$187+ Cheap flights from San Diego (SAN) to Caribbean Islands
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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
juli 8 — juli 151
Round-trip
1 adult, Economy
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Cheapest flights from San Diego to Caribbean IslandsExplore the most affordable flight options available from San Diego to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on juni 8, 2026.
Explore the most affordable flight options available from San Diego to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on juni 8, 2026.
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.
lør. 10/1710:45 pm
SAN
- SJU
1 stop12h 00m
American Airlines
lør. 10/246:00 am
SJU
- SAN
1 stop17h 39m
American Airlines
Deal found 6/7![American Airlines logo]()
$383
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.
fre. 8/2110:30 pm
SAN
- SJU
1 stop10h 16m
Delta
fre. 8/282:59 pm
SJU
- SAN
1 stop9h 04m
Delta
Deal found 6/3![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.
tir. 8/256:25 am
SAN
- SJU
2 stops12h 30m
American Airlines
man. 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.
fre. 8/286:20 am
SAN
- SJU
2 stops11h 18m
United Airlines
fre. 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 6/7. 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.
ons. 8/196:25 am
SAN
- SJU
2 stops12h 30m
American Airlines
man. 8/247:00 am
SJU
- SAN
1 stop16h 35m
American Airlines
Deal found 6/7![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.
lør. 9/510:30 pm
SAN
- SJU
1 stop10h 16m
Delta
man. 9/141:32 pm
SJU
- SAN
1 stop13h 02m
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.
tir. 9/810:40 pm
SAN
- SJU
2 stops12h 13m
United Airlines
fre. 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.
tor. 11/1210:15 am
SAN
- SJU
1 stop10h 50m
Southwest
man. 11/166:15 am
SJU
- SAN
1 stop16h 20m
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.
man. 8/316:15 am
SAN
- SJU
1 stop14h 00m
American Airlines
fre. 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.
fre. 9/1810:30 pm
SAN
- MBJ
1 stop15h 04m
Delta
tir. 9/2912:50 pm
MBJ
- SAN
1 stop12h 44m
Delta
Deal found 6/3![Delta logo]()
$412
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.
ons. 11/48:45 pm
SAN
- SJU
2 stops11h 05m
Southwest
ons. 11/116:45 am
SJU
- SAN
1 stop11h 45m
Southwest
Deal found 6/5![Southwest logo]()
$415
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.
søn. 8/239:10 pm
SAN
- MBJ
1 stop14h 18m
American Airlines
man. 8/315:08 pm
MBJ
- SAN
2 stops18h 59m
American Airlines
Deal found 6/3![American Airlines logo]()
$417
Best flights from San Diego to Caribbean IslandsDiscover carefully curated flight deals from San Diego to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated juni 8, 2026.
Discover carefully curated flight deals from San Diego to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated juni 8, 2026.
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.
tir. 10/2010:10 pm
SAN
- SJU
1 stop10h 46m
Delta
tir. 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.
fre. 10/1610:40 pm
SAN
- SJU
1 stop11h 50m
Southwest
tir. 10/206:10 am
SJU
- SAN
1 stop14h 05m
Southwest
Deal found 6/5![Southwest logo]()
$396
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.
ons. 8/268:58 pm
SAN
- CUR
1 stop14h 38m
Copa Airlines
søn. 8/307:31 pm
CUR
- SAN
1 stop25h 59m
Copa Airlines
Deal found 6/3![Copa Airlines logo]()
$430
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.
lør. 10/176:50 pm
SAN
- SJU
2 stops14h 07m
United Airlines
fre. 10/231:00 am
SJU
- SAN
2 stops13h 35m
United Airlines
Deal found 6/4![United Airlines logo]()
$476
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.
fre. 10/21:50 pm
SAN
- SDQ
2 stops16h 32m
American Airlines
tor. 10/88:00 am
SDQ
- SAN
1 stop14h 58m
American Airlines
Deal found 6/4![American Airlines logo]()
$519
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 10/173:20 pm
SAN
- SJU
2 stops17h 16m
Delta
lør. 10/2412:46 pm
SJU
- SAN
1 stop13h 17m
Delta
Deal found 6/7![Delta logo]()
$396
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tir. 7/78:30 pm
SAN
- ANU
1 stop15h 07m
JetBlue
tir. 7/143:42 pm
ANU
- SAN
1 stop21h 52m
JetBlue
Deal found 6/4![JetBlue logo]()
$801
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.
