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San José

$65+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SJO
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap 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 June 12, 2025.

Round-trip from

$187
(FlightHub)

One-way from

$65
(Kiwi.com)
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

Find 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 June 12, 2025.

This Arajet deal was found by Cheapflights users on 6/10. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/216:00 pmSDQ - SJO
Nonstop3h 03mArajet
Sun 10/267:48 pmSJO - SDQ
Nonstop2h 57mArajet
Deal found 6/10$165
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Thu 9/42:10 pmSJU - SJO
Nonstop3h 15mAvianca
Mon 9/87:30 amSJO - SJU
Nonstop3h 10mAvianca
Deal found 6/12$187
This Copa Airlines deal was found by Cheapflights users on 6/10. 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 10/105:31 amSJU - SJO
1 stop6h 28mCopa Airlines
Sat 10/185:52 amSJO - SJU
1 stop8h 04mCopa Airlines
Deal found 6/10$197
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Mon 7/285:46 pmSJU - SJO
1 stop15h 44mMultiple Airlines
Thu 8/77:30 amSJO - SJU
Nonstop3h 10mMultiple Airlines
Deal found 6/10$208
This Copa Airlines deal was found by Cheapflights users on 6/9. 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 11/256:28 amSDQ - SJO
1 stop5h 35mCopa Airlines
Sat 11/294:13 amSJO - SDQ
1 stop6h 47mCopa Airlines
Deal found 6/9$255
This Copa Airlines deal was found by Cheapflights users on 6/9. 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 8/2712:30 pmSXM - SJO
1 stop11h 23mCopa Airlines
Tue 9/95:52 pmSJO - SXM
1 stop15h 35mCopa Airlines
Deal found 6/9$266
This Booking.com deal was found by Cheapflights users on 6/9. 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 9/236:00 pmSDQ - SJO
Nonstop3h 03mMultiple Airlines
Mon 9/291:55 amSJO - SDQ
1 stop6h 55mMultiple Airlines
Deal found 6/9$291
This Arajet deal was found by Cheapflights users on 6/12. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/303:20 pmSJU - SJO
1 stop6h 15mArajet
Sat 7/58:42 amSJO - SJU
1 stop5h 57mArajet
Deal found 6/12$312
This Arajet deal was found by Cheapflights users on 6/11. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/251:25 pmPUJ - SJO
1 stop8h 10mMultiple Airlines
Tue 8/57:48 pmSJO - PUJ
1 stop10h 23mMultiple Airlines
Deal found 6/11$328
This Avianca deal was found by Cheapflights users on 6/12. 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 6/1811:05 amCUR - SJO
1 stop6h 45mAvianca
Mon 6/233:00 pmSJO - CUR
1 stop16h 55mAvianca
Deal found 6/12$342
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/297:30 amSJU - SJO
1 stop7h 15mSouthwest
Sat 8/28:45 amSJO - SJU
2 stops13h 25mSouthwest
Deal found 6/11$368
This SmartFares deal was found by Cheapflights users on 6/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/282:40 amSJU - SJO
1 stop9h 49mSpirit Airlines
Sat 8/211:24 amSJO - SJU
1 stop12h 11mSpirit Airlines
Deal found 6/12$383

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 June 12, 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

