$170+ Cheap flights from Caribbean to San Diego (SAN)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
Aug 26 — Sep 21
Round-trip
1 adult, Economy
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Find cheap flights from Caribbean to San Diego with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Caribbean to San DiegoExplore the most affordable flight options available from Caribbean to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.
Explore the most affordable flight options available from Caribbean to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:30 am
SJU
- SAN
1 stop13h 45m
Southwest
Mon 9/146:35 am
SAN
- SJU
1 stop13h 20m
Southwest
Deal found 7/25![Southwest logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/253:44 pm
SJU
- SAN
1 stop19h 28m
American Airlines
Wed 8/269:36 pm
SAN
- SJU
1 stop12h 48m
American Airlines
Deal found 7/25![American Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:41 pm
SJU
- SAN
1 stop20h 19m
American Airlines
Fri 10/1612:56 pm
SAN
- SJU
1 stop17h 50m
American Airlines
Deal found 7/23![American Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:00 am
SJU
- SAN
2 stops13h 35m
United Airlines
Wed 8/266:20 am
SAN
- SJU
2 stops11h 18m
United Airlines
Deal found 7/25![United Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:05 am
SJU
- SAN
1 stop15h 39m
American Airlines
Wed 8/266:45 am
SAN
- SJU
1 stop14h 14m
American Airlines
Deal found 7/25![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:16 am
SJU
- SAN
2 stops14h 19m
American Airlines
Mon 9/1410:46 pm
SAN
- SJU
2 stops13h 54m
American Airlines
Deal found 7/27![American Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:00 am
SJU
- SAN
2 stops12h 26m
American Airlines
Sun 9/66:15 am
SAN
- SJU
1 stop14h 00m
American Airlines
Deal found 7/26![American Airlines logo]()
$431
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:00 am
SJU
- SAN
2 stops11h 25m
Southwest
Mon 9/710:40 pm
SAN
- SJU
2 stops10h 40m
Southwest
Deal found 7/24![Southwest logo]()
$434
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:35 pm
SJU
- SAN
2 stops10h 35m
Southwest
Fri 9/1810:10 am
SAN
- SJU
2 stops10h 45m
Southwest
Deal found 7/27![Southwest logo]()
$436
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:41 pm
SJU
- SAN
1 stop20h 18m
American Airlines
Sun 9/2710:27 pm
SAN
- SJU
2 stops14h 13m
American Airlines
Deal found 7/26![American Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/112:54 pm
MBJ
- SAN
1 stop10h 34m
United Airlines
Fri 11/1312:39 pm
SAN
- MBJ
1 stop25h 11m
United Airlines
Deal found 7/22![United Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:52 pm
MBJ
- SAN
2 stops19h 20m
American Airlines
Sat 9/510:30 pm
SAN
- MBJ
2 stops13h 19m
American Airlines
Deal found 7/25![American Airlines logo]()
$461
Best flights from Caribbean to San DiegoDiscover carefully curated flight deals from Caribbean to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
Discover carefully curated flight deals from Caribbean to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 am
SJU
- SAN
1 stop13h 15m
Southwest
Wed 9/238:35 am
SAN
- SJU
2 stops10h 30m
Southwest
Deal found 7/25![Southwest logo]()
$406
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:30 am
SJU
- SAN
1 stop16h 06m
Delta
Mon 8/177:30 am
SAN
- SJU
1 stop13h 22m
Delta
Deal found 7/22![Delta logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:52 pm
MBJ
- SAN
2 stops19h 20m
American Airlines
Sat 9/510:45 pm
SAN
- MBJ
1 stop13h 04m
American Airlines
Deal found 7/25![American Airlines logo]()
$461
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:00 am
SJU
- SAN
1 stop9h 17m
United Airlines
Sun 9/205:00 pm
SAN
- SJU
2 stops16h 54m
United Airlines
Deal found 7/22![United Airlines logo]()
$496
This Copa Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:47 am
SDQ
- SAN
1 stop12h 42m
Copa Airlines
Fri 10/1610:00 pm
SAN
- SDQ
1 stop12h 12m
Copa Airlines
Deal found 7/24![Copa Airlines logo]()
$569
This Priceline deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/184:20 pm
BGI
- SAN
1 stop22h 56m
Multiple Airlines
Fri 10/28:27 pm
SAN
- BGI
1 stop13h 31m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$725
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:30 am
SJU
- SAN
1 stop13h 45m
Southwest
Tue 9/810:40 pm
SAN
- SJU
1 stop11h 10m
Southwest
Deal found 7/25![Southwest logo]()
$406
This FlightHub deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:45 pm
STT
- SAN
2 stops30h 21m
JetBlue
Mon 8/318:17 pm
SAN
- STT
2 stops15h 38m
JetBlue
Deal found 7/24![JetBlue logo]()
