What is the cheapest airline that flies from San José Juan Santamaria Intl to Caribbean Islands?

Arajet, Avianca, and Copa Airlines are the most popular carriers operating from San José Juan Santamaria Intl to Caribbean Islands

What airlines fly to Caribbean Islands?

Copa Airlines, Avianca and Arajet are the top three most popular airlines that fly to Caribbean Islands from San José according to our data. Copa Airlines is the first choice among our users, with 69% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 3 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

How many flights depart from San José to Caribbean Islands on average per week?

2 flights are operational weekly from San José to Caribbean Islands as of July 2026. The most popular departure day for this route is Tue, with 50% of flights per week taking off on this day.

When did momondo last update prices for flights from San José Juan Santamaria Intl Airport to Caribbean Islands?

Prices for flights from San José Juan Santamaria Intl Airport to Caribbean Islands were last updated today.

How many operators does momondo search for flights from San José Juan Santamaria Intl Airport to Caribbean Islands?

As of July 2026, there are 3 operators available to choose from for flights from San José Juan Santamaria Intl Airport to Caribbean Islands.

How old do you have to be to fly from San José Juan Santamaria Intl Airport to Caribbean Islands?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San José Juan Santamaria Intl Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$170 Cheap Flights from San José to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San José to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:55 pm - 11:45 am

SJO

SDQ

15h 50m

1 stop

2:14 pm - 8:18 am

SDQ

SJO

20h 04m

1 stop

$303Copa Airlines

Sat, Nov 28 - Sat, Dec 5

6:17 pm - 4:14 pm

SJO

SJU

19h 57m

1 stop

6:17 pm - 9:04 am

SJU

SJO

16h 47m

1 stop

$306Copa Airlines

Mon, Aug 24 - Sun, Aug 30

5:53 pm - 10:50 pm

SJO

SDQ

2h 57mnonstop

4:00 pm - 5:08 pm

SDQ

SJO

3h 08mnonstop

$316Arajet

Tue, Nov 10 - Tue, Nov 17

5:53 pm - 10:50 pm

SJO

SDQ

2h 57mnonstop

9:30 am - 10:38 am

SDQ

SJO

3h 08mnonstop

$317Arajet

Sat, Nov 14 - Wed, Nov 18

12:05 pm - 10:29 pm

SJO

SJU

8h 24m

1 stop

5:33 am - 9:04 am

SJU

SJO

5h 31m

1 stop

$317Copa Airlines

Wed, Sep 2 - Sun, Sep 6

4:08 am - 4:14 pm

SJO

SJU

10h 06m

1 stop

6:17 pm - 10:58 am

SJU

SJO

18h 41m

1 stop

$318Copa Airlines

Fri, Aug 14 - Fri, Aug 21

9:25 am - 5:00 pm

SJO

CUR

5h 35m

1 stop

11:35 am - 3:25 pm

CUR

SJO

5h 50m

1 stop

$376Avianca

Thu, Sep 3 - Tue, Sep 8

4:00 pm - 10:20 am

SJO

CUR

16h 20m

1 stop

6:15 pm - 8:50 am

CUR

SJO

16h 35m

1 stop

$377Avianca

Sat, Sep 19 - Thu, Sep 24

7:00 am - 8:00 pm

SJO

SJU

35h 00m

2 stops

5:33 am - 9:04 am

SJU

SJO

5h 31m

1 stop

$388Multiple Airlines

Tue, Sep 8 - Mon, Sep 14

7:48 pm - 8:30 am

SJO

SXM

10h 42m

1 stop

12:33 pm - 6:59 pm

SXM

SJO

8h 26m

1 stop

$450Multiple Airlines

Tue, Aug 4 - Fri, Aug 14

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Copa Airlines flights from San José to Caribbean Islands

Our best Copa Airlines deals on San José to Caribbean Islands flight tickets

Copa Airlines

Nov 28

SJO5:55 pmSan José Juan Santamaria Intl

15h 50m

1 stop

SDQ11:45 amSanto Domingo Las Americas

Dec 5

SDQ2:14 pmSanto Domingo Las Americas

20h 04m

1 stop

SJO8:18 amSan José Juan Santamaria Intl

$303

Copa Airlines

Aug 24

SJO6:17 pmSan José Juan Santamaria Intl

19h 57m

1 stop

SJU4:14 pmSan Juan Luis Munoz Marin Intl

Aug 30

SJU6:17 pmSan Juan Luis Munoz Marin Intl

16h 47m

1 stop

SJO9:04 amSan José Juan Santamaria Intl

$306

Copa Airlines

Sep 2

SJO12:05 pmSan José Juan Santamaria Intl

8h 24m

1 stop

SJU10:29 pmSan Juan Luis Munoz Marin Intl

Sep 6

SJU5:33 amSan Juan Luis Munoz Marin Intl

5h 31m

1 stop

SJO9:04 amSan José Juan Santamaria Intl

$317

United Airlines flights from San José to Caribbean Islands

Our best United Airlines deals on San José to Caribbean Islands flight tickets

United Airlines

Sep 4

SJO7:55 amSan José Juan Santamaria Intl

26h 39m

2 stops

SJU12:34 pmSan Juan Luis Munoz Marin Intl

Sep 9

SJU3:56 pmSan Juan Luis Munoz Marin Intl

29h 41m

2 stops

SJO7:37 pmSan José Juan Santamaria Intl

$404

United Airlines

Oct 23

SJO7:55 amSan José Juan Santamaria Intl

10h 43m

1 stop

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Oct 30

SJU7:05 amSan Juan Luis Munoz Marin Intl

14h 34m

2 stops

SJO7:39 pmSan José Juan Santamaria Intl

$417

United Airlines

Oct 29

SJO11:35 amSan José Juan Santamaria Intl

30h 49m

1 stop

SJU8:24 pmSan Juan Luis Munoz Marin Intl

Nov 2

SJU8:05 amSan Juan Luis Munoz Marin Intl

38h 34m

2 stops

SJO8:39 pmSan José Juan Santamaria Intl

$430

momondo Fare Finder

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 JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Sat 11/28

