$156+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Jul 7 — Jul 141
Round-trip
1 adult, Economy
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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 June 7, 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 June 7, 2026.
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/2910:45 pm
SAN
- STT
1 stop14h 07m
American Airlines
Wed 9/21:49 pm
STT
- SAN
2 stops22h 09m
American Airlines
Deal found 6/6![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:45 pm
SAN
- SJU
2 stops12h 53m
American Airlines
Tue 8/2512:55 am
SJU
- SAN
1 stop11h 03m
American Airlines
Deal found 6/2![American Airlines logo]()
$381
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 10/176:45 pm
SAN
- SJU
1 stop17h 17m
American Airlines
Sat 10/247:00 pm
SJU
- SAN
1 stop19h 25m
American Airlines
Deal found 6/6![American Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:17 pm
SAN
- SJU
1 stop11h 59m
Delta
Fri 8/282:59 pm
SJU
- SAN
1 stop11h 01m
Delta
Deal found 6/2![Delta logo]()
$386
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:25 am
SAN
- SJU
2 stops12h 30m
American Airlines
Mon 8/317:24 pm
SJU
- SAN
1 stop19h 08m
American Airlines
Deal found 6/3![American Airlines logo]()
$388
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:20 am
SAN
- SJU
2 stops11h 18m
United Airlines
Fri 9/41:00 am
SJU
- SAN
2 stops13h 15m
United Airlines
Deal found 6/3![United Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/199:40 am
SAN
- SJU
2 stops11h 19m
American Airlines
Wed 8/266:00 am
SJU
- SAN
2 stops11h 14m
American Airlines
Deal found 6/6![American Airlines logo]()
$391
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:01 pm
SAN
- SJU
2 stops15h 45m
Delta
Wed 9/91:35 pm
SJU
- SAN
1 stop13h 08m
Delta
Deal found 6/5![Delta logo]()
$396
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/810:40 pm
SAN
- SJU
2 stops12h 13m
United Airlines
Fri 9/187:00 am
SJU
- SAN
2 stops13h 26m
United Airlines
Deal found 6/4![United Airlines logo]()
$405
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 11/126:30 am
SAN
- SJU
1 stop14h 35m
Southwest
Mon 11/165:45 am
SJU
- SAN
2 stops11h 45m
Southwest
Deal found 6/6![Southwest logo]()
$410
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/316:15 am
SAN
- SJU
1 stop14h 00m
American Airlines
Fri 9/46:00 am
SJU
- SAN
1 stop19h 49m
American Airlines
Deal found 6/6![American Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:30 pm
SAN
- MBJ
1 stop15h 04m
Delta
Tue 9/2912:50 pm
MBJ
- SAN
1 stop12h 44m
Delta
Deal found 6/3![Delta logo]()
$412
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 June 7, 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 June 7, 2026.
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/2910:45 pm
SAN
- STT
2 stops14h 07m
American Airlines
Wed 9/21:49 pm
STT
- SAN
2 stops23h 18m
American Airlines
Deal found 6/6![American Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:10 pm
SAN
- SJU
1 stop10h 46m
Delta
Tue 10/277:30 am
SJU
- SAN
2 stops15h 55m
Delta
Deal found 6/4![Delta logo]()
$386
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:40 pm
SAN
- SJU
1 stop11h 50m
Southwest
Tue 10/206:10 am
SJU
- SAN
1 stop14h 05m
Southwest
Deal found 6/5![Southwest logo]()
$396
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1210:25 pm
SAN
- NAS
2 stops12h 22m
United Airlines
Sat 7/183:59 pm
NAS
- SAN
1 stop9h 35m
United Airlines
Deal found 6/3![United Airlines logo]()
$498
This Copa Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/210:00 pm
SAN
- SDQ
1 stop11h 14m
Copa Airlines
Tue 12/87:03 pm
SDQ
- SAN
1 stop26h 23m
Copa Airlines
Deal found 6/5![Copa Airlines logo]()
