$164+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Nov 20 — Nov 271
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
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
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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 October 21, 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 October 21, 2026.
This Mytrip deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 12/26:30 am -
2 stops15h 28m
Tue 12/85:01 am -
2 stops31h 01m
Deal found 10/19![Frontier logo]()
$370
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/26:30 am -
2 stops15h 28m
Wed 12/95:01 am -
2 stops22h 57m
Deal found 10/20![Frontier logo]()
$380
This Mytrip deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 12/411:16 am -
2 stops33h 51m
Fri 12/112:24 pm -
2 stops23h 55m
Deal found 10/19![Frontier logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/2610:05 am -
1 stop16h 08m
Wed 12/165:01 am -
2 stops35h 28m
Deal found 10/18![Frontier logo]()
$399
This American Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/810:42 pm -
1 stop9h 35m
Wed 12/161:07 pm -
2 stops14h 52m
Deal found 10/20![American Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/26:26 pm -
2 stops13h 39m
Fri 11/61:07 pm -
2 stops15h 12m
Deal found 10/18![United Airlines logo]()
$430
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/2610:05 am -
1 stop16h 08m
Sun 12/63:03 pm -
2 stops36h 55m
Deal found 10/18![Frontier logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/2410:05 am -
1 stop15h 08m
Wed 12/165:01 am -
2 stops35h 28m
Deal found 10/18![Frontier logo]()
$446
This eDestinos deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:34 pm -
2 stops16h 42m
Sat 10/314:52 pm -
2 stops35h 05m
Deal found 10/18![Frontier logo]()
$447
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/2610:05 am -
1 stop16h 08m
Tue 12/155:01 am -
2 stops31h 01m
Deal found 10/18![Frontier logo]()
$450
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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.
Thu 11/128:20 pm -
2 stops24h 39m
Sat 11/2111:13 am -
2 stops25h 57m
Deal found 10/20![Frontier logo]()
$452
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/48:00 am -
1 stop9h 24m
Sat 12/58:25 am -
2 stops13h 47m
Deal found 10/20![United Airlines logo]()
$453
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 October 21, 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 October 21, 2026.
This American Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 12/810:42 pm -
1 stop9h 35m
Wed 12/163:13 pm -
2 stops12h 43m
Deal found 10/17![American Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 1/1310:40 pm -
1 stop10h 00m
Wed 1/201:50 pm -
1 stop11h 51m
Deal found 10/18![Delta logo]()
$416
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/86:45 am -
2 stops13h 51m
Tue 12/227:40 am -
1 stop9h 53m
Deal found 10/20![United Airlines logo]()
$483
This Southwest deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 12/126:15 am -
1 stop12h 40m
Sat 12/196:05 am -
2 stops18h 20m
Deal found 10/16![Southwest logo]()
$486
This Copa Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 1/2410:30 pm -
1 stop10h 38m
Sat 1/307:05 pm -
1 stop26h 17m
Deal found 10/19![Copa Airlines logo]()
$542
This Mytrip deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 12/16:30 am -
2 stops26h 40m
Tue 12/81:05 pm -
3 stops24h 14m
Deal found 10/17![Multiple Airlines logo]()
$642
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 1/115:00 pm -
2 stops15h 40m
Tue 1/194:15 pm -
1 stop10h 48m
Deal found 10/20![Delta logo]()
$416
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.
Wed 1/134:24 pm -
2 stops16h 00m
Wed 1/205:04 pm -
2 stops19h 34m
Deal found 10/21![American Airlines logo]()
$421
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 1/1110:31 pm -
2 stops13h 43m
Tue 1/195:04 pm -
2 stops19h 23m
Deal found 10/16![American Airlines logo]()
$441
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 1/247:00 pm -
2 stops13h 05m
Thu 1/283:00 pm -
1 stop11h 37m
Deal found 10/16![United Airlines logo]()
$516
This Copa 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 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 10/21![Copa Airlines logo]()
$542
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 12/19:55 pm -
2 stops13h 50m
Tue 12/81:50 pm -
2 stops10h 20m
Deal found 10/17![Southwest logo]()
$557
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/36:23 pm -
2 stops16h 10m
Mon 12/72:40 pm -
2 stops12h 39m
Deal found 10/20![United Airlines logo]()
$535
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 10/287:20 am -
1 stop13h 24m
Wed 11/183:20 pm -
2 stops12h 33m
Deal found 10/17![Delta logo]()
$545
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/49:55 pm -
2 stops11h 55m
Fri 12/111:50 pm -
2 stops12h 30m
Deal found 10/20![Southwest logo]()
$557
This Copa Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 2/110:30 pm -
1 stop23h 35m
Sun 2/75:30 am -
1 stop15h 58m
Deal found 10/16![Copa Airlines logo]()
$560
This Air Canada deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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.
