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San Jose

$133+ Cheap flights from Caribbean Islands to San Jose (SJC)

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJC
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheap flight deals from Caribbean Islands to San Jose

Keep the following information in mind while searching for Caribbean Islands to San Jose flight deals. Data was last updated June 16, 2025.

Round-trip from

$265
(Delta)

One-way from

$133
(Delta)
From Caribbean Islands to San Jose
Search Deals
One-way flight from Caribbean Islands to San Jose
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Find flight deals from Caribbean Islands to San Jose

Cheapest flights from Caribbean Islands to San Jose
Explore the most affordable flight options available from Caribbean Islands to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This Delta deal was found by Cheapflights users on 6/16. 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 9/252:28 pmSJU - SJC
1 stop11h 30mDelta
Tue 9/303:30 pmSJC - SJU
2 stops18h 53mDelta
Deal found 6/16$265
This SmartFares deal was found by Cheapflights users on 6/16. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/211:37 amSJU - SJC
2 stops35h 59mSpirit Airlines
Tue 7/296:30 amSJC - SJU
2 stops26h 02mSpirit Airlines
Deal found 6/16$386
This Southwest deal was found by Cheapflights users on 6/14. 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.
Fri 8/15:30 amSJU - SJC
1 stop15h 05mSouthwest
Sun 8/106:30 amSJC - SJU
2 stops15h 05mSouthwest
Deal found 6/14$389
This Orbitz deal was found by Cheapflights users on 6/13. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1312:59 amSJU - SJC
1 stop12h 49mMultiple Airlines
Mon 7/214:22 pmSJC - SJU
2 stops16h 40mMultiple Airlines
Deal found 6/13$524
This Alaska Airlines deal was found by Cheapflights users on 6/15. 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.
Mon 12/88:09 amSJU - SJC
1 stop16h 39mAlaska Airlines
Sun 12/1410:20 amSJC - SJU
2 stops24h 33mAlaska Airlines
Deal found 6/15$540
This Mytrip deal was found by Cheapflights users on 6/16. 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.
Thu 7/3110:55 amSDQ - SJC
2 stops26h 41mSpirit Airlines
Thu 8/74:22 pmSJC - SDQ
2 stops16h 29mSpirit Airlines
Deal found 6/16$558
This Mytrip deal was found by Cheapflights users on 6/14. 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 6/243:35 pmSDQ - SJC
2 stops21h 31mMultiple Airlines
Thu 7/104:22 pmSJC - SDQ
2 stops16h 29mMultiple Airlines
Deal found 6/14$569
This United Airlines deal was found by Cheapflights users on 6/16. 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 9/241:05 amSJU - SJC
2 stops24h 19mUnited Airlines
Tue 9/306:30 amSJC - SJU
2 stops14h 27mUnited Airlines
Deal found 6/16$579
This American Airlines deal was found by Cheapflights users on 6/14. 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 7/186:15 amSJU - SJC
1 stop18h 12mAmerican Airlines
Thu 7/247:09 pmSJC - SJU
2 stops12h 55mAmerican Airlines
Deal found 6/14$597
This United Airlines deal was found by Cheapflights users on 6/15. 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 7/23:55 pmSXM - SJC
2 stops23h 07mUnited Airlines
Mon 8/42:31 pmSJC - SXM
2 stops18h 58mUnited Airlines
Deal found 6/15$805
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/313:40 pmBGI - SJC
2 stops22h 08mAmerican Airlines
Thu 8/77:11 pmSJC - BGI
2 stops15h 59mAmerican Airlines
Deal found 6/16$836
This American Airlines deal was found by Cheapflights users on 6/14. 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 7/22:20 pmSXM - SJC
2 stops21h 55mAmerican Airlines
Fri 8/81:09 pmSJC - SXM
2 stops45h 36mAmerican Airlines
Deal found 6/14$860

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean Islands to San Jose 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 June 16, 2025.
Use the filters below to find and compare flights from Caribbean Islands to San Jose that are best for you.