$502
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:30 pm
SAN
- MBJ
1 stop15h 04m
Delta
Tue 9/2912:50 pm
MBJ
- SAN
1 stop12h 44m
Delta
Deal found 6/3![Delta logo]()
$412
This Justfly.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:30 pm
SAN
- ANU
1 stop15h 07m
JetBlue
Tue 7/143:42 pm
ANU
- SAN
1 stop21h 52m
JetBlue
Deal found 6/2![JetBlue logo]()
$903
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 9/2010:30 pm
SAN
- MBJ
1 stop15h 04m
Delta
Wed 9/301:25 pm
MBJ
- SAN
1 stop9h 45m
Delta
Deal found 6/6![Delta logo]()
$422
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/157:25 pm
SAN
- SJU
2 stops12h 20m
Southwest
Mon 8/175:30 am
SJU
- SAN
2 stops15h 40m
Southwest
Deal found 6/6![Southwest logo]()
$499
This Copa Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/168:58 pm
SAN
- SDQ
1 stop13h 15m
Copa Airlines
Sat 8/296:42 pm
SDQ
- SAN
1 stop26h 48m
Copa Airlines
Deal found 6/3![Copa Airlines logo]()
$502
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 10/177:00 am
SAN
- SJU
2 stops13h 50m
United Airlines
Fri 10/231:00 am
SJU
- SAN
2 stops13h 25m
United Airlines
Deal found 6/6![United Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 stop11h 19m
Delta
Mon 8/314:59 pm
MBJ
- SAN
1 stop18h 27m
Delta
Deal found 6/6![Delta logo]()
$422
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:50 pm
SAN
- SDQ
2 stops16h 32m
American Airlines
Thu 10/88:00 am
SDQ
- SAN
1 stop14h 58m
American Airlines
Deal found 6/4![American Airlines logo]()
$519
This Copa Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/210:00 pm
SAN
- SDQ
1 stop9h 54m
Copa Airlines
Thu 10/86:41 pm
SDQ
- SAN
1 stop26h 49m
Copa Airlines
Deal found 6/4![Copa Airlines logo]()
$502
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:40 pm
SAN
- NAS
2 stops10h 50m
Southwest
Mon 8/311:10 pm
NAS
- SAN
2 stops11h 45m
Southwest
Deal found 6/2![Southwest logo]()
$502
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3010:25 pm
SAN
- NAS
1 stop13h 32m
United Airlines
Mon 7/204:58 pm
NAS
- SAN
1 stop7h 26m
United Airlines
Deal found 6/5![United Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:55 am
SAN
- SJU
1 stop8h 25m
Delta
Tue 12/83:10 pm
SJU
- SAN
2 stops12h 45m
Delta
Deal found 6/2![Delta logo]()
$426
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/3110:25 pm
SAN
- NAS
2 stops12h 22m
United Airlines
Wed 8/52:53 pm
NAS
- SAN
1 stop7h 57m
United Airlines
Deal found 6/7![United Airlines logo]()
$508
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:25 pm
SAN
- STT
1 stop19h 42m
American Airlines
Tue 11/1012:57 pm
STT
- SAN
1 stop13h 25m
American Airlines
Deal found 6/3![American Airlines logo]()
$560
This Copa Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 stop21h 56m
Copa Airlines
Mon 10/58:47 am
SDQ
- SAN
1 stop12h 43m
Copa Airlines
Deal found 6/7![Copa Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:20 pm
SAN
- SJU
2 stops17h 36m
Delta
Tue 11/103:35 pm
SJU
- SAN
1 stop11h 28m
Delta
Deal found 6/2![Delta logo]()
$426
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:55 pm
SAN
- STT
2 stops14h 55m
Southwest
Fri 9/182:35 pm
STT
- SAN
2 stops11h 50m
Southwest
Deal found 6/4![Southwest logo]()
$526
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 12/110:30 pm
SAN
- NAS
2 stops12h 18m
United Airlines
Sat 12/51:05 pm
NAS
- SAN
1 stop10h 28m
United Airlines
Deal found 6/6![United Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:20 pm
SAN
- SJU
2 stops17h 53m
Delta
Mon 9/141:32 pm
SJU
- SAN
1 stop13h 02m
Delta
Deal found 6/4![Delta logo]()
$426
This Copa Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/209:03 pm
SAN
- PUJ
1 stop16h 02m
Copa Airlines
