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$142+ Cheap flights from San Jose, CA (SJC) to Caribbean

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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap flight deals from San Jose to Caribbean

Cheapest flights from San Jose to Caribbean
Explore the most affordable flight options available from San Jose to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. 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.
mar. 12/307:17 pmSJC - SJU
2 stops24h 10mAmerican Airlines
jue. 1/81:24 pmSJU - SJC
2 stops26h 46mAmerican Airlines
Deal found 12/10$532
This Delta deal was found by Cheapflights users on 12/10. 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.
mar. 12/306:35 amSJC - SJU
1 stop12h 45mDelta
mié. 1/147:00 amSJU - SJC
2 stops16h 12mDelta
Deal found 12/10$570
This American Airlines deal was found by Cheapflights users on 12/10. 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.
lun. 12/297:17 pmSJC - SJU
2 stops24h 05mAmerican Airlines
jue. 1/82:31 pmSJU - SJC
2 stops25h 39mAmerican Airlines
Deal found 12/10$576
This Delta deal was found by Cheapflights users on 12/10. 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.
jue. 12/255:40 pmSJC - NAS
2 stops25h 04mDelta
mié. 1/71:41 pmNAS - SJC
2 stops22h 16mDelta
Deal found 12/10$601
This Delta deal was found by Cheapflights users on 12/10. 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.
mar. 12/239:05 amSJC - NAS
2 stops23h 03mDelta
mié. 1/71:41 pmNAS - SJC
2 stops22h 16mDelta
Deal found 12/10$625
This Delta deal was found by Cheapflights users on 12/9. 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.
mié. 12/1010:25 pmSJC - SDQ
1 stop12h 17mDelta
mié. 12/173:57 pmSDQ - SJC
1 stop10h 58mDelta
Deal found 12/9$639
This United Airlines deal was found by Cheapflights users on 12/10. 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.
mar. 12/3010:30 pmSJC - SJU
1 stop18h 30mUnited Airlines
mié. 1/142:25 pmSJU - SJC
1 stop10h 31mUnited Airlines
Deal found 12/10$640
This Delta deal was found by Cheapflights users on 12/10. 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.
mar. 12/237:15 amSJC - NAS
2 stops26h 47mDelta
lun. 12/298:10 amNAS - SJC
1 stop13h 58mDelta
Deal found 12/10$645
This American Airlines deal was found by Cheapflights users on 12/10. 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.
dom. 12/147:16 pmSJC - SJU
2 stops10h 53mAmerican Airlines
jue. 12/181:30 amSJU - SJC
1 stop15h 41mAmerican Airlines
Deal found 12/10$647
This United Airlines deal was found by Cheapflights users on 12/10. 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.
mié. 12/242:29 pmSJC - NAS
2 stops20h 04mUnited Airlines
mar. 1/64:25 pmNAS - SJC
2 stops24h 14mUnited Airlines
Deal found 12/10$656
This American Airlines deal was found by Cheapflights users on 12/10. 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.
mar. 12/307:17 pmSJC - SJU
2 stops24h 10mAmerican Airlines
mié. 1/75:51 pmSJU - SJC
2 stops21h 06mAmerican Airlines
Deal found 12/10$664
This Delta deal was found by Cheapflights users on 12/10. 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.
mar. 12/237:15 amSJC - NAS
2 stops26h 47mDelta
mié. 12/314:28 pmNAS - SJC
2 stops23h 13mDelta
Deal found 12/10$669

Find flight deals from San Jose to Caribbean

Keep the following information in mind while searching for San Jose to Caribbean flight deals. Data was last updated diciembre 12, 2025.

Round-trip from

$275
(American Airlines)

One-way from

$142
(Kiwi.com)

Popular in

June

Cheapest in

September

Average price

$628
From San Jose to Caribbean
Search Deals
One-way flight from San Jose to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 2,558,603 searches. Data last updated diciembre 12, 2025.
Use the filters below to find and compare flights from San Jose to Caribbean that are best for you.

