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, California according to our data. American Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 12 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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

Frontier, Delta, and Alaska Airlines are the most popular carriers operating from San Jose to Caribbean

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 December 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.

$114 Cheap Flights from San Jose to Caribbean in 2025/26

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Find the cheapest flights from San Jose, California to Caribbean

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:45 pm - 1:06 pm

SJC

SJU

10h 21m1 stop

6:15 am - 12:56 pm

SJU

SJC

10h 41m1 stop

$275Delta

Mon, Jan 19 - Sat, Jan 24

6:00 am - 11:56 pm

SJC

SJU

13h 56m2 stops

7:07 am - 9:29 pm

SJU

SJC

18h 22m1 stop

$280American Airlines

Sat, Jan 24 - Wed, Jan 28

5:04 pm - 1:05 pm

SJC

SJU

16h 01m2 stops

7:30 am - 7:12 pm

SJU

SJC

15h 42m2 stops

$315Delta

Sun, Jan 18 - Thu, Jan 22

2:26 pm - 5:28 am

SJC

SJU

12h 02m1 stop

6:33 am - 9:30 pm

SJU

SJC

17h 57m1 stop

$351Alaska Airlines

Tue, Mar 10 - Tue, Mar 17

6:30 am - 8:34 pm

SJC

SJU

11h 04m1 stop

1:00 am - 1:26 pm

SJU

SJC

15h 26m2 stops

$360United Airlines

Tue, May 5 - Tue, May 5

6:00 am - 10:26 pm

SJC

SJU

12h 26m1 stop

7:07 am - 9:29 pm

SJU

SJC

18h 22m1 stop

$376Alaska Airlines

Sun, Jan 18 - Wed, Jan 28

11:02 am - 5:28 am

SJC

SJU

15h 26m1 stop

9:20 am - 10:32 pm

SJU

SJC

16h 12m2 stops

$390American Airlines

Tue, Mar 10 - Tue, Mar 17

4:00 pm - 3:22 pm

SJC

NAS

20h 22m2 stops

2:55 pm - 8:56 pm

NAS

SJC

9h 01m1 stop

$475United Airlines

Sat, Jan 17 - Sat, Jan 24

10:55 pm - 12:00 pm

SJC

GCM

11h 05m2 stops

1:05 pm - 11:30 pm

GCM

SJC

12h 25m2 stops

$587Southwest

Sat, Apr 4 - Thu, Apr 9

8:25 pm - 1:25 pm

SJC

NAS

14h 00m2 stops

1:55 pm - 10:00 pm

NAS

SJC

11h 05m2 stops

$611Southwest

Fri, Feb 13 - Thu, Feb 19

American Airlines flights from San Jose, California to Caribbean

Our best American Airlines deals on San Jose, California to Caribbean flight tickets

American Airlines

Jan 24

SJC6:00 amSan Jose

13h 56m

2 stops

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Jan 28

SJU7:07 amSan Juan Luis Munoz Marin Intl

18h 22m

1 stop

SJC9:29 pmSan Jose

$280

Find similar

American Airlines

Mar 10

SJC11:02 amSan Jose

15h 26m

1 stop

SJU5:28 amSan Juan Luis Munoz Marin Intl

Mar 17

SJU9:20 amSan Juan Luis Munoz Marin Intl

16h 12m

2 stops

SJC10:32 pmSan Jose

$390

Find similar

American Airlines

Jan 24

SJC6:00 amSan Jose

12h 26m

1 stop

SJU10:26 pmSan Juan Luis Munoz Marin Intl

Jan 28

SJU7:07 amSan Juan Luis Munoz Marin Intl

18h 22m

1 stop

SJC9:29 pmSan Jose

$397

Find similar

Southwest flights from San Jose, California to Caribbean

Our best Southwest deals on San Jose, California to Caribbean flight tickets

Southwest

Jan 23

SJC7:30 pmSan Jose

11h 45m

2 stops

SJU11:15 amSan Juan Luis Munoz Marin Intl

Jan 28

SJU12:10 pmSan Juan Luis Munoz Marin Intl

12h 55m

2 stops

SJC9:05 pmSan Jose

$430

Find similar

Southwest

Feb 13

SJC8:25 pmSan Jose

14h 00m

2 stops

NAS1:25 pmNassau Intl

Feb 19

NAS1:55 pmNassau Intl

11h 05m

2 stops

SJC10:00 pmSan Jose

$611

Find similar

Southwest

Jan 3

SJC6:30 amSan Jose

14h 15m

2 stops

SJU12:45 amSan Juan Luis Munoz Marin Intl

Jan 12

SJU12:10 pmSan Juan Luis Munoz Marin Intl

13h 05m

2 stops

SJC9:15 pmSan Jose

$654

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from San Jose, California to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 1/19

10:45 pm-1:06 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:15 am-12:56 pm

1 stop10h 41m

$275

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 1/24

6:00 am-11:56 pm

2 stops13h 56m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:07 am-9:29 pm

1 stop18h 22m

$280

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 1/18

5:04 pm-1:05 pm

2 stops16h 01m

San Juan Luis Munoz Marin Intl

Thu 1/22

7:30 am-7:12 pm

2 stops15h 42m

$315

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 3/10

2:26 pm-5:28 am

1 stop12h 02m

San Juan Luis Munoz Marin Intl

Tue 3/17

6:33 am-9:30 pm

1 stop17h 57m

$351

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 5/5

6:30 am-8:34 pm

1 stop11h 04m

San Juan Luis Munoz Marin Intl

Tue 5/5

1:00 am-1:26 pm

2 stops15h 26m

$360

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 1/18

6:00 am-10:26 pm

1 stop12h 26m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:07 am-9:29 pm

1 stop18h 22m

$376

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 3/10

11:02 am-5:28 am

1 stop15h 26m

San Juan Luis Munoz Marin Intl

Tue 3/17

9:20 am-10:32 pm

2 stops16h 12m

$390

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Sat 1/17

4:00 pm-3:22 pm

2 stops20h 22m

Nassau Intl

Sat 1/24

2:55 pm-8:56 pm

1 stop9h 01m

$475

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 4/4

10:55 pm-12:00 pm

2 stops11h 05m

George Town Owen Roberts Intl

Thu 4/9

1:05 pm-11:30 pm

2 stops12h 25m

$587

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Fri 2/13

8:25 pm-1:25 pm

2 stops14h 00m

Nassau Intl

Thu 2/19

1:55 pm-10:00 pm

2 stops11h 05m

$611

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, California 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, California to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $319. If you don’t want to visit Caribbean in September, then you should wait until January to fly from San Jose, California, when ticket prices are also cheap, with an average price of $391.

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

The cheapest day to depart from San Jose, California 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, California 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, California when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $518 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, California for as low as $226 on momondo.

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

You could potentially save up to 37% on your flight if you consider stops on a San Jose, California to Caribbean flight.

Cheap San Jose, California to Caribbean flight deals and tips

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

Fastest flight time	9h 35m
Direct flights	None

The fastest flight from San Jose, California to Caribbean takes 9h 35m

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

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $232	Free Cancellation	Rating 6.3 8,196 reviews	Search Spirit Airlines flights
Delta	PriceFrom $255	Free Cancellation	Rating 7.9 8,014 reviews	Search Delta flights
United Airlines	PriceFrom $298	Free Cancellation	Rating 7.4 9,105 reviews	Search United Airlines flights
Southwest	PriceFrom $383	Free Cancellation	Rating 8.0 4,253 reviews	Search Southwest flights
American Airlines	PriceFrom $414	Free Cancellation	Rating 7.2 11,054 reviews	Search American Airlines 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.