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Caribbean Islands

$137+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SJU
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
1 adult, Economy
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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 October 31, 2025.

This Mytrip deal was found by Cheapflights users on 10/29. 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.
Mon 11/171:45 amSJO - SJU
1 stop7h 50mAvianca
Tue 12/21:00 pmSJU - SJO
1 stop13h 15mAvianca
Deal found 10/29$228
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/211:45 amSJO - SJU
1 stop13h 20mAvianca
Thu 11/276:30 pmSJU - SJO
1 stop7h 45mAvianca
Deal found 10/28$232
This Avianca deal was found by Cheapflights users on 10/29. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/31:45 amSJO - SJU
1 stop7h 50mAvianca
Sat 11/81:00 pmSJU - SJO
1 stop13h 15mAvianca
Deal found 10/29$233
This Avianca deal was found by Cheapflights users on 10/30. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/71:45 amSJO - SJU
1 stop13h 20mAvianca
Sat 11/154:45 pmSJU - SJO
1 stop6h 55mAvianca
Deal found 10/30$234
This Copa Airlines deal was found by Cheapflights users on 10/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2210:08 amSJO - SJU
1 stop10h 21mCopa Airlines
Thu 11/276:12 pmSJU - SJO
1 stop16h 07mCopa Airlines
Deal found 10/28$242
This Mytrip deal was found by Cheapflights users on 10/29. 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.
Fri 12/124:15 pmSJO - SJU
1 stop17h 20mAvianca
Tue 12/166:30 pmSJU - SJO
1 stop16h 20mAvianca
Deal found 10/29$243
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/102:20 pmSJO - SJU
1 stop29h 06mUnited Airlines
Thu 11/132:05 amSJU - SJO
1 stop12h 37mUnited Airlines
Deal found 10/30$245
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:07 pmSJO - SJU
1 stop20h 04mCopa Airlines
Sat 12/66:11 pmSJU - SJO
1 stop14h 59mCopa Airlines
Deal found 10/29$251
This Copa Airlines deal was found by Cheapflights users on 10/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/294:08 amSJO - SDQ
1 stop4h 50mCopa Airlines
Sun 12/76:39 pmSDQ - SJO
1 stop5h 27mCopa Airlines
Deal found 10/28$259
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/182:53 pmSJO - SJU
1 stop5h 36mMultiple Airlines
Tue 12/24:45 pmSJU - SJO
1 stop6h 55mMultiple Airlines
Deal found 10/29$259
This Orbitz deal was found by Cheapflights users on 10/29. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:23 amSJO - SDQ
Nonstop2h 57mArajet
Wed 12/109:28 amSDQ - SJO
Nonstop3h 10mArajet
Deal found 10/29$261
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:00 amSJO - SJU
1 stop9h 25mCopa Airlines
Tue 12/95:27 amSJU - SJO
1 stop5h 38mCopa Airlines
Deal found 10/29$261

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 October 31, 2025.

Round-trip from

$228
(Mytrip)

One-way from

$137
(Avianca)

Popular in

December

Cheapest in

May

Average price

$241
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. 20% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 31, 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

Sat 11/8

5:49 am-10:29 pm

1 stop14h 40m

San Juan Luis Munoz Marin Intl

Sat 11/15

6:12 pm-8:19 am

1 stop16h 07m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Sat 11/22

10:08 am-10:29 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Thu 11/27

6:12 pm-8:19 am

1 stop16h 07m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 11/6

4:08 am-4:11 pm

1 stop10h 03m

San Juan Luis Munoz Marin Intl

Sat 11/15

6:12 pm-7:33 am

1 stop15h 21m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Wed 12/10

4:08 am-4:11 pm

1 stop10h 03m

San Juan Luis Munoz Marin Intl

Mon 12/22

6:11 pm-7:10 am

1 stop14h 59m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Wed 12/24

2:53 pm-10:25 pm

1 stop5h 32m

San Juan Luis Munoz Marin Intl

Wed 12/31

6:11 pm-7:06 am

1 stop14h 55m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 11/13

2:53 pm-10:29 pm

1 stop5h 36m

San Juan Luis Munoz Marin Intl

Thu 11/27

6:12 pm-7:33 am

1 stop15h 21m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 1/8

10:08 am-10:28 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Wed 1/14

6:14 pm-8:21 am

1 stop16h 07m

$242

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 1/6

6:08 pm-11:32 am

1 stop15h 24m

Santo Domingo Las Americas

Wed 1/14

7:05 pm-8:21 am

1 stop15h 16m

$259

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 2/10

5:50 am-1:09 pm

1 stop5h 19m

Santo Domingo Las Americas

Tue 2/17

6:00 am-9:06 am

1 stop5h 06m

$259

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Mon 1/19

4:09 am-11:32 am

1 stop5h 23m

Santo Domingo Las Americas

Sun 1/25

7:05 pm-9:06 am

1 stop16h 01m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 $116). Flying from San José to Caribbean Islands in January is currently the most expensive (average of $203). 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 October 31, 2025.

A simple way to save on the total cost of your ticket is to fly from San José to Caribbean Islands in the evening. If you’re flexible enough to do this you can expect to save up to 9% 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 October 31, 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
1,561 reviews

Entertainment

6.8

Comfort

7.4

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

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
1,561 reviews
Copa Airlines
7.6
Good
1,561 reviews

Entertainment

6.8

Comfort

7.4

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

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
11,034 reviews
Copa Airlines
7.6
Good
1,561 reviews

Entertainment

6.8

Comfort

7.4

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

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
2,467 reviews
Copa Airlines
7.6
Good
1,561 reviews

Entertainment

6.8

Comfort

7.4

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

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
Spirit Airlines
6.3
Okay
8,116 reviews
Copa Airlines
7.6
Good
1,561 reviews

Entertainment

6.8

Comfort

7.4

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

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 14h 40m. 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 $138. Arajet flights start at $159 while deals on Copa Airlines start at $184 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 - Willemstad Hato Int. or San José Juan Santamaria Intl - Punta Cana when deciding on the best route from San José to Caribbean Islands.

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

    Looking at all options, your cheapest flight can be booked for $134. While the most popular route (San José Juan Santamaria Intl - Santo Domingo Las Americas) can be booked for $235 on average, our data indicates $266 when flying 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 $116). Flying from San José to Caribbean Islands in January is currently the most expensive (average of $203). 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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San José to Sacramento 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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$154Average$381FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$173Average$459FlexibilityNo cancel feeOn-time70%
ArajetCheapest$178Average$263FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$193Average$376FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$509Average$615FlexibilityNo cancel feeOn-time71%

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