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Caribbean Islands

$129+ Cheap flights from San José (SJO) 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SJU
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap flight deals from San José to Caribbean Islands

Keep the following information in mind while searching for San José to Caribbean Islands flight deals. Data was last updated agosto 14, 2025.

Round-trip from

$208
(Copa Airlines)

One-way from

$129
(Avianca)

Popular in

January

Cheapest in

May

Average price

$222
From San José Juan Santamaria Intl to Caribbean Islands
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One-way flight from San José Juan Santamaria Intl to Caribbean Islands
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Highest demand for flights based on searches. 16% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from San José to Caribbean Islands

Cheapest flights from San José to Caribbean Islands
Explore the most affordable flight options available from San José to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This Copa Airlines deal was found by Cheapflights users on 8/13. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/195:57 amSJO - SJU
1 stop5h 02mCopa Airlines
vie. 9/195:50 pmSJU - SJO
1 stop6h 01mCopa Airlines
Deal found 8/13$208
This Avianca deal was found by Cheapflights users on 8/12. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/226:53 amSJO - SJU
1 stop6h 07mAvianca
lun. 8/252:10 pmSJU - SJO
Nonstop3h 15mAvianca
Deal found 8/12$215
This Copa Airlines deal was found by Cheapflights users on 8/14. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/252:55 pmSJO - SJU
1 stop5h 26mCopa Airlines
lun. 9/295:50 pmSJU - SJO
1 stop15h 37mCopa Airlines
Deal found 8/14$216
This Avianca deal was found by Cheapflights users on 8/11. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/57:30 amSJO - SJU
Nonstop3h 10mAvianca
vie. 9/122:10 pmSJU - SJO
Nonstop3h 15mAvianca
Deal found 8/11$217
This Priceline deal was found by Cheapflights users on 8/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/54:45 pmSJO - SJU
1 stop17h 10mAvianca
dom. 9/74:25 pmSJU - SJO
1 stop15h 33mAvianca
Deal found 8/13$218
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/2911:27 amSJO - SJU
1 stop10h 30mSpirit Airlines
sáb. 8/302:11 amSJU - SJO
1 stop10h 21mSpirit Airlines
Deal found 8/13$220
This Avianca deal was found by Cheapflights users on 8/12. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/297:30 amSJO - SJU
Nonstop3h 10mAvianca
mar. 9/21:15 pmSJU - SJO
1 stop12h 15mAvianca
Deal found 8/12$223
This United Airlines deal was found by Cheapflights users on 8/12. 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.
lun. 11/312:35 pmSJO - SJU
1 stop30h 51mUnited Airlines
vie. 11/74:52 pmSJU - SJO
1 stop22h 04mUnited Airlines
Deal found 8/12$226
This Copa Airlines deal was found by Cheapflights users on 8/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/2110:05 amSJO - SJU
1 stop10h 14mCopa Airlines
sáb. 8/235:48 pmSJU - SJO
1 stop15h 46mCopa Airlines
Deal found 8/12$229
This Avianca deal was found by Cheapflights users on 8/12. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/311:45 amSJO - SJU
1 stop13h 20mAvianca
sáb. 11/86:30 pmSJU - SJO
1 stop7h 45mAvianca
Deal found 8/12$232
This Expedia deal was found by Cheapflights users on 8/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/2911:23 amSJO - SDQ
Nonstop2h 57mArajet
mié. 11/59:28 amSDQ - SJO
Nonstop3h 10mArajet
Deal found 8/12$249
This Copa Airlines deal was found by Cheapflights users on 8/14. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/225:54 pmSJO - SDQ
1 stop6h 42mCopa Airlines
sáb. 9/278:59 amSDQ - SJO
1 stop6h 55mCopa Airlines
Deal found 8/14$256

Cheapflights Fare Finder

 
Customize your flight search to find flights from San José 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 agosto 14, 2025.
Use the filters below to find and compare flights from San José to Caribbean Islands that are best for you.

