$137+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
Oct 11 — Oct 181
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 September 11, 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 September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:35 pm -
1 stop19h 43m
Sun 10/49:25 pm -
2 stops11h 06m
Deal found 9/7![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:30 am -
1 stop14h 27m
Wed 10/147:15 pm -
2 stops13h 16m
Deal found 9/6![American Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
2 stops18h 48m
Sun 10/49:25 pm -
2 stops11h 06m
Deal found 9/7![American Airlines logo]()
$348
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 10/107:30 am -
1 stop16h 28m
Sat 10/179:25 pm -
2 stops11h 06m
Deal found 9/10![American Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:30 am -
1 stop16h 28m
Sat 10/249:25 pm -
2 stops11h 06m
Deal found 9/7![American Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:21 pm -
2 stops12h 16m
Wed 10/147:15 pm -
2 stops11h 31m
Deal found 9/7![American Airlines logo]()
$372
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 10/110:16 am -
2 stops14h 19m
Tue 10/69:25 pm -
2 stops11h 06m
Deal found 9/9![American Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:15 am -
2 stops18h 25m
Wed 11/116:45 am -
2 stops13h 12m
Deal found 9/7![United Airlines logo]()
$446
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:50 am -
1 stop17h 40m
Thu 10/2910:30 pm -
1 stop11h 47m
Deal found 9/10![Copa Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/132:57 pm -
1 stop29h 33m
Fri 10/2310:30 pm -
1 stop13h 25m
Deal found 9/7![Copa Airlines logo]()
$512
This Copa Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:50 am -
1 stop17h 40m
Wed 10/1410:30 pm -
1 stop24h 17m
Deal found 9/6![Copa Airlines logo]()
$514
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 11/103:26 pm -
1 stop12h 12m
Tue 11/179:25 pm -
1 stop12h 01m
Deal found 9/10![American Airlines logo]()
$517
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 September 11, 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 September 11, 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.
Wed 10/212:53 pm -
1 stop11h 26m
Fri 10/236:45 pm -
1 stop17h 38m
Deal found 9/10![American Airlines logo]()
$294
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:10 pm -
2 stops11h 20m
Fri 10/1611:20 am -
2 stops11h 05m
Deal found 9/6![Southwest logo]()
$426
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:15 am -
2 stops18h 25m
Wed 11/116:45 am -
2 stops13h 12m
Deal found 9/7![United Airlines logo]()
$446
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.
Wed 10/213:50 am -
1 stop17h 40m
Thu 10/2910:30 pm -
1 stop11h 47m
Deal found 9/9![Copa Airlines logo]()
$497
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:11 pm -
2 stops13h 46m
Wed 12/93:52 pm -
2 stops17h 09m
Deal found 9/7![Delta logo]()
$507
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/410:07 am -
1 stop13h 18m
Sun 11/89:40 pm -
1 stop14h 51m
Deal found 9/11![JetBlue logo]()
$606
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.
Fri 10/96:00 am -
2 stops12h 32m
Wed 10/147:15 pm -
2 stops11h 31m
Deal found 9/9![American Airlines logo]()
$474
This Copa Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:50 am -
1 stop17h 40m
Wed 10/1410:30 pm -
1 stop24h 17m
Deal found 9/6![Copa Airlines logo]()
$514
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:40 am -
2 stops13h 35m
Wed 10/286:30 pm -
2 stops13h 20m
Deal found 9/8![United Airlines logo]()
$516
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 am -
2 stops16h 37m
Mon 9/287:11 pm -
2 stops13h 52m
Deal found 9/7![Delta logo]()
$542
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/43:05 pm -
2 stops11h 25m
Sun 10/119:50 pm -
1 stop11h 25m
Deal found 9/5![Southwest logo]()
$546
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 11/103:26 pm -
1 stop12h 12m
Tue 11/179:25 pm -
1 stop12h 01m
Deal found 9/9![American Airlines logo]()
$517
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:15 am -
2 stops16h 02m
Fri 11/136:50 am -
2 stops13h 07m
Deal found 9/7![United Airlines logo]()
$536
This Copa Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:47 am -
1 stop12h 43m
Thu 10/2910:30 pm -
1 stop14h 44m
Deal found 9/7![Copa Airlines logo]()
$569
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.
