$136+ 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Apr 9 — Apr 161
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 March 10, 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 March 10, 2026.
This United Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/207:14 pm
SAN
- STT
2 stops14h 06m
United Airlines
Thu 4/232:10 pm
STT
- SAN
1 stop11h 49m
United Airlines
Deal found 3/9![United Airlines logo]()
$224
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/2910:30 pm
SAN
- STT
1 stop11h 05m
American Airlines
Thu 5/711:27 am
STT
- SAN
1 stop14h 22m
American Airlines
Deal found 3/6![American Airlines logo]()
$229
This United Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:14 pm
SAN
- STT
2 stops14h 54m
United Airlines
Wed 5/61:22 pm
STT
- SAN
1 stop9h 42m
United Airlines
Deal found 3/10![United Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/294:32 pm
SAN
- STT
2 stops15h 15m
American Airlines
Wed 5/65:05 pm
STT
- SAN
2 stops18h 33m
American Airlines
Deal found 3/10![American Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 3/7. 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.
Mon 4/139:45 pm
SAN
- STT
1 stop11h 22m
American Airlines
Wed 4/2212:25 pm
STT
- SAN
1 stop26h 28m
American Airlines
Deal found 3/7![American Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/277:20 pm
SAN
- STT
2 stops14h 55m
American Airlines
Fri 5/82:05 pm
STT
- SAN
2 stops21h 33m
American Airlines
Deal found 3/6![American Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/2912:53 pm
SAN
- STT
1 stop19h 42m
American Airlines
Tue 5/512:47 pm
STT
- SAN
1 stop13h 02m
American Airlines
Deal found 3/6![American Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Wed 4/296:20 pm
SAN
- STT
2 stops15h 48m
United Airlines
Tue 5/51:22 pm
STT
- SAN
1 stop11h 03m
United Airlines
Deal found 3/6![United Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/279:45 pm
SAN
- STT
1 stop14h 05m
American Airlines
Wed 5/612:25 pm
STT
- SAN
2 stops14h 08m
American Airlines
Deal found 3/10![American Airlines logo]()
$314
This United Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 5/110:20 pm
SAN
- STT
1 stop11h 48m
United Airlines
Thu 5/71:22 pm
STT
- SAN
1 stop11h 03m
United Airlines
Deal found 3/10![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 10/61:22 pm
SAN
- STT
2 stops18h 18m
American Airlines
Thu 10/1511:45 am
STT
- SAN
1 stop11h 23m
American Airlines
Deal found 3/9![American Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/216:40 am
SAN
- SJU
1 stop11h 11m
American Airlines
Tue 5/125:45 am
SJU
- SAN
2 stops11h 20m
American Airlines
Deal found 3/9![American Airlines logo]()
$358
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 March 10, 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 March 10, 2026.
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Wed 4/297:40 pm
SAN
- STT
2 stops17h 03m
United Airlines
Wed 5/61:22 pm
STT
- SAN
1 stop9h 42m
United Airlines
Deal found 3/6![United Airlines logo]()
$224
This Southwest deal was found by Cheapflights users on 3/7. 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.
Thu 5/79:00 am
SAN
- SJU
1 stop11h 25m
Southwest
Sun 5/101:15 pm
SJU
- SAN
2 stops13h 10m
Southwest
Deal found 3/7![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/2510:30 pm
SAN
- MBJ
1 stop14h 47m
Delta
Wed 4/2912:44 pm
MBJ
- SAN
1 stop10h 36m
Delta
Deal found 3/10![Delta logo]()
$422
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Wed 4/297:14 pm
SAN
- STT
2 stops14h 54m
United Airlines
Thu 5/71:22 pm
STT
- SAN
1 stop9h 42m
United Airlines
Deal found 3/6![United Airlines logo]()
$224
This Copa Airlines deal was found by Cheapflights users on 3/7. 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.
Sun 5/310:00 pm
SAN
- SDQ
1 stop10h 42m
Copa Airlines
Sun 5/106:04 am
SDQ
- SAN
1 stop15h 26m
Copa Airlines
Deal found 3/7![Copa Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 3/5. 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 5/410:05 pm
SAN
- SDQ
1 stop8h 15m
American Airlines
Fri 5/227:40 pm
SDQ
- SAN
1 stop18h 18m
American Airlines
Deal found 3/5![American Airlines logo]()
$461
This JetBlue deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:30 pm
SAN
- PUJ
1 stop10h 16m
JetBlue
Fri 6/1210:23 am
PUJ
- SAN
1 stop12h 05m
JetBlue
Deal found 3/8![JetBlue logo]()
$528
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Fri 5/16:05 pm
SAN
- STT
2 stops16h 03m
United Airlines
Wed 5/61:22 pm
STT
- SAN
1 stop11h 03m
United Airlines
Deal found 3/6![United Airlines logo]()
$314
This Air Canada deal was found by Cheapflights users on 3/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:15 pm
SAN
- BGI
1 stop23h 05m
Air Canada
Fri 6/54:20 pm
BGI
- SAN
1 stop22h 58m
Air Canada
Deal found 3/5![Air Canada logo]()
$707
This United Airlines deal was found by Cheapflights users on 3/7. 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.
