$166+ Cheap flights from San Diego (SAN) 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Aug 26 — Sep 21
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Caribbean with Cheapflights
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Cheapest flights from San Diego to CaribbeanExplore the most affordable flight options available from San Diego to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.
Explore the most affordable flight options available from San Diego to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:29 pm
SAN
- SJU
1 stop22h 59m
Multiple Airlines
Sun 8/308:57 pm
SJU
- SAN
2 stops26h 17m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 10/256:30 pm
SAN
- STT
2 stops15h 26m
United Airlines
Sun 11/13:35 pm
STT
- SAN
1 stop9h 51m
United Airlines
Deal found 7/26![United Airlines logo]()
$400
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Mon 8/179:36 pm
SAN
- SJU
1 stop12h 48m
American Airlines
Tue 8/1812:55 am
SJU
- SAN
1 stop11h 03m
American Airlines
Deal found 7/23![American Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:45 pm
SAN
- SJU
2 stops30h 11m
Multiple Airlines
Fri 8/288:34 am
SJU
- SAN
1 stop30h 10m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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.
Sat 10/179:30 pm
SAN
- SJU
1 stop13h 07m
American Airlines
Sat 10/246:20 am
SJU
- SAN
1 stop19h 23m
American Airlines
Deal found 7/24![American Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/187:30 am
SAN
- SJU
1 stop13h 22m
Delta
Fri 8/217:30 am
SJU
- SAN
1 stop16h 06m
Delta
Deal found 7/23![Delta logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Tue 8/189:05 am
SAN
- SJU
1 stop10h 19m
American Airlines
Fri 8/2112:55 am
SJU
- SAN
1 stop11h 03m
American Airlines
Deal found 7/26![American Airlines logo]()
$410
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/2810:27 pm
SAN
- SJU
1 stop9h 53m
American Airlines
Tue 11/103:53 pm
SJU
- SAN
1 stop12h 05m
American Airlines
Deal found 7/27![American Airlines logo]()
$411
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 10/210:20 pm
SAN
- SJU
1 stop10h 37m
United Airlines
Sat 10/101:25 pm
SJU
- SAN
1 stop12h 24m
United Airlines
Deal found 7/25![United Airlines logo]()
$416
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/148:40 am
SAN
- SJU
1 stop11h 25m
Southwest
Thu 8/208:55 pm
SJU
- SAN
2 stops17h 05m
Southwest
Deal found 7/23![Southwest logo]()
$421
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/236:50 pm
SAN
- STT
2 stops13h 17m
United Airlines
Fri 10/3012:07 pm
STT
- SAN
2 stops13h 33m
United Airlines
Deal found 7/24![United Airlines logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:25 am
SAN
- SJU
2 stops39h 16m
Multiple Airlines
Fri 8/218:34 am
SJU
- SAN
1 stop30h 10m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$429
Best flights from San Diego to CaribbeanDiscover carefully curated flight deals from San Diego to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
Discover carefully curated flight deals from San Diego to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 10/256:30 pm
SAN
- STT
2 stops15h 26m
United Airlines
Sun 11/13:35 pm
STT
- SAN
1 stop9h 51m
United Airlines
Deal found 7/26![United Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 11/76:15 am
SAN
- SJU
1 stop13h 03m
Delta
Sat 11/147:15 am
SJU
- SAN
2 stops17h 02m
Delta
Deal found 7/25![Delta logo]()
$406
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 10/289:35 am
SAN
- SJU
2 stops11h 10m
Southwest
Mon 11/26:05 am
SJU
- SAN
1 stop10h 15m
Southwest
Deal found 7/23![Southwest logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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.
