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Caribbean Islands

$138+ Cheap flights from San Jose, CA (SJC) to Caribbean Islands

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from San Jose to Caribbean Islands

Cheapest flights from San Jose to Caribbean Islands
Explore the most affordable flight options available from San Jose to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Delta deal was found by Cheapflights users on 12/18. 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.
Tue 12/3010:55 pmSJC - SJU
1 stop9h 01mDelta
Fri 1/236:09 amSJU - SJC
1 stop10h 47mDelta
Deal found 12/18$439
This Delta deal was found by Cheapflights users on 12/17. 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.
Fri 12/266:35 amSJC - SJU
1 stop10h 34mDelta
Sat 1/176:15 amSJU - SJC
2 stops14h 05mDelta
Deal found 12/17$479
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/234:47 pmSJC - SJU
2 stops17h 27mDelta
Fri 1/237:30 amSJU - SJC
2 stops18h 42mDelta
Deal found 12/17$520
This Delta deal was found by Cheapflights users on 12/18. 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 12/266:35 amSJC - SJU
1 stop12h 45mDelta
Sat 1/246:15 amSJU - SJC
1 stop10h 41mDelta
Deal found 12/18$535
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/234:47 pmSJC - SJU
2 stops17h 27mDelta
Wed 1/212:15 pmSJU - SJC
1 stop11h 05mDelta
Deal found 12/17$560
This Delta deal was found by Cheapflights users on 12/18. 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.
Thu 12/255:40 pmSJC - SJU
2 stops14h 16mDelta
Thu 1/227:30 amSJU - SJC
2 stops18h 42mDelta
Deal found 12/18$565
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/202:29 pmSJC - NAS
2 stops18h 21mUnited Airlines
Wed 12/241:05 pmNAS - SJC
2 stops27h 28mUnited Airlines
Deal found 12/17$593
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/255:40 pmSJC - SJU
2 stops14h 16mDelta
Sat 1/176:15 amSJU - SJC
2 stops14h 05mDelta
Deal found 12/17$605
This Delta deal was found by Cheapflights users on 12/18. 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 12/246:35 amSJC - SJU
1 stop12h 45mDelta
Sat 1/246:15 amSJU - SJC
1 stop10h 41mDelta
Deal found 12/18$616
This Delta deal was found by Cheapflights users on 12/17. 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.
Mon 12/226:35 amSJC - NAS
1 stop12h 09mDelta
Sat 12/278:10 amNAS - SJC
1 stop16h 24mDelta
Deal found 12/17$658
This Delta deal was found by Cheapflights users on 12/18. 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.
Thu 12/255:40 pmSJC - SJU
2 stops14h 16mDelta
Wed 1/217:30 amSJU - SJC
2 stops18h 42mDelta
Deal found 12/18$661
This Delta deal was found by Cheapflights users on 12/18. 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.
Tue 12/307:45 pmSJC - SJU
2 stops12h 11mDelta
Tue 1/207:30 amSJU - SJC
2 stops15h 42mDelta
Deal found 12/18$684

Find flight deals from San Jose to Caribbean Islands

Keep the following information in mind while searching for San Jose to Caribbean Islands flight deals. Data was last updated December 18, 2025.

Round-trip from

$275
(Delta)

One-way from

$138
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$642
From San Jose to Caribbean Islands
Search Deals
One-way flight from San Jose to Caribbean Islands
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Caribbean Islands 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 December 18, 2025.
Use the filters below to find and compare flights from San Jose to Caribbean Islands that are best for you.

Fly from

San Jose

Fly to

Caribbean Islands

Route

Depart

Return

Price

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 1/19

3:32 pm-1:06 pm

2 stops17h 34m

San Juan Luis Munoz Marin Intl

Wed 2/4

7:00 am-9:28 pm

2 stops18h 28m

$275

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 1/18

5:04 pm-1:05 pm

2 stops16h 01m

San Juan Luis Munoz Marin Intl

Tue 2/3

2:15 pm-9:20 pm

1 stop11h 05m

$315

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 1/21

8:05 pm-2:10 pm

2 stops14h 05m

San Juan Luis Munoz Marin Intl

Tue 2/3

2:15 pm-9:20 pm

1 stop11h 05m

$315

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 3/10

6:00 am-10:31 pm

1 stop13h 31m

San Juan Luis Munoz Marin Intl

Wed 3/18

1:30 am-10:11 am

1 stop11h 41m

$351

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 5/5

6:30 am-8:34 pm

1 stop11h 04m

San Juan Luis Munoz Marin Intl

Tue 5/5

1:00 am-1:26 pm

2 stops15h 26m

$360

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 1/19

10:45 pm-2:31 pm

1 stop11h 46m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:15 pm-9:20 pm

1 stop11h 05m

$371

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 1/19

3:32 pm-1:06 pm

2 stops17h 34m

San Juan Luis Munoz Marin Intl

Tue 2/3

3:55 pm-11:58 pm

2 stops12h 03m

$371

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 3/10

3:33 pm-12:07 pm

2 stops17h 34m

San Juan Luis Munoz Marin Intl

Fri 3/20

6:15 am-10:02 pm

2 stops18h 47m

$371

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 1/20

5:05 pm-5:17 pm

2 stops20h 12m

San Juan Luis Munoz Marin Intl

Tue 2/3

3:55 pm-11:58 pm

2 stops12h 03m

$371

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Mon 1/12

9:50 am-1:31 pm

2 stops24h 41m

Nassau Intl

Wed 1/21

2:56 pm-9:20 pm

1 stop9h 24m

$417

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, December is the cheapest month in which you can book a flight from San Jose, California to Caribbean Islands (average of $169). Flying from San Jose, California to Caribbean Islands 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 EPX?

Find hourly flight availability from San Jose to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from San Jose, California to Caribbean Islands in the afternoon. If you’re flexible enough to do this you can expect to save up to 19% on your trip compared to booking a flight at noon.

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

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

Travelers seeking maximum savings on their San Jose, California to Caribbean Islands 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated December 18, 2025.
Read reviews from past customers who have flown Delta, American Airlines, and Spirit Airlines from San Jose to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
11,055 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
8,190 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Caribbean Islands. 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 Islands?

    If you book a flight to Caribbean Islands from San Jose, you will be flying from San Jose, which is the city’s only airport. San Jose (SJC) is located 2.9 mi from the center of San Jose.

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

    A quick flight from San Jose, California to Caribbean Islands can take about 11h 04m. Delta provides one of the quickest options available for as low as $360. There are 3597 mi between San Jose, California and Caribbean Islands. 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 Islands one-way?

    The cheapest airlines for a one-way flight from San Jose, California to Caribbean Islands are Spirit Airlines ($99), Delta ($128), and Alaska Airlines ($171).

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

    When deciding which route to take from San Jose, California to Caribbean Islands consider San Jose - San Juan Luis Munoz Marin Intl, San Jose - The Valley Wallblake Intl or San Jose - Nassau Intl as they are the most popular.

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

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

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

    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 Islands.

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

    Yes. Cheapflights offers flight deals from San Jose to Caribbean Islands 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 Islands?

    Currently, December is the cheapest month in which you can book a flight from San Jose, California to Caribbean Islands (average of $169). Flying from San Jose, California to Caribbean Islands 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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Top 5 airlines flying from San Jose to Caribbean Islands

Discover the top 5 airlines that operate flights from San Jose to Caribbean Islands. 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 December 18, 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$632FlexibilityNo cancel feeOn-time71%

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