$824
This Mytrip deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/184:20 pm
BGI
- SAN
3 stops31h 16m
Air Canada
Fri 10/27:00 am
SAN
- BGI
2 stops29h 25m
Air Canada
Deal found 7/26![Air Canada logo]()
$843
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:00 am
SJU
- SAN
2 stops11h 25m
Southwest
Mon 9/76:35 am
SAN
- SJU
1 stop13h 20m
Southwest
Deal found 7/24![Southwest logo]()
$406
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:05 am
SJU
- SAN
1 stop9h 05m
Southwest
Fri 9/118:40 am
SAN
- SJU
1 stop11h 30m
Southwest
Deal found 7/26![Southwest logo]()
$406
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:00 am
SJU
- SAN
2 stops13h 35m
United Airlines
Tue 9/226:30 am
SAN
- SJU
2 stops14h 20m
United Airlines
Deal found 7/25![United Airlines logo]()
$506
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:00 am
SJU
- SAN
2 stops12h 26m
American Airlines
Sun 8/1610:45 pm
SAN
- SJU
1 stop16h 48m
American Airlines
Deal found 7/24![American Airlines logo]()
$531
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/103:26 pm
SXM
- SAN
1 stop12h 12m
American Airlines
Tue 11/174:30 pm
SAN
- SXM
2 stops16h 56m
American Airlines
Deal found 7/27![American Airlines logo]()
$539
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:00 am
SJU
- SAN
2 stops11h 25m
Southwest
Sun 9/2710:40 pm
SAN
- SJU
2 stops12h 05m
Southwest
Deal found 7/26![Southwest logo]()
$451
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
SDQ
- SAN
1 stop19h 49m
United Airlines
Tue 9/229:05 pm
SAN
- SDQ
1 stop11h 50m
United Airlines
Deal found 7/23![United Airlines logo]()
$573
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:43 pm
AUA
- SAN
1 stop11h 20m
American Airlines
Thu 8/2710:20 pm
SAN
- AUA
1 stop12h 39m
American Airlines
Deal found 7/26![American Airlines logo]()
$562
This Gotogate deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:46 pm
AUA
- SAN
1 stop29h 44m
Copa Airlines
Wed 8/2610:00 pm
SAN
- AUA
1 stop11h 09m
Copa Airlines
Deal found 7/24![Copa Airlines logo]()
$683
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am
SDQ
- SAN
2 stops19h 10m
United Airlines
Sat 9/2610:20 pm
SAN
- SDQ
1 stop10h 35m
United Airlines
Deal found 7/25![United Airlines logo]()
$584
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/93:26 pm
SXM
- SAN
1 stop23h 21m
American Airlines
Tue 11/174:30 pm
SAN
- SXM
2 stops16h 56m
American Airlines
Deal found 7/23![American Airlines logo]()
$563
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:00 am
SDQ
- SAN
3 stops22h 19m
United Airlines
Mon 11/26:30 am
SAN
- SDQ
2 stops13h 16m
United Airlines
Deal found 7/22![United Airlines logo]()
$585
This Copa Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:57 pm
KIN
- SAN
2 stops35h 34m
Copa Airlines
Wed 10/2810:00 pm
SAN
- KIN
1 stop13h 58m
Copa Airlines
Deal found 7/24![Copa Airlines logo]()
$714
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:04 pm
BGI
- SAN
2 stops21h 16m
American Airlines
Thu 9/1010:30 pm
SAN
- BGI
1 stop13h 32m
American Airlines
Deal found 7/23![American Airlines logo]()
$566
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/305:00 am
SJU
- SAN
2 stops10h 45m
Southwest
Thu 8/138:40 am
SAN
- SJU
1 stop11h 25m
Southwest
Deal found 7/23![Southwest logo]()
$569
This FlightHub deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/243:45 pm
STT
- SAN
2 stops30h 21m
JetBlue
Tue 9/110:15 am
SAN
- STT
2 stops25h 40m
JetBlue
Deal found 7/25![JetBlue logo]()
$843
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am
SDQ
- SAN
2 stops19h 28m
United Airlines
Thu 9/244:11 pm
SAN
- SDQ
2 stops16h 44m
United Airlines
Deal found 7/23![United Airlines logo]()
$585
This Priceline deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:30 pm
BGI
- SAN
2 stops24h 22m
Multiple Airlines
Thu 9/101:10 pm
SAN
- BGI
1 stop23h 15m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$866
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:52 pm
MBJ
- SAN
1 stop9h 57m
American Airlines
Fri 9/412:32 pm
SAN
- MBJ
1 stop23h 17m
American Airlines
Deal found 7/26![American Airlines logo]()
$589
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/144:12 pm
MBJ
- SAN
2 stops30h 22m
United Airlines
Fri 9/48:45 am
SAN
- MBJ
2 stops24h 58m
United Airlines
Deal found 7/26![United Airlines logo]()
$658
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:49 pm
STT
- SAN
2 stops21h 23m
American Airlines
Tue 9/112:48 pm
SAN
- STT
2 stops21h 05m
American Airlines
Deal found 7/23![American Airlines logo]()
$660
