$148+ Cheap flights from Caribbean to San Jose, CA (SJC)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJC
Mar 14 — Mar 211
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Caribbean to San Jose 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 Jose
Cheapest
Best
Last-minute
One-way
Cheapest flights from Caribbean to San JoseExplore the most affordable flight options available from Caribbean to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
Explore the most affordable flight options available from Caribbean to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:30 am
SJU
- SJC
1 stop14h 07m
Delta
Wed 9/237:15 am
SJC
- SJU
1 stop11h 45m
Delta
Deal found 2/9![Delta logo]()
$306
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:58 pm
SJU
- SJC
1 stop12h 43m
Delta
Tue 9/157:15 am
SJC
- SJU
1 stop11h 45m
Delta
Deal found 2/9![Delta logo]()
$364
This American Airlines deal was found by Cheapflights users on 2/9. 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 9/187:05 pm
SJU
- SJC
2 stops19h 34m
American Airlines
Wed 9/236:10 am
SJC
- SJU
2 stops14h 49m
American Airlines
Deal found 2/9![American Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:00 am
SJU
- SJC
2 stops12h 55m
Southwest
Wed 9/2310:30 pm
SJC
- SJU
1 stop13h 00m
Southwest
Deal found 2/9![Southwest logo]()
$406
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:40 pm
SJU
- SJC
1 stop11h 01m
Delta
Wed 9/97:15 am
SJC
- SJU
1 stop12h 08m
Delta
Deal found 2/10![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/142:05 pm
PLS
- SJC
1 stop10h 40m
Delta
Tue 4/2810:55 pm
SJC
- PLS
1 stop10h 45m
Delta
Deal found 2/9![Delta logo]()
$432
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:30 am
SJU
- SJC
1 stop10h 30m
Southwest
Wed 8/196:30 am
SJC
- SJU
2 stops11h 35m
Southwest
Deal found 2/9![Southwest logo]()
$434
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:30 am
SJU
- SJC
1 stop10h 30m
Southwest
Wed 9/96:30 am
SJC
- SJU
2 stops11h 35m
Southwest
Deal found 2/9![Southwest logo]()
$440
This Southwest deal was found by Cheapflights users on 2/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:30 am
SJU
- SJC
2 stops13h 30m
Southwest
Tue 3/38:05 am
SJC
- SJU
2 stops12h 30m
Southwest
Deal found 2/11![Southwest logo]()
$472
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:00 am
SJU
- SJC
2 stops12h 55m
Southwest
Wed 8/266:30 am
SJC
- SJU
2 stops11h 35m
Southwest
Deal found 2/9![Southwest logo]()
$482
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Thu 9/2412:15 am
BQN
- SJC
2 stops14h 53m
United Airlines
Tue 9/296:40 am
SJC
- BQN
2 stops13h 29m
United Airlines
Deal found 2/8![United Airlines logo]()
$491
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:05 pm
PLS
- SJC
1 stop10h 40m
Delta
Mon 5/1110:00 pm
SJC
- PLS
1 stop11h 40m
Delta
Deal found 2/10![Delta logo]()
$547
Best flights from Caribbean to San JoseDiscover carefully curated flight deals from Caribbean to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
Discover carefully curated flight deals from Caribbean to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:25 pm
PLS
- SJC
2 stops20h 37m
Delta
Tue 4/288:05 pm
SJC
- PLS
2 stops15h 05m
Delta
Deal found 2/9![Delta logo]()
$432
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:30 am
SJU
- SJC
2 stops13h 30m
Southwest
Tue 3/38:05 am
SJC
- SJU
2 stops12h 30m
Southwest
Deal found 2/12![Southwest logo]()
$472
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:00 am
SJU
- SJC
2 stops13h 50m
American Airlines
Tue 3/36:00 am
SJC
- SJU
1 stop13h 31m
American Airlines
Deal found 2/12![American Airlines logo]()
$472
This Faresmojo deal was found by Cheapflights users on 2/8. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/11:00 pm
SJU
- SJC
1 stop11h 33m
JetBlue
Sun 4/510:50 pm
SJC
- SJU
1 stop9h 56m
JetBlue
Deal found 2/8![JetBlue logo]()
$516
This Alaska Airlines deal was found by Cheapflights users on 2/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:33 am
SJU
- SJC
1 stop17h 57m
Alaska Airlines
Sat 2/286:00 am
SJC
- SJU
1 stop13h 31m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$592
This eDestinos deal was found by Cheapflights users on 2/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:30 am
SJU
- SJC
2 stops44h 15m
Multiple Airlines
Sun 4/511:56 am
SJC
- SJU
