$138+ Cheap flights from Caribbean to San Diego (SAN)
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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
May 27 — Jun 31
Round-trip
1 adult, Economy
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Find cheap flights from Caribbean to San Diego with Cheapflights
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Cheapest flights from Caribbean to San DiegoExplore the most affordable flight options available from Caribbean to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 27, 2026.
Explore the most affordable flight options available from Caribbean to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 27, 2026.
This Delta deal was found by Cheapflights users on 4/24. 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.
Thu 8/203:02 pm
STT
- SAN
1 stop9h 17m
Delta
Mon 8/319:40 pm
SAN
- STT
1 stop13h 12m
Delta
Deal found 4/24![Delta logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/87:00 am
SJU
- SAN
1 stop31h 44m
Multiple Airlines
Tue 5/126:25 am
SAN
- SJU
2 stops40h 43m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sat 5/166:30 am
SJU
- SAN
2 stops29h 12m
Multiple Airlines
Sat 5/2312:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Sat 5/233:58 pm
SJU
- SAN
2 stops19h 44m
Frontier
Sat 5/306:25 am
SAN
- SJU
1 stop19h 24m
Frontier
Deal found 4/23![Frontier logo]()
$362
This American Airlines deal was found by Cheapflights users on 4/22. 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 6/42:08 pm
MBJ
- SAN
1 stop10h 12m
American Airlines
Thu 7/94:33 pm
SAN
- MBJ
1 stop21h 41m
American Airlines
Deal found 4/22![American Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Fri 8/147:14 pm
SJU
- SAN
1 stop19h 18m
American Airlines
Mon 8/1710:20 pm
SAN
- SJU
1 stop13h 31m
American Airlines
Deal found 4/23![American Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:25 am
SJU
- SAN
1 stop15h 00m
Frontier
Tue 5/266:25 am
SAN
- SJU
2 stops20h 59m
Frontier
Deal found 4/26![Frontier logo]()
$376
This American Airlines deal was found by Cheapflights users on 4/22. 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 8/204:42 pm
STT
- SAN
2 stops20h 25m
American Airlines
Mon 8/3112:32 pm
SAN
- STT
1 stop21h 20m
American Airlines
Deal found 4/22![American Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 4/23. 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.
Thu 7/302:05 pm
SJU
- SAN
1 stop10h 56m
Delta
Mon 8/38:00 am
SAN
- SJU
1 stop11h 29m
Delta
Deal found 4/23![Delta logo]()
$386
This American Airlines deal was found by Cheapflights users on 4/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:14 pm
SJU
- SAN
1 stop18h 58m
American Airlines
Sat 8/226:25 am
SAN
- SJU
1 stop12h 59m
American Airlines
Deal found 4/25![American Airlines logo]()
$395
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:30 am
SJU
- SAN
2 stops29h 12m
Multiple Airlines
Thu 5/216:25 am
SAN
- SJU
1 stop28h 07m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 4/26. 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.
Fri 8/1410:00 am
SJU
- SAN
2 stops11h 05m
Southwest
Fri 8/216:35 am
SAN
- SJU
1 stop13h 15m
Southwest
Deal found 4/26![Southwest logo]()
$406
Best flights from Caribbean to San DiegoDiscover carefully curated flight deals from Caribbean to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 27, 2026.
Discover carefully curated flight deals from Caribbean to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 27, 2026.
This American Airlines deal was found by Cheapflights users on 4/26. 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.
Thu 8/204:42 pm
STT
- SAN
2 stops20h 37m
American Airlines
Mon 8/312:23 pm
SAN
- STT
2 stops19h 29m
American Airlines
Deal found 4/26![American Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 4/24. 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.
Thu 8/203:02 pm
STT
- SAN
1 stop9h 17m
Delta
Mon 8/319:40 pm
SAN
- STT
1 stop13h 12m
Delta
Deal found 4/24![Delta logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sat 5/166:30 am
SJU
- SAN
2 stops29h 12m
Multiple Airlines
Sat 5/2312:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 4/22. 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.