Santo DomingoSan José

SDQ - SJO

SDQSJO

Santo Domingo Las Americas

Tue 10/21

6:00 pm-7:03 pm

Nonstop3h 03m

San José Juan Santamaria Intl

Sun 10/26

7:48 pm-12:45 am

Nonstop2h 57m

$165

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Thu 9/4

2:10 pm-3:25 pm

Nonstop3h 15m

San José Juan Santamaria Intl

Mon 9/8

7:30 am-12:40 pm

Nonstop3h 10m

$187

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Fri 10/10

5:31 am-9:59 am

1 stop6h 28m

San José Juan Santamaria Intl

Sat 10/18

5:52 am-3:56 pm

1 stop8h 04m

$197

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Mon 7/28

5:46 pm-7:30 am

1 stop15h 44m

San José Juan Santamaria Intl

Thu 8/7

7:30 am-12:40 pm

Nonstop3h 10m

$208

Santo DomingoSan José

SDQ - SJO

SDQSJO

Santo Domingo Las Americas

Tue 11/25

6:28 am-10:03 am

1 stop5h 35m

San José Juan Santamaria Intl

Sat 11/29

4:13 am-1:00 pm

1 stop6h 47m

$255

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Wed 8/27

12:30 pm-9:53 pm

1 stop11h 23m

San José Juan Santamaria Intl

Tue 9/9

5:52 pm-11:27 am

1 stop15h 35m

$266

Santo DomingoSan José

SDQ - SJO

SDQSJO

Santo Domingo Las Americas

Tue 9/23

6:00 pm-7:03 pm

Nonstop3h 03m

San José Juan Santamaria Intl

Mon 9/29

1:55 am-10:50 am

1 stop6h 55m

$291

San JuanSan José

SJU - SJO

SJUSJO

San Juan Luis Munoz Marin Intl

Mon 6/30

3:20 pm-7:35 pm

1 stop6h 15m

San José Juan Santamaria Intl

Sat 7/5

8:42 am-4:39 pm

1 stop5h 57m

$312

Punta CanaSan José

PUJ - SJO

PUJSJO

Punta Cana

Wed 6/25

1:25 pm-7:35 pm

1 stop8h 10m

San José Juan Santamaria Intl

Tue 8/5

7:48 pm-8:11 am

1 stop10h 23m

$328

WillemstadSan José

CUR - SJO

CURSJO

Willemstad Hato Int.

Wed 6/25

11:05 am-3:50 pm

1 stop6h 45m

San José Juan Santamaria Intl

Wed 7/2

4:45 pm-9:55 am

1 stop15h 10m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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, San José Province?

Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to San José, San José Province (average of $398). Flying from Caribbean Islands to San José, San José Province in March is currently the most expensive (average of $555). 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 June 12, 2025.

When flying from Caribbean Islands to San José, San José Province, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in San José by month

Plan your trip to San José by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San José, San José Province ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit San José, San José Province when rainfall is around 0.0 in.

Temperature in San José by month

Plan your trip to San José by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San José, San José Province, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

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 June 12, 2025.
See what other customers who have flown with Southwest, LATAM Airlines and Copa Airlines from Caribbean Islands to San José have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
LATAM Airlines
7.5
Good
1,785 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Copa Airlines
7.5
Good
1,451 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $65. However, be on the lookout for offers from Avianca and Copa Airlines, as they are both options that can get you from Caribbean Islands to San José, San José Province for a low price.

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

    The most popular route from Caribbean Islands to San José, San José Province is San Juan Luis Munoz Marin Intl - San José Juan Santamaria Intl. You may also consider Willemstad Hato Int. - 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, San José Province?

    The cheapest flight price from Caribbean Islands to San José, San José Province is $102. On average you can expect to pay $193. The most popular route, (San Juan Luis Munoz Marin Intl - San José Juan Santamaria Intl), can usually be booked for $190.

  • 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, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to San José, San José Province (average of $398). Flying from Caribbean Islands to San José, San José Province in March is currently the most expensive (average of $555). 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 Caribbean Islands?

Book flights to Caribbean Islands if you plan to visit one of these locations
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó

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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.
Newark to San José flights
John F Kennedy Intl to San José flights
Los Angeles to San José flights
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San Francisco to San José flights
Dulles Intl to San José flights
Hobby to San José flights
John F Kennedy Intl to Liberia flights
Fort Lauderdale to San José flights
Newark to Liberia flights
LaGuardia to San José flights
George Bush Intcntl to San José flights
Baltimore to San José flights
Los Angeles to Liberia flights
Atlanta to San José flights
Dallas/Fort Worth to San José flights
O'Hare Intl to San José flights
Reagan-National to San José flights
LaGuardia to Liberia flights
Orlando to San José flights
Denver to Liberia flights
Boston to San José flights
Denver to San José flights
O'Hare Intl to Liberia flights
Seattle to San José flights
Dallas/Fort Worth to Liberia flights
Ontario to San José flights
Dulles Intl to Liberia flights
Boston to Liberia flights
Atlanta to Liberia flights
Raleigh to San José flights
Hobby to Liberia flights
Charlotte to San José flights
San Francisco to Liberia flights
Philadelphia to San José flights
Baltimore to Liberia flights
Salt Lake City to San José flights
Minneapolis to San José flights
Reagan-National to Liberia flights
Minneapolis to Liberia flights
Austin to San José flights
Tampa to San José flights
Miami to Liberia flights
Sky Harbor Intl to San José flights
George Bush Intcntl to Liberia flights
Seattle to Liberia flights
Oakland to San José flights
Love Field to San José flights
Austin to Liberia flights
Detroit to San José 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$174Average$303FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$177Average$399FlexibilityNo cancel feeOn-time65%
ArajetCheapest$178Average$374FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$193Average$419FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$487Average$567FlexibilityNo cancel feeOn-time71%

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