3 stops59h 05m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$676
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Thu 2/262:05 pm
PUJ
- SJC
1 stop11h 00m
United Airlines
Mon 3/23:55 pm
SJC
- PUJ
2 stops17h 04m
United Airlines
Deal found 2/8![United Airlines logo]()
$791
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:05 pm
PLS
- SJC
1 stop10h 40m
Delta
Mon 4/278:05 pm
SJC
- PLS
2 stops15h 05m
Delta
Deal found 2/10![Delta logo]()
$432
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Thu 2/2612:46 pm
SJU
- SJC
2 stops13h 45m
American Airlines
Tue 3/36:00 am
SJC
- SJU
1 stop13h 31m
American Airlines
Deal found 2/11![American Airlines logo]()
$472
This Southwest deal was found by Cheapflights users on 2/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:30 am
SJU
- SJC
2 stops13h 30m
Southwest
Tue 3/38:05 am
SJC
- SJU
2 stops12h 30m
Southwest
Deal found 2/11![Southwest logo]()
$472
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/162:05 pm
PLS
- SJC
2 stops21h 57m
Delta
Sun 4/268:05 pm
SJC
- PLS
2 stops13h 35m
Delta
Deal found 2/10![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:05 pm
PLS
- SJC
2 stops11h 32m
Delta
Mon 5/117:59 pm
SJC
- PLS
2 stops15h 31m
Delta
Deal found 2/10![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/162:05 pm
PLS
- SJC
1 stop10h 40m
Delta
Tue 4/286:00 pm
SJC
- PLS
2 stops17h 10m
Delta
Deal found 2/9![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/142:05 pm
PLS
- SJC
1 stop10h 40m
Delta
Mon 4/276:00 pm
SJC
- PLS
2 stops17h 10m
Delta
Deal found 2/9![Delta logo]()
$432
This Alaska Airlines deal was found by Cheapflights users on 2/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/13:01 pm
SJU
- SJC
2 stops30h 44m
Alaska Airlines
Sun 4/511:06 am
SJC
- SJU
1 stop15h 22m
Alaska Airlines
Deal found 2/11![Alaska Airlines logo]()
$694
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/163:25 pm
PLS
- SJC
2 stops20h 37m
Delta
Wed 4/296:00 pm
SJC
- PLS
2 stops15h 40m
Delta
Deal found 2/10![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:05 pm
PLS
- SJC
1 stop10h 40m
Delta
Mon 4/2710:55 pm
SJC
- PLS
1 stop12h 15m
Delta
Deal found 2/9![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:05 pm
PLS
- SJC
2 stops11h 32m
Delta
Wed 4/291:57 pm
SJC
- PLS
2 stops21h 13m
Delta
Deal found 2/10![Delta logo]()
$432
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Fri 2/274:03 pm
CUR
- SJC
2 stops22h 08m
American Airlines
Tue 3/34:20 pm
SJC
- CUR
2 stops18h 43m
American Airlines
Deal found 2/11![American Airlines logo]()
$842
This American Airlines deal was found by Cheapflights users on 2/9. 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 3/187:15 am
BGI
- SJC
2 stops18h 17m
American Airlines
Tue 3/246:00 am
SJC
- BGI
2 stops12h 24m
American Airlines
Deal found 2/9![American Airlines logo]()
$843
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:15 am
SJU
- SJC
1 stop10h 24m
Delta
Tue 3/310:35 pm
SJC
- SJU
1 stop10h 26m
Delta
Deal found 2/12![Delta logo]()
$492
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:10 pm
CUR
- SJC
2 stops24h 42m
Delta
Tue 3/310:35 pm
SJC
- CUR
1 stop12h 10m
Delta
Deal found 2/11![Delta logo]()
$850
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/183:30 pm
BGI
- SJC
2 stops31h 54m
Delta
Tue 3/2410:50 pm
SJC
- BGI
1 stop12h 30m
Delta
Deal found 2/9![Delta logo]()
$988
Last-minute flights from Caribbean to San JoseDiscover last-minute flight deals from Caribbean to San Jose. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to San Jose. Data last updated February 12, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/9. 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 2/137:33 am
SJU
- SJC
1 stop17h 57m
American Airlines
Sun 2/156:00 am
SJC
- SJU
2 stops13h 40m
American Airlines
Deal found 2/9![American Airlines logo]()
$622
This American Airlines deal was found by Cheapflights users on 2/10. 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 2/146:00 am
SJU
- SJC
2 stops13h 50m
American Airlines
Mon 2/167:15 pm
SJC
- SJU
2 stops12h 41m
American Airlines
Deal found 2/10![American Airlines logo]()
$657
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 2/182:30 pm
PLS
- SJC
2 stops26h 11m
United Airlines
Thu 2/268:50 am
SJC
- PLS
2 stops28h 10m
United Airlines
Deal found 2/10![United Airlines logo]()
$792
