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Caribbean Islands

$114+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SJU
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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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 April 30, 2025.

Round-trip from

$186
(Avianca)

One-way from

$114
(Avianca)

Popular in

January

Cheapest in

May

Average price

$302
From San José Juan Santamaria Intl to Caribbean Islands
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One-way flight from San José Juan Santamaria Intl to Caribbean Islands
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Highest demand for flights based on searches. 13% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 30, 2025.

This Avianca deal was found by Cheapflights users on 4/28. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/54:45 pmSJO - SJU
1 stop17h 10mAvianca
Fri 5/162:10 pmSJU - SJO
Nonstop3h 15mAvianca
Deal found 4/28$186
This Copa Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 5/85:52 amSJO - SJU
1 stop8h 00mCopa Airlines
Thu 5/155:42 pmSJU - SJO
1 stop15h 53mCopa Airlines
Deal found 4/28$192
This Priceline deal was found by Cheapflights users on 4/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/234:45 pmSJO - SJU
1 stop17h 10mMultiple Airlines
Tue 5/271:59 amSJU - SJO
1 stop10h 28mMultiple Airlines
Deal found 4/28$219
This Copa Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 5/135:52 amSJO - SDQ
1 stop8h 25mCopa Airlines
Sun 5/1811:52 amSDQ - SJO
1 stop8h 56mCopa Airlines
Deal found 4/28$228
This CheapOair deal was found by Cheapflights users on 4/29. 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.
Thu 5/298:42 amSJO - SDQ
Nonstop3h 04mArajet
Thu 6/56:54 amSDQ - SJO
Nonstop3h 03mArajet
Deal found 4/29$230
This FlightHub deal was found by Cheapflights users on 4/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/512:55 amSJO - SJU
1 stop12h 40mSpirit Airlines
Thu 6/51:59 amSJU - SJO
1 stop10h 28mSpirit Airlines
Deal found 4/28$274
This Gotogate deal was found by Cheapflights users on 4/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/81:40 amSJO - SDQ
1 stop7h 10mMultiple Airlines
Thu 6/126:54 amSDQ - SJO
Nonstop3h 03mMultiple Airlines
Deal found 4/29$307
This Copa Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 6/65:52 amSJO - AUA
1 stop7h 03mCopa Airlines
Sun 6/83:51 pmAUA - SJO
1 stop5h 08mCopa Airlines
Deal found 4/29$311
This Avianca deal was found by Cheapflights users on 4/29. 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.
Sat 5/31:40 amSJO - AUA
1 stop12h 25mAvianca
Thu 5/85:35 pmAUA - SJO
1 stop7h 55mAvianca
Deal found 4/29$312
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/36:05 amSJO - SJU
1 stop12h 15mAmerican Airlines
Sat 5/103:50 pmSJU - SJO
2 stops21h 37mAmerican Airlines
Deal found 4/29$316
This Copa Airlines deal was found by Cheapflights users on 4/27. 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 5/275:52 amSJO - CUR
1 stop6h 41mCopa Airlines
Tue 6/31:23 pmCUR - SJO
1 stop7h 36mCopa Airlines
Deal found 4/27$332
This Avianca deal was found by Cheapflights users on 4/29. 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.
Sun 5/181:40 amSJO - CUR
1 stop12h 55mAvianca
Sat 5/2411:05 amCUR - SJO
1 stop14h 25mAvianca
Deal found 4/29$337

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 30, 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

