San Jose

$138+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJC
nov. 26 — déc. 31
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Find flight deals from Caribbean to San Jose

Cheapest flights from Caribbean to San Jose
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 octobre 27, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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.
sam. 12/2010:03 pmSJU - SJC
2 stops16h 00mAmerican Airlines
mar. 1/612:50 pmSJC - SJU
2 stops17h 58mAmerican Airlines
Deal found 10/27$399
This Southwest deal was found by Cheapflights users on 10/26. 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.
jeu. 11/275:45 amSJU - SJC
2 stops13h 30mSouthwest
mer. 12/36:50 amSJC - SJU
2 stops13h 45mSouthwest
Deal found 10/26$409
This Southwest deal was found by Cheapflights users on 10/26. 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.
mer. 11/2611:35 amSJU - SJC
2 stops13h 25mSouthwest
dim. 11/307:40 pmSJC - SJU
2 stops11h 05mSouthwest
Deal found 10/26$453
This Southwest deal was found by Cheapflights users on 10/27. 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.
sam. 12/203:35 pmSJU - SJC
1 stop11h 15mSouthwest
mar. 1/66:30 amSJC - SJU
2 stops12h 40mSouthwest
Deal found 10/27$457
This Delta deal was found by Cheapflights users on 10/27. 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.
ven. 12/195:08 pmNAS - SJC
1 stop8h 47mDelta
lun. 12/2910:55 pmSJC - NAS
1 stop13h 08mDelta
Deal found 10/27$460
This Frontier deal was found by Cheapflights users on 10/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 11/62:11 amSJU - SJC
2 stops13h 21mFrontier
lun. 11/106:19 pmSJC - SJU
2 stops19h 35mFrontier
Deal found 10/25$464
This Southwest deal was found by Cheapflights users on 10/27. 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.
sam. 11/227:05 amSJU - SJC
2 stops14h 05mSouthwest
dim. 12/286:40 amSJC - SJU
2 stops12h 35mSouthwest
Deal found 10/27$497
This United Airlines deal was found by Cheapflights users on 10/27. 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.
ven. 12/192:35 pmNAS - SJC
2 stops33h 41mUnited Airlines
lun. 12/2910:30 pmSJC - NAS
1 stop13h 52mUnited Airlines
Deal found 10/27$511
This Delta deal was found by Cheapflights users on 10/27. 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.
lun. 12/83:32 pmSJU - SJC
1 stop11h 23mDelta
dim. 12/1410:25 pmSJC - SJU
1 stop11h 49mDelta
Deal found 10/27$520
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/102:25 pmSJU - SJC
1 stop10h 28mUnited Airlines
ven. 11/146:40 pmSJC - SJU
2 stops14h 37mUnited Airlines
Deal found 10/26$525
This American Airlines deal was found by Cheapflights users on 10/26. 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.
lun. 12/87:00 amSJU - SJC
1 stop17h 36mAmerican Airlines
dim. 12/147:16 pmSJC - SJU
2 stops13h 45mAmerican Airlines
Deal found 10/26$545
This Delta deal was found by Cheapflights users on 10/27. 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.
lun. 12/83:32 pmSJU - SJC
1 stop11h 23mDelta
ven. 12/1210:25 pmSJC - SJU
1 stop11h 49mDelta
Deal found 10/27$565

Cheap 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 octobre 27, 2025.

Round-trip from

$399
(American Airlines)

One-way from

$138
(American Airlines)

Popular in

May

Cheapest in

October

Average price

$275
From Caribbean to San Jose
One-way flight from Caribbean to San Jose
Highest demand for flights based on searches. 24% potential increase in price ($151 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($25 potential savings vs. average RT price).
Average for round-trip flights in October 2025

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 octobre 27, 2025.
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

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

jeu. 11/27

5:45 am-3:15 pm

2 stops13h 30m

San Jose

mer. 12/3

6:50 am-12:35 am

2 stops13h 45m

$409

NassauSan Jose

NAS - SJC

NASSJC

Nassau Intl

mar. 3/10

2:55 pm-9:32 pm

1 stop9h 37m

San Jose

mer. 3/11

10:30 pm-4:45 pm

1 stop15h 15m

$425

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

mer. 11/26

11:35 am-9:00 pm

2 stops13h 25m

San Jose

dim. 11/30

7:40 pm-10:45 am

2 stops11h 05m

$453

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

sam. 12/20

3:35 pm-10:50 pm

1 stop11h 15m

San Jose

mar. 1/6

6:30 am-11:10 pm

2 stops12h 40m

$457

NassauSan Jose

NAS - SJC

NASSJC

Nassau Intl

ven. 12/19

5:08 pm-10:55 pm

1 stop8h 47m

San Jose

lun. 12/29

10:55 pm-3:03 pm

1 stop13h 08m

$460

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

sam. 11/22

7:05 am-5:10 pm

2 stops14h 05m

San Jose

dim. 12/28

6:40 am-11:15 pm

2 stops12h 35m

$497

NassauSan Jose

NAS - SJC

NASSJC

Nassau Intl

ven. 12/19

2:35 pm-9:16 pm

2 stops33h 41m

San Jose

lun. 12/29

10:30 pm-3:22 pm

1 stop13h 52m

$511

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

lun. 12/8

3:32 pm-10:55 pm

1 stop11h 23m

San Jose

dim. 12/14

8:30 pm-12:45 pm

2 stops12h 15m

$520

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

lun. 11/10

2:25 pm-8:53 pm

1 stop10h 28m

San Jose

ven. 11/14

6:40 pm-1:17 pm

2 stops14h 37m

$525

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

lun. 12/8

7:00 am-8:36 pm

1 stop17h 36m

San Jose

dim. 12/14

6:00 am-5:19 am

1 stop19h 19m

$545

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 56 results
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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.
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

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 $119). Flying from Caribbean to San Jose, California in December is currently the most expensive (average of $318). 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 CB to SJC?

Find hourly flight availability from Caribbean to San Jose. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octobre 27, 2025.

It’s typically best to fly out from Caribbean to San Jose, California in the evening. Doing so could potentially save you 49% on the flight price compared to flying at noon, which is usually more expensive.

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 octobre 27, 2025.
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.

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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

    San Jose (SJC) is the airport you will fly into if you book a flight from Caribbean to San Jose. It is only a 2.9 mi journey from San Jose (SJC) to San Jose’s city center.

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

    Departing from Caribbean to San Jose, California will take you 9h 37m. Caribbean and San Jose, California are separated by a distance of 2732 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $138. Users have also found prices from $215 and $283 on Delta and Southwest, respectively.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean to San Jose 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 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 $119). Flying from Caribbean to San Jose, California in December is currently the most expensive (average of $318). 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 Caribbean to San Jose

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

Top 2 airlines flying from Caribbean to San Jose

Discover the top 2 airlines 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 octobre 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$173Average$424FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$606Average$606FlexibilityNo cancel feeOn-time71%

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