$78+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Jun 5 — Jun 121
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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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 May 6, 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 6, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:15 pm
MCO
- SJU
1 stop15h 46m
Frontier
Thu 6/116:00 am
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 5/2![Frontier logo]()
$169
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/169:24 pm
MCO
- SJU
Nonstop2h 55m
Spirit Airlines
Wed 6/1011:08 am
SJU
- MCO
Nonstop3h 09m
Spirit Airlines
Deal found 5/1![Spirit Airlines logo]()
$170
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:15 am
MCO
- SJU
Nonstop2h 49m
Frontier
Wed 5/207:30 am
SJU
- MCO
1 stop14h 23m
Frontier
Deal found 5/1![Frontier logo]()
$173
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:15 am
MCO
- SJU
Nonstop2h 49m
Frontier
Sun 5/249:00 am
SJU
- MCO
1 stop15h 07m
Frontier
Deal found 5/1![Frontier logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:15 am
MCO
- SJU
Nonstop2h 49m
Frontier
Sat 5/166:30 am
SJU
- MCO
1 stop17h 14m
Frontier
Deal found 5/1![Frontier logo]()
$176
This Mytrip deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:52 pm
MCO
- SJU
Nonstop2h 51m
Frontier
Fri 5/157:20 am
SJU
- MCO
1 stop14h 33m
Frontier
Deal found 5/1![Frontier logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:21 am
MCO
- SJU
Nonstop2h 54m
Frontier
Wed 6/103:35 pm
SJU
- MCO
1 stop8h 27m
Frontier
Deal found 5/1![Frontier logo]()
$178
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:29 pm
PHL
- SJU
Nonstop3h 52m
Frontier
Tue 5/198:30 am
SJU
- PHL
1 stop26h 46m
Frontier
Deal found 5/1![Frontier logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:00 am
PHL
- SJU
Nonstop3h 44m
Spirit Airlines
Sat 5/231:30 am
SJU
- PHL
Nonstop4h 05m
Spirit Airlines
Deal found 5/1![Spirit Airlines logo]()
$180
This CheapOair deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1811:59 pm
PHL
- SJU
Nonstop4h 02m
Multiple Airlines
Wed 5/201:30 am
SJU
- PHL
Nonstop4h 05m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$181
This Trip.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:21 am
MCO
- SJU
Nonstop2h 54m
Frontier
Sat 5/166:30 am
SJU
- MCO
1 stop17h 14m
Frontier
Deal found 5/1![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:00 am
PHL
- SJU
Nonstop3h 44m
Multiple Airlines
Sat 5/237:24 pm
SJU
- PHL
1 stop13h 17m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$182
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 6, 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 6, 2026.
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Thu 6/46:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/2![United Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 7/297:35 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 5/5![Delta logo]()
$302
This JetBlue deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/28:40 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Wed 6/108:30 am
SJU
- EWR
Nonstop4h 04m
JetBlue
Deal found 5/2![JetBlue logo]()
$321
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:00 am
MCO
- SJU
2 stops13h 00m
Southwest
Sat 9/1910:25 am
SJU
- MCO
2 stops9h 40m
Southwest
Deal found 5/1![Southwest logo]()
$354
This American Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:00 pm
JFK
- STI
1 stop24h 13m
American Airlines
Mon 6/13:38 pm
STI
- JFK
1 stop21h 51m
American Airlines
Deal found 5/5![American Airlines logo]()
$471
This Copa Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
JFK
- SDQ
1 stop10h 15m
Copa Airlines
Thu 6/48:45 am
SDQ
- JFK
1 stop19h 14m
Copa Airlines
Deal found 4/30![Copa Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Thu 5/211:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/1![United Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 6/31:16 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 5/2![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/231:55 pm
JFK
- SJU
1 stop8h 21m
JetBlue
Tue 6/26:30 am
SJU
- JFK
Nonstop4h 02m
JetBlue
Deal found 5/1![JetBlue logo]()
$326
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/68:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Sat 6/66:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/2![United Airlines logo]()
$318
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:20 pm
MCO
- SJU
1 stop7h 15m
Southwest
Sun 10/45:00 am
SJU
- MCO
2 stops9h 25m
Southwest
Deal found 5/4![Southwest logo]()
$354
This JetBlue deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:30 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Fri 5/226:27 pm
SJU
- EWR
Nonstop4h 10m
JetBlue
Deal found 5/2![JetBlue logo]()
$341
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 7/215:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 5/4![Delta logo]()
$342
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:00 am
MCO
- SJU
2 stops12h 50m
Southwest
Sun 9/136:00 am
SJU
- MCO
2 stops12h 15m
Southwest
Deal found 5/1![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1812:29 pm
JFK