Last-minute flights from Caribbean to San DiegoDiscover last-minute flight deals from Caribbean to San Diego. Data last updated July 27, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to San Diego. Data last updated July 27, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:30 am
SJU
- SAN
1 stop16h 06m
Delta
Mon 8/177:30 am
SAN
- SJU
1 stop13h 22m
Delta
Deal found 7/22![Delta logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:03 am
SJU
- SAN
1 stop16h 32m
American Airlines
Mon 8/176:15 am
SAN
- SJU
1 stop13h 09m
American Airlines
Deal found 7/24![American Airlines logo]()
$444
This Priceline deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:32 am
SJU
- SAN
1 stop15h 28m
Multiple Airlines
Sun 8/238:40 pm
SAN
- SJU
1 stop14h 31m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$459
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:03 am
SJU
- SAN
1 stop15h 12m
American Airlines
Fri 8/2110:45 pm
SAN
- SJU
1 stop12h 53m
American Airlines
Deal found 7/23![American Airlines logo]()
$475
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:08 pm
MBJ
- SAN
2 stops18h 59m
American Airlines
Fri 9/412:32 pm
SAN
- MBJ
1 stop23h 17m
American Airlines
Deal found 7/26![American Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:52 pm
MBJ
- SAN
2 stops19h 20m
American Airlines
Sat 9/510:30 pm
SAN
- MBJ
2 stops13h 19m
American Airlines
Deal found 7/25![American Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:03 am
SJU
- SAN
1 stop16h 32m
American Airlines
Thu 8/206:45 am
SAN
- SJU
1 stop14h 14m
American Airlines
Deal found 7/24![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:05 am
SJU
- SAN
1 stop15h 39m
American Airlines
Wed 8/266:45 am
SAN
- SJU
1 stop14h 14m
American Airlines
Deal found 7/25![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:43 pm
AUA
- SAN
1 stop11h 20m
American Airlines
Thu 8/2710:20 pm
SAN
- AUA
1 stop12h 39m
American Airlines
Deal found 7/26![American Airlines logo]()
$562
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:00 am
SJU
- SAN
2 stops13h 35m
United Airlines
Wed 8/266:20 am
SAN
- SJU
2 stops11h 18m
United Airlines
Deal found 7/25![United Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/253:44 pm
SJU
- SAN
1 stop19h 28m
American Airlines
Wed 8/269:36 pm
SAN
- SJU
1 stop12h 48m
American Airlines
Deal found 7/25![American Airlines logo]()
$411
This Copa Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:42 pm
SDQ
- SAN
1 stop26h 48m
Copa Airlines
Fri 9/410:00 pm
SAN
- SDQ
1 stop10h 42m
Copa Airlines
Deal found 7/27![Copa Airlines logo]()
$569
One-way flights from Caribbean to San DiegoSearch for one-way flight options from Caribbean to San Diego. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
Search for one-way flight options from Caribbean to San Diego. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/294:42 pm
STT
- SAN
1 stop9h 26m
American Airlines
Deal found 7/24![American Airlines logo]()
$170
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/103:15 pm
STT
- SAN
2 stops21h 11m
American Airlines
Deal found 7/23![American Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1412:49 pm
SJU
- SAN
2 stops34h 17m
Frontier
Deal found 7/23![Frontier logo]()
$193
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am
SJU
- SAN
2 stops14h 47m
American Airlines
Deal found 7/26![American Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/113:10 am
SJU
- SAN
2 stops43h 56m
Frontier
Deal found 7/23![Frontier logo]()
$208
This Priceline deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:32 am
SJU
- SAN
1 stop15h 28m
Frontier
Deal found 7/25![Frontier logo]()
$223
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/93:15 pm
STT
- SAN
2 stops23h 24m
American Airlines
Deal found 7/25![American Airlines logo]()
$224
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/135:00 am
SJU
- SAN
2 stops11h 05m
Southwest
Deal found 7/26![Southwest logo]()
$231
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
SJU
- SAN
2 stops12h 26m
American Airlines
Deal found 7/22![American Airlines logo]()
$258
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:03 am
SJU
- SAN
1 stop16h 32m
American Airlines
Deal found 7/25![American Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:16 pm
MBJ
- SAN
1 stop9h 48m
American Airlines
Deal found 7/23![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:15 pm
STT
- SAN
1 stop12h 23m
American Airlines
Deal found 7/23![American Airlines logo]()
$277
Find flight deals from Caribbean to San Diego
Keep the following information in mind while searching for Caribbean to San Diego flight deals. Data was last updated July 27, 2026.
