Cheap flights from San José to Caribbean Islands from $131

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San José to Caribbean Islands departing on 12/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Avianca Logo
1:45 am - 5:05 pmSJO-SJU
13h 20m1 stop
Avianca Logo
6:30 pm - 12:15 amSJU-SJO
7h 45m1 stop
$232Avianca
Find Deal
Fri, Nov 21 - Thu, Nov 27
Avianca Logo
1:45 am - 11:35 amSJO-SJU
7h 50m1 stop
Avianca Logo
6:30 pm - 8:50 amSJU-SJO
16h 20m1 stop
$233Avianca
Find Deal
Wed, Jan 14 - Sat, Jan 24
Copa Airlines Logo
10:08 am - 10:29 pmSJO-SJU
10h 21m1 stop
Copa Airlines Logo
6:12 pm - 8:19 amSJU-SJO
16h 07m1 stop
$242Copa Airlines
Find Deal
Sat, Nov 22 - Thu, Nov 27
Copa Airlines Logo
10:08 am - 10:29 pmSJO-SJU
10h 21m1 stop
Copa Airlines Logo
6:12 pm - 4:50 pmSJU-SJO
24h 38m3 stops
$247Copa Airlines
Find Deal
Sat, Nov 22 - Thu, Nov 27
Arajet Logo
11:23 am - 4:20 pmSJO-SDQ
2h 57mnonstop
Arajet Logo
9:28 am - 10:38 amSDQ-SJO
3h 10mnonstop
$261Arajet
Find Deal
Wed, Nov 26 - Wed, Dec 3
Arajet Logo
7:48 pm - 12:45 amSJO-SDQ
2h 57mnonstop
Arajet Logo
9:28 am - 10:38 amSDQ-SJO
3h 10mnonstop
$265Arajet
Find Deal
Sat, Nov 22 - Wed, Nov 26
Spirit Airlines Logo
1:16 am - 5:50 pmSJO-SDQ
14h 34m1 stop
Spirit Airlines Logo
6:55 pm - 12:21 amSDQ-SJO
7h 26m1 stop
$283Spirit Airlines
Find Deal
Mon, Jan 26 - Tue, Feb 3
Spirit Airlines Logo
1:16 am - 5:50 pmSJO-SDQ
14h 34m1 stop
Spirit Airlines Logo
6:55 pm - 12:21 amSDQ-SJO
7h 26m1 stop
$298Spirit Airlines
Find Deal
Tue, Jan 13 - Wed, Jan 21
American Airlines Logo
4:01 pm - 12:58 pmSJO-MBJ
19h 57m1 stop
American Airlines Logo
11:42 am - 7:44 pmMBJ-SJO
33h 02m1 stop
$510American Airlines
Find Deal
Mon, Jan 19 - Wed, Jan 21
American Airlines Logo
6:00 am - 2:12 pmSJO-MBJ
7h 12m1 stop
American Airlines Logo
11:10 am - 9:02 pmMBJ-SJO
10h 52m1 stop
$527American Airlines
Find Deal
Mon, Jan 19 - Thu, Jan 22

Avianca flights from San José to Caribbean Islands

Our best Avianca deals on San José to Caribbean Islands flight tickets
Avianca
Nov 21
SJO1:45 amSan José Juan Santamaria Intl
13h 20m
1 stop
SJU5:05 pmSan Juan Luis Munoz Marin Intl
Nov 27
SJU6:30 pmSan Juan Luis Munoz Marin Intl
7h 45m
1 stop
SJO12:15 amSan José Juan Santamaria Intl
Avianca
Jan 14
SJO1:45 amSan José Juan Santamaria Intl
7h 50m
1 stop
SJU11:35 amSan Juan Luis Munoz Marin Intl
Jan 24
SJU6:30 pmSan Juan Luis Munoz Marin Intl
16h 20m
1 stop
SJO8:50 amSan José Juan Santamaria Intl
Avianca
Nov 7
SJO1:45 amSan José Juan Santamaria Intl
7h 50m
1 stop
SJU11:35 amSan Juan Luis Munoz Marin Intl
Nov 15
SJU4:45 pmSan Juan Luis Munoz Marin Intl
6h 55m
1 stop
SJO9:40 pmSan José Juan Santamaria Intl