Thu 10/152:45 pm
STT
- SAN
2 stops19h 25m
Southwest
Sun 10/1810:40 pm
SAN
- STT
1 stop12h 20m
Southwest
Deal found 4/22![Southwest logo]()
$437
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Thu 6/44:58 pm
NAS
- SAN
2 stops20h 10m
United Airlines
Sun 6/78:32 pm
SAN
- NAS
2 stops16h 24m
United Airlines
Deal found 4/26![United Airlines logo]()
$487
This Copa Airlines deal was found by Cheapflights users on 4/25. 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 8/317:10 am
AUA
- SAN
1 stop14h 20m
Copa Airlines
Mon 9/79:03 pm
SAN
- AUA
1 stop12h 06m
Copa Airlines
Deal found 4/25![Copa Airlines logo]()
$563
This American Airlines deal was found by Cheapflights users on 4/26. 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 8/244:42 pm
STT
- SAN
2 stops20h 37m
American Airlines
Tue 9/112:47 pm
SAN
- STT
2 stops21h 05m
American Airlines
Deal found 4/26![American Airlines logo]()
$316
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/94:20 pm
BGI
- SAN
3 stops31h 19m
Air Canada
Fri 7/177:00 am
SAN
- BGI
2 stops29h 25m
Air Canada
Deal found 4/22![Air Canada logo]()
$883
This Delta deal was found by Cheapflights users on 4/25. 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.
Thu 7/232:21 pm
SJU
- SAN
1 stop10h 40m
Delta
Thu 8/610:17 pm
SAN
- SJU
1 stop11h 38m
Delta
Deal found 4/25![Delta logo]()
$471
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Fri 7/103:59 pm
NAS
- SAN
1 stop29h 33m
United Airlines
Fri 7/176:55 pm
SAN
- NAS
1 stop18h 15m
United Airlines
Deal found 4/26![United Airlines logo]()
$488
This Delta deal was found by Cheapflights users on 4/23. 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.
Thu 7/232:05 pm
SJU
- SAN
1 stop10h 56m
Delta
Fri 7/3110:17 pm
SAN
- SJU
1 stop11h 38m
Delta
Deal found 4/23![Delta logo]()
$471
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Thu 7/233:59 pm
NAS
- SAN
1 stop9h 35m
United Airlines
Sun 7/2610:40 pm
SAN
- NAS
1 stop13h 17m
United Airlines
Deal found 4/26![United Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 4/22. 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.
Wed 5/1311:25 am
SJU
- SAN
2 stops12h 55m
Southwest
Mon 5/189:35 pm
SAN
- SJU
2 stops10h 00m
Southwest
Deal found 4/22![Southwest logo]()
$558
This Delta deal was found by Cheapflights users on 4/25. 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.
Wed 5/276:15 am
SJU
- SAN
1 stop9h 23m
Delta
Sat 6/610:15 pm
SAN
- SJU
1 stop11h 39m
Delta
Deal found 4/25![Delta logo]()
$490
This United Airlines deal was found by Cheapflights users on 4/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am
SDQ
- SAN
1 stop16h 53m
United Airlines
Thu 9/242:24 pm
SAN
- SDQ
2 stops20h 46m
United Airlines
Deal found 4/27![United Airlines logo]()
$518
This Southwest deal was found by Cheapflights users on 4/22. 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.
Sat 6/67:00 am
SJU
- SAN
2 stops11h 30m
Southwest
Sat 6/138:10 pm
SAN
- SJU
2 stops11h 35m
Southwest
Deal found 4/22![Southwest logo]()
$594
This Delta deal was found by Cheapflights users on 4/22. 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.
Thu 5/286:05 am
SDQ
- SAN
2 stops14h 56m
Delta
Wed 6/36:15 am
SAN
- SDQ
2 stops15h 26m
Delta
Deal found 4/22![Delta logo]()
$528
This American Airlines deal was found by Cheapflights users on 4/24. 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.
Mon 6/812:41 pm
KIN
- SAN
1 stop11h 39m
American Airlines
Mon 6/1510:25 pm
SAN
- KIN
1 stop19h 29m
American Airlines
Deal found 4/24![American Airlines logo]()
$642
This Copa Airlines deal was found by Cheapflights users on 4/22. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:50 am
POS
- SAN
1 stop17h 40m
Copa Airlines
Fri 7/2410:00 pm
SAN
- POS
1 stop12h 16m
Copa Airlines
Deal found 4/22![Copa Airlines logo]()
$724
This Southwest deal was found by Cheapflights users on 4/26. 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.