Fly from

Caribbean Islands

Fly to

San Jose

Route

Depart

Return

Price

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Thu 9/25

2:28 pm-10:58 pm

1 stop11h 30m

San Jose

Tue 9/30

3:30 pm-1:23 pm

2 stops18h 53m

$265

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Mon 7/21

1:37 am-10:36 am

2 stops35h 59m

San Jose

Tue 7/29

6:30 am-11:32 am

2 stops26h 02m

$386

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Fri 8/1

5:30 am-5:35 pm

1 stop15h 05m

San Jose

Sun 8/10

8:55 pm-12:40 pm

1 stop12h 45m

$389

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Sun 7/13

12:59 am-10:48 am

1 stop12h 49m

San Jose

Mon 7/21

4:22 pm-12:02 pm

2 stops16h 40m

$524

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Mon 12/8

8:09 am-8:48 pm

1 stop16h 39m

San Jose

Sun 12/14

10:20 am-2:53 pm

2 stops24h 33m

$540

Santo DomingoSan Jose

SDQ - SJC

SDQSJC

Santo Domingo Las Americas

Thu 7/31

10:55 am-10:36 am

2 stops26h 41m

San Jose

Thu 8/7

4:22 pm-11:51 am

2 stops16h 29m

$558

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Wed 9/24

1:05 am-10:24 pm

2 stops24h 19m

San Jose

Tue 9/30

6:30 am-11:57 pm

2 stops14h 27m

$579

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Fri 7/18

6:15 am-9:27 pm

1 stop18h 12m

San Jose

Thu 7/24

7:09 pm-11:04 am

2 stops12h 55m

$597

Simpson BaySan Jose

SXM - SJC

SXMSJC

Simpson Bay Princess Juliana

Wed 7/2

3:55 pm-12:02 pm

2 stops23h 07m

San Jose

Thu 8/7

6:24 pm-12:29 pm

2 stops15h 05m

$805

BridgetownSan Jose

BGI - SJC

BGISJC

Bridgetown Grantley Adams Intl

Thu 7/31

3:40 pm-10:48 am

2 stops22h 08m

San Jose

Thu 8/7

7:11 pm-2:10 pm

2 stops15h 59m

$836

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 24 results
1
2
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Best time to book a flight from Caribbean Islands to San Jose

Have a flexible travel schedule? Discover the best time to fly to San Jose from Caribbean Islands 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 Caribbean Islands to San Jose

What is the cheapest month to book a flight from Caribbean Islands to San Jose?

Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to San Jose (average of $255). Flying from Caribbean Islands to San Jose in June is currently the most expensive (average of $344). 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 EPX to SJC?

Find hourly flight availability from Caribbean Islands to San Jose. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 16, 2025.

When flying from Caribbean Islands to San Jose, 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 San Jose by month

Plan your trip to San Jose by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Jose ranges from 0.0 - 3.1 inches per month. January is typically the wettest month, when rainfall can reach 3.1 in. July is typically the driest time to visit San Jose when rainfall is around 0.0 in.

Temperature in San Jose by month

Plan your trip to San Jose by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Jose, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing San Jose

Get insights into the airlines that provide service to San Jose. 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 San Jose. Reviews last updated June 16, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Caribbean Islands to San Jose have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.1

Comfort

7.8

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.1

Comfort

7.8

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
4,278 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.1

Comfort

7.8

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
7,963 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.1

Comfort

7.8

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
8,801 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.1

Comfort

7.8

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 Caribbean Islands to San Jose. 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 into for flights to San Jose from Caribbean Islands?

    Most people fly into San Jose (SJC) if they book a flight to San Jose from Caribbean Islands. San Jose is conveniently located just 2.9 mi from San Jose’s city center.

  • What are the cheapest airlines to fly from Caribbean Islands to San Jose one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $133. American Airlines flights start at $163 while deals on Spirit Airlines start at $174 one-way.

  • What are the most popular routes from Caribbean Islands to San Jose?

    The most popular route from Caribbean Islands to San Jose is Simpson Bay Princess Juliana - San Jose. You may also consider San Juan Luis Munoz Marin Intl - San Jose or Bridgetown Grantley Adams Intl - San Jose.

  • Can I find deals for flights from Caribbean Islands to San Jose that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to San Jose flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to San Jose?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to San Jose.

  • Can I find deals for business class flights from Caribbean Islands to San Jose?

    Yes. Cheapflights offers flight deals from Caribbean Islands to San Jose 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 Caribbean Islands to San Jose?

    Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to San Jose (average of $255). Flying from Caribbean Islands to San Jose in June is currently the most expensive (average of $344). 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 Caribbean Islands to San Jose

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Caribbean Islands to San Jose

Discover the top 3 airlines that operate flights from Caribbean Islands to San Jose. 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$247Average$494FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$265Average$743FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$606Average$606FlexibilityNo cancel feeOn-time71%

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