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San José

$79+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:28 amSDQ - SJO
Nonstop3h 10mArajet
Wed 12/3111:23 amSJO - SDQ
Nonstop2h 57mArajet
Deal found 12/16$327
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 12/318:55 amSDQ - SJO
1 stop12h 12mCopa Airlines
Wed 1/78:48 amSJO - SDQ
1 stop12h 07mCopa Airlines
Deal found 12/16$333
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:28 amSDQ - SJO
Nonstop3h 10mArajet
Wed 1/711:23 amSJO - SDQ
Nonstop2h 57mArajet
Deal found 12/17$336
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.
Tue 12/3012:40 pmSDQ - SJO
1 stop6h 13mCopa Airlines
Tue 1/65:50 amSJO - SDQ
1 stop15h 05mCopa Airlines
Deal found 12/16$357
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1910:15 amSJU - SJO
1 stop10h 01mUnited Airlines
Wed 12/316:30 amSJO - SJU
1 stop12h 56mUnited Airlines
Deal found 12/17$360
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 12/246:39 pmSDQ - SJO
1 stop14h 31mCopa Airlines
Wed 12/3110:08 amSJO - SDQ
1 stop10h 48mCopa Airlines
Deal found 12/16$381
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:53 pmSDQ - SJO
Nonstop3h 10mArajet
Tue 1/67:48 pmSJO - SDQ
Nonstop2h 57mArajet
Deal found 12/17$392
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:45 pmSDQ - SJO
1 stop8h 30mMultiple Airlines
Wed 12/3111:23 amSJO - SDQ
Nonstop2h 57mMultiple Airlines
Deal found 12/17$396
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:45 amSJU - SJO
1 stop14h 54mUnited Airlines
Thu 1/16:30 amSJO - SJU
1 stop12h 56mUnited Airlines
Deal found 12/17$403
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:45 amSJU - SJO
1 stop14h 54mUnited Airlines
Wed 12/316:30 amSJO - SJU
1 stop12h 56mUnited Airlines
Deal found 12/18$404
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:49 amSJU - SJO
1 stop7h 41mMultiple Airlines
Wed 12/317:45 amSJO - SJU
1 stop9h 28mMultiple Airlines
Deal found 12/16$406
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/193:55 amSJU - SJO
1 stop7h 26mMultiple Airlines
Mon 12/224:20 pmSJO - SJU
1 stop21h 00mMultiple Airlines
Deal found 12/16$409

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 December 18, 2025.

Round-trip from

$238
(Avianca)

One-way from

$79
(United Airlines)
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 December 18, 2025.
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

6:17 pm-7:12 am

1 stop14h 55m

San José Juan Santamaria Intl

Tue 6/16

5:47 am-4:14 pm

1 stop8h 27m

$241

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Fri 3/13

6:14 pm-8:20 am

1 stop16h 06m

San José Juan Santamaria Intl

Thu 3/19

8:11 am-10:29 pm

1 stop12h 18m

$241

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Tue 1/20

6:14 pm-7:06 am

1 stop14h 52m

San José Juan Santamaria Intl

Thu 1/22

10:08 am-10:28 pm

1 stop10h 20m

$241

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Thu 1/22

5:37 am-9:06 am

1 stop5h 29m

San José Juan Santamaria Intl

Wed 1/28

5:50 am-4:10 pm

1 stop8h 20m

$241

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Thu 4/2

6:12 pm-7:11 am

1 stop14h 59m

San José Juan Santamaria Intl

Fri 4/17

10:04 am-10:24 pm

1 stop10h 20m

$241

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Thu 3/12

4:45 pm-10:00 am

1 stop19h 15m

San José Juan Santamaria Intl

Tue 3/17

1:45 am-5:05 pm

1 stop13h 20m

$250

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Thu 1/29

6:14 pm-8:21 am

1 stop16h 07m

San José Juan Santamaria Intl

Sun 2/1

8:11 am-10:32 pm

1 stop12h 21m

$251

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Thu 1/29

6:14 pm-4:46 pm

3 stops24h 32m

San José Juan Santamaria Intl

Mon 2/2

10:08 am-10:32 pm

1 stop10h 24m

$256

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Thu 3/12

6:14 pm-4:46 pm

3 stops24h 32m

San José Juan Santamaria Intl

Wed 3/18

10:08 am-10:29 pm

1 stop10h 21m

$257

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Mon 3/16

6:14 pm-7:05 am

1 stop14h 51m

San José Juan Santamaria Intl

Fri 3/20

10:08 am-10:29 pm

1 stop10h 21m

$261

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 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 $229). 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 December 18, 2025.

When flying from Caribbean Islands to San José, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 11% versus a flight in the morning.

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

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

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

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 December 18, 2025.
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
7.6
Good
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Copa Airlines
7.6
Good
1,556 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
American Airlines
7.2
Good
11,054 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Avianca
6.6
Okay
2,490 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

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 14h 55m. Fly via Copa Airlines, American Airlines, or Avianca to get the fastest option. Caribbean Islands and San José are separated by a distance of 1349 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 ($83), 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 Santo Domingo Las Americas - San José Juan Santamaria Intl. You may also consider San Juan Luis Munoz Marin Intl - San José Juan Santamaria Intl or Port of Spain Piarco Intl - 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, (Santo Domingo Las Americas - San José Juan Santamaria Intl), can usually be booked for $258.

  • 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 $229). 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
Manuel Antonio
Alajuela
Monteverde
Jacó
Heredia
Dominical

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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
John F Kennedy Intl to Liberia flights
Los Angeles to San José flights
Newark to Liberia flights
LaGuardia to San José flights
Dulles Intl to San José flights
O'Hare Intl to San José flights
Hobby to San José flights
Dallas/Fort Worth to San José flights
Boston to Liberia flights
Boston to San José flights
Atlanta to San José flights
Reagan-National to San José flights
George Bush Intcntl to San José flights
San Francisco to San José flights
Miami to San José flights
Denver to San José flights
Baltimore to San José flights
LaGuardia to Liberia flights
Orlando to San José flights
Fort Lauderdale to San José flights
O'Hare Intl to Liberia flights
Los Angeles to Liberia flights
Denver to Liberia flights
Minneapolis to Liberia flights
Seattle to San José flights
Minneapolis to San José flights
Midway to San José flights
Dulles Intl to Liberia flights
San Francisco to Liberia flights
Reagan-National to Liberia flights
Detroit to San José flights
Dallas/Fort Worth to Liberia flights
Ontario to San José flights
Seattle to Liberia flights
Sky Harbor Intl to San José flights
Baltimore to Liberia flights
Philadelphia to San José flights
Atlanta to Liberia flights
Portland to San José flights
Raleigh to San José flights
Hobby to Liberia flights
San Diego to San José flights
Charlotte to San José flights
Philadelphia to Liberia flights
Indianapolis to San José flights
Tampa to San José flights
Detroit to Liberia flights
Miami to Liberia flights

Top 5 airlines flying from Caribbean Islands to San José

Discover the top 5 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
ArajetCheapest$164Average$300FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$174Average$332FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$177Average$211FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$192Average$375FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$505Average$599FlexibilityNo cancel feeOn-time71%

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