Mon 4/2010:20 pm
SAN
- STT
1 stop11h 48m
United Airlines
Thu 4/232:10 pm
STT
- SAN
1 stop11h 49m
United Airlines
Deal found 3/7![United Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 3/5. 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.
Tue 5/268:50 pm
SAN
- SJU
2 stops10h 45m
Southwest
Fri 6/56:00 am
SJU
- SAN
2 stops15h 45m
Southwest
Deal found 3/5![Southwest logo]()
$425
This Delta deal was found by Cheapflights users on 3/7. 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.
Fri 5/19:45 pm
SAN
- NAS
1 stop15h 48m
Delta
Fri 5/86:00 pm
NAS
- SAN
1 stop18h 48m
Delta
Deal found 3/7![Delta logo]()
$436
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 5/49:45 pm
SAN
- PUJ
1 stop10h 50m
Delta
Wed 5/131:48 pm
PUJ
- SAN
1 stop12h 54m
Delta
Deal found 3/8![Delta logo]()
$443
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Fri 4/177:40 pm
SAN
- STT
2 stops18h 20m
United Airlines
Mon 4/202:10 pm
STT
- SAN
1 stop11h 49m
United Airlines
Deal found 3/6![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 3/5. 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.
Mon 6/227:50 pm
SAN
- SJU
2 stops11h 35m
Southwest
Tue 6/306:30 am
SJU
- SAN
2 stops14h 50m
Southwest
Deal found 3/5![Southwest logo]()
$464
This Delta deal was found by Cheapflights users on 3/5. 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.
Mon 5/410:10 pm
SAN
- PUJ
1 stop11h 44m
Delta
Tue 5/121:48 pm
PUJ
- SAN
1 stop12h 54m
Delta
Deal found 3/5![Delta logo]()
$443
This Copa Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/128:58 pm
SAN
- AUA
1 stop12h 11m
Copa Airlines
Mon 8/177:10 am
AUA
- SAN
1 stop14h 20m
Copa Airlines
Deal found 3/9![Copa Airlines logo]()
$543
This United Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/259:45 pm
SAN
- MBJ
1 stop15h 25m
United Airlines
Wed 4/294:12 pm
MBJ
- SAN
2 stops19h 46m
United Airlines
Deal found 3/9![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 3/7. 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.
Fri 6/198:35 am
SAN
- SJU
1 stop12h 00m
Southwest
Mon 6/226:00 am
SJU
- SAN
2 stops15h 45m
Southwest
Deal found 3/7![Southwest logo]()
$469
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Sun 8/1611:29 am
SAN
- AUA
1 stop20h 51m
American Airlines
Sun 8/234:55 pm
AUA
- SAN
1 stop21h 19m
American Airlines
Deal found 3/5![American Airlines logo]()
$582
This Delta deal was found by Cheapflights users on 3/5. 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.
Mon 4/139:45 pm
SAN
- SDQ
1 stop12h 27m
Delta
Sat 4/256:05 am
SDQ
- SAN
1 stop19h 48m
Delta
Deal found 3/5![Delta logo]()
$461
This JetBlue deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:15 pm
SAN
- AUA
1 stop11h 15m
JetBlue
Thu 4/305:35 pm
AUA
- SAN
1 stop19h 18m
JetBlue
Deal found 3/9![JetBlue logo]()
$625
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/19:00 am
SAN
- SJU
2 stops12h 15m
Southwest
Wed 7/81:30 pm
SJU
- SAN
2 stops11h 15m
Southwest
Deal found 3/8![Southwest logo]()
$474
This United Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 5/110:20 pm
SAN
- SJU
1 stop10h 44m
United Airlines
Fri 5/87:20 am
SJU
- SAN
1 stop11h 00m
United Airlines
Deal found 3/9![United Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 3/5. 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 5/2210:25 pm
SAN
- AUA
1 stop15h 34m
American Airlines
Mon 5/255:59 pm
AUA
- SAN
1 stop20h 17m
American Airlines
Deal found 3/5![American Airlines logo]()
$611
This Delta deal was found by Cheapflights users on 3/6. 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 4/199:45 pm
SAN
- SDQ
1 stop12h 27m
Delta
Sat 4/256:05 am
SDQ
- SAN
1 stop19h 48m
Delta
Deal found 3/6![Delta logo]()
$461
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 7/279:55 pm
SAN
- NAS
1 stop12h 20m
Southwest
Mon 8/32:10 pm
NAS
- SAN
2 stops10h 40m
Southwest
Deal found 3/8![Southwest logo]()
$494
This Delta deal was found by Cheapflights users on 3/6. 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.
