$174+ Cheap flights from Caribbean to San Diego (SAN)
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 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
Nov 25 — Dec 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Caribbean to San Diego
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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 October 26, 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 October 26, 2026.
This Mytrip deal was found by Cheapflights users on 10/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:01 am -
2 stops31h 01m
Sat 12/126:30 am -
2 stops15h 28m
Deal found 10/22![Frontier logo]()
$360
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:01 am -
2 stops31h 01m
Tue 12/156:30 am -
2 stops15h 28m
Deal found 10/24![Frontier logo]()
$380
This Mytrip deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/42:36 pm -
2 stops23h 43m
Tue 12/86:30 am -
2 stops15h 28m
Deal found 10/21![Frontier logo]()
$433
This Mytrip deal was found by Cheapflights users on 10/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:55 pm -
2 stops28h 03m
Sun 11/156:25 am -
2 stops26h 11m
Deal found 10/25![Frontier logo]()
$457
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Wed 12/95:17 pm -
1 stop10h 39m
Sat 12/1210:02 pm -
1 stop13h 40m
Deal found 10/22![American Airlines logo]()
$458
This Travelocity deal was found by Cheapflights users on 10/23. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1910:35 pm -
1 stop14h 46m
Wed 1/66:36 am -
2 stops15h 03m
Deal found 10/23![Multiple Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/235:03 pm -
1 stop19h 30m
Thu 12/312:07 pm -
1 stop17h 29m
Deal found 10/21![American Airlines logo]()
$472
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:26 pm -
2 stops28h 09m
Thu 11/128:20 pm -
2 stops24h 39m
Deal found 10/24![Frontier logo]()
$484
This United Airlines deal was found by Cheapflights users on 10/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/82:21 pm -
1 stop10h 20m
Tue 12/156:45 am -
2 stops13h 51m
Deal found 10/24![United Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 10/23. 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 11/234:53 pm -
2 stops19h 47m
Fri 11/276:51 pm -
1 stop17h 59m
Deal found 10/23![American Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Sat 11/147:30 am -
2 stops12h 09m
Sat 11/2810:45 pm -
1 stop9h 40m
Deal found 10/22![American Airlines logo]()
$492
This Expedia deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:50 pm -
1 stop15h 31m
Tue 12/86:30 am -
2 stops15h 28m
Deal found 10/21![Multiple Airlines logo]()
$495
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 October 26, 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 October 26, 2026.
This Southwest deal was found by Cheapflights users on 10/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/1510:50 am -
1 stop16h 35m
Mon 1/257:20 pm -
2 stops11h 25m
Deal found 10/22![Southwest logo]()
$458
This United Airlines deal was found by Cheapflights users on 10/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/82:21 pm -
1 stop10h 20m
Tue 12/156:45 am -
2 stops13h 51m
Deal found 10/24![United Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 10/24. 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 1/167:22 am -
2 stops12h 12m
Mon 1/2510:31 pm -
1 stop12h 20m
Deal found 10/24![American Airlines logo]()
$509
This Copa Airlines deal was found by Cheapflights users on 10/22. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/278:52 am -
1 stop12h 30m
Sun 1/3110:30 pm -
1 stop13h 38m
Deal found 10/22![Copa Airlines logo]()
$604
This Delta deal was found by Cheapflights users on 10/22. 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.
Mon 11/94:05 pm -
1 stop11h 27m
Tue 11/1710:30 pm -
1 stop12h 10m
Deal found 10/22![Delta logo]()
$606
This Mytrip deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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.
