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$128+ Cheap flights from San Jose (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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap 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 July 29, 2025.

Round-trip from

$255
(Delta)

One-way from

$128
(Delta)

Popular in

June

Cheapest in

January

Average price

$499
From San Jose to Caribbean
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One-way flight from San Jose to Caribbean
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Highest demand for flights based on searches. 8% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 29, 2025.

This Delta deal was found by Cheapflights users on 7/28. 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 9/206:55 pmSJC - SJU
2 stops15h 21mDelta
Fri 9/267:00 amSJU - SJC
2 stops18h 55mDelta
Deal found 7/28$255
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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 12/312:34 pmSJC - SJU
1 stop10h 31mAlaska Airlines
Mon 1/51:30 amSJU - SJC
1 stop12h 35mAlaska Airlines
Deal found 7/29$323
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Wed 9/36:00 amSJC - SJU
2 stops14h 57mSpirit Airlines
Mon 9/810:42 amSJU - SJC
2 stops16h 42mSpirit Airlines
Deal found 7/29$331
This Southwest deal was found by Cheapflights users on 7/28. 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.
Tue 10/77:35 amSJC - SJU
2 stops13h 15mSouthwest
Thu 10/165:50 amSJU - SJC
1 stop13h 10mSouthwest
Deal found 7/28$333
This United Airlines deal was found by Cheapflights users on 7/28. 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 11/16:30 amSJC - SJU
1 stop10h 30mUnited Airlines
Tue 11/112:05 amSJU - SJC
2 stops15h 37mUnited Airlines
Deal found 7/28$379
This American Airlines deal was found by Cheapflights users on 7/29. 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 8/266:00 amSJC - SJU
2 stops14h 59mAmerican Airlines
Sun 8/316:00 amSJU - SJC
2 stops15h 25mAmerican Airlines
Deal found 7/29$414
This American Airlines deal was found by Cheapflights users on 7/28. 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 8/276:00 amSJC - NAS
2 stops10h 20mAmerican Airlines
Wed 9/36:40 pmNAS - SJC
2 stops20h 59mAmerican Airlines
Deal found 7/28$429
This Delta deal was found by Cheapflights users on 7/27. 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.
Mon 9/2910:30 pmSJC - NAS
1 stop10h 20mDelta
Sat 10/45:05 pmNAS - SJC
1 stop8h 18mDelta
Deal found 7/27$450
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/84:16 pmSJC - PUJ
3 stops18h 58mSpirit Airlines
Mon 9/153:19 pmPUJ - SJC
3 stops36h 05mSpirit Airlines
Deal found 7/28$481
This Delta deal was found by Cheapflights users on 7/27. 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.
Mon 10/610:25 pmSJC - MBJ
1 stop12h 55mDelta
Tue 10/212:45 pmMBJ - SJC
1 stop10h 13mDelta
Deal found 7/27$495
This Frontier deal was found by Cheapflights users on 7/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/107:00 pmSJC - PUJ
2 stops12h 13mFrontier
Wed 8/139:04 pmPUJ - SJC
2 stops24h 00mFrontier
Deal found 7/27$500
This Delta deal was found by Cheapflights users on 7/29. 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.
Sun 12/710:20 pmSJC - PUJ
1 stop10h 18mDelta
Fri 12/123:50 pmPUJ - SJC
1 stop11h 08mDelta
Deal found 7/29$523

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 July 29, 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

Sat 9/20

6:55 pm-1:16 pm

2 stops15h 21m

San Juan Luis Munoz Marin Intl

Fri 9/26

7:00 am-10:55 pm

2 stops18h 55m

$255

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 12/31

2:34 pm-5:05 am

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Mon 1/5

1:30 am-10:05 am

1 stop12h 35m

$323

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 9/3

6:00 am-11:57 pm

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Mon 9/8

10:42 am-12:24 am

2 stops16h 42m

$331

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 10/7

7:35 am-11:50 pm

2 stops13h 15m

San Juan Luis Munoz Marin Intl

Thu 10/16

5:50 am-4:00 pm

1 stop13h 10m

$333

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 1/18

12:45 pm-6:12 am

2 stops13h 27m

San Juan Luis Munoz Marin Intl

Sat 1/24

8:35 am-5:43 pm

2 stops13h 08m

$345

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 8/26

6:00 am-11:59 pm

2 stops14h 59m

San Juan Luis Munoz Marin Intl

Sun 8/31

6:00 am-6:25 pm

2 stops15h 25m

$414

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Wed 8/27

6:00 am-7:20 pm

2 stops10h 20m

Nassau Intl

Wed 9/3

6:40 pm-12:39 pm

2 stops20h 59m

$429

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Mon 9/29

10:30 pm-11:50 am

1 stop10h 20m

Nassau Intl

Sat 10/4

5:05 pm-10:23 pm

1 stop8h 18m

$450

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Mon 9/8

4:16 pm-2:14 pm

3 stops18h 58m

Punta Cana

Mon 9/15

3:19 pm-12:24 am

3 stops36h 05m

$481

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Mon 10/6

10:25 pm-1:20 pm

1 stop12h 55m

Montego Bay Sangster Intl

Tue 10/21

2:45 pm-10:58 pm

1 stop10h 13m

$495

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 58 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 to Caribbean?

Currently, September is the cheapest month in which you can book a flight from San Jose to Caribbean (average of $254). Flying from San Jose to Caribbean in June is currently the most expensive (average of $339). 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 July 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Jose to Caribbean as you normally would.

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 July 29, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,977 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,899 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $128. Users have also found prices from $141 and $159 on Spirit Airlines and American Airlines, respectively.

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

    Most travelers choose San Jose - San Juan Luis Munoz Marin Intl, San Jose - Punta Cana or San Jose - Saint Thomas Island Cyril E King when deciding on the best route from San Jose 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 to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from San Jose to Caribbean (average of $254). Flying from San Jose to Caribbean in June is currently the most expensive (average of $339). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$232Average$434FlexibilityNo cancel feeOn-time65%
DeltaCheapest$255Average$576FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$269Average$705FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$328Average$574FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$383Average$563FlexibilityNo cancel feeOn-time63%

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