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San Jose

$138+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJC
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$275
(Delta)

One-way from

$138
(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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. 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 10/232:31 pmSJU - SJC
1 stop11h 27mDelta
Wed 10/296:35 amSJC - SJU
1 stop12h 24mDelta
Deal found 9/10$275
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/233:10 pmSJU - SJC
2 stops23h 51mAmerican Airlines
Wed 10/293:15 pmSJC - SJU
2 stops16h 51mAmerican Airlines
Deal found 9/10$353
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 10/25:50 amSJU - SJC
1 stop13h 10mSouthwest
Sun 10/56:45 amSJC - SJU
2 stops14h 30mSouthwest
Deal found 9/9$380
This Frontier deal was found by Cheapflights users on 9/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/112:28 amSJU - SJC
2 stops15h 46mFrontier
Sun 10/512:26 pmSJC - SJU
2 stops24h 16mFrontier
Deal found 9/9$429
This Mytrip deal was found by Cheapflights users on 9/10. 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 9/253:22 pmSJU - SJC
2 stops22h 23mSpirit Airlines
Mon 9/2911:40 amSJC - SJU
3 stops23h 31mSpirit Airlines
Deal found 9/10$432
This Delta deal was found by Cheapflights users on 9/10. 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 9/251:15 pmNAS - SJC
1 stop12h 35mDelta
Mon 9/2910:30 pmSJC - NAS
1 stop10h 20mDelta
Deal found 9/10$456
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sat 10/115:45 amSJU - SJC
2 stops15h 55mSouthwest
Mon 10/137:55 pmSJC - SJU
2 stops11h 00mSouthwest
Deal found 9/9$487
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/112:15 amBQN - SJC
2 stops14h 46mUnited Airlines
Mon 10/66:22 pmSJC - BQN
2 stops25h 47mUnited Airlines
Deal found 9/9$497
This Mytrip deal was found by Cheapflights users on 9/10. 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 9/253:19 pmPUJ - SJC
3 stops27h 02mSpirit Airlines
Mon 9/2911:40 amSJC - PUJ
3 stops23h 34mSpirit Airlines
Deal found 9/10$500
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/221:05 amSJU - SJC
2 stops15h 35mUnited Airlines
Wed 10/296:40 pmSJC - SJU
2 stops14h 09mUnited Airlines
Deal found 9/10$501
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/11:05 amSJU - SJC
2 stops13h 56mUnited Airlines
Sun 10/56:30 amSJC - SJU
1 stop29h 14mUnited Airlines
Deal found 9/9$505
This Delta deal was found by Cheapflights users on 9/9. 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 10/242:56 pmSDQ - SJC
1 stop11h 02mDelta
Fri 10/3112:40 pmSJC - SDQ
2 stops20h 44mDelta
Deal found 9/9$611

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 September 11, 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 10/23

2:31 pm-10:58 pm

1 stop11h 27m

San Jose

Wed 10/29

6:35 am-9:59 pm

1 stop12h 24m

$275

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Thu 10/23

3:10 pm-12:01 pm

2 stops23h 51m

San Jose

Wed 10/29

3:15 pm-11:06 am

2 stops16h 51m

$353

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Thu 10/2

5:50 am-4:00 pm

1 stop13h 10m

San Jose

Sun 10/5

6:45 am-12:15 am

2 stops14h 30m

$380

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Sat 10/11

5:45 am-7:15 pm

1 stop16h 30m

San Jose

Mon 10/13

7:55 pm-9:55 am

2 stops11h 00m

$420

NassauSan Jose

NAS - SJC

NASSJC

Nassau Intl

Tue 3/10

2:55 pm-9:32 pm

1 stop9h 37m

San Jose

Wed 3/11

10:30 pm-1:30 pm

1 stop12h 00m

$425

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Wed 10/1

12:28 am-1:14 pm

2 stops15h 46m

San Jose

Sun 10/5

12:26 pm-3:42 pm

2 stops24h 16m

$429

NassauSan Jose

NAS - SJC

NASSJC

Nassau Intl

Thu 9/25

1:15 pm-10:50 pm

1 stop12h 35m

San Jose

Mon 9/29

10:30 pm-11:50 am

1 stop10h 20m

$456

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Sat 2/28

8:04 am-8:45 pm

1 stop16h 41m

San Jose

Tue 3/3

6:09 am-1:15 pm

2 stops27h 06m

$475

San JuanSan Jose

SJU - SJC

SJUSJC

San Juan Luis Munoz Marin Intl

Sat 2/28

6:15 am-6:51 pm

2 stops16h 36m

San Jose

Tue 3/3

3:45 pm-1:00 pm

2 stops17h 15m

$494

AguadillaSan Jose

BQN - SJC

BQNSJC

Aguadilla Borinquen

Wed 10/1

12:15 am-12:01 pm

2 stops14h 46m

San Jose

Mon 10/6

6:22 pm-11:09 pm

2 stops25h 47m

$497

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 40 results
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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 $358). 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 September 11, 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.

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 September 11, 2025.
Get a feel of what it's like to fly with American Airlines from Caribbean Islands to San Jose by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

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.

  • How long is the flight from Caribbean Islands to San Jose?

    Airlines like Delta, American Airlines, and Southwest fly from Caribbean Islands to San Jose in about 11h 27m. The time it takes to get you to your destination can typically vary by up to 12h 24m. Airlines will cover a distance of 3597 mi. This flight may include one or multiple stops.

  • 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 $138. American Airlines flights start at $138 while deals on Spirit Airlines start at $237 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 San Juan Luis Munoz Marin Intl - San Jose. You may also consider Santo Domingo Las Americas - San Jose or Punta Cana - 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 $358). 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 2 airlines flying from Caribbean Islands to San Jose

Discover the top 2 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$173Average$424FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$265Average$743FlexibilityNo cancel feeOn-time63%

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