Sun 9/275:41 am
PUJ
- SAN
1 stop15h 49m
Copa Airlines
Deal found 6/3![Copa Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:35 pm
SAN
- SXM
2 stops13h 05m
Southwest
Sun 11/154:40 pm
SXM
- SAN
2 stops18h 35m
Southwest
Deal found 6/2![Southwest logo]()
$537
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/276:40 pm
SAN
- SXM
2 stops17h 59m
American Airlines
Tue 9/14:39 pm
SXM
- SAN
2 stops19h 11m
American Airlines
Deal found 6/7![American Airlines logo]()
$624
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:00 pm
SAN
- MBJ
2 stops18h 25m
Delta
Wed 9/301:25 pm
MBJ
- SAN
1 stop9h 45m
Delta
Deal found 6/5![Delta logo]()
$427
This Copa Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:58 pm
SAN
- PUJ
1 stop16h 07m
Copa Airlines
Tue 9/16:41 pm
PUJ
- SAN
1 stop26h 49m
Copa Airlines
Deal found 6/3![Copa Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1910:25 pm
SAN
- NAS
2 stops12h 22m
United Airlines
Fri 7/242:53 pm
NAS
- SAN
2 stops10h 32m
United Airlines
Deal found 6/3![United Airlines logo]()
$538
Last-minute flights from San Diego to CaribbeanDiscover last-minute flight deals from San Diego to Caribbean. Data last updated June 7, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Caribbean. Data last updated June 7, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:26 pm
SAN
- SJU
1 stop9h 36m
American Airlines
Tue 7/712:59 am
SJU
- SAN
1 stop11h 05m
American Airlines
Deal found 6/2![American Airlines logo]()
$449
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/310:30 pm
SAN
- MBJ
1 stop11h 13m
United Airlines
Thu 7/94:12 pm
MBJ
- SAN
2 stops18h 10m
United Airlines
Deal found 6/2![United Airlines logo]()
$473
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/43:08 pm
SAN
- MBJ
1 stop23h 06m
American Airlines
Fri 7/105:14 pm
MBJ
- SAN
2 stops18h 51m
American Airlines
Deal found 6/5![American Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:15 pm
SAN
- SJU
2 stops11h 30m
American Airlines
Thu 7/910:35 am
SJU
- SAN
1 stop15h 03m
American Airlines
Deal found 6/3![American Airlines logo]()
$442
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:15 am
SAN
- SJU
1 stop14h 43m
American Airlines
Thu 7/910:35 am
SJU
- SAN
1 stop15h 03m
American Airlines
Deal found 6/2![American Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/206:10 pm
SAN
- SJU
2 stops16h 22m
Delta
Thu 7/301:10 pm
SJU
- SAN
1 stop13h 33m
Delta
Deal found 6/4![Delta logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2512:29 pm
SAN
- SJU
1 stop22h 31m
Multiple Airlines
Wed 8/57:10 am
SJU
- SAN
2 stops38h 50m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2510:15 pm
SAN
- SJU
1 stop11h 56m
Delta
Thu 8/612:56 pm
SJU
- SAN
1 stop11h 07m
Delta
Deal found 6/5![Delta logo]()
$436
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/294:32 pm
SAN
- SJU
1 stop9h 07m
American Airlines
Tue 8/1112:55 am
SJU
- SAN
1 stop11h 03m
American Airlines
Deal found 6/2![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/294:32 pm
SAN
- SJU
1 stop9h 07m
American Airlines
Mon 8/37:14 pm
SJU
- SAN
1 stop18h 58m
American Airlines
Deal found 6/2![American Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/309:30 pm
SAN
- SJU
1 stop13h 02m
Delta
Thu 8/612:56 pm
SJU
- SAN
1 stop11h 02m
Delta
Deal found 6/6![Delta logo]()
$396
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:35 am
SAN
- SJU
1 stop12h 05m
Southwest
Thu 8/68:55 pm
SJU
- SAN
2 stops17h 05m
Southwest
Deal found 6/4![Southwest logo]()
$427
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 June 7, 2026.
Search for one-way flight options from San Diego to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 7, 2026.
