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San José

$90+ Cheap flights from Caribbean Islands to San José (SJO)

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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJO
Mar 9 — Mar 161
Mon 3/9
Mon 3/16
1 adult, Economy
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Cheap flight deals from Caribbean Islands to San José

Cheapest flights from Caribbean Islands to San José
Explore the most affordable flight options available from Caribbean Islands to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 7, 2026.

This Avianca deal was found by Cheapflights users on 2/3. 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.
Wed 6/106:35 pm
SJU
-
SJO
1 stop7h 20m
Avianca
Mon 6/151:50 am
SJO
-
SJU
1 stop13h 20m
Avianca
Deal found 2/3$250
This Avianca deal was found by Cheapflights users on 2/3. 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.
Tue 2/176:30 pm
SJU
-
SJO
1 stop16h 20m
Avianca
Sun 2/221:45 am
SJO
-
SJU
1 stop13h 20m
Avianca
Deal found 2/3$253
This Avianca deal was found by Cheapflights users on 2/3. 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 2/66:30 pm
SJU
-
SJO
1 stop16h 20m
Avianca
Wed 2/184:15 pm
SJO
-
SJU
1 stop17h 20m
Avianca
Deal found 2/3$254
This Mytrip deal was found by Cheapflights users on 2/5. 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.
Tue 2/248:05 pm
SJU
-
SJO
1 stop17h 35m
Multiple Airlines
Mon 3/21:45 am
SJO
-
SJU
1 stop13h 20m
Multiple Airlines
Deal found 2/5$256
This Avianca deal was found by Cheapflights users on 2/3. 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 2/66:30 pm
SJU
-
SJO
1 stop7h 45m
Avianca
Mon 2/91:45 am
SJO
-
SJU
1 stop7h 50m
Avianca
Deal found 2/3$258
This FlightHub deal was found by Cheapflights users on 2/6. 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.
Wed 5/66:35 pm
SJU
-
SJO
1 stop16h 15m
Avianca
Fri 5/81:50 am
SJO
-
SJU
1 stop13h 20m
Avianca
Deal found 2/6$259
This Avianca deal was found by Cheapflights users on 2/6. 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.
Thu 5/286:35 pm
SJU
-
SJO
1 stop16h 15m
Avianca
Mon 6/14:00 pm
SJO
-
SJU
1 stop17h 25m
Avianca
Deal found 2/6$260
This Avianca deal was found by Cheapflights users on 2/4. 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.
Sun 3/86:30 pm
SJU
-
SJO
1 stop16h 20m
Avianca
Sat 3/211:45 am
SJO
-
SJU
1 stop13h 20m
Avianca
Deal found 2/4$264
This Copa Airlines deal was found by Cheapflights users on 2/3. 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.
Thu 3/56:14 pm
SJU
-
SJO
3 stops24h 32m
Copa Airlines
Tue 3/108:11 am
SJO
-
SJU
1 stop12h 18m
Copa Airlines
Deal found 2/3$266
This Avianca deal was found by Cheapflights users on 2/5. 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 3/24:45 pm
SJU
-
SJO
1 stop6h 55m
Avianca
Mon 3/164:15 pm
SJO
-
SJU
1 stop17h 20m
Avianca
Deal found 2/5$271
This Copa Airlines deal was found by Cheapflights users on 2/3. 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 4/245:27 am
SJU
-
SJO
1 stop6h 32m
Copa Airlines
Fri 5/111:02 am
SJO
-
SJU
1 stop9h 22m
Copa Airlines
Deal found 2/3$272
This Expedia deal was found by Cheapflights users on 2/5. 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 4/19:35 am
SDQ
-
SJO
Nonstop3h 03m
Arajet
Sat 4/47:48 pm
SJO
-
SDQ
Nonstop3h 04m
Arajet
Deal found 2/5$285

Find flight deals from Caribbean Islands to San José

Keep the following information in mind while searching for Caribbean Islands to San José flight deals. Data was last updated February 7, 2026.

Round-trip from

$250
(Avianca)

One-way from

$90
(FlightHub)
From Caribbean Islands to San José Juan Santamaria Intl
Search Deals
One-way flight from Caribbean Islands to San José Juan Santamaria Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to San José 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 February 7, 2026.
Use the filters below to find and compare flights from Caribbean Islands to San José that are best for you.