Fly from

San José

Fly to

Caribbean Islands

Route

Depart

Return

Price

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

vie. 9/19

5:57 am-12:59 pm

1 stop5h 02m

San Juan Luis Munoz Marin Intl

vie. 9/19

5:50 pm-9:51 pm

1 stop6h 01m

$208

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

vie. 8/22

7:30 am-12:40 pm

Nonstop3h 10m

San Juan Luis Munoz Marin Intl

mié. 8/27

6:15 pm-11:30 pm

1 stop7h 15m

$215

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

jue. 10/16

7:30 am-12:40 pm

Nonstop3h 10m

San Juan Luis Munoz Marin Intl

sáb. 10/18

4:25 pm-5:58 am

1 stop15h 33m

$215

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

vie. 9/19

1:55 am-4:50 pm

1 stop12h 55m

San Juan Luis Munoz Marin Intl

sáb. 9/27

6:15 pm-9:20 am

1 stop17h 05m

$215

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

vie. 8/29

6:53 am-3:00 pm

1 stop6h 07m

San Juan Luis Munoz Marin Intl

lun. 9/1

2:10 pm-3:25 pm

Nonstop3h 15m

$215

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

lun. 9/22

1:55 am-4:50 pm

1 stop12h 55m

San Juan Luis Munoz Marin Intl

sáb. 9/27

6:15 pm-9:20 am

1 stop17h 05m

$215

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

vie. 8/22

7:30 am-12:40 pm

Nonstop3h 10m

San Juan Luis Munoz Marin Intl

lun. 8/25

2:10 pm-3:25 pm

Nonstop3h 15m

$215

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

vie. 9/26

1:55 am-4:50 pm

1 stop12h 55m

San Juan Luis Munoz Marin Intl

mié. 10/1

6:15 pm-9:20 am

1 stop17h 05m

$215

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

lun. 9/8

4:45 pm-11:55 am

1 stop17h 10m

San Juan Luis Munoz Marin Intl

dom. 9/14

4:25 pm-5:58 am

1 stop15h 33m

$215

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

mié. 10/29

11:23 am-4:20 pm

Nonstop2h 57m

Santo Domingo Las Americas

mié. 11/5

9:28 am-10:38 am

Nonstop3h 10m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 60 results
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Best time to book a flight from San José to Caribbean Islands

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

What is the cheapest month to book a flight from San José, San José Province to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from San José, San José Province to Caribbean Islands (average of $254). Flying from San José, San José Province to Caribbean Islands in June is currently the most expensive (average of $339). 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 SJO to EPX?

Find hourly flight availability from San José 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 agosto 14, 2025.

When flying from San José, San José Province 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.

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 agosto 14, 2025.
See what other customers who have flown with Copa Airlines, American Airlines, and Avianca from San José to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.5
Good
1,509 reviews
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Avianca
6.7
Okay
2,401 reviews
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Spirit Airlines
6.3
Okay
8,046 reviews
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Related info for your journey

Find useful and relevant information for your journey from San José 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 José to Caribbean Islands?

    San José Juan Santamaria Intl (SJO), located 8.8 mi from the city center, is the airport you fly out of when you book flights from San José to Caribbean Islands.

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

    For one-way options, check prices for Avianca. According to our data, you can fly for as low as $129. Users have also found prices from $184 and $186 on Copa Airlines and Spirit Airlines, respectively.

  • What are the most popular routes from San José, San José Province to Caribbean Islands?

    Most travelers choose San José Juan Santamaria Intl - San Juan Luis Munoz Marin Intl, San José Juan Santamaria Intl - Santo Domingo Las Americas or San José Juan Santamaria Intl - Punta Cana when deciding on the best route from San José, San José Province to Caribbean Islands.

  • What are the cheapest flights from San José, San José Province to Caribbean Islands?

    Looking at all options, your cheapest flight can be booked for $121. While the most popular route (San José Juan Santamaria Intl - San Juan Luis Munoz Marin Intl) can be booked for $180 on average our data indicates $168 when flying from San José, San José Province to Caribbean Islands.

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

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

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

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

    Yes. Cheapflights offers flight deals from San José 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 José, San José Province to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from San José, San José Province to Caribbean Islands (average of $254). Flying from San José, San José Province to Caribbean Islands in June is currently the most expensive (average of $339). 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.

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Alternative routes for San José to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Liberia to Los Angeles flights
San José to Monterrey flights
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San José to Austin flights
San José to Oakland flights
San José to St. Louis flights
San José to Sacramento flights
Liberia to Newark flights
San José to Guadalajara flights
San José to West Palm Beach flights
Liberia to Dallas/Fort Worth flights
San José to San Jose flights

Top 5 airlines flying from San José to Caribbean Islands

Discover the top 5 airlines that operate flights from San José 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$154Average$379FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$173Average$428FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$193Average$285FlexibilityNo cancel feeOn-time65%
ArajetCheapest$197Average$263FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$509Average$589FlexibilityNo cancel feeOn-time71%

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