Tue 11/243:35 pm -
3 stops36h 22m
Fri 12/411:16 am -
3 stops30h 29m
Deal found 10/21![Multiple Airlines logo]()
$709
This Air Canada deal was found by Cheapflights users on 10/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:50 pm -
2 stops29h 20m
Fri 3/54:45 pm -
2 stops21h 35m
Deal found 10/23![Air Canada logo]()
$870
This Southwest deal was found by Cheapflights users on 10/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/168:10 am -
1 stop11h 30m
Mon 1/257:20 pm -
2 stops11h 25m
Deal found 10/22![Southwest logo]()
$472
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Thu 2/42:54 pm -
1 stop10h 43m
Mon 2/87:41 pm -
2 stops15h 07m
Deal found 10/23![United Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/147:30 am -
2 stops12h 09m
Sat 11/2810:45 pm -
1 stop9h 40m
Deal found 10/26![American Airlines logo]()
$571
This Southwest deal was found by Cheapflights users on 10/23. 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 1/142:30 pm -
2 stops12h 30m
Sat 1/306:40 pm -
2 stops11h 45m
Deal found 10/23![Southwest logo]()
$526
This United Airlines deal was found by Cheapflights users on 10/22. 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 1/152:05 am -
2 stops17h 13m
Mon 1/257:41 pm -
2 stops15h 59m
Deal found 10/22![United Airlines logo]()
$558
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/94:05 pm -
1 stop11h 27m
Sun 11/1510:30 pm -
1 stop12h 10m
Deal found 10/25![Delta logo]()
$620
This American Airlines deal was found by Cheapflights users on 10/25. 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 11/243:00 pm -
2 stops21h 40m
Wed 12/912:07 pm -
1 stop24h 19m
Deal found 10/25![American Airlines logo]()
$582
This Southwest deal was found by Cheapflights users on 10/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1711:20 am -
1 stop12h 40m
Thu 12/319:20 am -
1 stop8h 35m
Deal found 10/22![Southwest logo]()
$557
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Mon 11/231:07 pm -
1 stop11h 26m
Fri 11/2710:30 pm -
1 stop12h 01m
Deal found 10/23![United Airlines logo]()
$564
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Tue 11/103:26 pm -
1 stop12h 12m
Tue 11/1710:40 pm -
1 stop13h 51m
Deal found 10/22![American Airlines logo]()
$615
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Mon 1/111:09 am -
1 stop13h 10m
Tue 1/196:50 am -
2 stops13h 07m
Deal found 10/22![United Airlines logo]()
$586
This Copa Airlines deal was found by Cheapflights users on 10/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/93:05 pm -
2 stops32h 03m
Sun 2/1410:30 pm -
1 stop12h 22m
Deal found 10/23![Copa Airlines logo]()
$790
This Southwest deal was found by Cheapflights users on 10/24. 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.
Tue 11/243:15 pm -
2 stops22h 35m
Wed 12/98:45 pm -
2 stops13h 30m
Deal found 10/24![Southwest logo]()
$613
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Fri 2/57:05 am -
2 stops17h 55m
Sat 2/610:10 pm -
1 stop12h 22m
Deal found 10/22![American Airlines logo]()
$618
This Copa Airlines deal was found by Cheapflights users on 10/22. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:40 am -
1 stop17h 35m
Mon 11/167:41 pm -
2 stops26h 13m
Deal found 10/22![Copa Airlines logo]()
$804
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 2/34:18 pm -
1 stop22h 01m
Sat 2/610:22 pm -
1 stop12h 44m
Deal found 10/21![United Airlines logo]()
$616
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/93:26 pm -
2 stops21h 10m
Tue 11/1710:40 pm -
1 stop11h 46m
Deal found 10/22![American Airlines logo]()
$620
This Mytrip deal was found by Cheapflights users on 10/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:10 am -
2 stops26h 27m
Sun 11/221:02 pm -
3 stops25h 53m
Deal found 10/22![Multiple Airlines logo]()
$962
This American Airlines deal was found by Cheapflights users on 10/25. 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 11/95:33 pm -
2 stops19h 03m
Sun 11/1510:40 pm -
1 stop13h 51m
Deal found 10/25![American Airlines logo]()
$620
This Copa Airlines deal was found by Cheapflights users on 10/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/183:01 pm -
2 stops36h 18m
Mon 4/198:04 pm -
1 stop16h 02m
Deal found 10/23![Copa Airlines logo]()
$865
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2111:00 am -
3 stops23h 55m
Sat 11/281:30 pm -
3 stops26h 25m
Deal found 10/24![Multiple Airlines logo]()
$1,017
This United Airlines deal was found by Cheapflights users on 10/22. 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 12/111:25 pm -
2 stops24h 34m
Mon 12/2112:48 pm -
2 stops24h 31m
Deal found 10/22![United Airlines logo]()
$695
This Copa Airlines deal was found by Cheapflights users on 10/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/103:05 pm -
2 stops32h 12m
Mon 2/152:41 pm -
2 stops20h 11m
Deal found 10/23![Copa Airlines logo]()
$865
Last-minute flights from Caribbean to San DiegoDiscover last-minute flight deals from Caribbean to San Diego. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to San Diego. Data last updated October 26, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 10/293:46 pm -
1 stop9h 57m
Sun 11/110:40 pm -
1 stop9h 36m
Deal found 10/21![American Airlines logo]()
$520
This Mytrip deal was found by Cheapflights users on 10/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:20 pm -
2 stops21h 17m
Wed 11/116:25 am -
2 stops26h 11m
Deal found 10/22![Frontier logo]()
$536
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:26 pm -
2 stops28h 09m
Thu 11/128:20 pm -
2 stops24h 39m
Deal found 10/24![Frontier logo]()
$484
This Mytrip deal was found by Cheapflights users on 10/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:55 pm -
2 stops28h 03m
Sun 11/156:25 am -
2 stops26h 11m
Deal found 10/25![Frontier logo]()
$457
This FlightHub deal was found by Cheapflights users on 10/25. 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.