fre. 9/1810:30 pm
SAN
- MBJ
1 stop15h 04m
Delta
tir. 9/2912:50 pm
MBJ
- SAN
1 stop12h 44m
Delta
Deal found 6/3![Delta logo]()
$412
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.
søn. 7/1210:25 pm
SAN
- NAS
2 stops12h 22m
United Airlines
lør. 7/183:59 pm
NAS
- SAN
1 stop9h 35m
United Airlines
Deal found 6/3![United Airlines logo]()
$498
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.
fre. 8/2810:40 pm
SAN
- NAS
2 stops10h 50m
Southwest
man. 8/311:10 pm
NAS
- SAN
2 stops11h 45m
Southwest
Deal found 6/2![Southwest logo]()
$502
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.
ons. 12/210:00 pm
SAN
- SDQ
1 stop11h 14m
Copa Airlines
tir. 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 6/6. 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.
søn. 9/2010:30 pm
SAN
- MBJ
1 stop15h 04m
Delta
ons. 9/301:25 pm
MBJ
- SAN
1 stop9h 45m
Delta
Deal found 6/6![Delta logo]()
$422
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.
søn. 8/168:58 pm
SAN
- SDQ
1 stop13h 15m
Copa Airlines
lør. 8/296:42 pm
SDQ
- SAN
1 stop26h 48m
Copa Airlines
Deal found 6/3![Copa Airlines logo]()
$502
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.
søn. 7/56:30 am
SAN
- SJU
1 stop15h 15m
Southwest
ons. 8/2611:50 am
SJU
- SAN
2 stops11h 55m
Southwest
Deal found 6/5![Southwest logo]()
$506
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.
tir. 6/3010:25 pm
SAN
- NAS
1 stop13h 32m
United Airlines
man. 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 6/5. 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.
lør. 9/193:00 pm
SAN
- MBJ
2 stops18h 25m
Delta
ons. 9/301:25 pm
MBJ
- SAN
1 stop9h 45m
Delta
Deal found 6/5![Delta logo]()
$427
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.
man. 8/1010:20 pm
SAN
- KIN
2 stops12h 39m
American Airlines
man. 8/246:05 am
KIN
- SAN
1 stop18h 44m
American Airlines
Deal found 6/6![American Airlines logo]()
$579
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.
fre. 10/210:00 pm
SAN
- SDQ
1 stop9h 54m
Copa Airlines
tor. 10/86:41 pm
SDQ
- SAN
1 stop26h 49m
Copa Airlines
Deal found 6/4![Copa Airlines logo]()
$502
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.
fre. 7/3110:25 pm
SAN
- NAS
2 stops12h 22m
United Airlines
ons. 8/52:53 pm
NAS
- SAN
1 stop7h 57m
United Airlines
Deal found 6/7![United Airlines logo]()
$508
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.
søn. 7/198:40 am
SAN
- SJU
1 stop12h 50m
Southwest
søn. 7/269:05 pm
SJU
- SAN
1 stop15h 05m
Southwest
Deal found 6/4![Southwest logo]()
$535
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.
tir. 12/110:30 pm
SAN
- NAS
2 stops12h 18m
United Airlines
lør. 12/51:05 pm
NAS
- SAN
1 stop10h 28m
United Airlines
Deal found 6/6![United Airlines logo]()
$508
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.
man. 9/2110:00 pm
SAN
- SDQ
1 stop21h 56m
Copa Airlines
man. 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 6/3. 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.
ons. 7/2910:30 pm
SAN
- SJU
1 stop10h 10m
Delta
ons. 8/1212:56 pm
SJU
- SAN
1 stop13h 04m
Delta
Deal found 6/3![Delta logo]()
$471
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.
tor. 8/276:40 pm
SAN
- AUA
2 stops18h 10m
American Airlines
lør. 9/54:50 pm
AUA
- SAN
2 stops20h 30m
American Airlines
Deal found 6/4![American Airlines logo]()
$637
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.
tir. 6/307:15 am
SAN
- NAS
1 stop8h 15m
Southwest
lør. 7/48:45 am
NAS
- SAN
1 stop9h 45m
Southwest
Deal found 6/7![Southwest logo]()
$539
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.
man. 8/248:58 pm
SAN
- PUJ
1 stop16h 07m
Copa Airlines
tir. 9/16:41 pm
PUJ
- SAN
1 stop26h 49m
Copa Airlines
Deal found 6/3![Copa Airlines logo]()
$530
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.
søn. 8/239:30 pm
SAN
- MBJ
1 stop12h 14m
Delta
man. 8/314:59 pm
MBJ
- SAN
1 stop18h 27m
Delta
Deal found 6/5![Delta logo]()
$486
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.
