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

1 flights are operational weekly from San José to Caribbean Islands as of April 2026. The most popular departure day for this route is Wed, with 100% of flights per week taking off on this day.

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

Arajet, United Airlines, and Avianca 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 70% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 4 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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 April 2026, there are 4 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.

$161 Cheap Flights from San José to Caribbean Islands in 2026

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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.

11:13 am - 9:24 pm

SJO

SJU

32h 11m

2 stops

1:00 am - 11:38 am

SJU

SJO

12h 38m

1 stop

$277United Airlines

Fri, May 29 - Thu, Jun 4

7:55 am - 8:38 pm

SJO

SJU

10h 43m

1 stop

2:55 pm - 10:39 pm

SJU

SJO

9h 44m

1 stop

$286United Airlines

Tue, May 19 - Thu, May 21

5:48 pm - 10:52 pm

SJO

SDQ

3h 04mnonstop

4:00 pm - 5:03 pm

SDQ

SJO

3h 03mnonstop

$287Arajet

Tue, Apr 28 - Tue, May 5

5:48 pm - 10:52 pm

SJO

SDQ

3h 04mnonstop

4:00 pm - 5:03 pm

SDQ

SJO

3h 03mnonstop

$289Arajet

Tue, Apr 14 - Sat, Apr 18

6:19 pm - 2:20 am

SJO

SDQ

6h 01m

1 stop

12:10 pm - 9:47 pm

SDQ

SJO

11h 37m

1 stop

$291Copa Airlines

Wed, Apr 29 - Sat, May 2

10:04 am - 10:47 pm

SJO

SDQ

10h 43m

1 stop

6:39 pm - 8:21 am

SDQ

SJO

15h 42m

1 stop

$293Copa Airlines

Wed, Apr 29 - Sat, May 9

4:00 pm - 11:25 am

SJO

SJU

17h 25m

1 stop

6:35 pm - 8:50 am

SJU

SJO

16h 15m

1 stop

$331Avianca

Fri, May 1 - Tue, May 5

4:00 pm - 11:25 am

SJO

SJU

17h 25m

1 stop

6:35 pm - 8:50 am

SJU

SJO

16h 15m

1 stop

$332Avianca

Fri, Apr 17 - Sun, Apr 26

6:30 am - 3:37 pm

SJO

MBJ

8h 07m

1 stop

12:56 pm - 7:07 pm

MBJ

SJO

7h 11m

1 stop

$675American Airlines

Fri, Apr 17 - Mon, Apr 20

6:30 am - 3:37 pm

SJO

MBJ

8h 07m

1 stop

12:56 pm - 7:07 pm

MBJ

SJO

7h 11m

1 stop

$681American Airlines

Sun, Apr 26 - Fri, May 1

United Airlines flights from San José to Caribbean Islands

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

United Airlines

May 29

SJO11:13 amSan José Juan Santamaria Intl

32h 11m

2 stops

SJU9:24 pmSan Juan Luis Munoz Marin Intl

Jun 4

SJU1:00 amSan Juan Luis Munoz Marin Intl

12h 38m

1 stop

SJO11:38 amSan José Juan Santamaria Intl

$277

United Airlines

Apr 9

SJO7:55 amSan José Juan Santamaria Intl

10h 43m

1 stop

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Apr 12

SJU1:00 amSan Juan Luis Munoz Marin Intl

11h 42m

1 stop

SJO10:42 amSan José Juan Santamaria Intl

$286

United Airlines

Sep 17

SJO1:25 pmSan José Juan Santamaria Intl

24h 17m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Sep 24

SJU2:55 pmSan Juan Luis Munoz Marin Intl

23h 31m

1 stop

SJO12:26 pmSan José Juan Santamaria Intl

$367

Avianca flights from San José to Caribbean Islands

Our best Avianca deals on San José to Caribbean Islands flight tickets

Avianca

May 1

SJO4:00 pmSan José Juan Santamaria Intl

17h 25m

1 stop

SJU11:25 amSan Juan Luis Munoz Marin Intl

May 5

SJU6:35 pmSan Juan Luis Munoz Marin Intl

16h 15m

1 stop

SJO8:50 amSan José Juan Santamaria Intl

$331

Avianca

Apr 17

SJO4:00 pmSan José Juan Santamaria Intl

17h 25m

1 stop

SJU11:25 amSan Juan Luis Munoz Marin Intl

Apr 26

SJU6:35 pmSan Juan Luis Munoz Marin Intl

16h 15m