Thu 5/286:50 am
SJU
- SAN
2 stops12h 00m
Southwest
Mon 6/1510:35 am
SAN
- SJU
2 stops11h 45m
Southwest
Deal found 4/26![Southwest logo]()
$630
This Delta deal was found by Cheapflights users on 4/25. 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.
Thu 8/202:37 pm
SDQ
- SAN
1 stop9h 42m
Delta
Sat 8/2910:40 pm
SAN
- SDQ
1 stop11h 32m
Delta
Deal found 4/25![Delta logo]()
$538
This United Airlines deal was found by Cheapflights users on 4/25. 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 8/216:00 am
SDQ
- SAN
2 stops16h 55m
United Airlines
Mon 8/3110:40 pm
SAN
- SDQ
2 stops12h 30m
United Airlines
Deal found 4/25![United Airlines logo]()
$608
This American Airlines deal was found by Cheapflights users on 4/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:33 pm
BGI
- SAN
1 stop20h 27m
American Airlines
Fri 7/1710:25 pm
SAN
- BGI
1 stop20h 16m
American Airlines
Deal found 4/25![American Airlines logo]()
$684
This Southwest deal was found by Cheapflights users on 4/26. 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.
Sun 5/31:15 pm
SJU
- SAN
2 stops12h 25m
Southwest
Tue 5/126:20 am
SAN
- SJU
1 stop13h 20m
Southwest
Deal found 4/26![Southwest logo]()
$630
This United Airlines deal was found by Cheapflights users on 4/25. 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 8/216:00 am
SDQ
- SAN
2 stops16h 55m
United Airlines
Sat 8/299:05 pm
SAN
- SDQ
1 stop14h 05m
United Airlines
Deal found 4/25![United Airlines logo]()
$608
This American Airlines deal was found by Cheapflights users on 4/26. 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.
Thu 10/11:40 pm
STI
- SAN
2 stops22h 27m
American Airlines
Wed 10/77:52 pm
SAN
- STI
2 stops13h 18m
American Airlines
Deal found 4/26![American Airlines logo]()
$688
This Delta deal was found by Cheapflights users on 4/23. 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.
Thu 7/232:05 pm
SJU
- SAN
2 stops12h 25m
Delta
Sat 8/225:00 pm
SAN
- SJU
2 stops15h 56m
Delta
Deal found 4/23![Delta logo]()
$575
This United Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 5/86:00 am
SDQ
- SAN
2 stops14h 19m
United Airlines
Sat 5/96:05 pm
SAN
- SDQ
2 stops14h 50m
United Airlines
Deal found 4/22![United Airlines logo]()
$613
This Delta deal was found by Cheapflights users on 4/22. 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.
Wed 6/312:51 pm
MBJ
- SAN
1 stop12h 51m
Delta
Wed 7/89:59 pm
SAN
- MBJ
1 stop11h 35m
Delta
Deal found 4/22![Delta logo]()
$582
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 5/152:27 pm
KIN
- SAN
1 stop10h 01m
American Airlines
Sat 5/2310:28 pm
SAN
- KIN
2 stops15h 40m
American Airlines
Deal found 4/22![American Airlines logo]()
$724
Last-minute flights from Caribbean to San DiegoDiscover last-minute flight deals from Caribbean to San Diego. Data last updated April 27, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to San Diego. Data last updated April 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/512:47 pm
STT
- SAN
1 stop13h 02m
American Airlines
Sun 5/109:45 pm
SAN
- STT
2 stops12h 30m
American Airlines
Deal found 4/23![American Airlines logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/87:00 am
SJU
- SAN
1 stop31h 44m
Multiple Airlines
Tue 5/126:25 am
SAN
- SJU
2 stops40h 43m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 4/22. 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 5/136:45 am
SJU
- SAN
1 stop18h 15m
American Airlines
Mon 5/1810:30 pm
SAN
- SJU
1 stop11h 05m
American Airlines
Deal found 4/22![American Airlines logo]()
$386
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Thu 5/142:55 pm
SJU
- SAN
1 stop9h 30m
United Airlines
Sun 5/178:45 pm
SAN
- SJU
2 stops12h 19m
United Airlines
Deal found 4/23![United Airlines logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:37 pm
SJU
- SAN
1 stop27h 49m
Multiple Airlines
Mon 5/189:37 am
SAN
- SJU
2 stops24h 38m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sat 5/166:30 am
SJU
- SAN
2 stops29h 12m
Multiple Airlines
Sat 5/2312:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:30 am
SJU
- SAN
2 stops29h 12m
Multiple Airlines
Thu 5/216:25 am
SAN
- SJU
1 stop28h 07m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 4/22. 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.
