$131+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
May 28 — Jun 41
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 April 28, 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 April 28, 2026.
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 8/2112:32 pm
SAN
- SJU
1 stop18h 11m
American Airlines
Fri 8/286:51 am
SJU
- SAN
1 stop15h 27m
American Airlines
Deal found 4/23![American Airlines logo]()
$294
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.
Wed 8/1910:45 pm
SAN
- SJU
2 stops12h 53m
American Airlines
Mon 8/247:14 pm
SJU
- SAN
1 stop18h 35m
American Airlines
Deal found 4/23![American Airlines logo]()
$299
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 5/912:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Thu 5/146:30 am
SJU
- SAN
2 stops29h 12m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$302
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:21 pm
SAN
- STT
2 stops20h 29m
American Airlines
Wed 9/231:50 pm
STT
- SAN
2 stops22h 17m
American Airlines
Deal found 4/27![American Airlines logo]()
$316
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.
Thu 5/71:31 pm
SAN
- STT
1 stop18h 16m
American Airlines
Thu 5/142:05 pm
STT
- SAN
1 stop11h 23m
American Airlines
Deal found 4/23![American Airlines logo]()
$323
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 8/208:00 am
SAN
- SJU
1 stop9h 38m
United Airlines
Tue 8/257:00 am
SJU
- SAN
1 stop9h 17m
United Airlines
Deal found 4/23![United Airlines logo]()
$328
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 5/912:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Fri 5/156:41 pm
SJU
- SAN
2 stops41h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$329
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.
Sat 5/98:45 pm
SAN
- STT
2 stops12h 35m
United Airlines
Wed 5/131:22 pm
STT
- SAN
1 stop9h 42m
United Airlines
Deal found 4/24![United Airlines logo]()
$330
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.
Sun 8/1612:32 pm
SAN
- SJU
1 stop18h 11m
American Airlines
Sat 8/227:10 pm
SJU
- SAN
1 stop19h 22m
American Airlines
Deal found 4/22![American Airlines logo]()
$334
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/188:30 pm
SAN
- SJU
1 stop12h 30m
Multiple Airlines
Sat 5/236:25 am
SJU
- SAN
1 stop15h 00m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$335
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.
Wed 8/196:15 am
SAN
- SJU
1 stop14h 44m
American Airlines
Sun 8/233:44 pm
SJU
- SAN
1 stop19h 28m
American Airlines
Deal found 4/23![American Airlines logo]()
$339
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.
Mon 9/2811:00 pm
SAN
- SJU
2 stops12h 45m
American Airlines
Sat 10/32:25 pm
SJU
- SAN
1 stop11h 09m
American Airlines
Deal found 4/23![American Airlines logo]()
$340
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 April 28, 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 April 28, 2026.
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.
Mon 5/117:20 pm
SAN
- STT
2 stops13h 15m
American Airlines
Mon 5/185:05 pm
STT
- SAN
2 stops18h 10m
American Airlines
Deal found 4/23![American Airlines logo]()
$323
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 5/89:45 pm
SAN
- STT
1 stop11h 35m
United Airlines
Tue 5/121:22 pm
STT
- SAN
1 stop11h 03m
United Airlines
Deal found 4/23![United Airlines logo]()
$388
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:15 pm
SAN
- SJU
1 stop11h 56m
Delta
Thu 7/302:21 pm
SJU
- SAN
2 stops12h 09m
Delta
Deal found 4/26![Delta logo]()
$471
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:10 pm
SAN
- STT
2 stops17h 15m
Southwest
Sun 8/302:10 pm
STT
- SAN
1 stop9h 25m
Southwest
Deal found 4/24![Southwest logo]()
$490
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/219:03 pm
SAN
- SDQ
1 stop11h 39m
Copa Airlines
Mon 10/58:47 am
SDQ
- SAN
1 stop12h 43m
Copa Airlines
Deal found 4/27![Copa Airlines logo]()
$492
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:41 pm
SAN
- SJU
1 stop29h 31m
Multiple Airlines
Sat 7/46:25 am
SJU
- SAN
1 stop15h 25m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$528
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/71:38 pm
SAN
- MBJ
2 stops20h 33m
Frontier
Sat 6/131:26 pm
MBJ
- SAN
2 stops21h 43m
Frontier
Deal found 4/23![Frontier logo]()
$594
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.