Tue 1/1210:25 pm
SAN
- PLS
1 stop10h 53m
American Airlines
Fri 1/221:18 pm
PLS
- SAN
1 stop12h 51m
American Airlines
Deal found 7/22![American Airlines logo]()
$481
This Copa Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 9/2510:00 pm
SAN
- SDQ
1 stop15h 15m
Copa Airlines
Sun 10/118:47 am
SDQ
- SAN
1 stop12h 43m
Copa Airlines
Deal found 7/25![Copa Airlines logo]()
$512
This JetBlue deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:17 pm
SAN
- AUA
1 stop16h 13m
JetBlue
Thu 9/36:00 pm
AUA
- SAN
1 stop18h 05m
JetBlue
Deal found 7/24![JetBlue logo]()
$646
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:45 pm
SAN
- SJU
1 stop11h 05m
United Airlines
Mon 11/22:21 pm
SJU
- SAN
1 stop10h 15m
United Airlines
Deal found 7/23![United Airlines logo]()
$406
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 1/206:15 am
SAN
- SJU
2 stops13h 35m
Delta
Sat 1/307:00 am
SJU
- SAN
2 stops17h 25m
Delta
Deal found 7/24![Delta logo]()
$406
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 1/209:55 am
SAN
- SJU
1 stop8h 05m
Southwest
Sat 1/306:55 am
SJU
- SAN
1 stop12h 25m
Southwest
Deal found 7/23![Southwest logo]()
$406
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:20 am
SAN
- SJU
2 stops11h 45m
Southwest
Wed 9/1611:50 am
SJU
- SAN
1 stop10h 00m
Southwest
Deal found 7/26![Southwest logo]()
$406
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 11/79:45 pm
SAN
- SJU
1 stop11h 30m
United Airlines
Sat 11/148:05 am
SJU
- SAN
1 stop11h 17m
United Airlines
Deal found 7/22![United Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Mon 1/117:30 pm
SAN
- PLS
2 stops16h 02m
American Airlines
Fri 1/223:32 pm
PLS
- SAN
2 stops20h 21m
American Airlines
Deal found 7/26![American Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 1/2310:40 pm
SAN
- CUR
1 stop12h 05m
Delta
Thu 2/44:10 pm
CUR
- SAN
1 stop10h 53m
Delta
Deal found 7/23![Delta logo]()
$453
This Copa Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2110:00 pm
SAN
- SDQ
1 stop10h 42m
Copa Airlines
Mon 10/58:47 am
SDQ
- SAN
1 stop12h 49m
Copa Airlines
Deal found 7/25![Copa Airlines logo]()
$512
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/269:40 pm
SAN
- STT
1 stop10h 25m
United Airlines
Fri 10/3012:07 pm
STT
- SAN
2 stops13h 33m
United Airlines
Deal found 7/24![United Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Tue 1/1910:45 pm
SAN
- PLS
1 stop12h 47m
American Airlines
Tue 1/263:32 pm
PLS
- SAN
2 stops20h 21m
American Airlines
Deal found 7/26![American Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 1/2310:40 pm
SAN
- CUR
1 stop12h 05m
Delta
Wed 1/274:10 pm
CUR
- SAN
1 stop10h 53m
Delta
Deal found 7/22![Delta logo]()
$453
This Copa Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/210:00 pm
SAN
- SDQ
1 stop12h 12m
Copa Airlines
Thu 10/86:41 pm
SDQ
- SAN
1 stop26h 49m
Copa Airlines
Deal found 7/24![Copa Airlines logo]()
$512
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/279:40 pm
SAN
- STT
1 stop10h 25m
United Airlines
Sun 11/13:35 pm
STT
- SAN
1 stop9h 51m
United Airlines
Deal found 7/24![United Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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.
Sat 9/1210:30 pm
SAN
- NAS
2 stops12h 09m
American Airlines
Wed 9/1610:32 am
NAS
- SAN
2 stops12h 29m
American Airlines
Deal found 7/27![American Airlines logo]()
$498
This Copa Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/2810:00 pm
SAN
- SDQ
1 stop12h 13m
Copa Airlines
Mon 9/148:47 am
SDQ
- SAN
1 stop12h 42m
Copa Airlines
Deal found 7/23![Copa Airlines logo]()
$512
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 11/178:00 pm
SAN
- NAS
2 stops13h 15m
Southwest
Sun 11/221:10 pm
NAS
- SAN
2 stops12h 45m
Southwest
Deal found 7/26![Southwest logo]()
$516
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 8/2310:25 pm
SAN
- MBJ
1 stop15h 09m
Delta
Sat 9/51:09 pm
MBJ
- SAN
1 stop11h 51m
Delta
Deal found 7/26![Delta logo]()
$492
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 12/910:35 pm
SAN
- NAS
1 stop8h 44m
American Airlines
Sun 12/201:12 pm
NAS
- SAN
1 stop8h 44m
American Airlines
Deal found 7/22![American Airlines logo]()
$504
This Copa Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/2610:00 pm
SAN
- CUR
1 stop13h 36m
Copa Airlines
Sun 8/307:31 pm
CUR
- SAN
1 stop25h 59m
Copa Airlines
Deal found 7/25![Copa Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 10/166:50 pm
SAN
- MBJ
1 stop18h 55m
United Airlines
Sun 10/252:45 pm
MBJ
- SAN
1 stop8h 41m
United Airlines
Deal found 7/23![United Airlines logo]()
$492
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 12/510:10 pm
SAN
- NAS
1 stop10h 25m
Delta
Mon 12/144:55 pm
NAS
- SAN
1 stop9h 08m
Delta
Deal found 7/22![Delta logo]()
$494
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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.