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:45 pm
SAN
- STT
2 stops14h 15m
American Airlines
Deal found 6/5![American Airlines logo]()
$156
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:13 pm
SAN
- STT
2 stops13h 58m
Delta
Deal found 6/5![Delta logo]()
$161
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:50 pm
SAN
- STT
2 stops20h 01m
American Airlines
Deal found 6/3![American Airlines logo]()
$162
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/2810:25 pm
SAN
- MBJ
1 stop11h 19m
Delta
Deal found 6/6![Delta logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:25 am
SAN
- SJU
2 stops21h 01m
Frontier
Deal found 6/2![Frontier logo]()
$190
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/116:25 am
SAN
- SJU
2 stops12h 30m
American Airlines
Deal found 6/7![American Airlines logo]()
$193
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:50 pm
SAN
- SXM
2 stops14h 05m
Southwest
Deal found 6/2![Southwest logo]()
$193
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:20 am
SAN
- NAS
1 stop7h 45m
American Airlines
Deal found 6/5![American Airlines logo]()
$195
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/54:44 pm
SAN
- MBJ
1 stop19h 15m
American Airlines
Deal found 6/3![American Airlines logo]()
$197
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/49:25 pm
SAN
- SJU
1 stop14h 26m
American Airlines
Deal found 6/6![American Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:55 am
SAN
- SJU
2 stops15h 34m
United Airlines
Deal found 6/5![United Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/69:55 pm
SAN
- SXM
1 stop13h 05m
Southwest
Deal found 6/7![Southwest logo]()
$198
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 June 7, 2026.
Round-trip from | $316 (American Airlines) |
|---|---|
One-way from | $156 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $584 |
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 June 7, 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
Sat 8/29
10:45 pm-3:52 pm
2 stops14h 07m
Saint Thomas Island Cyril E King
Wed 9/2
1:49 pm-10:07 am
2 stops23h 18m
$316
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Tue 10/20
10:10 pm-11:56 am
1 stop10h 46m
San Juan Luis Munoz Marin Intl
Tue 10/27
7:30 am-8:25 pm
2 stops15h 55m
$386
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Fri 10/16
10:40 pm-1:30 pm
1 stop11h 50m
San Juan Luis Munoz Marin Intl
Tue 10/20
6:10 am-5:15 pm
1 stop14h 05m
$396
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
Fri 9/18
10:30 pm-3:34 pm
1 stop15h 04m
Montego Bay Sangster Intl
Tue 9/29
12:50 pm-11:34 pm
1 stop12h 44m
$412
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
Sun 9/20
10:30 pm-3:34 pm
1 stop15h 04m
Montego Bay Sangster Intl
Wed 9/30
1:25 pm-9:10 pm
1 stop9h 45m
$422
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
Sun 8/23
10:25 pm-11:44 am
1 stop11h 19m
Montego Bay Sangster Intl
Mon 8/31
4:59 pm-9:26 am
1 stop18h 27m
$422
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Tue 12/1
10:55 am-11:20 pm
1 stop8h 25m
San Juan Luis Munoz Marin Intl
Tue 12/8
3:10 pm-11:55 pm
2 stops12h 45m
$426
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Wed 10/28
3:20 pm-11:56 am
2 stops17h 36m
San Juan Luis Munoz Marin Intl
Tue 11/10
3:35 pm-11:03 pm
1 stop11h 28m
$426
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Wed 9/9
3:20 pm-12:13 pm
2 stops17h 53m
San Juan Luis Munoz Marin Intl
Mon 9/14
1:32 pm-11:34 pm
1 stop13h 02m
$426
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
Sat 9/19
3:00 pm-11:25 am
2 stops18h 25m
Montego Bay Sangster Intl
Wed 9/30
1:25 pm-9:10 pm
1 stop9h 45m
$427
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-STT
SAN-MBJ
SAN-SJU
SAN-SXM
SAN-NAS
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-STT
SAN-MBJ
SAN-SJU
SAN-SXM
What is the cheapest month to book a flight from San Diego to Caribbean?
Currently, September is the cheapest month in which you can book a flight from San Diego to Caribbean (average of $141). Flying from San Diego to Caribbean in April is currently the most expensive (average of $204). 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 62 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 June 7, 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.
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
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 June 7, 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 June 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$460 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$545 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$511 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$254 | Average$652 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$277 | Average$549 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$295 | Average$668 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$382 | Average$748 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$426 | Average$595 | FlexibilityNo cancel fee | On-time75% |