This Alaska Airlines deal was found by Cheapflights users on 2/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:33 am
SJU
- SJC
2 stops19h 23m
Alaska Airlines
Sat 2/286:00 am
SJC
- SJU
1 stop13h 31m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$743
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/242:05 am
SJU
- SJC
2 stops15h 36m
United Airlines
Sat 2/288:50 am
SJC
- SJU
1 stop29h 35m
United Airlines
Deal found 2/11![United Airlines logo]()
$752
This Alaska Airlines deal was found by Cheapflights users on 2/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:33 am
SJU
- SJC
1 stop17h 57m
Alaska Airlines
Sat 2/286:00 am
SJC
- SJU
1 stop13h 31m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$592
This Southwest deal was found by Cheapflights users on 2/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:30 am
SJU
- SJC
2 stops13h 30m
Southwest
Tue 3/38:05 am
SJC
- SJU
2 stops12h 30m
Southwest
Deal found 2/11![Southwest logo]()
$472
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Thu 2/267:33 am
SJU
- SJC
1 stop17h 57m
American Airlines
Tue 3/36:00 am
SJC
- SJU
1 stop13h 31m
American Airlines
Deal found 2/11![American Airlines logo]()
$552
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Thu 2/265:20 pm
PUJ
- SJC
2 stops31h 45m
United Airlines
Mon 3/28:50 am
SJC
- PUJ
2 stops24h 09m
United Airlines
Deal found 2/8![United Airlines logo]()
$791
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:15 am
SJU
- SJC
1 stop10h 24m
Delta
Tue 3/310:35 pm
SJC
- SJU
1 stop10h 26m
Delta
Deal found 2/12![Delta logo]()
$492
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Fri 2/274:03 pm
CUR
- SJC
2 stops22h 08m
American Airlines
Tue 3/34:20 pm
SJC
- CUR
2 stops18h 43m
American Airlines
Deal found 2/11![American Airlines logo]()
$842
This American Airlines deal was found by Cheapflights users on 2/9. 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 3/187:15 am
BGI
- SJC
2 stops18h 17m
American Airlines
Tue 3/246:00 am
SJC
- BGI
2 stops12h 24m
American Airlines
Deal found 2/9![American Airlines logo]()
$843
One-way flights from Caribbean to San JoseSearch for one-way flight options from Caribbean to San Jose. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
Search for one-way flight options from Caribbean to San Jose. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This Delta deal was found by Cheapflights users on 2/8. 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.
Tue 4/282:34 pm
SJU
- SJC
1 stop10h 11m
Delta
Deal found 2/8![Delta logo]()
$148
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:00 am
SJU
- SJC
2 stops15h 35m
United Airlines
Deal found 2/11![United Airlines logo]()
$153
This American Airlines deal was found by Cheapflights users on 2/9. 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 3/183:40 pm
SJU
- SJC
2 stops24h 38m
American Airlines
Deal found 2/9![American Airlines logo]()
$189
This Alaska Airlines deal was found by Cheapflights users on 2/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/411:59 pm
SJU
- SJC
1 stop13h 11m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$194
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:40 pm
SJU
- SJC
1 stop10h 52m
United Airlines
Deal found 2/11![United Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Tue 4/283:36 pm
SJU
- SJC
3 stops53h 26m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 2/10. 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 5/44:30 pm
SJU
- SJC
2 stops22h 36m
American Airlines
Deal found 2/10![American Airlines logo]()
$200
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:15 am
SJU
- SJC
2 stops17h 09m
Delta
Deal found 2/9![Delta logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Sun 4/261:21 am
SJU
- SJC
2 stops19h 41m
Frontier
Deal found 2/10![Frontier logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Sun 4/262:15 am
SJU
- SJC
3 stops18h 47m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 4/2211:20 am
PUJ
- SJC
3 stops33h 42m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Sat 2/283:36 pm
STT
- SJC
3 stops45h 04m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$282
Find flight deals from Caribbean to San Jose
Keep the following information in mind while searching for Caribbean to San Jose flight deals. Data was last updated February 12, 2026.
