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Cheap flights from San José, San José Province to Caribbean Islands from $109

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, San José Province to Caribbean Islands departing on 10/6. 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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Find the cheapest flights from San José, San José Province to Caribbean Islands

Cheap round-trip flights

Avianca Logo
7:30 am - 12:40 pmSJO-SJU
3h 10mnonstop
Avianca Logo
2:10 pm - 3:25 pmSJU-SJO
3h 15mnonstop
$212Avianca
Find Deal
Fri, Sep 5 - Mon, Sep 8
Avianca Logo
1:55 am - 4:50 pmSJO-SJU
12h 55m1 stop
Avianca Logo
6:15 pm - 9:20 amSJU-SJO
17h 05m1 stop
$214Avianca
Find Deal
Tue, Sep 16 - Wed, Sep 24
Copa Airlines Logo
10:05 am - 10:21 pmSJO-SJU
10h 16m1 stop
Copa Airlines Logo
5:50 pm - 4:52 pmSJU-SJO
25h 02m3 stops
$221Copa Airlines
Find Deal
Thu, Sep 4 - Thu, Sep 11
Copa Airlines Logo
8:49 am - 3:58 pmSJO-SJU
5h 09m1 stop
Copa Airlines Logo
5:50 pm - 7:27 amSJU-SJO
15h 37m1 stop
$229Copa Airlines
Find Deal
Thu, Sep 4 - Tue, Sep 9
Arajet Logo
7:48 pm - 12:45 amSJO-SDQ
2h 57mnonstop
Arajet Logo
9:28 am - 10:38 amSDQ-SJO
3h 10mnonstop
$301Arajet
Find Deal
Tue, Jan 13 - Wed, Jan 21
Arajet Logo
7:48 pm - 12:45 amSJO-SDQ
2h 57mnonstop
Arajet Logo
5:53 pm - 7:03 pmSDQ-SJO
3h 10mnonstop
$302Arajet
Find Deal
Sun, Nov 9 - Sun, Nov 16
Spirit Airlines Logo
12:19 pm - 12:15 pmSJO-SDQ
21h 56m2 stops
Spirit Airlines Logo
5:05 pm - 10:27 amSDQ-SJO
19h 22m2 stops
$329Spirit Airlines
Find Deal
Mon, Sep 22 - Fri, Sep 26
Spirit Airlines Logo
11:37 am - 12:54 amSJO-SJU
11h 17m1 stop
Spirit Airlines Logo
2:49 am - 10:41 amSJU-SJO
9h 52m1 stop
$332Spirit Airlines
Find Deal
Thu, Oct 2 - Tue, Oct 7
American Airlines Logo
11:32 am - 8:28 pmSJO-NAS
7h 56m1 stop
American Airlines Logo
7:45 am - 12:33 pmNAS-SJO
5h 48m1 stop
$570American Airlines
Find Deal
Tue, Dec 23 - Wed, Dec 31
American Airlines Logo
6:00 am - 1:38 pmSJO-MBJ
6h 38m1 stop
American Airlines Logo
2:38 pm - 11:12 amMBJ-SJO
21h 34m1 stop
$572American Airlines
Find Deal
Sat, Sep 20 - Sat, Sep 27

Copa Airlines flights from San José, San José Province to Caribbean Islands

Our best Copa Airlines deals on San José, San José Province to Caribbean Islands flight tickets
Copa Airlines
Sep 4
SJO10:05 amSan José Juan Santamaria Intl
10h 16m
1 stop
SJU10:21 pmSan Juan Luis Munoz Marin Intl
Sep 11
SJU5:50 pmSan Juan Luis Munoz Marin Intl
25h 02m
3 stops
SJO4:52 pmSan José Juan Santamaria Intl
$221
Find similar
Copa Airlines
Sep 4
SJO8:49 amSan José Juan Santamaria Intl
5h 09m
1 stop
SJU3:58 pmSan Juan Luis Munoz Marin Intl
Sep 9
SJU5:50 pmSan Juan Luis Munoz Marin Intl
15h 37m
1 stop
SJO7:27 amSan José Juan Santamaria Intl
$229
Find similar
Copa Airlines
Sep 7
SJO5:57 amSan José Juan Santamaria Intl
8h 01m
1 stop
SJU3:58 pmSan Juan Luis Munoz Marin Intl
Sep 11
SJU5:50 pmSan Juan Luis Munoz Marin Intl
25h 02m
3 stops
SJO4:52 pmSan José Juan Santamaria Intl
$234
Find similar