1 stop

SJO8:50 amSan José Juan Santamaria Intl

$332

Avianca

Apr 17

SJO4:00 pmSan José Juan Santamaria Intl

17h 25m

1 stop

SJU11:25 amSan Juan Luis Munoz Marin Intl

Apr 23

SJU6:35 pmSan Juan Luis Munoz Marin Intl

16h 15m

1 stop

SJO8:50 amSan José Juan Santamaria Intl

$333

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 JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 5/29

11:13 am-9:24 pm

2 stops32h 11m

San Juan Luis Munoz Marin Intl

Thu 6/4

1:00 am-11:38 am

1 stop12h 38m

$277

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Tue 5/19

7:55 am-8:38 pm

1 stop10h 43m

San Juan Luis Munoz Marin Intl

Thu 5/21

2:55 pm-10:39 pm

1 stop9h 44m

$286

Quickest round-trip

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 4/28

5:48 pm-10:52 pm

Nonstop3h 04m

Santo Domingo Las Americas

Tue 5/5

4:00 pm-5:03 pm

Nonstop3h 03m

$287

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 4/14

5:48 pm-10:52 pm

Nonstop3h 04m

Santo Domingo Las Americas

Sat 4/18

4:00 pm-5:03 pm

Nonstop3h 03m

$289

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Wed 4/29

6:19 pm-2:20 am

1 stop6h 01m

Santo Domingo Las Americas

Sat 5/2

12:10 pm-9:47 pm

1 stop11h 37m

$291

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Wed 4/29

10:04 am-10:47 pm

1 stop10h 43m

Santo Domingo Las Americas

Sat 5/9

6:39 pm-8:21 am

1 stop15h 42m

$293

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 5/1

4:00 pm-11:25 am

1 stop17h 25m

San Juan Luis Munoz Marin Intl

Tue 5/5

6:35 pm-8:50 am

1 stop16h 15m

$331

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 4/17

4:00 pm-11:25 am

1 stop17h 25m

San Juan Luis Munoz Marin Intl

Sun 4/26

6:35 pm-8:50 am

1 stop16h 15m

$332

San JoséMontego Bay

SJO - MBJ

SJOMBJ

San José Juan Santamaria Intl

Fri 4/17

6:30 am-3:37 pm

1 stop8h 07m

Montego Bay Sangster Intl

Mon 4/20

12:56 pm-7:07 pm

1 stop7h 11m

$675

San JoséMontego Bay

SJO - MBJ

SJOMBJ

San José Juan Santamaria Intl

Sun 4/26

6:30 am-3:37 pm

1 stop8h 07m

Montego Bay Sangster Intl

Fri 5/1

12:56 pm-7:07 pm

1 stop7h 11m

$681

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 May is, on average, the cheapest month to fly to Caribbean Islands from San José, with most prices found around $192. The month of June is another great option to travel to Caribbean Islands, with average flight prices from San José averaging around $194.

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 $232. 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 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 $240 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 $211 on momondo.

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

There is only 1 cabin class available to choose from on San José Juan Santamaria Intl 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 April 2026, there are 4 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 36.58% of all bookings. The subsequent popular models are Airbus A320-100/200 at 18.37%, Boeing 737 MAX 8 at 14.80%, and Boeing 737-800 at 12.63%.

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 $160	Free Cancellation	Rating 6.5 47 reviews	Search Arajet flights
Avianca	PriceFrom $168	Free Cancellation	Rating 6.5 2,505 reviews	Search Avianca flights
Copa Airlines	PriceFrom $173	Free Cancellation	Rating 7.5 1,578 reviews	Search Copa Airlines flights
American Airlines	PriceFrom $511	Free Cancellation	Rating 7.1 11,555 reviews	Search American Airlines 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.