Round-trip from | $406 (Southwest) |
|---|---|
One-way from | $170 (American Airlines) |
Popular in | July |
Cheapest in | October |
Average price | $571 |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to San Diego that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
Use the filters below to find and compare flights from Caribbean to San Diego that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Wed 9/9
6:00 am-4:15 pm
1 stop13h 15m
San Diego
Wed 9/23
8:35 am-10:05 pm
2 stops10h 30m
$406
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 8/13
7:30 am-8:36 pm
1 stop16h 06m
San Diego
Mon 8/17
7:30 am-11:52 pm
1 stop13h 22m
$406
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 9/3
5:30 am-4:15 pm
1 stop13h 45m
San Diego
Tue 9/8
10:40 pm-12:50 pm
1 stop11h 10m
$406
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 9/3
5:00 am-1:25 pm
2 stops11h 25m
San Diego
Mon 9/7
6:35 am-10:55 pm
1 stop13h 20m
$406
Quickest round-trip
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Sat 9/5
5:05 am-11:10 am
1 stop9h 05m
San Diego
Fri 9/11
8:40 am-11:10 pm
1 stop11h 30m
$406
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Mon 9/21
5:00 am-1:25 pm
2 stops11h 25m
San Diego
Sun 9/27
10:40 pm-1:45 pm
2 stops12h 05m
$451
Montego BaySan Diego
MBJ - SAN
MBJSAN
Montego Bay Sangster Intl
Sat 8/15
2:52 pm-8:12 am
2 stops19h 20m
San Diego
Sat 9/5
10:45 pm-1:49 pm
1 stop13h 04m
$461
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Wed 9/16
7:00 am-1:17 pm
1 stop9h 17m
San Diego
Sun 9/20
5:00 pm-12:54 pm
2 stops16h 54m
$496
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Tue 9/8
1:00 am-11:35 am
2 stops13h 35m
San Diego
Tue 9/22
6:30 am-11:50 pm
2 stops14h 20m
$506
San JuanSan Diego
SJU - SAN
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 8/13
6:00 am-3:26 pm
2 stops12h 26m
San Diego
Sun 8/16
10:45 pm-6:33 pm
1 stop16h 48m
$531
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Caribbean to San Diego
Have a flexible travel schedule? Discover the best time to fly to San Diego from Caribbean with our price prediction graph.
STT-SAN
SJU-SAN
SDQ-SAN
MBJ-SAN
AUA-SAN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Caribbean to San Diego
0CB-SAN
STT-SAN
SJU-SAN
SDQ-SAN
MBJ-SAN
What is the cheapest month to book a flight from Caribbean to San Diego?
Currently, October is the cheapest month in which you can book a flight from Caribbean to San Diego (average of $409). Flying from Caribbean to San Diego in July is currently the most expensive (average of $586). 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 Caribbean to San Diego?
Booking 8 days in advance of your planned departure date is, on average, the best time to get cheap flights from Caribbean to San Diego. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Reviews of airlines servicing San Diego
Get insights into the airlines that provide service to San Diego. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Diego. Reviews last updated July 27, 2026.
Read through reviews of airlines operating flights from Caribbean to San Diego, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Related info for your journey
Find useful and relevant information for your journey from Caribbean to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
National City
Chula Vista
Poway
La Mesa
Coronado
Santee
San Ysidro
Julian
Lemon Grove
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 Caribbean to San Diego
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Complete your trip
Complete your trip to San Diego by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean to San Diego by cabin class
Find flights from Caribbean to San Diego, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean and San Diego flights
Browse other Caribbean and San Diego flight options. Last updated on July 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Diego
Explore flights to San Diego departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 27, 2026.
Caribbean to San Diego flights
Consider these flights traveling from Caribbean to San Diego.
Top 6 airlines flying from Caribbean to San Diego
Discover the top 6 airlines that operate flights from Caribbean to San Diego. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$295 | Average$532 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$295 | Average$512 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$295 | Average$527 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$326 | Average$526 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$327 | Average$473 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$558 | Average$632 | FlexibilityNo cancel fee | On-time70% |