5:55 pm-11:45 am

1 stop15h 50m

Santo Domingo Las Americas

Sat 12/5

2:14 pm-8:18 am

1 stop20h 04m

$303

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Mon 8/24

6:17 pm-4:14 pm

1 stop19h 57m

San Juan Luis Munoz Marin Intl

Sun 8/30

6:17 pm-9:04 am

1 stop16h 47m

$306

Quickest round-trip

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 11/10

5:53 pm-10:50 pm

Nonstop2h 57m

Santo Domingo Las Americas

Tue 11/17

4:00 pm-5:08 pm

Nonstop3h 08m

$316

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Sat 11/14

5:53 pm-10:50 pm

Nonstop2h 57m

Santo Domingo Las Americas

Wed 11/18

9:30 am-10:38 am

Nonstop3h 08m

$317

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Wed 9/2

12:05 pm-10:29 pm

1 stop8h 24m

San Juan Luis Munoz Marin Intl

Sun 9/6

5:33 am-9:04 am

1 stop5h 31m

$317

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 8/14

4:08 am-4:14 pm

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Fri 8/21

6:17 pm-10:58 am

1 stop18h 41m

$318

San JoséWillemstad

SJO - CUR

SJOCUR

San José Juan Santamaria Intl

Thu 9/3

9:25 am-5:00 pm

1 stop5h 35m

Willemstad Hato Int.

Tue 9/8

11:35 am-3:25 pm

1 stop5h 50m

$376

San JoséWillemstad

SJO - CUR

SJOCUR

San José Juan Santamaria Intl

Sat 9/19

4:00 pm-10:20 am

1 stop16h 20m

Willemstad Hato Int.

Thu 9/24

6:15 pm-8:50 am

1 stop16h 35m

$377

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Tue 9/8

7:00 am-8:00 pm

2 stops35h 00m

San Juan Luis Munoz Marin Intl

Mon 9/14

5:33 am-9:04 am

1 stop5h 31m

$388

San JoséSimpson Bay

SJO - SXM

SJOSXM

San José Juan Santamaria Intl

Tue 8/4

7:48 pm-8:30 am

1 stop10h 42m

Simpson Bay Princess Juliana

Fri 8/14

12:33 pm-6:59 pm

1 stop8h 26m

$450

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from San José to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from San José, with most prices found around $366. The month of November is another great option to travel to Caribbean Islands, with average flight prices from San José averaging around $376.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from San José to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $215. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $295. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest San José Juan Santamaria Intl to Caribbean Islands flight route?

Fly from San José Juan Santamaria Intl to Santo Domingo Las Americas for the best San José Juan Santamaria Intl - Caribbean Islands flight prices

How far in advance should I book a flight from San José to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from San José when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $294 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from San José for as low as $260 on momondo.

What cabin class options are available on San José to Caribbean Islands flights?

There are 2 cabin classes available to choose from on San José to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on San José to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between San José to Caribbean Islands.

Cheap San José to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San José to Caribbean Islands

Fastest flight time	3h 04m
Direct flights	Wed, Thu and Sun
Airports in Caribbean Islands	99 airports

The fastest flight from San José to Caribbean Islands takes 3h 04m

Direct flights go from San José to Caribbean Islands on Wednesday, Thursday and Sunday. There are no airlines offering direct flights.

There are 99 airports in Caribbean Islands. From San José there are direct flights to Santo Domingo Las Americas (SDQ).

Search flight deals

Frequently asked questions about flying from San José to Caribbean Islands

When did momondo last update prices for flights from San José Juan Santamaria Intl Airport to Caribbean Islands?
Prices for flights from San José Juan Santamaria Intl Airport to Caribbean Islands were last updated today.
How many operators does momondo search for flights from San José Juan Santamaria Intl Airport to Caribbean Islands?
As of July 2026, there are 3 operators available to choose from for flights from San José Juan Santamaria Intl Airport to Caribbean Islands.
How old do you have to be to fly from San José Juan Santamaria Intl Airport to Caribbean Islands?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San José Juan Santamaria Intl Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from San José to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from San José to Caribbean Islands is Airbus A320neo, representing 39.27% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 16.70%, Airbus A320-100/200 at 11.42%, and Boeing 737-800 at 10.44%.

Best airlines flying from San José to Caribbean Islands

Compare and see reviews for airlines that fly from San José to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Arajet	PriceFrom $176	Free Cancellation	Rating 6.3 51 reviews	Search Arajet flights
Copa Airlines	PriceFrom $184	Free Cancellation	Rating 7.6 1,566 reviews	Search Copa Airlines flights
Avianca	PriceFrom $195	Free Cancellation	Rating 6.5 2,524 reviews	Search Avianca flights

Why use momondo?

Why should I use momondo to find a flight deal from San José to Caribbean Islands?

Finding the right flight to Caribbean Islands from San José is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean Islands quick and easy, saving you time and money.

Can I find flights from San José to Caribbean Islands with flexible booking policies on momondo?

All flight searches from San José to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from San José to Caribbean Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from San José.

I’m not ready to book a flight from San José to Caribbean Islands right now. Can momondo alert me if prices change?

Yes. momondo can track prices for San José to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.