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Caribbean Islands

$138+ Cheap flights from San Jose (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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
paź 14 — paź 211
wt. 10/14
wt. 10/21
1 adult, Economy
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Cheap 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 Wrzesień 14, 2025.

Round-trip from

$275
(Delta)

One-way from

$138
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$334
From San Jose to Caribbean Islands
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One-way flight from San Jose to Caribbean Islands
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Highest demand for flights based on searches. 9% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 Wrzesień 14, 2025.

This Delta deal was found by Cheapflights users on 9/14. 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.
wt. 10/284:37 pmSJC - SJU
2 stops16h 19mDelta
czw. 10/3012:46 pmSJU - SJC
1 stop13h 12mDelta
Deal found 9/14$275
This Frontier deal was found by Cheapflights users on 9/13. 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.
ndz. 9/2812:26 pmSJC - SJU
2 stops18h 26mFrontier
śr. 10/112:28 amSJU - SJC
2 stops15h 46mFrontier
Deal found 9/13$331
This American Airlines deal was found by Cheapflights users on 9/14. 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.
pon. 10/271:18 pmSJC - SJU
2 stops21h 27mAmerican Airlines
wt. 10/285:00 pmSJU - SJC
2 stops22h 20mAmerican Airlines
Deal found 9/14$346
This Delta deal was found by Cheapflights users on 9/12. 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.
sob. 11/14:37 pmSJC - SJU
2 stops17h 19mDelta
sob. 11/87:00 amSJU - SJC
2 stops15h 48mDelta
Deal found 9/12$349
This American Airlines deal was found by Cheapflights users on 9/14. 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.
sob. 10/253:15 pmSJC - SJU
2 stops16h 51mAmerican Airlines
sob. 11/11:50 pmSJU - SJC
2 stops23h 30mAmerican Airlines
Deal found 9/14$351
This Delta deal was found by Cheapflights users on 9/14. 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.
ndz. 10/266:35 amSJC - SJU
1 stop12h 24mDelta
pt. 10/317:15 amSJU - SJC
2 stops15h 21mDelta
Deal found 9/14$364
This Frontier deal was found by Cheapflights users on 9/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ndz. 9/2112:26 pmSJC - SJU
2 stops18h 26mFrontier
śr. 9/249:26 pmSJU - SJC
2 stops24h 01mFrontier
Deal found 9/12$372
This Southwest deal was found by Cheapflights users on 9/14. 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.
ndz. 10/264:25 pmSJC - SJU
2 stops13h 40mSouthwest
czw. 10/305:50 amSJU - SJC
1 stop13h 10mSouthwest
Deal found 9/14$390
This Southwest deal was found by Cheapflights users on 9/13. 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.
śr. 10/16:35 amSJC - SJU
2 stops13h 10mSouthwest
śr. 10/86:10 amSJU - SJC
1 stop14h 55mSouthwest
Deal found 9/13$400
This Delta deal was found by Cheapflights users on 9/14. 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.
pon. 10/2710:25 pmSJC - SJU
1 stop11h 56mDelta
pt. 10/317:15 amSJU - SJC
2 stops16h 11mDelta
Deal found 9/14$420
This American Airlines deal was found by Cheapflights users on 9/13. 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.
czw. 12/45:44 amSJC - SJU
1 stop19h 35mAmerican Airlines
sob. 12/136:25 amSJU - SJC
2 stops16h 07mAmerican Airlines
Deal found 9/13$422
This Delta deal was found by Cheapflights users on 9/12. 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.
śr. 12/310:25 pmSJC - NAS
1 stop14h 03mDelta
wt. 12/92:55 pmNAS - SJC
1 stop8h 47mDelta
Deal found 9/12$425

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 Wrzesień 14, 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

pon. 1/12

10:30 pm-1:00 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

pt. 1/16

2:10 pm-9:32 pm

1 stop11h 22m

$275

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

śr. 1/7

10:30 pm-1:00 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

czw. 1/15

2:10 pm-9:32 pm

1 stop11h 22m

$275

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

wt. 1/13

2:15 pm-1:07 pm

2 stops18h 52m

San Juan Luis Munoz Marin Intl

czw. 1/15

2:10 pm-9:32 pm

1 stop11h 22m

$364

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

pt. 1/9

2:15 pm-12:07 pm

2 stops17h 52m

San Juan Luis Munoz Marin Intl

czw. 1/15

2:10 pm-9:32 pm

1 stop11h 22m

$364

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

śr. 1/7

2:15 pm-1:07 pm

2 stops18h 52m

San Juan Luis Munoz Marin Intl

pt. 1/16

2:10 pm-9:32 pm

1 stop11h 22m

$364

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

pon. 1/12

10:30 pm-1:00 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

wt. 1/20

7:30 am-11:59 pm

2 stops20h 29m

$364

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

pt. 11/14

7:05 pm-9:55 am

2 stops10h 50m

San Juan Luis Munoz Marin Intl

pon. 11/17

5:45 am-2:45 pm

2 stops13h 00m

$390

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

ndz. 1/11

2:15 pm-1:07 pm

2 stops18h 52m

San Juan Luis Munoz Marin Intl

pt. 1/16

2:10 pm-9:32 pm

1 stop11h 22m

$420

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

pon. 2/23

10:30 pm-1:00 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

pt. 2/27

6:15 am-6:51 pm

2 stops16h 36m

$420

San JoseNassau

SJC - NAS

SJCNAS

San Jose

śr. 12/3

10:25 pm-3:28 pm

1 stop14h 03m

Nassau Intl

wt. 12/9

2:55 pm-8:42 pm

1 stop8h 47m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

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 to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from San Jose to Caribbean Islands (average of $254). Flying from San Jose to Caribbean Islands 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 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 Wrzesień 14, 2025.

When flying from San Jose to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 Wrzesień 14, 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
8.0
Very good
7,956 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
10,000 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
8,016 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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 to Caribbean Islands?

    There are many flights that can get you from San Jose to Caribbean Islands in 10h 30m. Fly via Delta, American Airlines, or Spirit Airlines to get the fastest option. Airlines will cover a distance of 3597 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $138 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 United Airlines, with prices starting from $138 and $183, respectively.

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

    When deciding which route to take from San Jose to Caribbean Islands consider San Jose - San Juan Luis Munoz Marin Intl, San Jose - Nassau Intl or San Jose - Punta Cana 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 to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from San Jose to Caribbean Islands (average of $254). Flying from San Jose to Caribbean Islands 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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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 Wrzesień 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$232Average$468FlexibilityNo cancel feeOn-time65%
DeltaCheapest$255Average$574FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$328Average$594FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$383Average$564FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$414Average$606FlexibilityNo cancel feeOn-time71%

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