Mon 5/5

4:45 pm-11:55 am

1 stop17h 10m

San Juan Luis Munoz Marin Intl

Fri 5/9

6:15 pm-11:30 pm

1 stop7h 15m

$186

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 5/8

5:52 am-3:52 pm

1 stop8h 00m

San Juan Luis Munoz Marin Intl

Thu 5/15

5:42 pm-7:35 am

1 stop15h 53m

$192

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 5/23

4:45 pm-11:55 am

1 stop17h 10m

San Juan Luis Munoz Marin Intl

Tue 5/27

1:59 am-10:27 am

1 stop10h 28m

$219

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 5/13

5:52 am-4:17 pm

1 stop8h 25m

Santo Domingo Las Americas

Sun 5/18

11:52 am-6:48 pm

1 stop8h 56m

$228

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Thu 5/29

8:42 am-1:46 pm

Nonstop3h 04m

Santo Domingo Las Americas

Thu 6/5

6:54 am-7:57 am

Nonstop3h 03m

$230

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Mon 5/5

12:55 am-3:35 pm

1 stop12h 40m

San Juan Luis Munoz Marin Intl

Thu 6/5

1:59 am-10:27 am

1 stop10h 28m

$274

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Sun 6/8

1:40 am-10:50 am

1 stop7h 10m

Santo Domingo Las Americas

Thu 6/12

6:54 am-7:57 am

Nonstop3h 03m

$307

San JoséOranjestad

SJO - AUA

SJOAUA

San José Juan Santamaria Intl

Fri 6/6

5:52 am-2:55 pm

1 stop7h 03m

Oranjestad Reina Beatrix

Sun 6/8

3:51 pm-6:59 pm

1 stop5h 08m

$311

San JoséOranjestad

SJO - AUA

SJOAUA

San José Juan Santamaria Intl

Sat 5/10

1:40 am-9:50 am

1 stop6h 10m

Oranjestad Reina Beatrix

Sat 5/17

5:35 pm-11:30 pm

1 stop7h 55m

$312

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Sat 5/3

6:05 am-8:20 pm

1 stop12h 15m

San Juan Luis Munoz Marin Intl

Sat 5/10

3:50 pm-11:27 am

2 stops21h 37m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 50 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, San José Province to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from San José, San José Province to Caribbean Islands (average of $254). Flying from San José, San José Province to Caribbean Islands in December is currently the most expensive (average of $336). 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 30, 2025.

When flying from San José, San José Province 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.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 30, 2025.
To help decide which airline to fly from San José to Caribbean Islands, see what other customers have to say about Alaska Airlines, Delta and Copa Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

STS - PDX

One or two midday non-stop flights from PDX to Santa Rosa would be great. The very early and late options are hard on older passengers.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

STS - PDX

One or two midday non-stop flights from PDX to Santa Rosa would be great. The very early and late options are hard on older passengers.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

STS - PDX

One or two midday non-stop flights from PDX to Santa Rosa would be great. The very early and late options are hard on older passengers.
Copa Airlines
7.5
Good
1,411 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

STS - PDX

One or two midday non-stop flights from PDX to Santa Rosa would be great. The very early and late options are hard on older passengers.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

STS - PDX

One or two midday non-stop flights from PDX to Santa Rosa would be great. The very early and late options are hard on older passengers.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

STS - PDX

One or two midday non-stop flights from PDX to Santa Rosa would be great. The very early and late options are hard on older passengers.

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.

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

    For one-way options, check prices for Avianca. According to our data, you can fly for as low as $114. Users have also found prices from $117 and $117 on Arajet and Copa Airlines, respectively.

  • What are the most popular routes from San José, San José Province 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 - Oranjestad Reina Beatrix when deciding on the best route from San José, San José Province to Caribbean Islands.

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

    Looking at all options, your cheapest flight can be booked for $110. While the most popular route (San José Juan Santamaria Intl - Punta Cana) can be booked for $314 on average our data indicates $205 when flying from San José, San José Province 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, San José Province to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from San José, San José Province to Caribbean Islands (average of $254). Flying from San José, San José Province to Caribbean Islands in December is currently the most expensive (average of $336). 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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Liberia to John F Kennedy Intl flights
San José to New Orleans flights
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San José to Vancouver Intl flights
San José to El Paso flights

Top 6 airlines flying from San José to Caribbean Islands

Discover the top 6 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$154Average$376FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$183Average$430FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$191Average$432FlexibilityNo cancel feeOn-time70%
ArajetCheapest$203Average$260FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$264Average$309FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$509Average$657FlexibilityNo cancel feeOn-time71%

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