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 22
SJO10:08 amSan José Juan Santamaria Intl
10h 21m
1 stop
SJU10:29 pmSan Juan Luis Munoz Marin Intl
Nov 27
SJU6:12 pmSan Juan Luis Munoz Marin Intl
16h 07m
1 stop
SJO8:19 amSan José Juan Santamaria Intl
Copa Airlines
Nov 22
SJO10:08 amSan José Juan Santamaria Intl
10h 21m
1 stop
SJU10:29 pmSan Juan Luis Munoz Marin Intl
Nov 27
SJU6:12 pmSan Juan Luis Munoz Marin Intl
24h 38m
3 stops
SJO4:50 pmSan José Juan Santamaria Intl
Copa Airlines
Dec 2
SJO6:07 pmSan José Juan Santamaria Intl
20h 04m
1 stop
SJU4:11 pmSan Juan Luis Munoz Marin Intl
Dec 6
SJU6:11 pmSan Juan Luis Munoz Marin Intl
14h 59m
1 stop
SJO7:10 amSan José Juan Santamaria Intl

momondo 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, momondo users made 832,500 searches. Data last updated October 29, 2025.
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

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Fri 11/21

1:45 am-5:05 pm

1 stop13h 20m

San Juan Luis Munoz Marin Intl

Thu 11/27

6:30 pm-12:15 am

1 stop7h 45m

$232

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Wed 1/14

1:45 am-11:35 am

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:30 pm-8:50 am

1 stop16h 20m

$233

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Sat 11/22

10:08 am-10:29 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Thu 11/27

6:12 pm-8:19 am

1 stop16h 07m

$242

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Sat 11/22

10:08 am-10:29 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Thu 11/27

6:12 pm-4:50 pm

3 stops24h 38m

$247

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Wed 11/26

11:23 am-4:20 pm

Nonstop2h 57m

Santo Domingo Las Americas

Wed 12/3

9:28 am-10:38 am

Nonstop3h 10m

$261

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Sat 11/22

7:48 pm-12:45 am

Nonstop2h 57m

Santo Domingo Las Americas

Wed 11/26

9:28 am-10:38 am

Nonstop3h 10m

$265

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Mon 1/26

1:16 am-5:50 pm

1 stop14h 34m

Santo Domingo Las Americas

Tue 2/3

6:55 pm-12:21 am

1 stop7h 26m

$283

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 1/13

1:16 am-5:50 pm

1 stop14h 34m

Santo Domingo Las Americas

Wed 1/21

6:55 pm-12:21 am

1 stop7h 26m

$298

San JoséMontego Bay

SJO - MBJ

SJOMBJ

San José Juan Santamaria Intl

Mon 1/19

4:01 pm-12:58 pm

1 stop19h 57m

Montego Bay Sangster Intl

Wed 1/21

11:42 am-7:44 pm

1 stop33h 02m

$510

San JoséMontego Bay

SJO - MBJ

SJOMBJ

San José Juan Santamaria Intl

Mon 1/19

6:00 am-2:12 pm

1 stop7h 12m

Montego Bay Sangster Intl

Thu 1/22

11:10 am-9:02 pm

1 stop10h 52m

$527

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Caribbean Islands from

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

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 $186. 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 Friday. Travelers who choose to depart for Caribbean Islands on a Friday will often find tickets for as low as $210. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $494. 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 time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the morning. momondo users have found flights departing from San José to Caribbean Islands in the morning for as low as $210. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $357. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fly from San José Juan Santamaria Intl to San Juan Luis Munoz Marin Intl 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 $250 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 $191 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

2h 57m

Direct flights

Mon, Wed, Thu and Sun

Airports in Caribbean Islands

1 airport
The fastest flight from San José to Caribbean Islands takes 2h 57m
Direct flights go from San José to Caribbean Islands on Monday, Wednesday, Thursday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Caribbean Islands: Santo Domingo Las Americas (SDQ)
  • 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?

  • 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?

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
AviancaPriceFrom $154Free CancellationRating
6.6
2,468 reviews
Search Avianca flights
Copa AirlinesPriceFrom $173Free CancellationRating
7.6
1,562 reviews
Search Copa Airlines flights
ArajetPriceFrom $178Free CancellationRating
7.1
36 reviews
Search Arajet flights
Spirit AirlinesPriceFrom $193Free CancellationRating
6.3
8,114 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $509Free CancellationRating
7.2
11,032 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.

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1 adult
Fri 11/28
Fri 12/5

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