- SJU
Nonstop3h 56m
Delta
Sat 7/257:20 am
SJU
- JFK
Nonstop3h 59m
Delta
Deal found 5/4![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/178:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Wed 5/206:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/1![United Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Wed 5/203:56 pm
SJU
- ORD
Nonstop5h 19m
United Airlines
Deal found 5/3![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/63:20 pm
MCO
- SJU
2 stops8h 55m
Southwest
Fri 7/315:30 am
SJU
- MCO
1 stop7h 20m
Southwest
Deal found 5/4![Southwest logo]()
$396
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Mon 6/16:00 pm
SJU
- JFK
Nonstop4h 15m
Delta
Deal found 5/4![Delta logo]()
$362
This JetBlue deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/247:30 am
LGA
- SJU
1 stop9h 54m
JetBlue
Mon 6/295:28 am
SJU
- LGA
1 stop8h 05m
JetBlue
Deal found 5/5![JetBlue logo]()
$403
This Copa Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/132:20 am
JFK
- STI
1 stop12h 30m
Copa Airlines
Thu 5/283:59 pm
STI
- JFK
1 stop12h 00m
Copa Airlines
Deal found 5/1![Copa Airlines logo]()
$526
This Delta deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Wed 6/101:10 pm
SJU
- JFK
Nonstop4h 09m
Delta
Deal found 5/2![Delta logo]()
$362
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Fri 8/71:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/2![United Airlines logo]()
$376
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1812:15 pm
MCO
- SJU
2 stops11h 20m
Southwest
Sun 6/216:25 am
SJU
- MCO
Nonstop3h 05m
Southwest
Deal found 5/4![Southwest logo]()
$420
This JetBlue deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:20 pm
MCO
- SJU
Nonstop2h 53m
JetBlue
Wed 7/19:40 pm
SJU
- MCO
Nonstop3h 03m
JetBlue
Deal found 5/3![JetBlue logo]()
$421
This Copa Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/133:32 pm
JFK
- STI
1 stop23h 18m
Copa Airlines
Mon 5/183:59 pm
STI
- JFK
1 stop21h 51m
Copa Airlines
Deal found 5/4![Copa Airlines logo]()
$526
This Delta deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 7/257:20 am
SJU
- JFK
Nonstop3h 59m
Delta
Deal found 5/2![Delta logo]()
$362
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 am
LGA
- SJU
2 stops14h 34m
United Airlines
Sun 5/107:20 am
SJU
- LGA
1 stop6h 48m
United Airlines
Deal found 5/1![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/182:00 pm
MCO
- SJU
2 stops9h 40m
Southwest
Sat 5/2310:00 am
SJU
- MCO
2 stops10h 30m
Southwest
Deal found 5/3![Southwest logo]()
$420
This JetBlue deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:39 pm
JFK
- STI
Nonstop4h 00m
JetBlue
Mon 7/65:30 pm
STI
- JFK
Nonstop3h 48m
JetBlue
Deal found 5/2![JetBlue logo]()
$435
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated May 6, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated May 6, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:52 pm
MCO
- SJU
Nonstop2h 51m
Frontier
Fri 5/157:20 am
SJU
- MCO
1 stop14h 33m
Frontier
Deal found 5/1![Frontier logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:15 am
MCO
- SJU
Nonstop2h 49m
Frontier
Sat 5/166:30 am
SJU
- MCO
1 stop17h 14m
Frontier
Deal found 5/1![Frontier logo]()
$176
This Trip.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:21 am
MCO
- SJU
Nonstop2h 54m
Frontier
Sat 5/166:30 am
SJU
- MCO
1 stop17h 14m
Frontier
Deal found 5/1![Frontier logo]()
$182
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:29 pm
PHL
- SJU
Nonstop3h 52m
Frontier
Tue 5/198:30 am
SJU
- PHL
1 stop26h 46m
Frontier
Deal found 5/1![Frontier logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/169:24 pm
MCO
- SJU
Nonstop2h 55m
Spirit Airlines
Wed 6/1011:08 am
SJU
- MCO
Nonstop3h 09m
Spirit Airlines
Deal found 5/1![Spirit Airlines logo]()
$170
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:15 am
MCO
- SJU
Nonstop2h 49m
Frontier
Wed 5/207:30 am
SJU
- MCO
1 stop14h 23m
Frontier
Deal found 5/1![Frontier logo]()
$173
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:15 am
MCO
- SJU
Nonstop2h 49m
Frontier
Sun 5/249:00 am
SJU
- MCO
1 stop15h 07m
Frontier
Deal found 5/1![Frontier logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:00 am
PHL
- SJU
Nonstop3h 44m
Spirit Airlines
Sat 5/231:30 am
SJU
- PHL
Nonstop4h 05m
Spirit Airlines
Deal found 5/1![Spirit Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:00 am
PHL
- SJU
Nonstop3h 44m
Multiple Airlines
Sat 5/237:24 pm
SJU
- PHL
1 stop13h 17m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$182
This CheapOair deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1811:59 pm
PHL
- SJU
Nonstop4h 02m
Multiple Airlines
Wed 5/201:30 am
SJU
- PHL
Nonstop4h 05m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:15 pm
MCO
- SJU
1 stop15h 46m
Frontier
Thu 6/116:00 am
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 5/2![Frontier logo]()
$169
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:21 am
MCO
- SJU
Nonstop2h 54m
Frontier
Wed 6/103:35 pm
SJU
- MCO
1 stop8h 27m
Frontier
Deal found 5/1![Frontier logo]()
$178
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 6, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 6, 2026.
