HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$159+ 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 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
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Jose to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 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 Islands
Search Deals
One-way flight from San Jose to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 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 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 June 12, 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

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
1
2
3
...
6

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 June 12, 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.

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 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 June 12, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from San Jose to Caribbean Islands. 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

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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 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.

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

    $159 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 Spirit Airlines and Delta, with prices starting from $162 and $181, 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 - Montego Bay Sangster Intl or San Jose - Nassau Intl 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Jose to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
Los Angeles to Seattle flights
Los Angeles to Newark flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Honolulu flights
Los Angeles to O'Hare Intl flights
Ontario to Seattle flights
San Francisco to Seattle flights
San Francisco to Newark flights
Los Angeles to LaGuardia flights
Los Angeles to Dallas/Fort Worth flights
Los Angeles to San Francisco flights
Los Angeles to Mexico City flights
Los Angeles to Cancún flights
San Jose to Los Angeles flights
San Francisco to Las Vegas flights
Santa Ana to Seattle flights
Los Angeles to Boston flights
San Francisco to Los Angeles flights
San Francisco to O'Hare Intl flights
Los Angeles to Denver flights
San Francisco to Honolulu flights
San Jose to Seattle flights
Los Angeles to Las Vegas flights
Los Angeles to Miami flights
Los Angeles to Orlando flights
Los Angeles to Portland flights
Los Angeles to San Jose flights
San Francisco to LaGuardia flights
Oakland to Seattle flights
Oakland to Santa Ana flights
Santa Ana to Las Vegas flights
Oakland to Los Angeles flights
San Diego to Seattle flights
Los Angeles to Kahului flights
Los Angeles to Fort Lauderdale flights
Los Angeles to Oakland flights
Santa Ana to Newark flights
Burbank to Las Vegas flights
Ontario to Honolulu flights
Burbank to Newark flights
Ontario to John F Kennedy Intl flights
Los Angeles to Dulles Intl flights
San Francisco to Denver flights
Santa Ana to Oakland flights
San Francisco to Dallas/Fort Worth flights
Ontario to O'Hare Intl flights
San Jose to Las Vegas flights
Oakland to Las Vegas flights
Los Angeles to Hobby flights

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 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%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.