Mon 4/139:45 pm
SAN
- BGI
1 stop13h 35m
Delta
Tue 4/213:30 pm
BGI
- SAN
1 stop21h 19m
Delta
Deal found 3/6![Delta logo]()
$462
This American Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 8/258:18 am
SAN
- UVF
2 stops26h 57m
American Airlines
Sun 8/303:15 pm
UVF
- SAN
2 stops22h 59m
American Airlines
Deal found 3/10![American Airlines logo]()
$616
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Sun 5/1010:40 pm
SAN
- NAS
1 stop13h 17m
United Airlines
Wed 5/132:53 pm
NAS
- SAN
1 stop8h 11m
United Airlines
Deal found 3/6![United Airlines logo]()
$426
Last-minute flights from San Diego to CaribbeanDiscover last-minute flight deals from San Diego to Caribbean. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Caribbean. Data last updated March 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/7. 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.
Mon 4/139:45 pm
SAN
- STT
1 stop11h 22m
American Airlines
Wed 4/2212:25 pm
STT
- SAN
1 stop26h 28m
American Airlines
Deal found 3/7![American Airlines logo]()
$286
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/177:20 am
SAN
- SJU
1 stop13h 30m
United Airlines
Sat 4/257:00 am
SJU
- SAN
1 stop9h 51m
United Airlines
Deal found 3/7![United Airlines logo]()
$371
This United Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/207:14 pm
SAN
- STT
2 stops14h 06m
United Airlines
Thu 4/232:10 pm
STT
- SAN
1 stop11h 49m
United Airlines
Deal found 3/9![United Airlines logo]()
$224
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/216:40 am
SAN
- SJU
1 stop11h 11m
American Airlines
Tue 5/125:45 am
SJU
- SAN
2 stops11h 20m
American Airlines
Deal found 3/9![American Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 3/5. 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 4/259:45 pm
SAN
- MBJ
1 stop9h 28m
American Airlines
Wed 4/2910:17 am
MBJ
- SAN
1 stop12h 33m
American Airlines
Deal found 3/5![American Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/277:20 pm
SAN
- STT
2 stops14h 55m
American Airlines
Fri 5/82:05 pm
STT
- SAN
2 stops21h 33m
American Airlines
Deal found 3/6![American Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/279:45 pm
SAN
- STT
1 stop14h 05m
American Airlines
Wed 5/612:25 pm
STT
- SAN
2 stops14h 08m
American Airlines
Deal found 3/10![American Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/2910:30 pm
SAN
- STT
1 stop11h 05m
American Airlines
Thu 5/711:27 am
STT
- SAN
1 stop14h 22m
American Airlines
Deal found 3/6![American Airlines logo]()
$229
This United Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:14 pm
SAN
- STT
2 stops14h 54m
United Airlines
Wed 5/61:22 pm
STT
- SAN
1 stop9h 42m
United Airlines
Deal found 3/10![United Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/2910:30 pm
SAN
- STT
1 stop11h 05m
American Airlines
Wed 5/611:27 am
STT
- SAN
1 stop14h 22m
American Airlines
Deal found 3/10![American Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/2912:53 pm
SAN
- STT
1 stop19h 42m
American Airlines
Tue 5/512:47 pm
STT
- SAN
1 stop13h 02m
American Airlines
Deal found 3/6![American Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Wed 4/296:20 pm
SAN
- STT
2 stops15h 48m
United Airlines
Tue 5/51:22 pm
STT
- SAN
1 stop11h 03m
United Airlines
Deal found 3/6![United Airlines logo]()
$308
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 March 10, 2026.
