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Caribbean Islands

$128+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$225
(FlightHub)

One-way from

$128
(FlightHub)

Popular in

March

Cheapest in

January

Average price

$465
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. 10% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/82:29 pmSJC - SJU
1 stop29h 58mSpirit Airlines
Mon 4/1412:32 amSJU - SJC
1 stop21h 05mSpirit Airlines
Deal found 2/20$225
This Trip.com deal was found by Cheapflights users on 2/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/54:03 pmSJC - SJU
2 stops29h 05mFrontier
Tue 3/119:35 pmSJU - SJC
2 stops20h 28mFrontier
Deal found 2/20$268
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/112:19 pmSJC - STT
2 stops16h 42mSpirit Airlines
Sat 3/159:26 amSTT - SJC
2 stops17h 49mSpirit Airlines
Deal found 2/20$400
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Tue 4/227:34 pmSJC - PUJ
2 stops16h 08mSpirit Airlines
Tue 4/293:48 pmPUJ - SJC
2 stops29h 49mSpirit Airlines
Deal found 2/20$402
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/126:20 pmSJC - SJU
2 stops15h 50mDelta
Wed 9/177:30 amSJU - SJC
2 stops13h 12mDelta
Deal found 2/19$475
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/272:46 pmSJC - NAS
1 stop21h 12mAmerican Airlines
Mon 3/314:08 pmNAS - SJC
1 stop22h 27mAmerican Airlines
Deal found 2/20$482
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Tue 4/227:34 pmSJC - SDQ
2 stops17h 01mMultiple Airlines
Tue 4/293:35 pmSDQ - SJC
2 stops30h 02mMultiple Airlines
Deal found 2/20$485
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/512:15 pmSJC - SJU
1 stop12h 54mAmerican Airlines
Tue 3/116:05 amSJU - SJC
1 stop18h 20mAmerican Airlines
Deal found 2/19$495
This Delta deal was found by Cheapflights users on 2/20. 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 2/243:41 pmSJC - NAS
2 stops17h 11mDelta
Thu 2/273:06 pmNAS - SJC
2 stops10h 35mDelta
Deal found 2/20$499
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 4/2912:25 pmSJC - NAS
2 stops22h 25mUnited Airlines
Sat 5/35:00 pmNAS - SJC
2 stops20h 02mUnited Airlines
Deal found 2/20$501
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/53:54 pmSJC - SJU
2 stops16h 53mUnited Airlines
Wed 3/121:25 pmSJU - SJC
1 stop10h 44mUnited Airlines
Deal found 2/19$504
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/118:46 pmSJC - NAS
1 stop20h 05mAlaska Airlines
Tue 3/1811:00 amNAS - SJC
1 stop14h 49mAlaska Airlines
Deal found 2/19$509

Find flights from San Jose to Caribbean Islands within your budget

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 February 20, 2025.

Fly from

San Jose

Fly to

Caribbean Islands

Route

Depart

Return

Price

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 4/8

2:29 pm-11:27 pm

1 stop29h 58m

San Juan Luis Munoz Marin Intl

Mon 4/14

12:32 am-6:37 pm

1 stop21h 05m

$225

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 3/5

4:03 pm-1:08 am

2 stops29h 05m

San Juan Luis Munoz Marin Intl

Tue 3/11

9:35 pm-3:03 pm

2 stops20h 28m

$268

San JoseSaint Thomas Island

SJC - STT

SJCSTT

San Jose

Tue 3/11

2:19 pm-10:01 am

2 stops16h 42m

Saint Thomas Island Cyril E King

Sat 3/15

9:26 am-12:15 am

2 stops17h 49m

$400

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Tue 4/22

7:34 pm-2:42 pm

2 stops16h 08m

Punta Cana

Tue 4/29

3:48 pm-6:37 pm

2 stops29h 49m

$402

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 4/27

6:15 am-8:23 pm

1 stop11h 08m

San Juan Luis Munoz Marin Intl

Fri 5/2

12:50 pm-9:56 pm

1 stop12h 06m

$475

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Thu 3/27

2:46 pm-2:58 pm

1 stop21h 12m

Nassau Intl

Mon 3/31

4:08 pm-11:35 am

1 stop22h 27m

$482

San JoseSanto Domingo

SJC - SDQ

SJCSDQ

San Jose

Tue 4/22

7:34 pm-3:35 pm

2 stops17h 01m

Santo Domingo Las Americas

Tue 4/29

3:35 pm-6:37 pm

2 stops30h 02m

$485

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 3/5

12:15 pm-5:09 am

1 stop12h 54m

San Juan Luis Munoz Marin Intl

Tue 3/11

6:05 am-9:25 pm

1 stop18h 20m

$495

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Tue 3/11

5:11 pm-1:44 pm

2 stops17h 33m

Nassau Intl

Tue 3/18

1:20 pm-10:09 pm

1 stop11h 49m

$499

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Tue 4/29

12:25 pm-1:50 pm

2 stops22h 25m

Nassau Intl

Sat 5/3

5:00 pm-10:02 am

2 stops20h 02m

$501

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 55 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.

Travel insights for flights from San Jose to Caribbean Islands

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

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and LATAM Airlines 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
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

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
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

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
8,220 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

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
1,795 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

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
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

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

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

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?

    $128 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 American Airlines, with prices starting from $194 and $248, 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 March is currently the most expensive (average of $363). 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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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$192Average$681FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$231Average$408FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$269Average$766FlexibilityNo cancel feeOn-time71%
DeltaCheapest$278Average$672FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$328Average$667FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$383Average$548FlexibilityNo cancel feeOn-time63%
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