HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$111+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
Mar 3 — Mar 101
Mon 3/3
Mon 3/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Jose to Caribbean 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

Keep the following information in mind while searching for San Jose to Caribbean flight deals. Data was last updated February 26, 2025.

Round-trip from

$225
(FlightHub)

One-way from

$111
(Cheapflightsfares)

Popular in

June

Cheapest in

January

Average price

$465
From San Jose to Caribbean
Search Deals
One-way flight from San Jose to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

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 February 26, 2025.

This FlightHub deal was found by Cheapflights users on 2/24. 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.
Wed 3/262:29 pmSJC - SJU
1 stop30h 25mSpirit Airlines
Wed 4/26:00 amSJU - SJC
1 stop10h 34mSpirit Airlines
Deal found 2/24$225
This American Airlines deal was found by Cheapflights users on 2/26. 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.
Sat 9/137:16 pmSJC - SJU
2 stops16h 31mAmerican Airlines
Tue 9/163:58 pmSJU - SJC
2 stops20h 18mAmerican Airlines
Deal found 2/26$341
This United Airlines deal was found by Cheapflights users on 2/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/227:30 amSJC - SJU
1 stop10h 08mUnited Airlines
Mon 9/291:05 amSJU - SJC
2 stops15h 21mUnited Airlines
Deal found 2/25$423
This Southwest deal was found by Cheapflights users on 2/26. 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.
Sat 9/138:55 pmSJC - SJU
1 stop12h 30mSouthwest
Tue 9/167:20 amSJU - SJC
1 stop13h 15mSouthwest
Deal found 2/26$444
This Delta deal was found by Cheapflights users on 2/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:00 amSJC - SJU
2 stops12h 08mDelta
Fri 10/37:30 amSJU - SJC
2 stops14h 46mDelta
Deal found 2/25$475
This Delta deal was found by Cheapflights users on 2/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/36:20 pmSJC - NAS
2 stops14h 32mDelta
Mon 3/103:00 pmNAS - SJC
2 stops11h 59mDelta
Deal found 2/26$489
This Alaska Airlines deal was found by Cheapflights users on 2/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/12:19 pmSJC - SJU
1 stop11h 41mAlaska Airlines
Tue 5/66:30 amSJU - SJC
1 stop18h 15mAlaska Airlines
Deal found 2/25$491
This American Airlines deal was found by Cheapflights users on 2/26. 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.
Tue 7/16:00 amSJC - NAS
1 stop8h 42mAmerican Airlines
Tue 7/82:35 pmNAS - SJC
1 stop9h 38mAmerican Airlines
Deal found 2/26$495
This FlightHub deal was found by Cheapflights users on 2/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/252:29 pmSJC - PUJ
2 stops21h 13mSpirit Airlines
Thu 3/271:14 pmPUJ - SJC
2 stops26h 22mSpirit Airlines
Deal found 2/25$508
This Mytrip deal was found by Cheapflights users on 2/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/146:00 amSJC - MBJ
2 stops25h 14mSpirit Airlines
Sun 5/1810:19 amMBJ - SJC
3 stops27h 39mSpirit Airlines
Deal found 2/26$512
This Delta deal was found by Cheapflights users on 2/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/233:30 pmSJC - AUA
2 stops17h 30mDelta
Sat 3/2912:45 pmAUA - SJC
1 stop12h 24mDelta
Deal found 2/25$512
This Priceline deal was found by Cheapflights users on 2/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/117:34 pmSJC - SDQ
2 stops16h 12mSpirit Airlines
Fri 4/184:44 pmSDQ - SJC
2 stops17h 45mSpirit Airlines
Deal found 2/25$538

Find flights from San Jose to Caribbean within your budget

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 February 26, 2025.