søn. 7/1910:25 pm
SAN
- NAS
2 stops12h 22m
United Airlines
fre. 7/242:53 pm
NAS
- SAN
2 stops10h 32m
United Airlines
Deal found 6/3![United Airlines logo]()
$538
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.
søn. 7/2612:35 pm
SAN
- PLS
1 stop19h 05m
American Airlines
søn. 8/24:26 pm
PLS
- SAN
1 stop18h 50m
American Airlines
Deal found 6/5![American Airlines logo]()
$692
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.
ons. 7/156:35 am
SAN
- NAS
2 stops9h 00m
Southwest
tir. 7/288:45 am
NAS
- SAN
2 stops10h 45m
Southwest
Deal found 6/4![Southwest logo]()
$574
Last-minute flights from San Diego to Caribbean IslandsDiscover last-minute flight deals from San Diego to Caribbean Islands. Data last updated juni 8, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Caribbean Islands. Data last updated juni 8, 2026 and is based on user searches.
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.
søn. 6/75:01 pm
SAN
- MBJ
2 stops16h 33m
Delta
lør. 6/1312:59 pm
MBJ
- SAN
1 stop12h 40m
Delta
Deal found 6/5![Delta logo]()
$492
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.
lør. 7/43:08 pm
SAN
- MBJ
1 stop23h 06m
American Airlines
fre. 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.
tir. 7/77:15 pm
SAN
- SJU
2 stops11h 30m
American Airlines
tor. 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 6/7. 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.
tir. 7/76:15 am
SAN
- SJU
1 stop14h 33m
American Airlines
tir. 7/285:45 am
SJU
- SAN
1 stop16h 35m
American Airlines
Deal found 6/7![American Airlines logo]()
$479
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.
søn. 7/1210:25 pm
SAN
- NAS
2 stops12h 22m
United Airlines
lør. 7/183:59 pm
NAS
- SAN
1 stop9h 35m
United Airlines
Deal found 6/3![United Airlines logo]()
$498
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.
man. 7/206:10 pm
SAN
- SJU
2 stops16h 22m
Delta
tor. 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.
lør. 7/2512:29 pm
SAN
- SJU
1 stop22h 31m
Multiple Airlines
ons. 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.
lør. 7/2510:15 pm
SAN
- SJU
1 stop11h 56m
Delta
tor. 8/612:56 pm
SJU
- SAN
1 stop11h 07m
Delta
Deal found 6/5![Delta logo]()
$436
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.
ons. 7/2910:30 pm
SAN
- SJU
1 stop10h 10m
Delta
ons. 8/1212:56 pm
SJU
- SAN
1 stop13h 04m
Delta
Deal found 6/3![Delta logo]()
$471
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.
tor. 7/309:30 pm
SAN
- SJU
1 stop13h 02m
Delta
tor. 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.
tor. 7/308:35 am
SAN
- SJU
1 stop12h 05m
Southwest
tor. 8/68:55 pm
SJU
- SAN
2 stops17h 05m
Southwest
Deal found 6/4![Southwest logo]()
$427
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.
tor. 7/304:32 pm
SAN
- SJU
1 stop9h 07m
American Airlines
man. 8/37:14 pm
SJU
- SAN
1 stop18h 58m
American Airlines
Deal found 6/3![American Airlines logo]()
$454
One-way flights from San Diego to Caribbean IslandsSearch for one-way flight options from San Diego to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated juni 8, 2026.
Search for one-way flight options from San Diego to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated juni 8, 2026.
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.
fre. 8/2810:25 pm
SAN
- MBJ
1 stop11h 19m
Delta
Deal found 6/6![Delta logo]()
$187
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.
man. 8/1010:45 pm
SAN
- SJU
2 stops12h 53m
American Airlines
Deal found 6/7![American Airlines 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.
fre. 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.
tor. 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.
tir. 8/49:25 pm
SAN
- SJU
1 stop14h 26m
American Airlines
Deal found 6/6![American Airlines logo]()
$197
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.
tor. 7/97:15 pm
SAN
- CUR
2 stops17h 30m
American Airlines
Deal found 6/7![American Airlines logo]()
$198
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.
lør. 7/410:55 am
SAN
- SJU
2 stops15h 34m
United Airlines
Deal found 6/5![United Airlines logo]()
$198
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.
