCO
1 stop16h 09m
Frontier
Deal found 5/13![Frontier logo]()
$228
This FlightHub deal was found by Cheapflights users on 5/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/911:55 am
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 6/166:45 pm
SJU
- PHL
Nonstop4h 07m
Frontier
Deal found 5/14![Frontier logo]()
$208
This Super.com deal was found by Cheapflights users on 5/13. 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 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
Wed 6/102:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 5/13![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/96:15 am
MCO
- SJU
1 stop9h 40m
Frontier
Tue 6/166:45 pm
SJU
- MCO
1 stop25h 09m
Frontier
Deal found 5/14![Frontier logo]()
$223
This Super.com deal was found by Cheapflights users on 5/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/109:38 am
MCO
- SJU
1 stop7h 55m
Frontier
Tue 6/166:45 pm
SJU
- MCO
1 stop25h 09m
Frontier
Deal found 5/13![Frontier logo]()
$222
This Super.com deal was found by Cheapflights users on 5/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/109:38 am
MCO
- SJU
1 stop7h 55m
Frontier
Wed 6/178:50 am
SJU
- MCO
1 stop13h 05m
Frontier
Deal found 5/13![Frontier logo]()
$231
This Super.com deal was found by Cheapflights users on 5/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:15 am
MCO
- SJU
1 stop21h 42m
Frontier
Wed 6/248:50 am
SJU
- MCO
1 stop13h 05m
Frontier
Deal found 5/15![Frontier logo]()
$206
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 18, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 18, 2026.
This Super.com deal was found by Cheapflights users on 5/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2311:59 pm
PHL
- SJU
Nonstop4h 02m
Frontier
Deal found 5/17![Frontier logo]()
$84
This Super.com deal was found by Cheapflights users on 5/14. 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.
Tue 6/911:55 am
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 5/14![Frontier logo]()
$94
This Trip.com deal was found by Cheapflights users on 5/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:59 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Deal found 5/15![Frontier logo]()
$99
This Super.com deal was found by Cheapflights users on 5/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:13 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 5/15![Frontier logo]()
$100
This Super.com deal was found by Cheapflights users on 5/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2811:59 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Deal found 5/15![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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.
Thu 9/311:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Deal found 5/16![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 5/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:38 am
MCO
- SJU
1 stop7h 56m
Frontier
Deal found 5/15![Frontier logo]()
$103
This Super.com deal was found by Cheapflights users on 5/14. 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.
Tue 8/2511:59 am
MCO
- SJU
1 stop11h 58m
Frontier
Deal found 5/14![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 5/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:38 am
MCO
- SJU
1 stop7h 56m
Frontier
Deal found 5/13![Frontier logo]()
$105
This Super.com deal was found by Cheapflights users on 5/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1411:59 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Deal found 5/15![Frontier logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 7/281:12 pm
MCO
- SJU
1 stop14h 46m
Frontier
Deal found 5/16![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 5/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:24 pm
MCO
- SJU
Nonstop3h 05m
Frontier
Deal found 5/13![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 18, 2026.
Round-trip from | $200 (Super.com) |
|---|---|
One-way from | $84 (Orbitz) |
Popular in | April |
Cheapest in | October |
Average price | $347 |
Good round-trip deal | $189 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 May 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
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 8/12
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Wed 8/19
5:50 pm-10:04 pm
Nonstop4h 14m
$302
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
Sat 6/6
7:05 am-11:03 am
Nonstop3h 58m
$322
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 5/31
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
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 10/17
7:40 pm-11:56 pm
Nonstop4h 16m
San Juan Luis Munoz Marin Intl
Tue 10/27
7:00 am-11:02 am
Nonstop4h 02m
$327
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 10/19
7:40 pm-11:56 pm
Nonstop4h 16m
San Juan Luis Munoz Marin Intl
Sat 10/24
7:00 am-11:02 am
Nonstop4h 02m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 9/15
8:00 am-11:57 am
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Wed 9/23
7:00 am-6:31 pm
1 stop11h 31m
$332
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 9/12
7:29 pm-11:44 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Sat 9/19
7:00 am-11:04 am
Nonstop4h 04m
$337
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 11/7
7:40 pm-12:56 am
Nonstop4h 16m
San Juan Luis Munoz Marin Intl
Wed 11/11
6:30 pm-9:47 pm
Nonstop4h 17m
$337
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sun 5/31
8:30 pm-12:35 am
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Fri 6/5
6:27 pm-10:37 pm
Nonstop4h 10m
$341
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 8/13
10:00 am-10:50 pm
2 stops12h 50m
San Juan Luis Munoz Marin Intl
Sat 8/22
5:55 am-4:55 pm
2 stops11h 00m
$354
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.
JFK-SJU
EWR-SJU
MCO-SJU
EWR-PUJ
JFK-PUJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from the United States to Caribbean
US0-0CB
JFK-SJU
EWR-SJU
MCO-SJU
EWR-PUJ
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 $408). Flying from USA to Caribbean in December is currently the most expensive (average of $565). 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 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 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 Monday mornings when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated May 18, 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.
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
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.
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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 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 May 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$366 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$86 | Average$391 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$324 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$570 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$112 | Average$427 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$492 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$129 | Average$743 | 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$612 | FlexibilityNo cancel fee | On-time71% |