Sat 5/910:20 pm
SAN
- STT
1 stop11h 48m
United Airlines
Tue 5/121:22 pm
STT
- SAN
1 stop11h 03m
United Airlines
Deal found 4/24![United Airlines logo]()
$420
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.
Sun 5/107:00 pm
SAN
- STT
2 stops15h 08m
United Airlines
Thu 5/141:22 pm
STT
- SAN
1 stop9h 42m
United Airlines
Deal found 4/26![United Airlines logo]()
$420
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.
Sat 5/2310:45 pm
SAN
- STT
2 stops14h 13m
American Airlines
Wed 5/271:34 pm
STT
- SAN
1 stop11h 46m
American Airlines
Deal found 4/26![American Airlines logo]()
$470
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1810:30 pm
SAN
- AUA
1 stop12h 05m
Southwest
Thu 5/282:35 pm
AUA
- SAN
2 stops21h 20m
Southwest
Deal found 4/24![Southwest logo]()
$490
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.
Fri 6/59:49 pm
SAN
- NAS
1 stop12h 03m
Delta
Tue 6/91:05 pm
NAS
- SAN
1 stop13h 34m
Delta
Deal found 4/24![Delta logo]()
$497
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 7/106:55 pm
SAN
- MBJ
1 stop18h 50m
United Airlines
Tue 7/142:40 pm
MBJ
- SAN
1 stop8h 44m
United Airlines
Deal found 4/28![United Airlines logo]()
$436
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:41 pm
SAN
- SJU
2 stops25h 05m
Multiple Airlines
Sun 5/316:25 am
SJU
- SAN
1 stop15h 05m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$533
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.
Fri 8/79:59 pm
SAN
- STT
1 stop11h 12m
Delta
Fri 8/143:02 pm
STT
- SAN
1 stop9h 17m
Delta
Deal found 4/24![Delta logo]()
$498
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.
Sat 7/116:45 pm
SAN
- MBJ
1 stop19h 29m
American Airlines
Sun 7/195:14 pm
MBJ
- SAN
2 stops18h 51m
American Airlines
Deal found 4/26![American Airlines logo]()
$502
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:00 pm
SAN
- AUA
1 stop11h 11m
Copa Airlines
Sun 6/147:10 am
AUA
- SAN
1 stop14h 30m
Copa Airlines
Deal found 4/27![Copa Airlines logo]()
$578
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/610:40 pm
SAN
- PUJ
1 stop9h 55m
Southwest
Sat 7/112:30 pm
PUJ
- SAN
2 stops19h 35m
Southwest
Deal found 4/23![Southwest logo]()
$535
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.
Fri 10/210:10 pm
SAN
- SDQ
1 stop11h 10m
Delta
Thu 10/82:56 pm
SDQ
- SAN
1 stop11h 07m
Delta
Deal found 4/25![Delta logo]()
$502
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.
Tue 5/269:05 pm
SAN
- SJU
1 stop11h 59m
United Airlines
Fri 5/291:00 am
SJU
- SAN
1 stop11h 21m
United Airlines
Deal found 4/26![United Airlines logo]()
$468
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:30 pm
SAN
- SJU
2 stops22h 12m
Multiple Airlines
Tue 6/26:25 am
SJU
- SAN
1 stop15h 05m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$574
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/710:00 pm
SAN
- PUJ
1 stop11h 49m
Copa Airlines
Sun 6/145:37 am
PUJ
- SAN
1 stop16h 03m
Copa Airlines
Deal found 4/23![Copa Airlines logo]()
$581
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:35 am
SAN
- SJU
1 stop12h 00m
Southwest
Tue 6/306:30 am
SJU
- SAN
2 stops14h 50m
Southwest
Deal found 4/27![Southwest logo]()
$549
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 9/112:47 pm
SAN
- PUJ
1 stop23h 19m
American Airlines
Sun 9/61:38 pm
PUJ
- SAN
1 stop10h 33m
American Airlines
Deal found 4/23![American Airlines logo]()
$560
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.