Thu 5/213:01 pm
STT
- SAN
1 stop11h 26m
Delta
Wed 6/310:00 pm
SAN
- STT
1 stop11h 06m
Delta
Deal found 4/22![Delta logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Sat 5/233:58 pm
SJU
- SAN
2 stops19h 44m
Frontier
Sat 5/306:25 am
SAN
- SJU
1 stop19h 24m
Frontier
Deal found 4/23![Frontier logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:25 am
SJU
- SAN
1 stop15h 00m
Frontier
Tue 5/266:25 am
SAN
- SJU
2 stops20h 59m
Frontier
Deal found 4/26![Frontier logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Sat 5/232:37 pm
SJU
- SAN
1 stop30h 53m
Multiple Airlines
Sat 5/306:25 am
SAN
- SJU
1 stop19h 24m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 4/22. 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 5/2612:44 am
SJU
- SAN
2 stops11h 16m
American Airlines
Sat 6/66:15 am
SAN
- SJU
1 stop14h 41m
American Airlines
Deal found 4/22![American Airlines logo]()
$426
One-way flights from Caribbean to San DiegoSearch for one-way flight options from Caribbean to San Diego. Find affordable one-way fares based on user searches. Data last updated April 27, 2026.
Search for one-way flight options from Caribbean to San Diego. Find affordable one-way fares based on user searches. Data last updated April 27, 2026.
This Frontier deal was found by Cheapflights users on 4/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:25 am
SJU
- SAN
1 stop15h 25m
Frontier
Deal found 4/25![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/87:00 am
SJU
- SAN
1 stop31h 44m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Sat 5/96:41 pm
SJU
- SAN
2 stops41h 01m
Frontier
Deal found 4/23![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 4/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:25 am
SJU
- SAN
1 stop15h 25m
Frontier
Deal found 4/22![Frontier logo]()
$183
This eDestinos deal was found by Cheapflights users on 4/23. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:46 pm
SJU
- SAN
2 stops56h 04m
Frontier
Deal found 4/23![Frontier logo]()
$189
This United Airlines deal was found by Cheapflights users on 4/24. 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 6/81:00 am
SJU
- SAN
1 stop11h 21m
United Airlines
Deal found 4/24![United Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Tue 5/55:15 pm
SJU
- SAN
2 stops32h 57m
Frontier
Deal found 4/22![Frontier logo]()
$196
This American Airlines deal was found by Cheapflights users on 4/26. 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.
Thu 7/237:14 pm
SJU
- SAN
1 stop18h 58m
American Airlines
Deal found 4/26![American Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:41 pm
SJU
- SAN
2 stops32h 09m
Frontier
Deal found 4/26![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/85:15 pm
SJU
- SAN
2 stops33h 35m
Frontier
Deal found 4/23![Frontier logo]()
$201
This Southwest deal was found by Cheapflights users on 4/26. 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 6/103:45 pm
SJU
- SAN
1 stop10h 40m
Southwest
Deal found 4/26![Southwest logo]()
$203
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/84:12 pm
MBJ
- SAN
1 stop21h 04m
United Airlines
Deal found 4/23![United Airlines logo]()
$222
Find flight deals from Caribbean to San Diego
Keep the following information in mind while searching for Caribbean to San Diego flight deals. Data was last updated April 27, 2026.
Round-trip from | $316 (Delta) |
|---|---|
One-way from | $138 (Frontier) |
Popular in | May |
Cheapest in | October |
Average price | $466 |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to San Diego 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 April 27, 2026.