Mon 11/92:26 pm -
1 stop24h 13m
Tue 11/179:25 pm -
1 stop12h 01m
Deal found 9/10![American Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:15 am -
1 stop12h 34m
Fri 11/136:50 am -
2 stops13h 07m
Deal found 9/7![United Airlines logo]()
$536
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1912:15 am -
1 stop12h 34m
Mon 11/96:50 am -
2 stops13h 07m
Deal found 9/7![United Airlines logo]()
$536
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:00 am -
2 stops15h 29m
Sun 12/66:15 am -
2 stops14h 39m
Deal found 9/8![Delta logo]()
$649
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:30 am -
1 stop20h 16m
Thu 10/296:20 am -
2 stops13h 58m
Deal found 9/6![United Airlines logo]()
$544
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:06 pm -
2 stops22h 19m
Mon 9/2812:54 pm -
2 stops22h 12m
Deal found 9/8![American Airlines logo]()
$609
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:30 am -
2 stops18h 24m
Wed 10/1410:30 pm -
2 stops21h 53m
Deal found 9/6![United Airlines logo]()
$544
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.
Wed 11/42:58 pm -
2 stops29h 19m
Sun 11/810:30 pm -
1 stop12h 22m
Deal found 9/11![Copa Airlines logo]()
$745
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:00 am -
2 stops15h 53m
Fri 11/1310:30 pm -
2 stops21h 16m
Deal found 9/6![United Airlines logo]()
$560
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:57 am -
1 stop12h 46m
Sun 11/111:49 am -
1 stop7h 37m
Deal found 9/6![American Airlines logo]()
$688
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/191:10 pm -
2 stops23h 22m
Mon 10/2610:20 pm -
1 stop11h 21m
Deal found 9/6![United Airlines logo]()
$571
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.
Tue 12/224:18 pm -
2 stops21h 17m
Sun 1/1012:10 pm -
3 stops31h 36m
Deal found 9/10![United Airlines logo]()
$579
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 11/47:08 am -
2 stops16h 27m
Sun 11/86:45 pm -
2 stops17h 37m
Deal found 9/11![American Airlines logo]()
$779
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.
Sun 12/202:50 am -
2 stops16h 06m
Fri 1/86:28 pm -
2 stops15h 13m
Deal found 9/10![United Airlines logo]()
$579
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:10 pm -
2 stops22h 55m
Mon 10/267:41 pm -
3 stops15h 25m
Deal found 9/7![United Airlines logo]()
$597
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:20 pm -
2 stops23h 15m
Wed 10/712:37 pm -
2 stops20h 18m
Deal found 9/7![United Airlines logo]()
$597
Last-minute flights from Caribbean to San DiegoDiscover last-minute flight deals from Caribbean to San Diego. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to San Diego. Data last updated September 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
2 stops18h 48m
Sun 10/49:25 pm -
2 stops11h 06m
Deal found 9/7![American Airlines logo]()
$348
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 10/110:16 am -
2 stops14h 19m
Tue 10/69:25 pm -
2 stops11h 06m
Deal found 9/9![American Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:35 pm -
1 stop19h 43m
Sun 10/49:25 pm -
2 stops11h 06m
Deal found 9/7![American Airlines logo]()
$274
This Copa Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:50 am -
1 stop17h 40m
Wed 10/1410:30 pm -
1 stop24h 17m
Deal found 9/6![Copa Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:21 pm -
2 stops12h 16m
Wed 10/147:15 pm -
2 stops11h 31m
Deal found 9/7![American Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:30 am -
1 stop14h 27m
Wed 10/147:15 pm -
2 stops13h 16m
Deal found 9/6![American Airlines logo]()
$285
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 10/107:30 am -
1 stop16h 28m
Sat 10/179:25 pm -
2 stops11h 06m
Deal found 9/10![American Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/132:57 pm -
1 stop29h 33m
Fri 10/2310:30 pm -
1 stop13h 25m
Deal found 9/7![Copa Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:30 am -
1 stop19h 13m
Sat 10/249:25 pm -
1 stop10h 55m
Deal found 9/7![American Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:15 am -
2 stops18h 25m
Wed 11/116:45 am -
2 stops13h 12m
Deal found 9/7![United Airlines logo]()
$446
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:50 am -
1 stop17h 40m
Thu 10/2910:30 pm -
1 stop11h 47m
Deal found 9/10![Copa Airlines logo]()
$497
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:05 pm -
2 stops22h 40m
Fri 10/308:00 pm -
2 stops14h 45m
Deal found 9/8![Southwest logo]()
$522
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 September 11, 2026.