Sat 10/173:20 pm
SAN
- SDQ
2 stops18h 04m
Delta
Thu 10/222:56 pm
SDQ
- SAN
1 stop11h 07m
Delta
Deal found 4/25![Delta logo]()
$517
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:00 pm
SAN
- PUJ
1 stop9h 40m
Copa Airlines
Sun 6/145:37 am
PUJ
- SAN
1 stop16h 03m
Copa Airlines
Deal found 4/24![Copa Airlines logo]()
$581
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.
Mon 6/810:40 pm
SAN
- NAS
1 stop13h 17m
United Airlines
Fri 6/123:59 pm
NAS
- SAN
1 stop9h 35m
United Airlines
Deal found 4/23![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.
Fri 6/126:20 am
SAN
- SJU
1 stop15h 05m
Southwest
Wed 6/178:35 pm
SJU
- SAN
1 stop15h 35m
Southwest
Deal found 4/22![Southwest logo]()
$558
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:40 pm
SAN
- CUR
2 stops17h 59m
American Airlines
Tue 8/254:39 pm
CUR
- SAN
2 stops22h 18m
American Airlines
Deal found 4/27![American Airlines logo]()
$560
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.
Sat 5/161:50 pm
SAN
- PUJ
1 stop18h 50m
Delta
Fri 5/291:48 pm
PUJ
- SAN
1 stop12h 54m
Delta
Deal found 4/25![Delta logo]()
$522
Last-minute flights from San Diego to CaribbeanDiscover last-minute flight deals from San Diego to Caribbean. Data last updated April 28, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Caribbean. Data last updated April 28, 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.
Thu 5/71:31 pm
SAN
- STT
1 stop18h 16m
American Airlines
Thu 5/142:05 pm
STT
- SAN
1 stop11h 23m
American Airlines
Deal found 4/23![American Airlines logo]()
$323
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/712:53 pm
SAN
- STT
1 stop19h 42m
American Airlines
Tue 5/122:05 pm
STT
- SAN
1 stop11h 23m
American Airlines
Deal found 4/28![American Airlines logo]()
$355
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.
Fri 5/89:37 am
SAN
- SJU
2 stops35h 22m
Multiple Airlines
Fri 5/157:00 am
SJU
- SAN
1 stop31h 44m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$381
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 5/912:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Thu 5/146:30 am
SJU
- SAN
2 stops29h 12m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$302
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 5/912:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Fri 5/156:41 pm
SJU
- SAN
2 stops41h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$329
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.
Sat 5/98:45 pm
SAN
- STT
2 stops12h 35m
United Airlines
Wed 5/131:22 pm
STT
- SAN
1 stop9h 42m
United Airlines
Deal found 4/24![United Airlines logo]()
$330
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 5/912:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Wed 5/135:15 pm
SJU
- SAN
2 stops33h 35m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$372
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.
Sat 5/912:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Sat 5/166:30 am
SJU
- SAN
2 stops29h 12m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$377
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/188:30 pm
SAN
- SJU
1 stop12h 30m
Multiple Airlines
Sat 5/236:25 am
SJU
- SAN
1 stop15h 00m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$335
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:25 am
SAN
- SJU
2 stops28h 36m
Multiple Airlines
Mon 5/252:37 pm
SJU
- SAN
1 stop30h 53m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$356
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:25 am
SAN
- SJU
2 stops28h 36m
Multiple Airlines
Fri 5/227:00 am
SJU
- SAN
1 stop31h 44m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$358
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 5/2312:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Thu 5/286:41 pm
SJU
- SAN
2 stops41h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$350
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 April 28, 2026.
Search for one-way flight options from San Diego to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
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.
Wed 5/136:25 am
SAN
- SJU
2 stops38h 32m
Frontier
Deal found 4/22![Frontier logo]()
$131
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.
Thu 5/146:25 am
SAN
- SJU
2 stops38h 32m
Frontier
Deal found 4/22![Frontier logo]()
$133
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.
Mon 5/116:25 am
SAN
- SJU
2 stops40h 43m
Frontier
Deal found 4/22![Frontier logo]()
$138
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.