Thu 10/16:45 pm
SAN
- MBJ
1 stop19h 31m
American Airlines
Mon 10/55:13 pm
MBJ
- SAN
2 stops19h 14m
American Airlines
Deal found 7/22![American Airlines logo]()
$507
This FlightHub deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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.
Fri 9/118:20 pm
SAN
- KIN
2 stops36h 30m
JetBlue
Fri 9/2510:15 am
KIN
- SAN
1 stop11h 46m
JetBlue
Deal found 7/25![JetBlue logo]()
$768
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 1/188:35 pm
SAN
- PLS
2 stops14h 10m
Southwest
Sun 1/242:40 pm
PLS
- SAN
2 stops21h 00m
Southwest
Deal found 7/22![Southwest logo]()
$579
Last-minute flights from San Diego to CaribbeanDiscover last-minute flight deals from San Diego to Caribbean. Data last updated July 27, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Caribbean. Data last updated July 27, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/148:40 am
SAN
- SJU
1 stop11h 25m
Southwest
Thu 8/208:55 pm
SJU
- SAN
2 stops17h 05m
Southwest
Deal found 7/23![Southwest logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:25 am
SAN
- SJU
2 stops39h 16m
Multiple Airlines
Fri 8/218:34 am
SJU
- SAN
1 stop30h 10m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Mon 8/179:36 pm
SAN
- SJU
1 stop12h 48m
American Airlines
Tue 8/1812:55 am
SJU
- SAN
1 stop11h 03m
American Airlines
Deal found 7/23![American Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/187:30 am
SAN
- SJU
1 stop13h 22m
Delta
Fri 8/217:30 am
SJU
- SAN
1 stop16h 06m
Delta
Deal found 7/23![Delta logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Tue 8/1810:20 pm
SAN
- SJU
2 stops11h 20m
American Airlines
Fri 8/2112:55 am
SJU
- SAN
1 stop11h 03m
American Airlines
Deal found 7/26![American Airlines logo]()
$410
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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.
Tue 8/189:48 am
SAN
- SJU
1 stop10h 27m
American Airlines
Sun 8/2312:55 am
SJU
- SAN
1 stop11h 03m
American Airlines
Deal found 7/22![American Airlines logo]()
$434
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:29 pm
SAN
- SJU
1 stop22h 59m
Multiple Airlines
Sun 8/308:57 pm
SJU
- SAN
2 stops26h 17m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/199:05 am
SAN
- SJU
1 stop10h 19m
American Airlines
Sun 8/307:03 am
SJU
- SAN
1 stop16h 32m
American Airlines
Deal found 7/22![American Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/194:22 pm
SAN
- SJU
2 stops14h 21m
American Airlines
Sun 8/2312:55 am
SJU
- SAN
1 stop11h 03m
American Airlines
Deal found 7/22![American Airlines logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:45 pm
SAN
- SJU
2 stops30h 11m
Multiple Airlines
Fri 8/288:34 am
SJU
- SAN
1 stop30h 10m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Sat 8/2210:45 pm
SAN
- STT
1 stop14h 07m
American Airlines
Sat 8/294:42 pm
STT
- SAN
2 stops20h 38m
American Airlines
Deal found 7/23![American Airlines logo]()
$443
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Mon 8/246:15 am
SAN
- SJU
1 stop13h 09m
American Airlines
Sun 8/3012:55 am
SJU
- SAN
1 stop11h 03m
American Airlines
Deal found 7/26![American Airlines logo]()
$407
One-way flights from San Diego to CaribbeanSearch for one-way flight options from San Diego to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
Search for one-way flight options from San Diego to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Mon 11/1610:35 pm
SAN
- STT
1 stop11h 48m
American Airlines
Deal found 7/23![American Airlines logo]()
$166
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/219:00 pm
SAN
- NAS
2 stops12h 30m
Southwest
Deal found 7/23![Southwest logo]()
$193
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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.
Thu 9/1010:30 pm
SAN
- NAS
1 stop11h 56m
American Airlines
Deal found 7/27![American Airlines logo]()
$198
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/219:30 pm
SAN
- NAS
1 stop16h 09m
Delta
Deal found 7/23![Delta logo]()
$201
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/410:30 pm
SAN
- SJU
1 stop12h 15m
Delta
Deal found 7/22![Delta logo]()
$203
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 11/116:25 am
SAN
- NAS
2 stops9h 38m
American Airlines
Deal found 7/27![American Airlines logo]()
$206
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/12:15 pm
SAN
- PLS
2 stops18h 24m
United Airlines
Deal found 7/22![United Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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.
