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Caribbean Islands

$88+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 April 3, 2025.

Round-trip from

$195
(Priceline)

One-way from

$88
(Priceline)

Popular in

December

Cheapest in

January

Average price

$610
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. 3% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 3, 2025.

This Priceline deal was found by Cheapflights users on 4/2. 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 4/2511:07 amSJC - SJU
1 stop9h 32mSpirit Airlines
Thu 5/112:54 amSJU - SJC
1 stop12h 18mSpirit Airlines
Deal found 4/2$195
This Delta deal was found by Cheapflights users on 4/2. 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 5/36:25 pmSJC - SJU
2 stops14h 44mDelta
Wed 5/77:00 amSJU - SJC
2 stops15h 25mDelta
Deal found 4/2$255
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Sun 9/76:39 pmSJC - SJU
2 stops14h 21mUnited Airlines
Sat 9/132:00 pmSJU - SJC
1 stop9h 43mUnited Airlines
Deal found 4/2$362
This Alaska Airlines deal was found by Cheapflights users on 4/2. 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.
Sat 4/266:10 amSJC - SJU
1 stop19h 50mAlaska Airlines
Tue 4/296:05 amSJU - SJC
2 stops31h 26mAlaska Airlines
Deal found 4/2$413
This American Airlines deal was found by Cheapflights users on 4/2. 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 5/32:19 pmSJC - SJU
1 stop11h 41mAmerican Airlines
Wed 5/76:30 amSJU - SJC
1 stop9h 55mAmerican Airlines
Deal found 4/2$415
This Delta deal was found by Cheapflights users on 4/1. 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 11/210:20 pmSJC - NAS
1 stop11h 51mDelta
Fri 11/72:36 pmNAS - SJC
1 stop8h 28mDelta
Deal found 4/1$435
This United Airlines deal was found by Cheapflights users on 4/2. 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 8/86:24 pmSJC - NAS
1 stop18h 46mUnited Airlines
Wed 8/132:53 pmNAS - SJC
2 stops25h 29mUnited Airlines
Deal found 4/2$449
This American Airlines deal was found by Cheapflights users on 4/1. 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 7/17:09 pmSJC - NAS
2 stops11h 48mAmerican Airlines
Tue 7/810:35 amNAS - SJC
2 stops15h 10mAmerican Airlines
Deal found 4/1$474
This Booking.com deal was found by Cheapflights users on 4/2. 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.
Sat 5/1711:00 amSJC - PUJ
2 stops21h 47mSpirit Airlines
Sat 5/2412:42 pmPUJ - SJC
2 stops24h 23mSpirit Airlines
Deal found 4/2$483
This Alaska Airlines deal was found by Cheapflights users on 4/1. 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.
Fri 5/94:30 pmSJC - NAS
1 stop24h 29mAlaska Airlines
Sun 5/1110:00 amNAS - SJC
1 stop32h 49mAlaska Airlines
Deal found 4/1$511
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Fri 4/252:19 pmSJC - AUA
1 stop23h 16mAmerican Airlines
Mon 4/285:05 pmAUA - SJC
2 stops21h 19mAmerican Airlines
Deal found 4/2$522
This Delta deal was found by Cheapflights users on 4/1. 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 5/172:10 pmSJC - PUJ
2 stops19h 10mDelta
Sat 5/241:05 pmPUJ - SJC
1 stop12h 50mDelta
Deal found 4/1$541

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 April 3, 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

Fri 4/25

11:07 am-11:39 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Thu 5/1

12:54 am-10:12 am

1 stop12h 18m

$195

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 5/3

6:25 pm-12:09 pm

2 stops14h 44m

San Juan Luis Munoz Marin Intl

Wed 5/7

7:00 am-7:25 pm

2 stops15h 25m

$255

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 9/7

6:39 pm-12:00 pm

2 stops14h 21m

San Juan Luis Munoz Marin Intl

Sat 9/13

2:00 pm-8:43 pm

1 stop9h 43m

$362

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 4/26

6:10 am-5:00 am

1 stop19h 50m

San Juan Luis Munoz Marin Intl

Tue 4/29

6:05 am-10:31 am

2 stops31h 26m

$413

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 5/3

2:19 pm-5:00 am

1 stop11h 41m

San Juan Luis Munoz Marin Intl

Wed 5/7

6:30 am-1:25 pm

1 stop9h 55m

$415

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Sun 5/4

6:25 pm-11:36 am

2 stops14h 11m

Nassau Intl

Wed 5/7

2:15 pm-11:00 pm

1 stop11h 45m

$444

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Fri 8/8

2:31 pm-1:50 pm

2 stops20h 19m

Nassau Intl

Wed 8/13

5:00 pm-1:22 pm

2 stops23h 22m

$449

San JoseProvidenciales

SJC - PLS

SJCPLS

San Jose

Fri 8/22

7:28 pm-10:20 am

2 stops11h 52m

Providenciales

Sun 8/24

4:00 pm-9:09 am

2 stops20h 09m

$467

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Tue 7/1

7:09 pm-9:57 am

2 stops11h 48m

Nassau Intl

Tue 7/8

10:35 am-10:45 pm

2 stops15h 10m

$474

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Sat 5/17

11:00 am-11:47 am

2 stops21h 47m

Punta Cana

Sat 5/24

12:42 pm-10:05 am

2 stops24h 23m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 56 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 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 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 April 3, 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 April 3, 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
9,827 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,827 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,274 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
LATAM Airlines
7.5
Good
1,754 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,619 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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?

    $88 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and Alaska Airlines, with prices starting from $133 and $151, 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 - 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 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 Islands

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 Islands

Discover the top 6 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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$192Average$681FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$238Average$461FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$269Average$758FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$628FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$328Average$620FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$383Average$568FlexibilityNo cancel feeOn-time63%

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