Fri 5/156:25 am
SAN
- SJU
2 stops53h 47m
Frontier
Deal found 4/22![Frontier logo]()
$144
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.
Tue 8/48:32 pm
SAN
- STT
2 stops12h 48m
United Airlines
Deal found 4/27![United Airlines logo]()
$156
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.
Sun 5/249:37 am
SAN
- SJU
2 stops25h 30m
Frontier
Deal found 4/24![Frontier logo]()
$160
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.
Sat 9/193:10 pm
SAN
- STT
2 stops18h 40m
American Airlines
Deal found 4/24![American 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 5/912:29 pm
SAN
- SJU
1 stop23h 04m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$163
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.
Sun 5/1012:09 pm
SAN
- SJU
2 stops36h 52m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$183
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 7/26:45 pm
SAN
- MBJ
1 stop19h 29m
American Airlines
Deal found 4/25![American Airlines logo]()
$186
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.
Fri 5/151:38 pm
SAN
- SJU
3 stops26h 21m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$187
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:25 am
SAN
- SJU
2 stops38h 32m
Frontier
Deal found 4/27![Frontier logo]()
$191
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 April 28, 2026.
Round-trip from | $294 (American Airlines) |
|---|---|
One-way from | $131 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $471 |
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 April 28, 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
Mon 5/11
7:20 pm-11:35 am
2 stops13h 15m
Saint Thomas Island Cyril E King
Mon 5/18
5:05 pm-8:15 am
2 stops18h 10m
$323
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Fri 5/8
9:45 pm-12:20 pm
1 stop11h 35m
Saint Thomas Island Cyril E King
Tue 5/12
1:22 pm-9:25 pm
1 stop11h 03m
$388
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Sat 5/9
10:20 pm-1:08 pm
1 stop11h 48m
Saint Thomas Island Cyril E King
Tue 5/12
1:22 pm-9:25 pm
1 stop11h 03m
$420
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Sun 5/10
7:00 pm-1:08 pm
2 stops15h 08m
Saint Thomas Island Cyril E King
Thu 5/14
1:22 pm-8:04 pm
1 stop9h 42m
$420
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
Fri 7/10
6:55 pm-3:45 pm
1 stop18h 50m
Montego Bay Sangster Intl
Tue 7/14
2:40 pm-9:24 pm
1 stop8h 44m
$436
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Tue 5/26
9:05 pm-12:04 pm
1 stop11h 59m
San Juan Luis Munoz Marin Intl
Fri 5/29
1:00 am-9:21 am
1 stop11h 21m
$468
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Sat 5/23
10:45 pm-3:58 pm
2 stops14h 13m
Saint Thomas Island Cyril E King
Wed 5/27
1:34 pm-10:20 pm
1 stop11h 46m
$470
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Fri 7/24
10:15 pm-1:11 pm
1 stop11h 56m
San Juan Luis Munoz Marin Intl
Thu 7/30
2:21 pm-11:30 pm
2 stops12h 09m
$471
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Sat 8/22
5:10 pm-1:25 pm
2 stops17h 15m
Saint Thomas Island Cyril E King
Sun 8/30
2:10 pm-8:35 pm
1 stop9h 25m
$490
San DiegoOranjestad
SAN - AUA
SANAUA
San Diego
Mon 5/18
10:30 pm-1:35 pm
1 stop12h 05m
Oranjestad Reina Beatrix
Thu 5/28
2:35 pm-8:55 am
2 stops21h 20m
$490
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-AUA
SAN-PUJ
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-AUA
SAN-PUJ
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 62 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 $140). Flying from San Diego to Caribbean in February is currently the most expensive (average of $194). 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 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 April 28, 2026.
See what other customers who have flown with Southwest,Alaska Airlines, andDelta 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.
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
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.
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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 April 28, 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 9 airlines flying from San Diego to Caribbean
Discover the top 9 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 April 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$176 | Average$556 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$458 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$215 | Average$460 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$254 | Average$646 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$260 | Average$450 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$277 | Average$554 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$302 | Average$645 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$382 | Average$750 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$426 | Average$607 | FlexibilityNo cancel fee | On-time75% |