Sun 8/2310:45 pm
SAN
- SJU
1 stop12h 53m
American Airlines
Deal found 7/22![American Airlines logo]()
$207
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Tue 8/2510:20 pm
SAN
- SJU
2 stops11h 20m
American Airlines
Deal found 7/23![American Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 11/113:20 pm
SAN
- NAS
2 stops17h 15m
Delta
Deal found 7/24![Delta logo]()
$210
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 12/58:45 pm
SAN
- STT
1 stop11h 15m
United Airlines
Deal found 7/24![United Airlines logo]()
$211
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 9/214:23 pm
SAN
- MBJ
2 stops17h 10m
Delta
Deal found 7/25![Delta logo]()
$222
Find flight deals from San Diego to Caribbean
Keep the following information in mind while searching for San Diego to Caribbean flight deals. Data was last updated July 27, 2026.
Round-trip from | $398 (Kiwi.com) |
|---|---|
One-way from | $166 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $527 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
Use the filters below to find and compare flights from San Diego to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Sun 10/25
6:30 pm-12:56 pm
2 stops15h 26m
Saint Thomas Island Cyril E King
Sun 11/1
3:35 pm-9:26 pm
1 stop9h 51m
$400
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Sat 11/7
6:15 am-11:18 pm
1 stop13h 03m
San Juan Luis Munoz Marin Intl
Sat 11/14
7:15 am-8:17 pm
2 stops17h 02m
$406
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Wed 10/28
9:35 am-11:45 pm
2 stops11h 10m
San Juan Luis Munoz Marin Intl
Mon 11/2
6:05 am-12:20 pm
1 stop10h 15m
$406
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Wed 10/28
8:45 pm-10:50 am
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Mon 11/2
2:21 pm-8:36 pm
1 stop10h 15m
$406
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Wed 1/20
6:15 am-11:50 pm
2 stops13h 35m
San Juan Luis Munoz Marin Intl
Sat 1/30
7:00 am-8:25 pm
2 stops17h 25m
$406
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Wed 1/20
9:55 am-10:00 pm
1 stop8h 05m
San Juan Luis Munoz Marin Intl
Sat 1/30
6:55 am-3:20 pm
1 stop12h 25m
$406
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Wed 9/9
6:20 am-9:05 pm
2 stops11h 45m
San Juan Luis Munoz Marin Intl
Wed 9/16
11:50 am-6:50 pm
1 stop10h 00m
$406
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Sat 11/7
9:45 pm-1:15 pm
1 stop11h 30m
San Juan Luis Munoz Marin Intl
Sat 11/14
8:05 am-3:22 pm
1 stop11h 17m
$406
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Mon 10/26
9:40 pm-11:05 am
1 stop10h 25m
Saint Thomas Island Cyril E King
Fri 10/30
12:07 pm-10:40 pm
2 stops13h 33m
$426
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Tue 10/27
9:40 pm-11:05 am
1 stop10h 25m
Saint Thomas Island Cyril E King
Sun 11/1
3:35 pm-9:26 pm
1 stop9h 51m
$426
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Diego to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from San Diego with our price prediction graph.
SAN-SJU
SAN-STT
SAN-NAS
SAN-PLS
SAN-MBJ
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 San Diego to Caribbean
SAN-0CB
SAN-SJU
SAN-STT
SAN-NAS
SAN-PLS
What is the cheapest month to book a flight from San Diego to Caribbean?
Currently, May is the cheapest month in which you can book a flight from San Diego to Caribbean (average of $505). Flying from San Diego to Caribbean in December is currently the most expensive (average of $812). 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.
How far ahead should I book a flight from San Diego to Caribbean?
The price you pay for your flight from San Diego to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 30 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 27, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from San Diego to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from San Diego 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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Alternative routes for San Diego 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 San Diego to Caribbean by cabin class
Find flights from San Diego to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Diego and Caribbean flights
Browse other San Diego and Caribbean flight options. Last updated on July 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
San Diego to Caribbean flights
Consider these flights traveling from San Diego to Caribbean.
Top 8 airlines flying from San Diego to Caribbean
Discover the top 8 airlines that operate flights from San Diego to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$476 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$189 | Average$494 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$192 | Average$542 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$254 | Average$639 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$295 | Average$553 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$295 | Average$663 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$386 | Average$754 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$426 | Average$631 | FlexibilityNo cancel fee | On-time75% |