What is the cheapest airline that flies from San Jose to Caribbean?

United Airlines, Delta, and American Airlines are the most popular carriers operating from San Jose to Caribbean

What airlines fly to Caribbean?

American Airlines, JetBlue and United Airlines are the top three most popular airlines that fly to Caribbean from San Jose according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 13 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from San Jose Airport to Caribbean?

Prices for flights from San Jose Airport to Caribbean refresh daily.

How many operators does momondo search for flights from San Jose Airport to Caribbean?

There are 5 operators available for flights from San Jose Airport to Caribbean as of August 2025.

How old do you have to be to fly from San Jose Airport to Caribbean?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Jose Airport to Caribbean.

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

The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$173 Cheap Flights from San Jose to Caribbean in 2025

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Find the cheapest flights from San Jose to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

2:35 pm - 12:58 pmSJC-SJU

18h 23m2 stops

3:30 pm - 10:58 pmSJU-SJC

11h 28m1 stop

$255Delta

Find Deal

Sat, Nov 15 - Wed, Nov 19

10:20 pm - 12:40 pmSJC-SJU

10h 20m1 stop

3:30 pm - 10:58 pmSJU-SJC

11h 28m1 stop

$302Delta

Find Deal

Sun, Nov 16 - Thu, Nov 20

6:40 pm - 12:49 pmSJC-SJU

14h 09m2 stops

2:05 am - 1:42 pmSJU-SJC

15h 37m2 stops

$345United Airlines

Find Deal

Fri, Nov 14 - Tue, Nov 18

6:35 am - 12:43 amSJC-SJU

15h 08m2 stops

4:04 pm - 11:49 pmSJU-SJC

34h 45m2 stops

$356Spirit Airlines

Find Deal

Thu, Oct 2 - Thu, Oct 16

8:55 pm - 12:45 pmSJC-SJU

12h 50m1 stop

5:50 am - 3:50 pmSJU-SJC

13h 00m1 stop

$362Southwest

Find Deal

Mon, Sep 22 - Fri, Sep 26

6:50 am - 11:15 pmSJC-SJU

12h 25m1 stop

8:45 pm - 11:00 amSJU-SJC

18h 15m2 stops

$370Southwest

Find Deal

Sat, Nov 15 - Fri, Nov 21

6:00 am - 11:37 pmSJC-SJU

14h 37m2 stops

3:55 pm - 9:58 amSJU-SJC

21h 03m2 stops

$373American Airlines

Find Deal

Sat, Sep 20 - Sat, Sep 27

6:35 am - 2:11 pmSJC-SJU

28h 36m3 stops

4:04 pm - 7:18 amSJU-SJC

18h 14m2 stops

$387Spirit Airlines

Find Deal

Thu, Oct 2 - Thu, Oct 16

6:40 pm - 12:49 pmSJC-SJU

14h 09m2 stops

2:05 am - 1:42 pmSJU-SJC

15h 37m2 stops

$412United Airlines

Find Deal

Thu, Nov 13 - Tue, Nov 18

2:08 pm - 12:50 pmSJC-SJU

19h 42m2 stops

7:05 pm - 12:39 pmSJU-SJC

20h 34m2 stops

$413American Airlines

Find Deal

Fri, Sep 26 - Mon, Sep 29

United Airlines flights from San Jose to Caribbean

Our best United Airlines deals on San Jose to Caribbean flight tickets

United Airlines

Nov 14

SJC6:40 pmSan Jose

14h 09m

2 stops

SJU12:49 pmSan Juan Luis Munoz Marin Intl

Nov 18

SJU2:05 amSan Juan Luis Munoz Marin Intl

15h 37m

2 stops

SJC1:42 pmSan Jose

$345

Find similar

United Airlines

Nov 13

SJC6:40 pmSan Jose

14h 09m

2 stops

SJU12:49 pmSan Juan Luis Munoz Marin Intl

Nov 18

SJU2:05 amSan Juan Luis Munoz Marin Intl

15h 37m

2 stops

SJC1:42 pmSan Jose

$412

Find similar

United Airlines

Nov 14

SJC6:40 pmSan Jose

14h 37m

2 stops

SJU1:17 pmSan Juan Luis Munoz Marin Intl

Nov 20

SJU2:25 pmSan Juan Luis Munoz Marin Intl

10h 28m

1 stop

SJC8:53 pmSan Jose

$420

Find similar

Spirit Airlines flights from San Jose to Caribbean

Our best Spirit Airlines deals on San Jose to Caribbean flight tickets

Spirit Airlines

Oct 2

SJC6:35 amSan Jose

15h 08m

2 stops

SJU12:43 amSan Juan Luis Munoz Marin Intl

Oct 16

SJU4:04 pmSan Juan Luis Munoz Marin Intl

34h 45m

2 stops

SJC11:49 pmSan Jose

$356

Find similar

Spirit Airlines

Oct 2

SJC6:35 amSan Jose

28h 36m

3 stops

SJU2:11 pmSan Juan Luis Munoz Marin Intl

Oct 16

SJU4:04 pmSan Juan Luis Munoz Marin Intl

18h 14m

2 stops

SJC7:18 amSan Jose

$387

Find similar

Spirit Airlines

Oct 23

SJC5:55 amSan Jose

15h 41m

2 stops

SJU12:36 amSan Juan Luis Munoz Marin Intl

Oct 26

SJU5:18 pmSan Juan Luis Munoz Marin Intl

33h 31m

3 stops

SJC11:49 pmSan Jose

$409

Find similar

Fly from

Fly to

Route

Depart

Return

Price

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 11/15

2:35 pm-12:58 pm

2 stops18h 23m

San Juan Luis Munoz Marin Intl

Wed 11/19

3:30 pm-10:58 pm

1 stop11h 28m

$255

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 11/16

10:20 pm-12:40 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Thu 11/20

3:30 pm-10:58 pm

1 stop11h 28m

$302

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 11/14