man. 8/310:30 pm
SAN
- NAS
1 stop10h 21m
Delta
Deal found 6/5![Delta logo]()
$200
This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 10/39:30 pm
SAN
- SJU
1 stop13h 04m
JetBlue
Deal found 6/6![JetBlue logo]()
$203
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.
tor. 8/209:25 am
SAN
- SJU
2 stops11h 25m
Southwest
Deal found 6/7![Southwest logo]()
$217
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.
lør. 7/49:58 am
SAN
- SJU
1 stop10h 50m
American Airlines
Deal found 6/5![American Airlines logo]()
$218
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.
tir. 7/710:25 pm
SAN
- MBJ
2 stops14h 45m
United Airlines
Deal found 6/7![United Airlines logo]()
$219
Find flight deals from San Diego to Caribbean Islands
Keep the following information in mind while searching for San Diego to Caribbean Islands flight deals. Data was last updated juni 8, 2026.
Round-trip from | $383 (American Airlines) |
|---|---|
One-way from | $187 (Delta) |
Popular in | December |
Cheapest in | October |
Average price | $584 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to Caribbean Islands 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 juni 8, 2026.
Use the filters below to find and compare flights from San Diego to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
tir. 10/20
10:10 pm-11:56 am
1 stop10h 46m
San Juan Luis Munoz Marin Intl
tir. 10/27
7:30 am-8:25 pm
2 stops15h 55m
$386
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
fre. 10/16
10:40 pm-1:30 pm
1 stop11h 50m
San Juan Luis Munoz Marin Intl
tir. 10/20
6:10 am-5:15 pm
1 stop14h 05m
$396
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
lør. 10/17
3:20 pm-11:36 am
2 stops17h 16m
San Juan Luis Munoz Marin Intl
lør. 10/24
12:46 pm-11:03 pm
1 stop13h 17m
$396
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
fre. 9/18
10:30 pm-3:34 pm
1 stop15h 04m
Montego Bay Sangster Intl
tir. 9/29
12:50 pm-11:34 pm
1 stop12h 44m
$412
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
søn. 9/20
10:30 pm-3:34 pm
1 stop15h 04m
Montego Bay Sangster Intl
ons. 9/30
1:25 pm-9:10 pm
1 stop9h 45m
$422
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
lør. 9/19
3:00 pm-11:25 am
2 stops18h 25m
Montego Bay Sangster Intl
ons. 9/30
1:25 pm-9:10 pm
1 stop9h 45m
$427
San DiegoWillemstad
SAN - CUR
SANCUR
San Diego
ons. 8/26
8:58 pm-2:36 pm
1 stop14h 38m
Willemstad Hato Int.
søn. 8/30
7:31 pm-6:30 pm
1 stop25h 59m
$430
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
ons. 7/29
10:30 pm-11:40 am
1 stop10h 10m
San Juan Luis Munoz Marin Intl
ons. 8/12
12:56 pm-11:00 pm
1 stop13h 04m
$471
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
lør. 10/17
6:50 pm-11:57 am
2 stops14h 07m
San Juan Luis Munoz Marin Intl
fre. 10/23
1:00 am-11:35 am
2 stops13h 35m
$476
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
søn. 8/23
9:30 pm-11:44 am
1 stop12h 14m
Montego Bay Sangster Intl
man. 8/31
4:59 pm-9:26 am
1 stop18h 27m
$486
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Diego to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from San Diego with our price prediction graph.
SAN-SJU
SAN-MBJ
SAN-NAS
SAN-CUR
SAN-PUJ
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 Islands
SAN-zzEPX
SAN-SJU
SAN-MBJ
SAN-NAS
SAN-CUR
What is the cheapest month to book a flight from San Diego to Caribbean Islands?
Currently, June is the cheapest month in which you can book a flight from San Diego to Caribbean Islands (average of $150). Flying from San Diego to Caribbean Islands in September is currently the most expensive (average of $238). 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 Islands?
To ensure you get the cheapest price possible for a flight from San Diego to Caribbean Islands, you should look to book at least 25 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated juni 8, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andCopa Airlines from San Diego to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
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 Islands. 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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Alternative routes for San Diego to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Diego to Caribbean Islands by cabin class
Find flights from San Diego to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Diego and Caribbean Islands flights
Browse other San Diego and Caribbean Islands flight options. Last updated on juni 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Diego to Caribbean Islands flights
Consider these flights traveling from San Diego to Caribbean Islands.
Top 8 airlines flying from San Diego to Caribbean Islands
Discover the top 8 airlines that operate flights from San Diego to Caribbean Islands. 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 juni 8, 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% |