Avianca flights from San José, San José Province to Caribbean Islands

Our best Avianca deals on San José, San José Province to Caribbean Islands flight tickets
Avianca
Aug 29
SJO7:30 amSan José Juan Santamaria Intl
3h 10m
SJU12:40 pmSan Juan Luis Munoz Marin Intl
Aug 31
SJU4:25 pmSan Juan Luis Munoz Marin Intl
15h 33m
1 stop
SJO5:58 amSan José Juan Santamaria Intl
$212
Find similar
Avianca
Sep 16
SJO1:55 amSan José Juan Santamaria Intl
12h 55m
1 stop
SJU4:50 pmSan Juan Luis Munoz Marin Intl
Sep 24
SJU6:15 pmSan Juan Luis Munoz Marin Intl
17h 05m
1 stop
SJO9:20 amSan José Juan Santamaria Intl
$214
Find similar
Avianca
Sep 24
SJO1:55 amSan José Juan Santamaria Intl
12h 55m
1 stop
SJU4:50 pmSan Juan Luis Munoz Marin Intl
Sep 29
SJU2:10 pmSan Juan Luis Munoz Marin Intl
3h 15m
SJO3:25 pmSan José Juan Santamaria Intl
$216
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San José, San José Province 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 August 28, 2025.
Use the filters below to find and compare flights from San José, San José Province 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 9/5

7:30 am-12:40 pm

Nonstop3h 10m

San Juan Luis Munoz Marin Intl

Mon 9/8

2:10 pm-3:25 pm

Nonstop3h 15m

$212

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Tue 9/16

1:55 am-4:50 pm

1 stop12h 55m

San Juan Luis Munoz Marin Intl

Wed 9/24

6:15 pm-9:20 am

1 stop17h 05m

$214

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 9/4

10:05 am-10:21 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Thu 9/11

5:50 pm-4:52 pm

3 stops25h 02m

$221

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 9/4

8:49 am-3:58 pm

1 stop5h 09m

San Juan Luis Munoz Marin Intl

Tue 9/9

5:50 pm-7:27 am

1 stop15h 37m

$229

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Tue 1/13

7:48 pm-12:45 am

Nonstop2h 57m

Santo Domingo Las Americas

Wed 1/21

9:28 am-10:38 am

Nonstop3h 10m

$301

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Sun 11/9

7:48 pm-12:45 am

Nonstop2h 57m

Santo Domingo Las Americas

Sun 11/16

5:53 pm-7:03 pm

Nonstop3h 10m

$302

San JoséSanto Domingo

SJO - SDQ

SJOSDQ

San José Juan Santamaria Intl

Mon 9/22

12:19 pm-12:15 pm

2 stops21h 56m

Santo Domingo Las Americas

Fri 9/26

5:05 pm-10:27 am

2 stops19h 22m

$329

San JoséSan Juan

SJO - SJU

SJOSJU

San José Juan Santamaria Intl

Thu 10/2

11:37 am-12:54 am

1 stop11h 17m

San Juan Luis Munoz Marin Intl

Tue 10/7

2:49 am-10:41 am

1 stop9h 52m

$332

San JoséNassau

SJO - NAS

SJONAS

San José Juan Santamaria Intl

Tue 12/23

11:32 am-8:28 pm

1 stop7h 56m

Nassau Intl

Wed 12/31

7:45 am-12:33 pm

1 stop5h 48m

$570

San JoséMontego Bay

SJO - MBJ

SJOMBJ

San José Juan Santamaria Intl

Sat 9/20

6:00 am-1:38 pm

1 stop6h 38m

Montego Bay Sangster Intl

Sat 9/27

2:38 pm-11:12 am

1 stop21h 34m

$572

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from San José, San José Province 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, San José Province, 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, San José Province averaging around $194.

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

The cheapest day to depart from San José, San José Province 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 $209. 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, San José Province to Caribbean Islands in the morning for as low as $209. 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 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, San José Province when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $269 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, San José Province for as low as $184 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, San José Province to Caribbean Islands flights?

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

Cheap San José, San José Province to Caribbean Islands flight deals and tips

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

Fastest flight time

2h 57m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat

Airports in Caribbean Islands

2 airports
The fastest flight from San José, San José Province to Caribbean Islands takes 2h 57m
Direct flights go from San José, San José Province to Caribbean Islands on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
There are 2 airports near Caribbean Islands: Santo Domingo Las Americas (SDQ), San Juan Luis Munoz Marin Intl (SJU)
Search flight deals

  • 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, San José Province to Caribbean Islands?

Best airlines flying from San José, San José Province to Caribbean Islands

Compare and see reviews for airlines that fly from San José, San José Province to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
AviancaPriceFrom $154Free CancellationRating
6.7
2,420 reviews
Search Avianca flights
Copa AirlinesPriceFrom $173Free CancellationRating
7.5
1,517 reviews
Search Copa Airlines flights
Spirit AirlinesPriceFrom $193Free CancellationRating
6.3
8,028 reviews
Search Spirit Airlines flights
ArajetPriceFrom $196Free CancellationRating
7.0
34 reviews
Search Arajet flights
American AirlinesPriceFrom $509Free CancellationRating
7.2
10,000 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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