Search for one-way flight options from Caribbean to San Diego. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:41 pm -
1 stop20h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![American Airlines logo]()
$137
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop17h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:59 pm -
2 stops35h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$169
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:47 pm -
1 stop21h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![American Airlines logo]()
$176
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.
Sat 11/216:55 pm -
2 stops20h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$180
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.
Tue 9/293:08 am -
2 stops47h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:08 am -
2 stops39h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$210
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 9/306:00 am -
2 stops15h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$220
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.
Mon 10/512:15 am -
1 stop12h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:15 am -
2 stops57h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:08 am -
2 stops39h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$243
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:15 am -
2 stops18h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![United Airlines logo]()
$268
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 September 11, 2026.
Round-trip from | $274 (American Airlines) |
|---|---|
One-way from | $137 (American Airlines) |
Popular in | November |
Cheapest in | October |
Average price | $469 |
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 September 11, 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 Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Thu 10/1
3:41 pm-8:59 am
1 stop20h 18m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$137
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Tue 9/29
3:08 am-11:51 pm
2 stops47h 43m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$202
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Fri 10/16
1:00 am-1:17 pm
2 stops15h 17m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$213
AguadillaSan Diego
BQN Aguadilla Borinquen - SAN San Diego
BQNSAN
Aguadilla Borinquen
Mon 10/5
12:15 am-3:40 pm
2 stops18h 25m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$223
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Wed 9/30
6:00 am-7:35 pm
1 stop16h 35m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$252
San JuanSan Diego
SJU San Juan Luis Munoz Marin Intl - SAN San Diego
SJUSAN
San Juan Luis Munoz Marin Intl
Fri 11/13
8:25 am-12:19 am
3 stops19h 54m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$258
AguadillaSan Diego
BQN Aguadilla Borinquen - SAN San Diego
BQNSAN
Aguadilla Borinquen
Tue 9/29
12:15 am-3:40 pm
2 stops18h 25m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$268
AguadillaSan Diego
BQN Aguadilla Borinquen - SAN San Diego
BQNSAN
Aguadilla Borinquen
Tue 9/22
10:52 am-11:51 pm
3 stops39h 59m
San Diego
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$276
Montego BaySan Diego
MBJ Montego Bay Sangster Intl - SAN San Diego
MBJSAN
Montego Bay Sangster Intl
Mon 12/21
3:45 pm-6:02 pm
1 stop29h 17m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$283
Montego BaySan Diego
MBJ Montego Bay Sangster Intl - SAN San Diego
MBJSAN
Montego Bay Sangster Intl
Tue 10/6
12:52 pm-8:39 pm
2 stops33h 47m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$289
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
POS-SAN
KIN-SAN
SXM-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
POS-SAN
KIN-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 $416). Flying from Caribbean to San Diego in November is currently the most expensive (average of $644). 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 80 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 September 11, 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
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
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
Coronado
Poway
San Ysidro
La Mesa
Santee
Julian
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
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 September 11, 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 September 11, 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 September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$295 | Average$506 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$295 | Average$565 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$295 | Average$591 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$327 | Average$473 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$364 | Average$486 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$558 | Average$632 | FlexibilityNo cancel fee | On-time70% |