Caribbean

$191+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
Feb 25 — Mar 41
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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 January 26, 2026.

This Delta deal was found by Cheapflights users on 1/26. 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 4/296:45 am
SJC
-
SJU
2 stops13h 28m
Delta
Tue 5/1212:50 pm
SJU
-
SJC
1 stop13h 03m
Delta
Deal found 1/26$296
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/316:00 am
SJC
-
SJU
1 stop13h 31m
American Airlines
Tue 4/143:44 pm
SJU
-
SJC
2 stops21h 34m
American Airlines
Deal found 1/25$378
This Delta deal was found by Cheapflights users on 1/24. 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 7/2810:56 pm
SJC
-
SJU
1 stop11h 29m
Delta
Thu 8/62:35 pm
SJU
-
SJC
1 stop10h 13m
Delta
Deal found 1/24$385
This Faresmojo deal was found by Cheapflights users on 1/24. 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.
Sat 3/2110:50 pm
SJC
-
SJU
1 stop11h 37m
JetBlue
Sat 4/1112:00 pm
SJU
-
SJC
1 stop12h 33m
JetBlue
Deal found 1/24$396
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/214:20 pm
SJC
-
SJU
2 stops15h 36m
American Airlines
Thu 2/2612:30 pm
SJU
-
SJC
2 stops14h 01m
American Airlines
Deal found 1/26$400
This Delta deal was found by Cheapflights users on 1/24. 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 7/2710:56 pm
SJC
-
SJU
1 stop11h 29m
Delta
Thu 8/62:35 pm
SJU
-
SJC
1 stop10h 13m
Delta
Deal found 1/24$441
This Delta deal was found by Cheapflights users on 1/26. 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 3/1810:50 pm
SJC
-
NAS
1 stop14h 55m
Delta
Wed 3/251:18 pm
NAS
-
SJC
1 stop11h 15m
Delta
Deal found 1/26$446
This Southwest deal was found by Cheapflights users on 1/26. 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 5/137:40 pm
SJC
-
SJU
2 stops10h 30m
Southwest
Sun 5/175:00 am
SJU
-
SJC
1 stop16h 05m
Southwest
Deal found 1/26$449
This United Airlines deal was found by Cheapflights users on 1/24. 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 5/46:19 pm
SJC
-
SJU
2 stops14h 45m
United Airlines
Fri 5/87:20 am
SJU
-
SJC
2 stops17h 12m
United Airlines
Deal found 1/24$450
This CheapOair deal was found by Cheapflights users on 1/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:43 pm
SJC
-
SJU
2 stops24h 18m
Alaska Airlines
Mon 5/411:59 pm
SJU
-
SJC
2 stops21h 50m
Alaska Airlines
Deal found 1/25$453
This Delta deal was found by Cheapflights users on 1/26. 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 5/96:30 am
SJC
-
SJU
2 stops13h 24m
Delta
Sat 5/167:30 am
SJU
-
SJC
2 stops11h 45m
Delta
Deal found 1/26$460
This Delta deal was found by Cheapflights users on 1/25. 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 3/1810:50 pm
SJC
-
NAS
1 stop14h 55m
Delta
Mon 3/233:05 pm
NAS
-
SJC
1 stop9h 28m
Delta
Deal found 1/25$471

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 January 26, 2026.

Round-trip from

$296
(Delta)

One-way from

$191
(Delta)

Popular in

June

Cheapest in

September

Average price

$409
From San Jose to Caribbean
One-way flight from San Jose to Caribbean
Highest demand for flights based on searches. 7% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 January 26, 2026.
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

Wed 4/29

6:45 am-11:13 pm

2 stops13h 28m

San Juan Luis Munoz Marin Intl

Tue 5/12

6:15 am-4:15 pm

2 stops13h 00m

$441

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Tue 3/10

10:55 pm-2:32 pm

2 stops12h 37m

Nassau Intl

Tue 3/17

3:35 pm-10:59 pm

1 stop10h 24m

$446

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Wed 3/18

10:50 pm-4:45 pm

1 stop14h 55m

Nassau Intl

Wed 3/25

1:18 pm-9:33 pm

1 stop11h 15m

$446

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Thu 6/18

6:30 pm-2:57 pm

2 stops17h 27m

Nassau Intl

Thu 6/25

3:59 pm-10:36 pm

1 stop9h 37m

$446

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Wed 3/18

10:50 pm-4:45 pm

1 stop14h 55m

Nassau Intl

Tue 3/24

3:05 pm-9:33 pm

1 stop9h 28m

$446

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Wed 3/11

10:55 pm-2:32 pm

2 stops12h 37m

Nassau Intl

Wed 3/18

3:35 pm-10:59 pm

1 stop10h 24m

$446

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Sun 4/19

10:55 pm-4:33 pm

1 stop14h 38m

Nassau Intl

Wed 4/22

3:28 pm-9:45 pm

1 stop9h 17m

$446

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 5/13

7:40 pm-9:10 am

2 stops10h 30m

San Juan Luis Munoz Marin Intl

Sun 5/17

5:00 am-6:05 pm

1 stop16h 05m

$449

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 5/4

6:19 pm-12:04 pm

2 stops14h 45m

San Juan Luis Munoz Marin Intl

Fri 5/8

7:20 am-9:32 pm

2 stops17h 12m

$450

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 5/9

6:30 am-10:54 pm

2 stops13h 24m

San Juan Luis Munoz Marin Intl

Sat 5/16

7:30 am-4:15 pm

2 stops11h 45m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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, January 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.

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 January 26, 2026.
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.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

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.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

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.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

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.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

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.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

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.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

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 10h 30m. 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?

    $123 is the cheapest one-way deal found within the past few days, from American 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?

  • 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, January 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for San Jose to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$232Average$431FlexibilityNo cancel feeOn-time65%
DeltaCheapest$238Average$661FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$547FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$383Average$555FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$414Average$640FlexibilityNo cancel feeOn-time71%

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