Search for one-way flight options from San Diego to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 3/317:52 pm
SAN
- STT
2 stops14h 11m
American Airlines
Deal found 3/9![American Airlines logo]()
$136
This United Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/277:14 pm
SAN
- SJU
2 stops13h 50m
United Airlines
Deal found 3/9![United Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:15 am
SAN
- SJU
2 stops36h 04m
Frontier
Deal found 3/6![Frontier logo]()
$144
This United Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/208:37 pm
SAN
- SJU
2 stops12h 57m
United Airlines
Deal found 3/10![United Airlines logo]()
$146
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 5/1810:00 pm
SAN
- NAS
1 stop10h 46m
Delta
Deal found 3/8![Delta logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:15 am
SAN
- SJU
2 stops32h 59m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 3/7. 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.
Tue 3/244:00 pm
SAN
- MBJ
2 stops19h 05m
United Airlines
Deal found 3/7![United Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/109:28 pm
SAN
- SJU
2 stops24h 23m
Frontier
Deal found 3/6![Frontier logo]()
$162
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 3/319:55 pm
SAN
- STT
1 stop10h 43m
Delta
Deal found 3/9![Delta logo]()
$163
This Delta deal was found by Cheapflights users on 3/6. 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.
Sat 4/1810:10 pm
SAN
- SJU
1 stop11h 42m
Delta
Deal found 3/6![Delta logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/16:25 am
SAN
- SJU
2 stops40h 36m
Frontier
Deal found 3/9![Frontier logo]()
$168
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/219:45 pm
SAN
- NAS
2 stops14h 05m
Delta
Deal found 3/10![Delta logo]()
$169
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 March 10, 2026.
Round-trip from | $224 (United Airlines) |
|---|---|
One-way from | $136 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $568 |
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 March 10, 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
Wed 4/29
7:40 pm-3:43 pm
2 stops17h 03m
Saint Thomas Island Cyril E King
Wed 5/6
1:22 pm-8:04 pm
1 stop9h 42m
$224
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Wed 4/29
7:14 pm-1:08 pm
2 stops14h 54m
Saint Thomas Island Cyril E King
Thu 5/7
1:22 pm-8:04 pm
1 stop9h 42m
$224
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Fri 5/1
6:05 pm-1:08 pm
2 stops16h 03m
Saint Thomas Island Cyril E King
Wed 5/6
1:22 pm-9:25 pm
1 stop11h 03m
$314
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Mon 4/20
10:20 pm-1:08 pm
1 stop11h 48m
Saint Thomas Island Cyril E King
Thu 4/23
2:10 pm-10:59 pm
1 stop11h 49m
$314
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Fri 4/17
7:40 pm-5:00 pm
2 stops18h 20m
Saint Thomas Island Cyril E King
Mon 4/20
2:10 pm-10:59 pm
1 stop11h 49m
$367
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
Sat 4/25
9:45 pm-3:10 pm
1 stop15h 25m
Montego Bay Sangster Intl
Wed 4/29
4:12 pm-9:58 am
2 stops19h 46m
$377
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Fri 5/1
10:20 pm-12:04 pm
1 stop10h 44m
San Juan Luis Munoz Marin Intl
Fri 5/8
7:20 am-3:20 pm
1 stop11h 00m
$394
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Thu 5/7
9:00 am-11:25 pm
1 stop11h 25m
San Juan Luis Munoz Marin Intl
Sun 5/10
1:15 pm-11:25 pm
2 stops13h 10m
$413
San DiegoMontego Bay
SAN - MBJ
SANMBJ
San Diego
Sat 4/25
10:30 pm-3:17 pm
1 stop14h 47m
Montego Bay Sangster Intl
Wed 4/29
12:44 pm-9:20 pm
1 stop10h 36m
$422
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Tue 5/26
8:50 pm-10:35 am
2 stops10h 45m
San Juan Luis Munoz Marin Intl
Fri 6/5
6:00 am-6:45 pm
2 stops15h 45m
$425
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-SJU
SAN-MBJ
SAN-SDQ
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
SAN-0CB
SAN-STT
SAN-SJU
SAN-MBJ
SAN-SDQ
What is the cheapest month to book a flight from San Diego to Caribbean?
Currently, April 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 December is currently the most expensive (average of $319). 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 March 10, 2026.
See what other customers who have flown with Alaska Airlines,Southwest, 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.
Comfort
7.8
Food
7.1
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
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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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 March 10, 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 March 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$164 | Average$550 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$514 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$215 | Average$463 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$260 | Average$387 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$295 | Average$556 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$306 | Average$630 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$321 | Average$652 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$380 | Average$692 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$478 | Average$585 | FlexibilityNo cancel fee | On-time75% |