$137+ Cheap flights from San Diego (SAN) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Oct 14 — Oct 211
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Caribbean 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 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 September 14, 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 September 14, 2026.
This JetBlue deal was found by Cheapflights users on 9/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/710:35 am -
1 stop8h 53m
Tue 12/810:43 am -
1 stop12h 30m
Deal found 9/10![JetBlue logo]()
$269
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/209:25 pm -
2 stops13h 03m
Tue 10/276:30 am -
2 stops12h 06m
Deal found 9/10![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/279:25 pm -
2 stops11h 06m
Sun 11/18:30 am -
1 stop14h 59m
Deal found 9/10![American Airlines logo]()
$275
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 10/286:25 am -
2 stops12h 53m
Wed 11/182:10 pm -
1 stop13h 49m
Deal found 9/10![Delta logo]()
$276
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/286:20 am -
2 stops12h 49m
Wed 11/43:17 pm -
2 stops12h 39m
Deal found 9/10![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/286:20 am -
2 stops12h 49m
Mon 11/210:32 am -
1 stop17h 06m
Deal found 9/10![American Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 9/10. 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 10/243:59 pm -
2 stops17h 06m
Sat 10/316:45 am -
2 stops16h 27m
Deal found 9/10![Delta logo]()
$296
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/226:20 am -
1 stop13h 37m
Mon 10/266:30 am -
1 stop19h 13m
Deal found 9/14![American Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/217:15 pm -
2 stops13h 16m
Tue 10/276:30 am -
2 stops12h 06m
Deal found 9/10![American Airlines logo]()
$299
This JetBlue deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/269:40 pm -
1 stop13h 06m
Wed 11/411:20 am -
1 stop13h 05m
Deal found 9/12![JetBlue logo]()
$329
This JetBlue deal was found by Cheapflights users on 9/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/410:35 am -
1 stop8h 53m
Wed 12/910:43 am -
1 stop12h 30m
Deal found 9/10![JetBlue logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1110:30 pm -
1 stop16h 50m
Sun 10/187:21 pm -
1 stop26h 09m
Deal found 9/11![Copa Airlines logo]()
$424
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 September 14, 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 September 14, 2026.
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 11/117:10 pm -
2 stops17h 46m
Thu 11/193:15 pm -
2 stops12h 38m
Deal found 9/10![Delta logo]()
$351
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 12/106:28 pm -
2 stops13h 37m
Sun 12/133:35 pm -
1 stop9h 57m
Deal found 9/10![United Airlines logo]()
$446
This Copa Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/1110:30 pm -
1 stop16h 50m
Sun 10/187:21 pm -
1 stop26h 09m
Deal found 9/14![Copa Airlines logo]()
$465
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:45 pm -
2 stops10h 35m
Mon 11/234:00 pm -
2 stops11h 40m
Deal found 9/9![Southwest logo]()
$465
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 1/256:15 am -
1 stop7h 51m
Sat 1/301:28 pm -
1 stop10h 19m
Deal found 9/14![American Airlines logo]()
$469
This JetBlue deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/268:26 pm -
1 stop16h 33m
Thu 10/293:07 am -
1 stop12h 49m
Deal found 9/11![JetBlue logo]()
$578
This Air Canada deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 11/24:45 pm -
2 stops26h 50m
Fri 11/67:45 pm -
2 stops20h 15m
Deal found 9/12![Air Canada logo]()
$584
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:20 pm -
1 stop11h 37m
Tue 10/137:00 am -
1 stop11h 40m
Deal found 9/14![United Airlines logo]()
$446
This United deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:45 pm -
1 stop12h 13m
Tue 10/135:40 pm -
3 stops33h 51m
Deal found 9/14![Multiple Airlines logo]()
$928
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 3/910:30 pm -
1 stop12h 07m
Sun 3/144:41 pm -
1 stop22h 27m
Deal found 9/14![American Airlines logo]()
$491
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1310:35 pm -
1 stop11h 00m
Sun 12/201:30 pm -
2 stops10h 40m
Deal found 9/10![Southwest logo]()
$510
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 1/253:20 pm -
2 stops18h 15m
Sat 1/302:20 pm -
1 stop11h 43m
Deal found 9/13![Delta logo]()
$518
This Copa Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/210:30 pm -
1 stop10h 44m
Tue 12/87:03 pm -
1 stop26h 23m
Deal found 9/14![Copa Airlines logo]()
$537
This American Airlines deal was found by Cheapflights users on 9/9. 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 1/1210:39 pm -
1 stop11h 04m
Fri 1/221:44 pm -
2 stops12h 15m
Deal found 9/9![American Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/166:50 pm -
1 stop18h 55m
Sun 11/13:45 pm -
1 stop8h 41m
Deal found 9/12![United Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 9/10. 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.