Sat 10/3112:55 pm -
1 stop22h 30m
Wed 11/44:00 pm -
1 stop24h 00m
Deal found 10/16![Air Canada logo]()
$1,284
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/47:41 pm -
2 stops15h 58m
Fri 12/112:54 pm -
1 stop10h 39m
Deal found 10/20![United Airlines logo]()
$553
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 10/20![Delta logo]()
$558
This Copa Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 11/2710:30 pm -
1 stop15h 05m
Sat 12/125:29 am -
1 stop15h 57m
Deal found 10/19![Copa Airlines logo]()
$560
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/69:55 pm -
2 stops12h 05m
Sun 1/101:55 pm -
2 stops10h 45m
Deal found 10/17![Southwest logo]()
$577
This Copa Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 1/2910:30 pm -
1 stop23h 37m
Sun 2/75:30 am -
1 stop15h 58m
Deal found 10/19![Copa Airlines logo]()
$560
This American Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 12/46:45 pm -
1 stop16h 26m
Fri 12/115:59 pm -
2 stops22h 17m
Deal found 10/17![American Airlines logo]()
$624
This United Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 1/155:18 pm -
1 stop17h 15m
Wed 1/203:35 pm -
1 stop10h 02m
Deal found 10/18![United Airlines logo]()
$572
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/132:33 pm -
1 stop20h 47m
Thu 11/264:30 pm -
1 stop21h 19m
Deal found 10/18![Delta logo]()
$577
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.
Sat 10/319:50 pm -
1 stop12h 40m
Thu 11/55:35 am -
2 stops12h 20m
Deal found 10/21![Southwest logo]()
$604
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 1/65:20 pm -
2 stops17h 10m
Sun 1/102:40 pm -
1 stop10h 12m
Deal found 10/17![Delta logo]()
$577
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/2710:30 pm -
1 stop13h 28m
Wed 12/212:55 pm -
2 stops12h 35m
Deal found 10/16![United Airlines logo]()
$577
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 11/199:30 am -
2 stops9h 24m
Fri 11/276:45 pm -
1 stop18h 03m
Deal found 10/21![American Airlines logo]()
$654
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/126:30 pm -
2 stops17h 15m
Sat 12/192:50 pm -
1 stop9h 30m
Deal found 10/20![Southwest logo]()
$622
Last-minute flights from San Diego to CaribbeanDiscover last-minute flight deals from San Diego to Caribbean. Data last updated October 21, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Caribbean. Data last updated October 21, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:34 pm -
2 stops16h 42m
Sat 10/314:52 pm -
2 stops35h 05m
Deal found 10/18![Frontier logo]()
$447
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.
Wed 10/286:25 am -
2 stops27h 10m
Tue 11/104:52 pm -
2 stops35h 05m
Deal found 10/21![Frontier logo]()
$413
This United Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/26:26 pm -
2 stops13h 39m
Fri 11/61:07 pm -
2 stops15h 12m
Deal found 10/18![United Airlines logo]()
$430
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.
Wed 11/117:15 am -
1 stop13h 01m
Thu 11/191:18 pm -
1 stop14h 31m
Deal found 10/21![American Airlines logo]()
$463
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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.
Thu 11/128:20 pm -
2 stops24h 39m
Sat 11/2111:13 am -
2 stops25h 57m
Deal found 10/20![Frontier logo]()
$452
This American Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/149:25 pm -
2 stops14h 38m
Thu 11/194:30 pm -
2 stops20h 10m
Deal found 10/20![American Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 11/166:15 am -
1 stop14h 01m
Mon 11/238:30 am -
1 stop17h 15m
Deal found 10/19![American Airlines logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/2410:05 am -
1 stop15h 08m
Wed 12/165:01 am -
2 stops35h 28m
Deal found 10/18![Frontier logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/2610:05 am -
1 stop16h 08m
Wed 12/165:01 am -
2 stops35h 28m
Deal found 10/18![Frontier logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/2610:05 am -
1 stop16h 08m
Sun 12/63:03 pm -
2 stops36h 55m
Deal found 10/18![Frontier logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/2610:05 am -
1 stop16h 08m
Tue 12/155:01 am -
2 stops31h 01m
Deal found 10/18![Frontier logo]()
$450
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/2610:05 am -
1 stop16h 08m
Mon 12/213:53 pm -
2 stops36h 05m
Deal found 10/18![Frontier logo]()
$457
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 October 21, 2026.
