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$159+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$265
(Delta)

One-way from

$159
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$633
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. 7% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/12. 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 9/245:00 pmSJC - SJU
2 stops17h 23mDelta
Tue 9/307:00 amSJU - SJC
2 stops15h 22mDelta
Deal found 6/12$265
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/111:01 amSJC - SJU
2 stops29h 18mSpirit Airlines
Fri 7/41:27 amSJU - SJC
1 stop13h 59mSpirit Airlines
Deal found 6/10$275
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Fri 11/76:40 pmSJC - SJU
2 stops14h 37mUnited Airlines
Tue 11/118:30 amSJU - SJC
2 stops17h 58mUnited Airlines
Deal found 6/11$317
This Southwest deal was found by Cheapflights users on 6/11. 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.
Sat 7/126:30 amSJC - SJU
1 stop12h 30mSouthwest
Fri 7/185:30 amSJU - SJC
1 stop15h 05mSouthwest
Deal found 6/11$339
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/154:22 pmSJC - STT
2 stops17h 08mSpirit Airlines
Wed 7/231:25 pmSTT - SJC
2 stops24h 11mSpirit Airlines
Deal found 6/11$364
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Mon 9/17:11 pmSJC - SJU
2 stops12h 58mAmerican Airlines
Tue 9/306:10 amSJU - SJC
2 stops19h 33mAmerican Airlines
Deal found 6/12$375
This Frontier deal was found by Cheapflights users on 6/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:17 pmSJC - SJU
2 stops24h 20mFrontier
Sun 10/53:40 amSJU - SJC
2 stops18h 18mFrontier
Deal found 6/10$418
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 11/2410:20 pmSJC - NAS
1 stop11h 51mDelta
Thu 11/274:50 pmNAS - SJC
1 stop9h 08mDelta
Deal found 6/10$425
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/16:00 amSJC - NAS
1 stop8h 25mAmerican Airlines
Tue 7/86:30 pmNAS - SJC
1 stop19h 18mAmerican Airlines
Deal found 6/11$435
This Priceline deal was found by Cheapflights users on 6/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/224:22 pmSJC - PUJ
2 stops19h 08mSpirit Airlines
Tue 7/2912:40 pmPUJ - SJC
2 stops24h 56mSpirit Airlines
Deal found 6/10$455
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/306:30 amSJC - SJU
2 stops26h 02mMultiple Airlines
Sun 8/31:37 amSJU - SJC
3 stops35h 59mMultiple Airlines
Deal found 6/10$465
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Thu 6/266:00 amSJC - STX
2 stops30h 49mSpirit Airlines
Mon 6/304:48 pmSTX - SJC
2 stops20h 18mSpirit Airlines
Deal found 6/11$486

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 June 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

Wed 9/24

5:00 pm-1:23 pm

2 stops17h 23m

San Juan Luis Munoz Marin Intl

Tue 9/30

7:00 am-7:22 pm

2 stops15h 22m

$265

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 7/1

11:01 am-7:19 pm

2 stops29h 18m

San Juan Luis Munoz Marin Intl

Fri 7/4

1:27 am-12:26 pm

1 stop13h 59m

$275

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 11/7

6:40 pm-1:17 pm

2 stops14h 37m

San Juan Luis Munoz Marin Intl

Tue 11/11

8:30 am-10:28 pm

2 stops17h 58m

$317

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 7/12

6:30 am-10:00 pm

1 stop12h 30m

San Juan Luis Munoz Marin Intl

Fri 7/18

5:30 am-5:35 pm

1 stop15h 05m

$339

San JoseSaint Thomas Island

SJC - STT

SJCSTT

San Jose

Tue 7/15

4:22 pm-12:30 pm

2 stops17h 08m

Saint Thomas Island Cyril E King

Wed 7/23

1:25 pm-10:36 am

2 stops24h 11m

$364

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 9/1

7:11 pm-11:09 am

2 stops12h 58m

San Juan Luis Munoz Marin Intl

Tue 9/30

6:10 am-10:43 pm

2 stops19h 33m

$375

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 10/3

12:17 pm-3:37 pm

2 stops24h 20m

San Juan Luis Munoz Marin Intl

Sun 10/5

3:40 am-6:58 pm

2 stops18h 18m

$418

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Tue 7/1

6:00 am-5:25 pm

1 stop8h 25m

Nassau Intl

Tue 7/8

6:30 pm-10:48 am

1 stop19h 18m

$435

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Tue 9/9

3:17 pm-11:48 am

2 stops17h 31m

Nassau Intl

Sat 9/13

1:19 pm-9:46 pm

2 stops11h 27m

$454

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Tue 7/22

4:22 pm-2:30 pm

2 stops19h 08m

Punta Cana

Tue 7/29

12:40 pm-10:36 am

2 stops24h 56m

$455

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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 June 12, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 June 12, 2025.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

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

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

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
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
LATAM Airlines
7.5
Good
1,785 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

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 American Airlines. According to our data, you can fly for as low as $159. Users have also found prices from $162 and $181 on Spirit Airlines and Delta, 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 - Montego Bay Sangster Intl or San Jose - Nassau Intl 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$238Average$433FlexibilityNo cancel feeOn-time65%
DeltaCheapest$255Average$572FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$269Average$711FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$328Average$577FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$383Average$573FlexibilityNo cancel feeOn-time63%

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