Sun 10/259:45 pm -
1 stop11h 55m
Sun 11/11:55 pm -
1 stop11h 07m
Deal found 9/10![Delta logo]()
$519
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/2211:20 am -
2 stops11h 05m
Mon 10/264:10 pm -
2 stops11h 25m
Deal found 9/14![Southwest logo]()
$524
This Copa Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/2510:30 pm -
1 stop24h 41m
Sat 10/317:07 pm -
1 stop26h 08m
Deal found 9/12![Copa Airlines logo]()
$537
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/1710:30 pm -
2 stops13h 00m
Sat 10/312:45 pm -
1 stop8h 41m
Deal found 9/9![United Airlines logo]()
$512
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/110:35 pm -
1 stop10h 40m
Sat 11/71:55 pm -
1 stop9h 05m
Deal found 9/13![Southwest logo]()
$526
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 10/259:58 pm -
1 stop11h 02m
Sun 11/112:55 pm -
2 stops11h 55m
Deal found 9/10![American Airlines logo]()
$529
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 10/29:45 pm -
1 stop13h 08m
Sun 10/43:18 pm -
1 stop10h 36m
Deal found 9/10![Delta logo]()
$532
This Copa Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/410:30 pm -
1 stop23h 41m
Sat 12/125:29 am -
1 stop15h 57m
Deal found 9/11![Copa Airlines logo]()
$550
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 1/257:41 pm -
2 stops15h 07m
Sat 1/302:00 pm -
2 stops13h 29m
Deal found 9/13![United Airlines logo]()
$513
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Wed 10/288:48 pm -
1 stop12h 47m
Mon 11/23:55 pm -
1 stop11h 43m
Deal found 9/9![American Airlines logo]()
$529
This Delta deal was found by Cheapflights users on 9/10. 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.
Thu 10/19:59 pm -
1 stop10h 42m
Sun 10/43:18 pm -
1 stop8h 42m
Deal found 9/10![Delta logo]()
$532
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1511:20 am -
2 stops11h 05m
Sun 10/255:00 am -
1 stop9h 10m
Deal found 9/10![Southwest logo]()
$546
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/247:00 am -
2 stops13h 50m
Fri 10/301:05 am -
3 stops22h 32m
Deal found 9/9![United Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 12/37:15 pm -
2 stops10h 27m
Sun 12/201:02 pm -
1 stop12h 35m
Deal found 9/9![American Airlines logo]()
$530
This Copa Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/2510:30 pm -
1 stop13h 10m
Sun 11/17:10 am -
1 stop14h 05m
Deal found 9/12![Copa Airlines logo]()
$596
Last-minute flights from San Diego to CaribbeanDiscover last-minute flight deals from San Diego to Caribbean. Data last updated September 14, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Caribbean. Data last updated September 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/69:25 pm -
1 stop10h 55m
Tue 10/136:00 am -
1 stop16h 02m
Deal found 9/10![American Airlines logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1110:30 pm -
1 stop16h 50m
Sun 10/187:21 pm -
1 stop26h 09m
Deal found 9/11![Copa Airlines logo]()
$424
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/179:25 pm -
2 stops11h 06m
Sat 10/246:30 am -
2 stops12h 06m
Deal found 9/10![American Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/209:25 pm -
2 stops13h 03m
Tue 10/276:30 am -
2 stops12h 06m
Deal found 9/10![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/217:15 pm -
2 stops13h 16m
Tue 10/276:30 am -
2 stops12h 06m
Deal found 9/10![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/226:20 am -
1 stop13h 37m
Mon 10/266:30 am -
1 stop19h 13m
Deal found 9/14![American Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 9/10. 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 10/243:59 pm -
2 stops17h 06m
Sat 10/316:45 am -
2 stops16h 27m
Deal found 9/10![Delta logo]()
$296
This JetBlue deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/269:40 pm -
1 stop13h 06m
Wed 11/411:20 am -
1 stop13h 05m
Deal found 9/12![JetBlue logo]()
$329
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/279:25 pm -
2 stops11h 06m
Sun 11/18:30 am -
1 stop14h 59m
Deal found 9/10![American Airlines logo]()
$275
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 10/286:25 am -
2 stops12h 53m
Wed 11/182:10 pm -
1 stop13h 49m
Deal found 9/10![Delta logo]()
$276
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/286:20 am -
2 stops12h 49m
Wed 11/43:17 pm -
2 stops12h 39m
Deal found 9/10![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/286:20 am -
2 stops12h 49m
Mon 11/210:32 am -
1 stop17h 06m
Deal found 9/10![American Airlines logo]()
$280
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 September 14, 2026.