Fly from

San Jose

Fly to

Caribbean

Route

Depart

Return

Price

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 3/26

2:29 pm-11:54 pm

1 stop30h 25m

San Juan Luis Munoz Marin Intl

Wed 4/2

6:00 am-1:34 pm

1 stop10h 34m

$225

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 3/25

6:15 am-8:10 pm

1 stop10h 55m

San Juan Luis Munoz Marin Intl

Fri 4/4

6:15 am-10:22 pm

2 stops19h 07m

$475

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Thu 5/1

2:19 pm-5:00 am

1 stop11h 41m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:30 am-9:45 pm

1 stop18h 15m

$491

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 4/30

2:19 pm-5:00 am

1 stop11h 41m

San Juan Luis Munoz Marin Intl

Wed 5/7

1:10 pm-10:47 pm

2 stops12h 37m

$492

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Tue 7/1

6:00 am-5:42 pm

1 stop8h 42m

Nassau Intl

Tue 7/8

2:35 pm-9:13 pm

1 stop9h 38m

$495

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 3/12

6:20 am-7:55 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Tue 3/18

1:05 am-1:44 pm

2 stops15h 39m

$504

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Tue 3/25

2:29 pm-2:42 pm

2 stops21h 13m

Punta Cana

Thu 3/27

1:14 pm-12:36 pm

2 stops26h 22m

$508

San JoseOranjestad

SJC - AUA

SJCAUA

San Jose

Sun 3/23

3:30 pm-12:00 pm

2 stops17h 30m

Oranjestad Reina Beatrix

Sat 3/29

12:45 pm-10:09 pm

1 stop12h 24m

$512

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Wed 5/14

6:00 am-9:14 am

2 stops25h 14m

Montego Bay Sangster Intl

Sun 5/18

10:19 am-11:58 am

3 stops27h 39m

$512

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Thu 8/21

8:40 pm-10:15 am

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Tue 8/26

8:00 am-5:20 pm

2 stops12h 20m

$520

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 50 results
1
2
3
...
5

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.

Travel insights for flights from San Jose to Caribbean

Get recent, data-driven insights about flights from San Jose to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $358). 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 February 26, 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 February 26, 2025.
Southwest
8.1
Very good
4,369 reviews

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Southwest
8.1
Very good
4,369 reviews
Southwest
8.1
Very good
4,369 reviews

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Alaska Airlines
8.0
Very good
9,719 reviews
Southwest
8.1
Very good
4,369 reviews

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Delta
8.0
Very good
8,149 reviews
Southwest
8.1
Very good
4,369 reviews

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

LATAM Airlines
7.5
Good
1,778 reviews
Southwest
8.1
Very good
4,369 reviews

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

United Airlines
7.4
Good
8,733 reviews
Southwest
8.1
Very good
4,369 reviews

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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 Spirit Airlines. According to our data, you can fly for as low as $111. Users have also found prices from $163 and $189 on American 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 - Punta Cana 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 March is currently the most expensive (average of $358). 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

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Haneda flights
Los Angeles to John F Kennedy Intl flights
Los Angeles to Newark flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Narita flights
San Francisco to Newark flights
Los Angeles to Dallas/Fort Worth flights
Los Angeles to Honolulu flights
Los Angeles to Cancún flights
Los Angeles to Mexico City flights
Los Angeles to Seattle flights
San Francisco to Haneda flights
Los Angeles to Miami flights
Los Angeles to Las Vegas flights
Los Angeles to LaGuardia flights
San Francisco to Los Angeles flights
Los Angeles to O'Hare Intl flights
San Francisco to Seattle flights
Los Angeles to Heathrow flights
San Francisco to Las Vegas flights
San Francisco to Narita flights
Burbank to Las Vegas flights
San Jose to Los Angeles flights
Los Angeles to Orlando flights
Los Angeles to Hobby flights
Santa Ana to Las Vegas flights
Los Angeles to San Francisco flights
San Jose to Las Vegas flights
Los Angeles to Reagan-National flights
San Francisco to Dallas/Fort Worth flights
Oakland to Los Angeles flights
Ontario to Seattle flights
Los Angeles to San Jose flights
San Francisco to O'Hare Intl flights
Los Angeles to Boston flights
Los Angeles to Fort Lauderdale flights
Los Angeles to Oakland flights
San Francisco to LaGuardia flights
Los Angeles to Baltimore flights
Los Angeles to Manila flights
San Francisco to Ontario flights
San Francisco to Cancún flights
Burbank to Newark flights
Los Angeles to Dulles Intl flights
Los Angeles to Charles de Gaulle flights
Los Angeles to Austin flights
Los Angeles to Sky Harbor Intl flights
San Francisco to Heathrow flights
Oakland to Las Vegas flights
San Francisco to Santa Ana flights

Top 6 airlines flying from San Jose to Caribbean

Discover the top 6 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 February 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$192Average$681FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$231Average$407FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$269Average$765FlexibilityNo cancel feeOn-time71%
DeltaCheapest$278Average$672FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$328Average$667FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$383Average$548FlexibilityNo 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.