Search for one-way flight options from San Diego to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 21, 2026.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:25 am -
2 stops37h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 1/196:36 am -
2 stops40h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Frontier logo]()
$178
This FlightHub deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2610:05 am -
1 stop16h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$182
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/98:57 pm -
2 stops36h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$198
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.
Sat 12/510:45 pm -
2 stops13h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$206
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:14 am -
2 stops34h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$207
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 12/1210:02 pm -
2 stops10h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![American Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/712:45 pm -
2 stops27h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$211
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/36:36 am -
2 stops40h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$212
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.
Wed 11/1110:20 pm -
1 stop11h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/156:25 am -
2 stops26h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Frontier logo]()
$216
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/117:41 pm -
2 stops14h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![United Airlines logo]()
$217
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 October 21, 2026.
Round-trip from | $370 (Mytrip) |
|---|---|
One-way from | $178 (Kiwi.com) |
Popular in | November |
Cheapest in | September |
Average price | $483 |
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 October 21, 2026.
Use the filters below to find and compare flights from San Diego to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoSaint Thomas Island
SAN San Diego - STT Saint Thomas Island Cyril E King
SANSTT
San Diego
Sat 12/5
10:42 pm-12:17 pm
1 stop9h 35m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$206
Quickest round-trip
San DiegoNassau
SAN San Diego - NAS Nassau Intl
SANNAS
San Diego
Sat 12/12
10:42 pm-9:32 am
1 stop7h 50m
Nassau Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$209
San DiegoNassau
SAN San Diego - NAS Nassau Intl
SANNAS
San Diego
Wed 11/11
6:15 am-7:03 pm
2 stops9h 48m
Nassau Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$216
San DiegoSan Juan
SAN San Diego - SJU San Juan Luis Munoz Marin Intl
SANSJU
San Diego
Wed 1/20
6:20 am-10:22 pm
2 stops12h 02m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$229
San DiegoNassau
SAN San Diego - NAS Nassau Intl
SANNAS
San Diego
Sat 12/12
5:45 pm-12:15 pm
2 stops15h 30m
Nassau Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$232
San DiegoNassau
SAN San Diego - NAS Nassau Intl
SANNAS
San Diego
Mon 12/7
8:05 pm-12:15 pm
2 stops13h 10m
Nassau Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$232
San DiegoSan Juan
SAN San Diego - SJU San Juan Luis Munoz Marin Intl
SANSJU
San Diego
Mon 11/9
10:35 pm-11:40 am
1 stop9h 05m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$242
San DiegoSan Juan
SAN San Diego - SJU San Juan Luis Munoz Marin Intl
SANSJU
San Diego
Mon 11/9
10:10 pm-4:56 pm
1 stop14h 46m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$243
San DiegoSan Juan
SAN San Diego - SJU San Juan Luis Munoz Marin Intl
SANSJU
San Diego
Fri 11/27
11:39 am-1:32 am
1 stop9h 53m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$243
San DiegoMontego Bay
SAN San Diego - MBJ Montego Bay Sangster Intl
SANMBJ
San Diego
Fri 4/9
7:30 pm-11:30 am
2 stops14h 00m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$252
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-SDQ
SAN-PLS
SAN-MBJ
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-SDQ
SAN-PLS
What is the cheapest month to book a flight from San Diego to Caribbean?
Currently, May is the cheapest month in which you can book a flight from San Diego to Caribbean (average of $507). Flying from San Diego to Caribbean in December is currently the most expensive (average of $769). 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 October 21, 2026.
See what other customers who have flown with Southwest,Delta, andCopa 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.
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.4
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 October 21, 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 October 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$435 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$582 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$549 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$254 | Average$642 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$295 | Average$558 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$313 | Average$668 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$420 | Average$692 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$523 | Average$595 | FlexibilityNo cancel fee | On-time75% |