Fly from

Caribbean Islands

Fly to

San José

Route

Depart

Return

Price

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Wed 6/10

6:35 pm-8:50 am

1 stop16h 15m

San José Juan Santamaria Intl

Mon 6/15

1:50 am-11:25 am

1 stop7h 35m

$250

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Mon 3/2

4:45 pm-9:40 pm

1 stop6h 55m

San José Juan Santamaria Intl

Mon 3/16

4:15 pm-11:35 am

1 stop17h 20m

$250

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Fri 7/31

6:35 pm-11:55 pm

1 stop7h 20m

San José Juan Santamaria Intl

Fri 8/7

1:50 am-11:25 am

1 stop7h 35m

$250

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Fri 4/10

6:35 pm-8:50 am

1 stop16h 15m

San José Juan Santamaria Intl

Tue 4/21

1:50 am-5:10 pm

1 stop13h 20m

$258

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Mon 6/8

6:35 pm-8:50 am

1 stop16h 15m

San José Juan Santamaria Intl

Mon 6/15

4:00 pm-11:25 am

1 stop17h 25m

$270

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Sat 5/16

5:27 am-10:00 am

1 stop6h 33m

San José Juan Santamaria Intl

Fri 5/22

5:47 am-10:24 pm

1 stop14h 37m

$272

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Thu 4/23

5:27 am-1:52 pm

1 stop10h 25m

San José Juan Santamaria Intl

Wed 4/29

2:49 pm-10:24 pm

1 stop5h 35m

$272

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Wed 7/8

6:17 pm-7:12 am

1 stop14h 55m

San José Juan Santamaria Intl

Wed 7/15

8:12 am-10:29 pm

1 stop12h 17m

$272

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Fri 4/10

5:27 am-9:05 am

1 stop5h 38m

San José Juan Santamaria Intl

Wed 4/22

10:04 am-10:24 pm

1 stop10h 20m

$272

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Fri 4/24

5:27 am-9:59 am

1 stop6h 32m

San José Juan Santamaria Intl

Fri 5/1

11:02 am-10:24 pm

1 stop9h 22m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

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

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

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

Currently, April is the cheapest month in which you can book a flight from Caribbean Islands to San José (average of $106). Flying from Caribbean Islands to San José in January is currently the most expensive (average of $198). 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 SJO?

Find hourly flight availability from Caribbean Islands to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 7, 2026.

When flying from Caribbean Islands to San José, 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 José

Get insights into the airlines that provide service to San José. 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 José. Reviews last updated February 7, 2026.
Read through reviews of airlines operating flights from Caribbean Islands to San José, such as Copa Airlines, American Airlines, and Avianca. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Copa Airlines
7.5
Good
1,556 reviews
Copa Airlines
7.5
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
American Airlines
7.2
Good
11,247 reviews
Copa Airlines
7.5
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Avianca
6.5
Okay
2,498 reviews
Copa Airlines
7.5
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Related info for your journey

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

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

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

    There are many flights that can get you from Caribbean Islands to San José in 3h 03m. Fly via Avianca, Arajet, or Copa Airlines to get the fastest option. Caribbean Islands and San José are separated by a distance of 1133 mi. This flight may include one or multiple stops.

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

    The cheapest airlines for a one-way flight from Caribbean Islands to San José are Avianca ($86), Copa Airlines ($88), and Arajet ($101).

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

    The most popular route from Caribbean Islands to San José is San Juan Luis Munoz Marin Intl - San José Juan Santamaria Intl. You may also consider Saint Thomas Island Cyril E King - San José Juan Santamaria Intl or Willemstad Hato Int. - San José Juan Santamaria Intl.

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

    The cheapest flight price from Caribbean Islands to San José is $152. On average you can expect to pay $324. The most popular route, (San Juan Luis Munoz Marin Intl - San José Juan Santamaria Intl), can usually be booked for $239.

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

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

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

    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 José.

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

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

    Currently, April is the cheapest month in which you can book a flight from Caribbean Islands to San José (average of $106). Flying from Caribbean Islands to San José in January is currently the most expensive (average of $198). 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

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Alajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

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Alternative routes for Caribbean Islands to San José

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to San José flights
Newark to San José flights
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Newark to Liberia flights
Dulles Intl to San José flights
Hobby to San José flights
O'Hare Intl to San José flights
San Francisco to San José flights
Atlanta to San José flights
George Bush Intcntl to San José flights
Fort Lauderdale to San José flights
Dallas/Fort Worth to San José flights
Miami to San José flights
Baltimore to San José flights
Boston to San José flights
Reagan-National to San José flights
LaGuardia to Liberia flights
Orlando to San José flights
Los Angeles to Liberia flights
Denver to Liberia flights
Denver to San José flights
Seattle to San José flights
O'Hare Intl to Liberia flights
Boston to Liberia flights
Dulles Intl to Liberia flights
Atlanta to Liberia flights
Dallas/Fort Worth to Liberia flights
Ontario to San José flights
Minneapolis to Liberia flights
Raleigh to San José flights
Reagan-National to Liberia flights
Baltimore to Liberia flights
Minneapolis to San José flights
Midway to San José flights
Detroit to San José flights
Seattle to Liberia flights
Hobby to Liberia flights
Charlotte to San José flights
Burbank to San José flights
San Francisco to Liberia flights
Philadelphia to San José flights
Philadelphia to Liberia flights
Sky Harbor Intl to San José flights
George Bush Intcntl to Liberia flights
Portland to San José flights
Tampa to San José flights
Austin to Liberia flights
Charlotte to Liberia flights

Top 4 airlines flying from Caribbean Islands to San José

Discover the top 4 airlines that operate flights from Caribbean Islands to San José. 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 February 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
ArajetCheapest$164Average$298FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$174Average$336FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$176Average$380FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$541Average$646FlexibilityNo cancel feeOn-time71%

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