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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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
Mar 26 — Apr 21
Wed 3/26
Wed 4/2
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 March 21, 2025.

Round-trip from

$213
(FlightHub)

One-way from

$128
(Delta)

Popular in

December

Cheapest in

January

Average price

$545
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. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 21, 2025.

This FlightHub deal was found by Cheapflights users on 3/21. 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 4/1611:07 amSJC - SJU
1 stop9h 32mSpirit Airlines
Mon 4/2112:54 amSJU - SJC
1 stop12h 18mSpirit Airlines
Deal found 3/21$213
This Delta deal was found by Cheapflights users on 3/20. 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 5/198:05 pmSJC - SJU
2 stops13h 40mDelta
Thu 5/2912:50 pmSJU - SJC
1 stop10h 11mDelta
Deal found 3/20$365
This Booking.com deal was found by Cheapflights users on 3/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1111:07 amSJC - STT
2 stops19h 53mSpirit Airlines
Fri 4/1811:05 amSTT - SJC
2 stops26h 07mSpirit Airlines
Deal found 3/20$425
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Thu 4/172:19 pmSJC - NAS
1 stop21h 31mAmerican Airlines
Thu 4/243:55 pmNAS - SJC
1 stop22h 29mAmerican Airlines
Deal found 3/20$434
This Priceline deal was found by Cheapflights users on 3/20. 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.
Mon 4/77:54 pmSJC - PUJ
2 stops15h 48mSpirit Airlines
Fri 4/113:18 pmPUJ - SJC
2 stops21h 54mSpirit Airlines
Deal found 3/20$436
This Alaska Airlines deal was found by Cheapflights users on 3/21. 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.
Tue 4/1512:15 pmSJC - SJU
1 stop13h 45mAlaska Airlines
Fri 4/256:05 amSJU - SJC
2 stops19h 25mAlaska Airlines
Deal found 3/21$441
This Mytrip deal was found by Cheapflights users on 3/20. 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.
Fri 5/91:38 pmSJC - AUA
2 stops22h 02mSpirit Airlines
Thu 5/153:45 pmAUA - SJC
2 stops23h 48mSpirit Airlines
Deal found 3/20$442
This Priceline deal was found by Cheapflights users on 3/20. 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.
Sun 5/45:30 pmSJC - MBJ
2 stops15h 25mSpirit Airlines
Sun 5/1112:07 pmMBJ - SJC
2 stops23h 53mSpirit Airlines
Deal found 3/20$464
This Delta deal was found by Cheapflights users on 3/20. 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 10/1110:20 pmSJC - NAS
1 stop10h 38mDelta
Sat 10/184:50 pmNAS - SJC
1 stop8h 54mDelta
Deal found 3/20$465
This United Airlines deal was found by Cheapflights users on 3/20. 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.
Wed 5/282:30 pmSJC - SJU
2 stops12h 00mUnited Airlines
Thu 6/51:40 pmSJU - SJC
1 stop10h 10mUnited Airlines
Deal found 3/20$477
This Mytrip deal was found by Cheapflights users on 3/19. 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.
Tue 4/152:04 pmSJC - SDQ
2 stops22h 31mMultiple Airlines
Mon 4/2111:00 amSDQ - SJC
2 stops26h 12mMultiple Airlines
Deal found 3/19$483
This Delta deal was found by Cheapflights users on 3/21. 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.
Fri 5/98:05 pmSJC - AUA
2 stops13h 15mDelta
Thu 5/153:25 pmAUA - SJC
1 stop10h 35mDelta
Deal found 3/21$497

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 March 21, 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 4/16

11:07 am-11:39 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Mon 4/21

12:54 am-10:12 am

1 stop12h 18m

$213

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 5/19

8:05 pm-12:45 pm

2 stops13h 40m

San Juan Luis Munoz Marin Intl

Thu 5/29

12:50 pm-8:01 pm

1 stop10h 11m

$365

San JoseSaint Thomas Island

SJC - STT

SJCSTT

San Jose

Fri 4/11

11:07 am-10:00 am

2 stops19h 53m

Saint Thomas Island Cyril E King

Fri 4/18

11:05 am-10:12 am

2 stops26h 07m

$425

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Thu 4/17

2:19 pm-2:50 pm

1 stop21h 31m

Nassau Intl

Thu 4/24

3:55 pm-11:24 am

1 stop22h 29m

$434

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Mon 4/7

7:54 pm-2:42 pm

2 stops15h 48m

Punta Cana

Fri 4/11

3:18 pm-10:12 am

2 stops21h 54m

$436

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 4/15

12:15 pm-5:00 am

1 stop13h 45m

San Juan Luis Munoz Marin Intl

Fri 4/25

6:05 am-10:30 pm

2 stops19h 25m

$441

San JoseOranjestad

SJC - AUA

SJCAUA

San Jose

Fri 5/9

1:38 pm-2:40 pm

2 stops22h 02m

Oranjestad Reina Beatrix

Thu 5/15

3:45 pm-12:33 pm

2 stops23h 48m

$442

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Sun 5/4

5:30 pm-10:55 am

2 stops15h 25m

Montego Bay Sangster Intl

Sun 5/11

12:07 pm-10:00 am

2 stops23h 53m

$464

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 5/28

2:30 pm-5:30 am

2 stops12h 00m

San Juan Luis Munoz Marin Intl

Thu 6/5

1:40 pm-8:50 pm

1 stop10h 10m

$477

San JoseSanto Domingo

SJC - SDQ

SJCSDQ

San Jose

Tue 4/15

2:04 pm-3:35 pm

2 stops22h 31m

Santo Domingo Las Americas

Mon 4/21

11:00 am-10:12 am

2 stops26h 12m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/19

Showing 1-10 of 45 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 March is currently the most expensive (average of $337). 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 March 21, 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 March 21, 2025.
Southwest
8.1
Very good
4,281 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

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
4,281 reviews
Southwest
8.1
Very good
4,281 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

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
9,759 reviews
Southwest
8.1
Very good
4,281 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

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
7,895 reviews
Southwest
8.1
Very good
4,281 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

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
1,750 reviews
Southwest
8.1
Very good
4,281 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

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
8,605 reviews
Southwest
8.1
Very good
4,281 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

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 Delta. According to our data, you can fly for as low as $128. Users have also found prices from $151 and $154 on Alaska Airlines and Spirit 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 - Nassau Intl or San Jose - Montego Bay Sangster 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 March is currently the most expensive (average of $337). 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 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 March 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$192Average$681FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$231Average$397FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$269Average$769FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$328Average$646FlexibilityNo cancel feeOn-time69%
DeltaCheapest$344Average$626FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$383Average$568FlexibilityNo cancel feeOn-time63%
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