6:40 pm-12:49 pm

2 stops14h 09m

San Juan Luis Munoz Marin Intl

Tue 11/18

2:05 am-1:42 pm

2 stops15h 37m

$345

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Thu 10/2

6:35 am-12:43 am

2 stops15h 08m

San Juan Luis Munoz Marin Intl

Thu 10/16

4:04 pm-11:49 pm

2 stops34h 45m

$356

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 9/22

8:55 pm-12:45 pm

1 stop12h 50m

San Juan Luis Munoz Marin Intl

Fri 9/26

5:50 am-3:50 pm

1 stop13h 00m

$362

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 11/15

6:50 am-11:15 pm

1 stop12h 25m

San Juan Luis Munoz Marin Intl

Fri 11/21

8:45 pm-11:00 am

2 stops18h 15m

$370

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 9/20

6:00 am-11:37 pm

2 stops14h 37m

San Juan Luis Munoz Marin Intl

Sat 9/27

3:55 pm-9:58 am

2 stops21h 03m

$373

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Thu 10/2

6:35 am-2:11 pm

3 stops28h 36m

San Juan Luis Munoz Marin Intl

Thu 10/16

4:04 pm-7:18 am

2 stops18h 14m

$387

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Thu 11/13

6:40 pm-12:49 pm

2 stops14h 09m

San Juan Luis Munoz Marin Intl

Tue 11/18

2:05 am-1:42 pm

2 stops15h 37m

$412

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 9/26

2:08 pm-12:50 pm

2 stops19h 42m

San Juan Luis Munoz Marin Intl

Mon 9/29

7:05 pm-12:39 pm

2 stops20h 34m

$413

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 Jose to Caribbean

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

What is the cheapest month to fly to Caribbean?

In general, September is the cheapest month to fly from San Jose to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $350. If you don’t want to visit Caribbean in September, then you should wait until January to fly from San Jose, when ticket prices are also cheap, with an average price of $374.

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

The cheapest day to depart from San Jose to Caribbean is on a Sunday when prices can be found for as low as $485. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $663. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

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

At noon is the cheapest time of day to fly from San Jose to Caribbean when you can find flight prices for as low as $487. Flying to Caribbean at noon is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $597.

How far in advance should I book a flight to Caribbean?

You are more likely to see cheaper flights to Caribbean from San Jose when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $524 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from San Jose for as low as $388 on momondo.

Can stopping save me money on San Jose to Caribbean flights?

You could potentially save up to 10% on your flight if you consider stops on a San Jose to Caribbean flight.

Cheap San Jose to Caribbean flight deals and tips

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

Direct flights	None

There are no direct flights from San Jose to Caribbean. There are no popular flight routes from San Jose to Caribbean.

Search flight deals

When did momondo last update prices for flights from San Jose Airport to Caribbean?
Prices for flights from San Jose Airport to Caribbean refresh daily.
How many operators does momondo search for flights from San Jose Airport to Caribbean?
There are 5 operators available for flights from San Jose Airport to Caribbean as of August 2025.
How old do you have to be to fly from San Jose Airport to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Jose Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from San Jose to Caribbean

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $232	Free Cancellation	Rating 6.3 8,039 reviews	Search Spirit Airlines flights
Delta	PriceFrom $255	Free Cancellation	Rating 7.9 7,982 reviews	Search Delta flights
American Airlines	PriceFrom $269	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $328	Free Cancellation	Rating 7.4 8,928 reviews	Search United Airlines flights
Southwest	PriceFrom $383	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights

Why use momondo?

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

Finding the right flight to Caribbean from San Jose 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 quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for San Jose to Caribbean flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Jose to Caribbean.

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

Yes momondo offers price alerts on flights to Caribbean from San Jose. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.