Search for one-way flight options from San Diego to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 10/410:51 pm -
1 stop12h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$137
This Delta deal was found by Cheapflights users on 9/9. 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.
Mon 11/97:10 pm -
2 stops13h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$138
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:25 pm -
2 stops11h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$149
This American Airlines deal was found by Cheapflights users on 9/10. 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 2/176:35 am -
1 stop13h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$152
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:20 pm -
1 stop10h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$186
This American Airlines deal was found by Cheapflights users on 9/10. 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 1/610:10 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 9/9. 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 1/511:00 pm -
1 stop14h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$213
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/112:33 pm -
1 stop18h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$220
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 12/57:41 pm -
2 stops16h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Mon 11/96:25 am -
3 stops23h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$225
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/59:20 pm -
1 stop12h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![United Airlines logo]()
$232
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/116:15 am -
2 stops9h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$235
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 September 14, 2026.
Round-trip from | $269 (JetBlue) |
|---|---|
One-way from | $137 (American Airlines) |
Popular in | December |
Cheapest in | May |
Average price | $426 |
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 7,457,451 searches. Data last updated September 14, 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 DiegoSan Juan
SAN San Diego - SJU San Juan Luis Munoz Marin Intl
SANSJU
San Diego
Mon 11/9
10:30 pm-12:37 pm
1 stop10h 07m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$138
San DiegoSan Juan
SAN San Diego - SJU San Juan Luis Munoz Marin Intl
SANSJU
San Diego
Wed 2/17
7:00 am-11:55 pm
1 stop12h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$138
San DiegoSaint Thomas Island
SAN San Diego - STT Saint Thomas Island Cyril E King
SANSTT
San Diego
Sat 10/24
9:20 pm-11:05 am
1 stop10h 45m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$186
San DiegoNassau
SAN San Diego - NAS Nassau Intl
SANNAS
San Diego
Wed 11/11
2:33 pm-11:53 am
1 stop18h 20m
Nassau Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$220
San DiegoSaint Thomas Island
SAN San Diego - STT Saint Thomas Island Cyril E King
SANSTT
San Diego
Sat 12/5
7:41 pm-4:20 pm
2 stops16h 39m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$221
San DiegoSan Juan
SAN San Diego - SJU San Juan Luis Munoz Marin Intl
SANSJU
San Diego
Fri 11/13
10:40 pm-3:00 pm
1 stop12h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$223
San DiegoSan Juan
SAN San Diego - SJU San Juan Luis Munoz Marin Intl
SANSJU
San Diego
Sun 10/4
10:51 pm-2:03 pm
1 stop12h 12m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$223
San DiegoSan Juan
SAN San Diego - SJU San Juan Luis Munoz Marin Intl
SANSJU
San Diego
Tue 2/16
9:25 pm-11:25 am
2 stops10h 00m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$223
San DiegoMontego Bay
SAN San Diego - MBJ Montego Bay Sangster Intl
SANMBJ
San Diego
Sat 10/10
10:20 pm-11:43 am
1 stop11h 23m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$232
San DiegoMontego Bay
SAN San Diego - MBJ Montego Bay Sangster Intl
SANMBJ
San Diego
Fri 10/23
7:41 pm-1:30 pm
2 stops15h 49m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$232
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Diego to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from San Diego with our price prediction graph.
SAN-SJU
SAN-STT
SAN-CUR
SAN-MBJ
SAN-SDQ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Diego to Caribbean
SAN-0CB
SAN-SJU
SAN-STT
SAN-CUR
SAN-MBJ
What is the cheapest month to book a flight from San Diego to Caribbean?
Currently, January is the cheapest month in which you can book a flight from San Diego to Caribbean (average of $504). Flying from San Diego to Caribbean in December is currently the most expensive (average of $765). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How far ahead should I book a flight from San Diego to Caribbean?
The price you pay for your flight from San Diego to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 83 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated September 14, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from San Diego to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from San Diego to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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 September 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
San Diego to Caribbean flights
Consider these flights traveling from San Diego to Caribbean.
Top 8 airlines flying from San Diego to Caribbean
Discover the top 8 airlines that operate flights from San Diego to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$476 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$571 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$548 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$254 | Average$640 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$295 | Average$571 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$313 | Average$677 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$420 | Average$749 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$523 | Average$595 | FlexibilityNo cancel fee | On-time75% |