Fri 11/137:00 am -
1 stop15h 58m
Sun 11/158:26 pm -
1 stop24h 47m
Deal found 10/25![JetBlue logo]()
$466
This American Airlines deal was found by Cheapflights users on 10/24. 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 11/136:19 am -
1 stop9h 52m
Sun 11/157:15 pm -
2 stops10h 27m
Deal found 10/24![American Airlines logo]()
$545
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Sat 11/147:30 am -
2 stops12h 09m
Sat 11/2810:45 pm -
1 stop9h 40m
Deal found 10/22![American Airlines logo]()
$492
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/235:03 pm -
1 stop19h 30m
Thu 12/312:07 pm -
1 stop17h 29m
Deal found 10/21![American Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 10/23. 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 11/234:53 pm -
2 stops19h 47m
Fri 11/276:51 pm -
1 stop17h 59m
Deal found 10/23![American Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Mon 11/231:07 pm -
1 stop11h 26m
Fri 11/2710:30 pm -
1 stop12h 01m
Deal found 10/23![United Airlines logo]()
$564
This Southwest deal was found by Cheapflights users on 10/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/241:20 pm -
2 stops11h 50m
Sun 12/68:30 pm -
2 stops11h 10m
Deal found 10/22![Southwest logo]()
$498
This American Airlines deal was found by Cheapflights users on 10/25. 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 11/243:26 pm -
1 stop12h 23m
Wed 12/912:07 pm -
1 stop24h 19m
Deal found 10/25![American Airlines logo]()
$577
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 October 26, 2026.
Search for one-way flight options from Caribbean to San Diego. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:00 am -
2 stops21h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/111:20 pm -
2 stops38h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/183:13 am -
2 stops24h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Mon 11/166:00 am -
2 stops37h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/173:13 am -
2 stops24h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$204
This WAYA deal was found by Cheapflights users on 10/24. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/173:13 am -
1 stop20h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/286:00 am -
2 stops21h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$206
This Booking.com deal was found by Cheapflights users on 10/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1810:26 pm -
2 stops18h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 am -
2 stops37h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$217
This WAYA deal was found by Cheapflights users on 10/24. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2110:26 pm -
1 stop15h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$223
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 1/2811:25 am -
1 stop11h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$229
This WAYA deal was found by Cheapflights users on 10/25. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/225:35 pm -
1 stop20h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$234
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 October 26, 2026.
Round-trip from | $360 (Mytrip) |
|---|---|
One-way from | $174 (Kiwi.com) |
Popular in | November |
Cheapest in | February |
Average price | $417 |
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 7,457,451 searches. Data last updated October 26, 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
AguadillaSan Diego
BQN Aguadilla Borinquen - SAN San Diego
BQNSAN
Aguadilla Borinquen
Thu 12/17
3:13 am-11:58 pm
2 stops24h 45m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$204
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 1/28
8:25 am-5:16 pm
2 stops12h 51m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$229
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 1/28
2:30 pm-10:15 pm
2 stops11h 45m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$229
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Fri 1/29
8:05 am-5:16 pm
2 stops13h 11m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$229
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Sat 12/19
6:35 am-2:56 pm
1 stop12h 21m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$243
Quickest round-trip
AguadillaSan Diego
BQN Aguadilla Borinquen - SAN San Diego
BQNSAN
Aguadilla Borinquen
Fri 12/18
3:13 am-10:10 am
1 stop10h 57m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$249
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 1/28
2:15 pm-11:03 pm
1 stop12h 48m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$253
Santo DomingoSan Diego
SDQ Santo Domingo Las Americas - SAN San Diego
SDQSAN
Santo Domingo Las Americas
Thu 12/17
2:47 pm-12:29 pm
2 stops25h 42m
San Diego
Wed 12/31
12:00 am-3:30 am
Nonstop0h 00m
$318
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Mon 12/21
10:15 am-12:19 am
3 stops18h 04m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$332
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Fri 1/8
3:30 am-4:39 pm
2 stops17h 09m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$335
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.
SJU-SAN
BQN-SAN
STT-SAN
SXM-SAN
SDQ-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
SJU-SAN
BQN-SAN
STT-SAN
SXM-SAN
What is the cheapest month to book a flight from Caribbean to San Diego?
Currently, February is the cheapest month in which you can book a flight from Caribbean to San Diego (average of $402). Flying from Caribbean to San Diego in November is currently the most expensive (average of $690). 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 72 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 October 26, 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.
Entertainment
7.4
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.4
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.4
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.4
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.4
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.4
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
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
San Ysidro
Poway
Coronado
La Mesa
Julian
Santee
Lemon Grove
Browse thousands of different 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
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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 October 26, 2026.
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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 October 26, 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 7,457,451 searches. Data last updated October 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$172 | Average$473 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$295 | Average$500 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$321 | Average$585 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$337 | Average$596 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$364 | Average$486 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$558 | Average$1,199 | FlexibilityNo cancel fee | On-time70% |