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Caribbean Islands

$161+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SJU
May 2 — May 91
Sat 5/2
Sat 5/9
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 April 2, 2026.

This United Airlines deal was found by Cheapflights users on 4/2. 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.
Fri 10/237:55 am
SJO
-
SJU
1 stop29h 47m
United Airlines
Tue 10/276:45 am
SJU
-
SJO
1 stop29h 40m
United Airlines
Deal found 4/2$277
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Thu 4/97:55 am
SJO
-
SJU
1 stop10h 43m
United Airlines
Sun 4/121:00 am
SJU
-
SJO
1 stop11h 42m
United Airlines
Deal found 4/2$286
This Booking.com deal was found by Cheapflights users on 3/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:48 pm
SJO
-
SDQ
Nonstop3h 04m
Arajet
Tue 5/54:00 pm
SDQ
-
SJO
Nonstop3h 03m
Arajet
Deal found 3/30$287
This Booking.com deal was found by Cheapflights users on 3/29. 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.
Tue 4/145:48 pm
SJO
-
SDQ
Nonstop3h 04m
Arajet
Sat 4/184:00 pm
SDQ
-
SJO
Nonstop3h 03m
Arajet
Deal found 3/29$289
This Copa Airlines deal was found by Cheapflights users on 3/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:13 am
SJO
-
SDQ
1 stop12h 34m
Copa Airlines
Sat 5/912:10 pm
SDQ
-
SJO
1 stop11h 37m
Copa Airlines
Deal found 3/29$291
This Booking.com deal was found by Cheapflights users on 3/31. 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 6/1011:23 am
SJO
-
SDQ
Nonstop3h 04m
Arajet
Wed 6/179:35 am
SDQ
-
SJO
Nonstop3h 03m
Arajet
Deal found 3/31$292
This CheapOair deal was found by Cheapflights users on 3/31. 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.
Tue 5/265:48 pm
SJO
-
SDQ
Nonstop3h 04m
Arajet
Tue 6/24:00 pm
SDQ
-
SJO
Nonstop3h 03m
Arajet
Deal found 3/31$294
This CheapOair deal was found by Cheapflights users on 3/31. 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.
Sat 6/65:48 pm
SJO
-
SDQ
Nonstop3h 04m
Arajet
Tue 6/166:00 pm
SDQ
-
SJO
Nonstop3h 03m
Arajet
Deal found 3/31$296
This Booking.com deal was found by Cheapflights users on 3/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:23 am
SJO
-
SDQ
Nonstop3h 04m
Arajet
Sat 5/94:00 pm
SDQ
-
SJO
Nonstop3h 03m
Arajet
Deal found 3/28$297
This Booking.com deal was found by Cheapflights users on 4/1. 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 4/285:48 pm
SJO
-
SDQ
Nonstop3h 04m
Arajet
Sat 5/24:00 pm
SDQ
-
SJO
Nonstop3h 03m
Arajet
Deal found 4/1$299
This CheapOair deal was found by Cheapflights users on 3/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:48 pm
SJO
-
SDQ
Nonstop3h 04m
Arajet
Tue 4/284:00 pm
SDQ
-
SJO
Nonstop3h 03m
Arajet
Deal found 3/29$300
This Copa Airlines deal was found by Cheapflights users on 3/30. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:37 pm
SJO
-
SDQ
1 stop10h 48m
Copa Airlines
Sat 5/1612:40 pm
SDQ
-
SJO
1 stop6h 11m
Copa Airlines
Deal found 3/30$302

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 April 2, 2026.

Round-trip from

$277
(United Airlines)

One-way from

$161
(Booking.com)

Popular in

December

Cheapest in

May

Average price

$274
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. 13% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 2, 2026.
Use the filters below to find and compare flights from San José to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 5/29

11:13 am-9:24 pm

2 stops32h 11m

San Juan Luis Munoz Marin Intl

Thu 6/4

1:00 am-11:38 am

1 stop12h 38m

$277

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 4/9

7:55 am-8:38 pm

1 stop10h 43m

San Juan Luis Munoz Marin Intl

Sun 4/12

1:00 am-10:42 am

1 stop11h 42m

$286

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 7/7

6:17 pm-11:42 am

1 stop15h 25m

Santo Domingo Las Americas

Tue 7/14

6:42 pm-7:12 am

1 stop14h 30m

$291

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Wed 4/29

5:56 pm-2:20 am

1 stop6h 24m

Santo Domingo Las Americas

Sat 5/9

6:39 pm-8:21 am

1 stop15h 42m

$291

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 6/30

5:47 am-10:56 pm

1 stop15h 09m

Santo Domingo Las Americas

Sat 7/4

6:42 pm-7:12 am

1 stop14h 30m

$291

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 5/26

5:50 am-10:56 pm

1 stop15h 06m

Santo Domingo Las Americas

Tue 6/2

6:04 am-9:06 am

1 stop5h 02m

$291
Quickest round-trip

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Wed 8/5

8:45 am-4:15 pm

1 stop5h 30m

Santo Domingo Las Americas

Tue 8/18

2:17 pm-4:49 pm

1 stop4h 32m

$291

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Wed 7/1

6:17 pm-2:25 am

1 stop6h 08m

Santo Domingo Las Americas

Sat 7/11

6:42 pm-7:26 am

1 stop14h 44m

$291

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 5/12

1:37 pm-10:56 pm

1 stop7h 19m

Santo Domingo Las Americas

Tue 5/26

8:45 am-4:51 pm

1 stop10h 06m

$291

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Sat 6/6

4:10 am-1:13 pm

1 stop7h 03m

Santo Domingo Las Americas

Tue 6/16

12:40 pm-4:51 pm

1 stop6h 11m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $109). Flying from San José to Caribbean Islands in January is currently the most expensive (average of $170). 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 April 2, 2026.

When flying from San José 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 April 2, 2026.
See what other customers who have flown with Copa Airlines,American Airlines, andAvianca 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
1,578 reviews

Crew

8.1

Overall

7.5

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Copa Airlines
7.5
Good
1,578 reviews
Copa Airlines
7.5
Good
1,578 reviews

Crew

8.1

Overall

7.5

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
American Airlines
7.1
Good
11,550 reviews
Copa Airlines
7.5
Good
1,578 reviews

Crew

8.1

Overall

7.5

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Avianca
6.5
Okay
2,505 reviews
Copa Airlines
7.5
Good
1,578 reviews

Crew

8.1

Overall

7.5

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

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 $110. Copa Airlines flights start at $116 while deals on Arajet start at $119 one-way.

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

    Most travelers choose San José Juan Santamaria Intl - Punta Cana, San José Juan Santamaria Intl - San Juan Luis Munoz Marin Intl or San José Juan Santamaria Intl - Santo Domingo Las Americas 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 $109). Flying from San José to Caribbean Islands in January is currently the most expensive (average of $170). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from San José to Caribbean Islands

Discover the top 4 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 April 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
ArajetCheapest$160Average$269FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$168Average$377FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$173Average$454FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$511Average$587FlexibilityNo cancel feeOn-time71%

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