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Caribbean Islands

$114+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Trip.com deal was found by Cheapflights users on 12/17. 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 12/3111:23 amSJO - SDQ
Nonstop2h 57mArajet
Wed 1/149:28 amSDQ - SJO
Nonstop3h 10mArajet
Deal found 12/17$300
This Copa Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/3110:08 amSJO - SDQ
1 stop10h 48mCopa Airlines
Wed 1/712:40 pmSDQ - SJO
1 stop6h 21mCopa Airlines
Deal found 12/17$301
This Copa Airlines deal was found by Cheapflights users on 12/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:00 amSJO - SDQ
1 stop9h 56mCopa Airlines
Wed 1/147:05 pmSDQ - SJO
1 stop14h 01mCopa Airlines
Deal found 12/16$332
This Expedia deal was found by Cheapflights users on 12/18. 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.
Wed 12/2411:23 amSJO - SDQ
Nonstop2h 57mArajet
Wed 12/319:28 amSDQ - SJO
Nonstop3h 10mArajet
Deal found 12/18$347
This Booking.com deal was found by Cheapflights users on 12/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:48 pmSJO - SDQ
Nonstop2h 57mArajet
Tue 12/305:53 pmSDQ - SJO
Nonstop3h 10mArajet
Deal found 12/16$349
This Orbitz deal was found by Cheapflights users on 12/18. 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.
Wed 12/3111:23 amSJO - SDQ
Nonstop2h 57mArajet
Wed 1/79:28 amSDQ - SJO
Nonstop3h 10mArajet
Deal found 12/18$360
This Orbitz deal was found by Cheapflights users on 12/16. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:23 amSJO - SDQ
Nonstop2h 57mArajet
Tue 1/135:53 pmSDQ - SJO
Nonstop3h 10mArajet
Deal found 12/16$373
This Booking.com deal was found by Cheapflights users on 12/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:15 pmSJO - SDQ
1 stop17h 10mMultiple Airlines
Wed 1/149:28 amSDQ - SJO
Nonstop3h 10mMultiple Airlines
Deal found 12/16$380
This Copa Airlines deal was found by Cheapflights users on 12/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/194:08 amSJO - CUR
1 stop6h 09mCopa Airlines
Sat 1/101:19 pmCUR - SJO
1 stop7h 43mCopa Airlines
Deal found 12/16$384
This Copa Airlines deal was found by Cheapflights users on 12/18. 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.
Wed 12/3111:00 amSJO - SDQ
1 stop9h 56mCopa Airlines
Mon 2/168:50 amSDQ - SJO
1 stop7h 03mCopa Airlines
Deal found 12/18$385
This Copa Airlines deal was found by Cheapflights users on 12/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/194:08 amSJO - CUR
1 stop6h 09mCopa Airlines
Wed 12/241:16 pmCUR - SJO
1 stop7h 51mCopa Airlines
Deal found 12/16$387
This Copa Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/234:08 amSJO - CUR
1 stop6h 09mCopa Airlines
Tue 12/301:16 pmCUR - SJO
1 stop5h 37mCopa Airlines
Deal found 12/17$398

Find 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 December 18, 2025.

Round-trip from

$209
(Super.com)

One-way from

$114
(United Airlines)

Popular in

December

Cheapest in

May

Average price

$329
From San José Juan Santamaria Intl to Caribbean Islands
Search Deals
One-way flight from San José Juan Santamaria Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

Tue 2/24

1:45 am-5:05 pm

1 stop13h 20m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:30 pm-8:50 am

1 stop16h 20m

$227

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Mon 3/9

4:15 pm-11:35 am

1 stop17h 20m

San Juan Luis Munoz Marin Intl

Sun 3/15

4:45 pm-9:40 pm

1 stop6h 55m

$233

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 5/1

5:47 am-10:24 pm

1 stop14h 37m

San Juan Luis Munoz Marin Intl

Tue 5/5

6:12 pm-8:21 am

1 stop16h 09m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 4/10

10:04 am-10:24 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Sun 4/19

5:27 am-9:05 am

1 stop5h 38m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 1/22

10:08 am-10:28 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:14 pm-8:21 am

1 stop16h 07m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Sat 5/2

8:14 am-4:09 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

Tue 5/5

5:27 am-9:06 am

1 stop5h 39m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 1/22

11:01 am-10:28 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Tue 1/27

5:37 am-1:53 pm

1 stop10h 16m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 5/28

8:14 am-4:09 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

Mon 6/1

6:17 pm-8:21 am

1 stop16h 04m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 2/27

10:08 am-10:32 pm

1 stop10h 24m

San Juan Luis Munoz Marin Intl

Mon 3/2

6:14 pm-7:05 am

1 stop14h 51m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Sat 5/9

8:14 am-4:09 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

Thu 5/14

6:12 pm-4:47 pm

3 stops24h 35m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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 to Caribbean Islands?

Currently, June is the cheapest month in which you can book a flight from San José to Caribbean Islands (average of $115). Flying from San José to Caribbean Islands in January is currently the most expensive (average of $183). 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 December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from San José to Caribbean Islands in the afternoon. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from San José to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from San José to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San José to Caribbean Islands flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 18, 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
7.6
Good
1,556 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Boarding

7.8

Food

6.8

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,556 reviews
Copa Airlines
7.6
Good
1,556 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Boarding

7.8

Food

6.8

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
11,054 reviews
Copa Airlines
7.6
Good
1,556 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Boarding

7.8

Food

6.8

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.6
Okay
2,490 reviews
Copa Airlines
7.6
Good
1,556 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Boarding

7.8

Food

6.8

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

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.

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

    Departing from San José to Caribbean Islands will take you 13h 20m. San José and Caribbean Islands are separated by a distance of 1349 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Avianca, which is currently one of the cheapest options available, starting at $107. Copa Airlines flights start at $116 while deals on Arajet start at $130 one-way.

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

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

    Currently, June is the cheapest month in which you can book a flight from San José to Caribbean Islands (average of $115). Flying from San José to Caribbean Islands in January is currently the most expensive (average of $183). 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 John F Kennedy Intl flights
San José to Nashville flights
Liberia to Newark flights
San José to Philadelphia flights
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San José to Sky Harbor Intl flights
San José to Vancouver Intl flights
San José to Kansas City flights
San José to San Diego flights
San José to Portland flights
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Liberia to Los Angeles flights
San José to San José del Cabo flights
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San José to Sacramento flights
San José to Pierre Elliott Trudeau Intl 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$155Average$376FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$158Average$280FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$173Average$432FlexibilityNo cancel feeOn-time70%
ArajetCheapest$174Average$260FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$510Average$595FlexibilityNo cancel feeOn-time71%

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