Round-trip from | $432 (Delta) |
|---|---|
One-way from | $148 (Delta) |
Popular in | November |
Cheapest in | October |
Average price | $440 |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to San Jose that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Caribbean to San Jose that are best for you.
Fly from
Caribbean
Fly to
San Jose
Route
Depart
Return
Price
ProvidencialesSan Jose
PLS - SJC
PLSSJC
Providenciales
Fri 4/17
3:25 pm-9:02 am
2 stops20h 37m
San Jose
Tue 4/28
8:05 pm-2:10 pm
2 stops15h 05m
$432
ProvidencialesSan Jose
PLS - SJC
PLSSJC
Providenciales
Fri 4/17
2:05 pm-9:45 pm
1 stop10h 40m
San Jose
Mon 4/27
8:05 pm-2:10 pm
2 stops15h 05m
$432
ProvidencialesSan Jose
PLS - SJC
PLSSJC
Providenciales
Thu 4/16
2:05 pm-9:02 am
2 stops21h 57m
San Jose
Sun 4/26
8:05 pm-12:40 pm
2 stops13h 35m
$432
ProvidencialesSan Jose
PLS - SJC
PLSSJC
Providenciales
Wed 4/29
2:05 pm-10:37 pm
2 stops11h 32m
San Jose
Mon 5/11
7:59 pm-2:30 pm
2 stops15h 31m
$432
ProvidencialesSan Jose
PLS - SJC
PLSSJC
Providenciales
Thu 4/16
2:05 pm-9:45 pm
1 stop10h 40m
San Jose
Tue 4/28
6:00 pm-2:10 pm
2 stops17h 10m
$432
ProvidencialesSan Jose
PLS - SJC
PLSSJC
Providenciales
Tue 4/14
2:05 pm-9:45 pm
1 stop10h 40m
San Jose
Mon 4/27
6:00 pm-2:10 pm
2 stops17h 10m
$432
ProvidencialesSan Jose
PLS - SJC
PLSSJC
Providenciales
Thu 4/16
3:25 pm-9:02 am
2 stops20h 37m
San Jose
Wed 4/29
6:00 pm-12:40 pm
2 stops15h 40m
$432
ProvidencialesSan Jose
PLS - SJC
PLSSJC
Providenciales
Wed 4/15
2:05 pm-9:45 pm
1 stop10h 40m
San Jose
Mon 4/27
10:55 pm-2:10 pm
1 stop12h 15m
$432
ProvidencialesSan Jose
PLS - SJC
PLSSJC
Providenciales
Wed 4/15
2:05 pm-10:37 pm
2 stops11h 32m
San Jose
Wed 4/29
1:57 pm-2:10 pm
2 stops21h 13m
$432
San JuanSan Jose
SJU - SJC
SJUSJC
San Juan Luis Munoz Marin Intl
Fri 2/27
5:30 am-3:00 pm
2 stops13h 30m
San Jose
Tue 3/3
8:05 am-12:35 am
2 stops12h 30m
$472
Showing 1-10 of 53 results
Best time to book a flight from Caribbean to San Jose
Have a flexible travel schedule? Discover the best time to fly to San Jose from Caribbean with our price prediction graph.
SJU-SJC
PUJ-SJC
STT-SJC
PLS-SJC
BGI-SJC
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 Jose
0CB-SJC
SJU-SJC
PUJ-SJC
STT-SJC
PLS-SJC
What is the cheapest month to book a flight from Caribbean to San Jose, California?
Currently, June is the cheapest month in which you can book a flight from Caribbean to San Jose, California (average of $118). Flying from Caribbean to San Jose, California in January is currently the most expensive (average of $298). 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.
Reviews of airlines servicing San Jose
Get insights into the airlines that provide service to San Jose. 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 Jose. Reviews last updated February 12, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Caribbean to San Jose by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
TUS - LAX
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
TUS - LAX
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
TUS - LAX
Related info for your journey
Find useful and relevant information for your journey from Caribbean to San Jose. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
San Jose flight routes
Top destinations
Alternative routes for Caribbean to San Jose
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Jose by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean to San Jose by cabin class
Find flights from Caribbean to San Jose, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean and San Jose flights
Browse other Caribbean and San Jose flight options. Last updated on February 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Jose
Explore flights to San Jose departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 12, 2026.
Caribbean to San Jose flights
Consider these flights traveling from Caribbean to San Jose.
Top airline flying from Caribbean to San Jose
Discover the top airline that operate flights from Caribbean to San Jose. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$128 | Average$424 | FlexibilityNo cancel fee | On-timeN/A |