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San Jose

$219+ Cheap flights from Caribbean 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJC
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
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Cheap flight deals from Caribbean to San Jose

Keep the following information in mind while searching for Caribbean to San Jose flight deals. Data was last updated julio 30, 2025.

Round-trip from

$255
(Delta)

One-way from

$219
(Mytrip)

Popular in

November

Cheapest in

September

Average price

$446
From Caribbean to San Jose
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One-way flight from Caribbean to San Jose
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Highest demand for flights based on searches. 6% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Caribbean to San Jose

Cheapest flights from Caribbean to San Jose
Explore the most affordable flight options available from Caribbean to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

This Delta deal was found by Cheapflights users on 7/29. 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.
vie. 9/1912:58 pmSJU - SJC
2 stops12h 57mDelta
mié. 9/247:00 amSJC - SJU
2 stops12h 00mDelta
Deal found 7/29$255
This CheapOair deal was found by Cheapflights users on 7/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/252:48 pmSJU - SJC
2 stops27h 33mSpirit Airlines
mar. 9/306:00 amSJC - SJU
2 stops15h 44mSpirit Airlines
Deal found 7/28$272
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/195:50 amSJU - SJC
1 stop13h 00mSouthwest
lun. 9/228:55 pmSJC - SJU
1 stop12h 50mSouthwest
Deal found 7/29$322
This American Airlines deal was found by Cheapflights users on 7/30. 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.
mié. 9/106:10 amSJU - SJC
2 stops13h 31mAmerican Airlines
sáb. 9/132:08 pmSJC - SJU
2 stops19h 42mAmerican Airlines
Deal found 7/30$414
This Delta deal was found by Cheapflights users on 7/29. 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.
jue. 8/281:13 pmNAS - SJC
2 stops12h 36mDelta
jue. 9/45:44 pmSJC - NAS
2 stops15h 04mDelta
Deal found 7/29$417
This Booking.com deal was found by Cheapflights users on 7/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/142:43 pmSTT - SJC
2 stops11h 15mSpirit Airlines
sáb. 8/1612:39 pmSJC - STT
2 stops19h 34mSpirit Airlines
Deal found 7/29$438
This lol.travel deal was found by Cheapflights users on 7/29. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/42:33 pmNAS - SJC
2 stops22h 18mUnited Airlines
lun. 9/81:05 pmSJC - NAS
2 stops21h 26mUnited Airlines
Deal found 7/29$482
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/123:20 pmSDQ - SJC
2 stops25h 14mUnited Airlines
vie. 9/196:20 pmSJC - SDQ
2 stops14h 35mUnited Airlines
Deal found 7/29$615
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/285:30 pmNAS - SJC
3 stops21h 14mMultiple Airlines
jue. 9/46:00 amSJC - NAS
3 stops25h 30mMultiple Airlines
Deal found 7/29$668
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/42:26 pmNAS - SJC
2 stops11h 33mAmerican Airlines
jue. 8/76:00 amSJC - NAS
2 stops10h 20mAmerican Airlines
Deal found 7/29$929
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/191:50 pmSTT - SJC
2 stops22h 29mAmerican Airlines
vie. 8/221:09 pmSJC - STT
2 stops19h 44mAmerican Airlines
Deal found 7/29$1,031
This United deal was found by Cheapflights users on 7/29. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/1310:25 amSTT - SJC
2 stops39h 10mMultiple Airlines
sáb. 8/164:00 pmSJC - STT
2 stops17h 17mMultiple Airlines
Deal found 7/29$1,213

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean 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 julio 30, 2025.
Use the filters below to find and compare flights from Caribbean to San Jose that are best for you.

Fly from

Caribbean

Fly to

San Jose

Route

Depart

Return

Price

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

vie. 9/19

12:58 pm-10:55 pm

2 stops12h 57m

San Jose

mié. 9/24

7:00 am-10:00 pm

2 stops12h 00m

$255

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

jue. 9/25

2:48 pm-3:21 pm

2 stops27h 33m

San Jose

mar. 9/30

6:00 am-12:44 am

2 stops15h 44m

$272

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

vie. 9/19

5:50 am-3:50 pm

1 stop13h 00m

San Jose

lun. 9/22

8:55 pm-12:45 pm

1 stop12h 50m

$322

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

mié. 9/10

6:10 am-4:41 pm

2 stops13h 31m

San Jose

sáb. 9/13

2:08 pm-12:50 pm

2 stops19h 42m

$414

NassauSan Jose

NAS - SJC

NASSJC

Nassau Intl

jue. 8/28

1:13 pm-10:49 pm

2 stops12h 36m

San Jose

jue. 9/4

5:44 pm-11:48 am

2 stops15h 04m

$417

Saint Thomas IslandSan Jose

STT - SJC

STTSJC

Saint Thomas Island Cyril E King

jue. 8/14

2:43 pm-10:58 pm

2 stops11h 15m

San Jose

sáb. 8/16

12:39 pm-11:13 am

2 stops19h 34m

$438

NassauSan Jose

NAS - SJC

NASSJC

Nassau Intl

jue. 9/4

2:33 pm-9:51 am

2 stops22h 18m

San Jose

lun. 9/8

1:05 pm-1:31 pm

2 stops21h 26m

$482

Santo DomingoSan Jose

SDQ - SJC

SDQSJC

Santo Domingo Las Americas

vie. 9/12

3:20 pm-1:34 pm

2 stops25h 14m

San Jose

vie. 9/19

6:20 pm-11:55 am

2 stops14h 35m

$615

NassauSan Jose

NAS - SJC

NASSJC

Nassau Intl

jue. 8/28

5:30 pm-11:44 am

3 stops21h 14m

San Jose

jue. 9/4

6:00 am-10:30 am

3 stops25h 30m

$668

Saint Thomas IslandSan Jose

STT - SJC

STTSJC

Saint Thomas Island Cyril E King

mar. 8/19

1:50 pm-9:19 am

2 stops22h 29m

San Jose

vie. 8/22

1:09 pm-11:53 am

2 stops19h 44m

$1,031

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 26 results
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Best time to book a flight from Caribbean to San Jose

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

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

Currently, September is the cheapest month in which you can book a flight from Caribbean to San Jose (average of $255). Flying from Caribbean to San Jose in June is currently the most expensive (average of $359). 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 CB to SJC?

Find hourly flight availability from Caribbean 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 julio 30, 2025.

When flying from Caribbean 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.

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 julio 30, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta from Caribbean to San Jose by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

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

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

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
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

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
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

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
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

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

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

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 Caribbean 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?

    San Jose (SJC) is the airport you will fly into if you book a flight from Caribbean to San Jose. It is only a 2.9 mi journey from San Jose (SJC) to San Jose’s city center.

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

    The cheapest airlines for a one-way flight from Caribbean to San Jose are Spirit Airlines ($219), American Airlines ($353), and United Airlines ($373).

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

    The most popular flight routes from Caribbean to San Jose are San Juan Luis Munoz Marin Intl - San Jose, Saint Thomas Island Cyril E King - San Jose and Nassau Intl - San Jose.

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Caribbean to San Jose (average of $255). Flying from Caribbean to San Jose in June is currently the most expensive (average of $359). 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 to San Jose

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Caribbean to San Jose

Discover the top 2 airlines that operate flights from Caribbean 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 julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$173Average$494FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$265Average$743FlexibilityNo cancel feeOn-time63%

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