Use the filters below to find and compare flights from Caribbean to San Diego that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Saint Thomas IslandSan Diego
STT - SAN
STTSAN
Saint Thomas Island Cyril E King
Thu 8/20
4:42 pm-10:19 am
2 stops20h 37m
San Diego
Mon 8/31
2:23 pm-12:52 pm
2 stops19h 29m
$316
Saint Thomas IslandSan Diego
STT - SAN
STTSAN
Saint Thomas Island Cyril E King
Thu 8/20
3:02 pm-9:19 pm
1 stop9h 17m
San Diego
Mon 8/31
9:40 pm-1:52 pm
1 stop13h 12m
$316
Saint Thomas IslandSan Diego
STT - SAN
STTSAN
Saint Thomas Island Cyril E King
Mon 8/24
4:42 pm-10:19 am
2 stops20h 37m
San Diego
Tue 9/1
12:47 pm-12:52 pm
2 stops21h 05m
$316
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Sat 5/16
6:30 am-8:42 am
2 stops29h 12m
San Diego
Sat 5/23
12:29 pm-2:33 pm
1 stop23h 04m
$339
Saint Thomas IslandSan Diego
STT - SAN
STTSAN
Saint Thomas Island Cyril E King
Thu 10/15
2:45 pm-7:10 am
2 stops19h 25m
San Diego
Sun 10/18
10:40 pm-2:00 pm
1 stop12h 20m
$437
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 7/23
2:21 pm-10:01 pm
1 stop10h 40m
San Diego
Thu 8/6
10:17 pm-12:55 pm
1 stop11h 38m
$471
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 7/23
2:05 pm-10:01 pm
1 stop10h 56m
San Diego
Fri 7/31
10:17 pm-12:55 pm
1 stop11h 38m
$471
NassauSan Diego
NAS - SAN
NASSAN
Nassau Intl
Thu 6/4
4:58 pm-10:08 am
2 stops20h 10m
San Diego
Sun 6/7
8:32 pm-3:56 pm
2 stops16h 24m
$487
NassauSan Diego
NAS - SAN
NASSAN
Nassau Intl
Fri 7/10
3:59 pm-6:32 pm
1 stop29h 33m
San Diego
Fri 7/17
6:55 pm-4:10 pm
1 stop18h 15m
$488
Quickest round-trip
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Wed 5/27
6:15 am-12:38 pm
1 stop9h 23m
San Diego
Sat 6/6
10:15 pm-12:54 pm
1 stop11h 39m
$490
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Caribbean to San Diego
Have a flexible travel schedule? Discover the best time to fly to San Diego from Caribbean with our price prediction graph.
STT-SAN
SJU-SAN
NAS-SAN
AUA-SAN
BGI-SAN
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 Caribbean to San Diego
0CB-SAN
STT-SAN
SJU-SAN
NAS-SAN
AUA-SAN
How far ahead should I book a flight from Caribbean to San Diego?
Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Caribbean to San Diego. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Caribbean to San Diego?
Currently, June is the cheapest month in which you can book a flight from Caribbean to San Diego (average of $137). Flying from Caribbean to San Diego in January is currently the most expensive (average of $339). 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.
Reviews of airlines servicing San Diego
Get insights into the airlines that provide service to San Diego. 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 San Diego. Reviews last updated April 27, 2026.
Read through reviews of airlines operating flights from Caribbean to San Diego, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Caribbean to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
Chula Vista
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove
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Alternative routes for Caribbean to San Diego
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Find flights from Caribbean to San Diego, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean and San Diego flights
Browse other Caribbean and San Diego flight options. Last updated on April 27, 2026.
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Check out other popular destinations found by fellow travelers in 2026
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Explore flights to San Diego departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 27, 2026.
Caribbean to San Diego flights
Consider these flights traveling from Caribbean to San Diego.
Top 5 airlines flying from Caribbean to San Diego
Discover the top 5 airlines that operate flights from Caribbean to San Diego. 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 April 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$295 | Average$592 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$295 | Average$448 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$295 | Average$517 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$326 | Average$479 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$327 | Average$473 | FlexibilityNo cancel fee | On-time62% |