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/118:29 pm
PHL
- SJU
Nonstop3h 52m
Frontier
Deal found 5/1![Frontier logo]()
$78
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/258:07 pm
PHL
- SJU
Nonstop3h 52m
Frontier
Deal found 5/1![Frontier logo]()
$84
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/188:00 am
PHL
- SJU
1 stop7h 49m
Frontier
Deal found 5/1![Frontier logo]()
$89
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:00 am
PHL
- SJU
Nonstop3h 44m
Spirit Airlines
Deal found 5/1![Spirit Airlines logo]()
$91
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:50 am
MCO
- SJU
1 stop17h 51m
Frontier
Deal found 5/1![Frontier logo]()
$92
This eDestinos deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:45 pm
PHL
- SJU
1 stop20h 04m
Frontier
Deal found 5/2![Frontier logo]()
$94
This Orbitz deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/169:09 pm
MCO
- SJU
Nonstop2h 50m
Spirit Airlines
Deal found 4/30![Spirit Airlines logo]()
$96
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:00 am
PHL
- SJU
1 stop9h 55m
Frontier
Deal found 5/1![Frontier logo]()
$96
This eDestinos deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:15 am
MCO
- SJU
1 stop21h 46m
Frontier
Deal found 5/2![Frontier logo]()
$97
This CheapOair deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:15 am
MCO
- SJU
1 stop18h 06m
Frontier
Deal found 5/2![Frontier logo]()
$98
This eDestinos deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:30 am
MCO
- SJU
Nonstop2h 48m
Spirit Airlines
Deal found 5/1![Spirit Airlines logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:15 am
MCO
- SJU
1 stop9h 35m
Frontier
Deal found 5/1![Frontier logo]()
$100
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 6, 2026.
Round-trip from | $169 (Cheapflightsfares) |
|---|---|
One-way from | $78 (eDestinos) |
Popular in | December |
Cheapest in | October |
Average price | $302 |
Good round-trip deal | $156 or less |
Good one-way deal | $77 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 6, 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
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 6/2
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Thu 6/4
6:45 pm-10:55 pm
Nonstop4h 10m
$277
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 7/22
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Wed 7/29
7:35 am-11:30 am
Nonstop3h 55m
$302
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sun 5/17
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Thu 5/21
1:00 am-5:10 am
Nonstop4h 10m
$302
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 6/6
8:00 am-12:04 pm
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Sat 6/6
6:45 pm-10:55 pm
Nonstop4h 10m
$318
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 6/2
8:40 pm-12:45 am
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Wed 6/10
8:30 am-12:34 pm
Nonstop4h 04m
$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
1:16 pm-5:30 pm
Nonstop4h 14m
$322
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 5/23
1:55 pm-10:16 pm
1 stop8h 21m
San Juan Luis Munoz Marin Intl
Tue 6/2
6:30 am-10:32 am
Nonstop4h 02m
$326
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 5/16
7:30 pm-11:33 pm
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Fri 5/22
6:27 pm-10:37 pm
Nonstop4h 10m
$341
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Thu 7/16
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Tue 7/21
5:50 pm-10:04 pm
Nonstop4h 14m
$342
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 7/18
12:29 pm-4:25 pm
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Sat 7/25
7:20 am-11:19 am
Nonstop3h 59m
$347
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
JFK-SJU
ORD-SJU
EWR-STI
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
JFK-SJU
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 6, 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 2, 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 6, 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
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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 May 6, 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 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$366 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$86 | Average$389 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$324 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$566 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$112 | Average$422 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$129 | Average$732 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$131 | Average$595 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$144 | Average$491 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$147 | Average$437 | FlexibilityNo cancel fee | On-timeN/A |