Fly from

San Jose

Fly to

Caribbean

Route

Depart

Return

Price

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

sáb. 4/25

12:23 pm-4:00 am

1 stop12h 37m

San Juan Luis Munoz Marin Intl

mié. 4/29

6:59 am-8:35 pm

1 stop16h 36m

$351

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

vie. 1/9

7:30 pm-11:15 am

2 stops11h 45m

San Juan Luis Munoz Marin Intl

vie. 1/16

5:35 am-2:50 pm

2 stops13h 15m

$364

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

sáb. 1/10

5:40 pm-12:55 pm

2 stops15h 15m

San Juan Luis Munoz Marin Intl

sáb. 1/17

8:35 am-8:56 pm

2 stops16h 21m

$400

San JoseNassau

SJC - NAS

SJCNAS

San Jose

mié. 1/7

10:45 pm-11:50 am

1 stop10h 05m

Nassau Intl

mié. 1/14

2:56 pm-9:20 pm

1 stop9h 24m

$425

San JoseNassau

SJC - NAS

SJCNAS

San Jose

mié. 1/7

5:05 pm-11:55 am

2 stops15h 50m

Nassau Intl

vie. 1/9

6:27 pm-1:39 pm

2 stops22h 12m

$429

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

dom. 1/11

10:45 pm-2:31 pm

1 stop11h 46m

San Juan Luis Munoz Marin Intl

sáb. 1/17

6:15 am-12:56 pm

1 stop10h 41m

$430

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

dom. 1/4

10:55 pm-11:56 am

1 stop9h 01m

San Juan Luis Munoz Marin Intl

vie. 1/16

6:15 am-12:56 pm

1 stop10h 41m

$430

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

jue. 1/22

7:00 am-11:45 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

mar. 2/3

2:15 pm-9:20 pm

1 stop11h 05m

$439

San JoseNassau

SJC - NAS

SJCNAS

San Jose

lun. 1/5

8:05 pm-11:50 am

2 stops12h 45m

Nassau Intl

lun. 1/12

1:15 pm-9:20 pm

1 stop11h 05m

$454

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

sáb. 1/17

7:52 pm-10:26 pm

2 stops22h 34m

San Juan Luis Munoz Marin Intl

mié. 1/21

7:07 am-9:29 pm

1 stop18h 22m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 60 results
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Best time to book a flight from San Jose to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from San Jose with our price prediction graph.
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 Jose to Caribbean

What is the cheapest month to book a flight from San Jose, California to Caribbean?

Currently, December is the cheapest month in which you can book a flight from San Jose, California to Caribbean (average of $169). Flying from San Jose, California to Caribbean in June is currently the most expensive (average of $296). 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.

What is the cheapest time of day to fly from SJC to CB?

Find hourly flight availability from San Jose to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 12, 2025.

It’s typically best to fly out from San Jose, California to Caribbean in the afternoon. Doing so could potentially save you 19% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from San Jose, California to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from San Jose to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San Jose, California to Caribbean flight should consider departing on Thursday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 diciembre 12, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from San Jose to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,050 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Spirit Airlines
6.3
Okay
8,179 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San Jose to Caribbean?

    Located just 2.9 mi from the city center, San Jose (SJC) is the airport most travelers will use when flying to Caribbean from San Jose.

  • How long is the flight from San Jose, California to Caribbean?

    Departing from San Jose, California to Caribbean will take you 11h 45m. The distance between San Jose, California and Caribbean is about 3597 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from San Jose, California to Caribbean one-way?

    $99 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and Alaska Airlines, with prices starting from $128 and $171, respectively.

  • What are the most popular routes from San Jose, California to Caribbean?

    Most travelers choose San Jose - San Juan Luis Munoz Marin Intl, San Jose - Providenciales or San Jose - The Valley Wallblake Intl when deciding on the best route from San Jose, California to Caribbean.

  • Can I find deals for flights from San Jose to Caribbean that include hotel bookings?

    Yes. In addition to deals on San Jose to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Caribbean.

  • Can I find deals for business class flights from San Jose to Caribbean?

    Yes. Cheapflights offers flight deals from San Jose to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Jose, California to Caribbean?

    Currently, December is the cheapest month in which you can book a flight from San Jose, California to Caribbean (average of $169). Flying from San Jose, California to Caribbean in June is currently the most expensive (average of $296). 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.

See more FAQs

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Alternative routes for San Jose to Caribbean

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Top 5 airlines flying from San Jose to Caribbean

Discover the top 5 airlines that operate flights from San Jose 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 2,558,603 searches. Data last updated diciembre 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$232Average$431FlexibilityNo cancel feeOn-time65%
DeltaCheapest$255Average$573FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$558FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$383Average$555FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$414Average$640FlexibilityNo cancel feeOn-time71%

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