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$143+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
מאי 6 — מאי 131
ג' 5/6
ג' 5/13
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 מאי 1, 2025.

Round-trip from

$256
(FlightHub)

One-way from

$143
(FlightHub)

Popular in

April

Cheapest in

January

Average price

$597
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. 13% potential increase in price ($80 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in May 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 מאי 1, 2025.

This FlightHub deal was found by Cheapflights users on 4/30. 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.
ב' 5/196:00 amSJC - SJU
2 stops26h 31mSpirit Airlines
א' 6/11:33 amSJU - SJC
1 stop14h 00mSpirit Airlines
Deal found 4/30$256
This Delta deal was found by Cheapflights users on 4/29. 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.
ג' 9/95:40 pmSJC - SJU
2 stops19h 38mDelta
ב' 9/222:15 pmSJU - SJC
1 stop10h 51mDelta
Deal found 4/29$265
This United Airlines deal was found by Cheapflights users on 4/30. 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.
ו' 9/266:20 pmSJC - SJU
2 stops14h 40mUnited Airlines
ב' 9/291:05 amSJU - SJC
2 stops13h 58mUnited Airlines
Deal found 4/30$355
This American Airlines deal was found by Cheapflights users on 4/30. 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.
ה' 10/22:27 pmSJC - SJU
2 stops17h 48mAmerican Airlines
ג' 10/75:27 pmSJU - SJC
2 stops18h 54mAmerican Airlines
Deal found 4/30$372
This Booking.com deal was found by Cheapflights users on 4/30. 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.
ו' 5/236:00 amSJC - MBJ
2 stops27h 02mSpirit Airlines
ד' 5/2812:07 pmMBJ - SJC
2 stops23h 58mSpirit Airlines
Deal found 4/30$406
This American Airlines deal was found by Cheapflights users on 4/30. 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.
ג' 6/106:00 amSJC - NAS
1 stop8h 25mAmerican Airlines
ג' 6/171:50 pmNAS - SJC
2 stops11h 56mAmerican Airlines
Deal found 4/30$419
This Priceline deal was found by Cheapflights users on 4/29. 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.
ו' 6/131:33 pmSJC - PUJ
2 stops19h 06mSpirit Airlines
ג' 6/243:23 pmPUJ - SJC
2 stops21h 41mSpirit Airlines
Deal found 4/29$425
This Delta deal was found by Cheapflights users on 4/30. 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.
ג' 6/1010:25 pmSJC - NAS
1 stop10h 27mDelta
ג' 6/173:08 pmNAS - SJC
1 stop10h 47mDelta
Deal found 4/30$425
This Priceline deal was found by Cheapflights users on 4/29. 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.
ש' 6/1410:59 amSJC - KIN
2 stops23h 29mSpirit Airlines
ש' 6/211:34 pmKIN - SJC
2 stops22h 30mSpirit Airlines
Deal found 4/29$451
This United Airlines deal was found by Cheapflights users on 4/30. 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.
א' 5/186:45 pmSJC - NAS
2 stops16h 05mUnited Airlines
ו' 5/235:00 pmNAS - SJC
2 stops20h 15mUnited Airlines
Deal found 4/30$468
This FlightHub deal was found by Cheapflights users on 4/29. 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.
א' 6/16:00 amSJC - STT
2 stops24h 57mSpirit Airlines
א' 6/810:52 amSTT - SJC
2 stops26h 13mSpirit Airlines
Deal found 4/29$475
This Delta deal was found by Cheapflights users on 4/29. 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.
ה' 5/810:25 pmSJC - AUA
1 stop12h 45mDelta
ג' 5/133:25 pmAUA - SJC
1 stop10h 35mDelta
Deal found 4/29$507

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 מאי 1, 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

ב' 5/19

6:00 am-11:31 am

2 stops26h 31m

San Juan Luis Munoz Marin Intl

א' 6/1

1:33 am-12:33 pm

1 stop14h 00m

$256

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

ג' 9/9

5:40 pm-4:18 pm

2 stops19h 38m

San Juan Luis Munoz Marin Intl

ב' 9/22

2:15 pm-10:06 pm

1 stop10h 51m

$265

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

ו' 9/26

6:20 pm-12:00 pm

2 stops14h 40m

San Juan Luis Munoz Marin Intl

ב' 9/29

1:05 am-12:03 pm

2 stops13h 58m

$355

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

ה' 10/2

2:27 pm-11:15 am

2 stops17h 48m

San Juan Luis Munoz Marin Intl

ג' 10/7

5:27 pm-9:21 am

2 stops18h 54m

$372

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

ו' 5/23

6:00 am-11:02 am

2 stops27h 02m

Montego Bay Sangster Intl

ד' 5/28

12:07 pm-10:05 am

2 stops23h 58m

$406

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

ו' 5/30

2:15 pm-5:12 am

1 stop11h 57m

San Juan Luis Munoz Marin Intl

ה' 6/5

1:33 am-12:33 pm

1 stop14h 00m

$415

San JoseNassau

SJC - NAS

SJCNAS

San Jose

ג' 6/10

6:00 am-5:25 pm

1 stop8h 25m

Nassau Intl

ג' 6/17

1:50 pm-10:46 pm

2 stops11h 56m

$419

San JoseNassau

SJC - NAS

SJCNAS

San Jose

ג' 6/10

10:25 pm-11:52 am

1 stop10h 27m

Nassau Intl

ג' 6/17

3:08 pm-10:55 pm

1 stop10h 47m

$425

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

ו' 6/13

1:33 pm-11:39 am

2 stops19h 06m

Punta Cana

ג' 6/24

3:23 pm-10:04 am

2 stops21h 41m

$425

San JoseKingston

SJC - KIN

SJCKIN

San Jose

ש' 6/14

10:59 am-12:28 pm

2 stops23h 29m

Kingston Norman Manley

ש' 6/21

1:34 pm-10:04 am

2 stops22h 30m

$451

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 December is currently the most expensive (average of $336). 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 מאי 1, 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 מאי 1, 2025.
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

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
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

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
4,294 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

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
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

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
1,767 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

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
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

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. 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 $143. Users have also found prices from $172 and $178 on Delta and United 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 - Punta Cana or San Jose - Bridgetown Grantley Adams 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 December is currently the most expensive (average of $336). 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 מאי 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$238Average$446FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$269Average$759FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$647FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$328Average$552FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$383Average$568FlexibilityNo cancel feeOn-time63%

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