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

United Airlines, Delta, and Southwest 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, California according to our data. American Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 10 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 6 operators available for flights from San Jose Airport to Caribbean as of June 2026.

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.

$139 Cheap Flights from San Jose, California to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San Jose, California to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:30 pm - 12:40 pm

SJC

SJU

19h 10m

2 stops

10:33 am - 10:32 pm

SJU

SJC

14h 59m

2 stops

$379American Airlines

Mon, Aug 24 - Mon, Aug 31

2:35 pm - 1:05 pm

SJC

SJU

18h 30m

2 stops

7:15 am - 8:58 pm

SJU

SJC

17h 43m

2 stops

$386Delta

Sat, Dec 5 - Thu, Dec 10

10:30 pm - 1:10 pm

SJC

SJU

11h 40m

1 stop

5:30 am - 2:45 pm

SJU

SJC

12h 15m

1 stop

$391Southwest

Fri, Sep 25 - Sat, Oct 3

10:30 pm - 1:10 pm

SJC

SJU

11h 40m

1 stop

5:00 am - 1:35 pm

SJU

SJC

11h 35m

2 stops

$396Southwest

Fri, Sep 18 - Mon, Sep 21

8:00 pm - 10:50 am

SJC

SJU

11h 50m

2 stops

10:30 am - 8:15 pm

SJU

SJC

12h 45m

2 stops

$406Southwest

Fri, Aug 21 - Tue, Aug 25

10:20 pm - 4:35 pm

SJC

MBJ

15h 15m

1 stop

3:40 pm - 10:58 pm

MBJ

SJC

10h 18m

1 stop

$422Delta

Mon, Nov 9 - Thu, Nov 12

6:40 am - 1:46 pm

SJC

MBJ

28h 06m

1 stop

2:48 pm - 10:36 pm

MBJ

SJC

10h 48m

1 stop

$488United Airlines

Sun, Nov 1 - Fri, Nov 6

6:37 pm - 3:10 pm

SJC

MBJ

18h 33m

2 stops

4:12 pm - 1:24 pm

MBJ

SJC

23h 12m

2 stops

$491United Airlines

Fri, Jul 10 - Fri, Jul 17

12:50 pm - 12:51 pm

SJC

STT

21h 01m

2 stops

1:41 pm - 10:53 am

STT

SJC

24h 12m

2 stops

$533American Airlines

Tue, Sep 8 - Thu, Oct 1

9:34 am - 6:46 am

SJC

SDQ

18h 12m

2 stops

11:01 am - 4:09 pm

SDQ

SJC

32h 08m

2 stops

$808Aeromexico

Sun, Aug 16 - Fri, Aug 21

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Delta flights from San Jose, California to Caribbean

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

Delta

Dec 5

SJC2:35 pmSan Jose

18h 30m

2 stops

SJU1:05 pmSan Juan Luis Munoz Marin Intl

Dec 10

SJU7:15 amSan Juan Luis Munoz Marin Intl

17h 43m

2 stops

SJC8:58 pmSan Jose

$386

Delta

Nov 9

SJC10:20 pmSan Jose

15h 15m

1 stop

MBJ4:35 pmMontego Bay Sangster Intl

Nov 12

MBJ3:40 pmMontego Bay Sangster Intl

10h 18m

1 stop

SJC10:58 pmSan Jose

$422

Delta

Dec 5

SJC11:45 amSan Jose

23h 30m

2 stops

MBJ2:15 pmMontego Bay Sangster Intl

Dec 9

MBJ6:00 pmMontego Bay Sangster Intl

23h 32m

2 stops

SJC2:32 pmSan Jose

$423

Southwest flights from San Jose, California to Caribbean

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

Southwest

Sep 25

SJC10:30 pmSan Jose

11h 40m

1 stop

SJU1:10 pmSan Juan Luis Munoz Marin Intl

Oct 3

SJU5:30 amSan Juan Luis Munoz Marin Intl

12h 15m

1 stop

SJC2:45 pmSan Jose

$391

Southwest

Sep 18

SJC10:30 pmSan Jose

11h 40m

1 stop

SJU1:10 pmSan Juan Luis Munoz Marin Intl

Sep 21

SJU5:00 amSan Juan Luis Munoz Marin Intl

11h 35m

2 stops

SJC1:35 pmSan Jose

$396

Southwest

Aug 21

SJC8:00 pmSan Jose

11h 50m

2 stops

SJU10:50 amSan Juan Luis Munoz Marin Intl

Aug 25

SJU10:30 amSan Juan Luis Munoz Marin Intl

12h 45m

2 stops

SJC8:15 pmSan Jose

$406

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

Cheapest round-trip

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 8/24

2:30 pm-12:40 pm

2 stops19h 10m

San Juan Luis Munoz Marin Intl

Mon 8/31

10:33 am-10:32 pm

2 stops14h 59m

$379

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 12/5

2:35 pm-1:05 pm

2 stops18h 30m

San Juan Luis Munoz Marin Intl

Thu 12/10

7:15 am-8:58 pm

2 stops17h 43m

$386

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 9/25

10:30 pm-1:10 pm

1 stop11h 40m

San Juan Luis Munoz Marin Intl

Sat 10/3

5:30 am-2:45 pm

1 stop12h 15m

$391

Quickest round-trip

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 9/18

10:30 pm-1:10 pm

1 stop11h 40m

San Juan Luis Munoz Marin Intl

Mon 9/21

5:00 am-1:35 pm

2 stops11h 35m

$396

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 8/21

8:00 pm-10:50 am

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Tue 8/25

10:30 am-8:15 pm

2 stops12h 45m

$406

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Mon 11/9

10:20 pm-4:35 pm

1 stop15h 15m

Montego Bay Sangster Intl

Thu 11/12

3:40 pm-10:58 pm

1 stop10h 18m

$422

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Sun 11/1

6:40 am-1:46 pm

1 stop28h 06m

Montego Bay Sangster Intl

Fri 11/6

2:48 pm-10:36 pm

1 stop10h 48m

$488

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Fri 7/10

6:37 pm-3:10 pm

2 stops18h 33m

Montego Bay Sangster Intl

Fri 7/17

4:12 pm-1:24 pm

2 stops23h 12m

$491

San JoseSaint Thomas Island

SJC - STT

SJCSTT

San Jose

Tue 9/8

12:50 pm-12:51 pm

2 stops21h 01m

Saint Thomas Island Cyril E King

Thu 10/1

1:41 pm-10:53 am

2 stops24h 12m

$533

San JoseSanto Domingo

SJC - SDQ

SJCSDQ

San Jose

Sun 8/16

9:34 am-6:46 am

2 stops18h 12m

Santo Domingo Las Americas

Fri 8/21

11:01 am-4:09 pm

2 stops32h 08m

$808

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 $128. If you don’t want to visit Caribbean in September, then you should wait until December to fly from San Jose, California, when ticket prices are also cheap, with an average price of $133.

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

You could potentially save up to 7% 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	10h 50m
Direct flights	None

The fastest flight from San Jose, California to Caribbean takes 10h 50m

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

Frequently asked questions about flying from San Jose, California 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 6 operators available for flights from San Jose Airport to Caribbean as of June 2026.
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
Delta	PriceFrom $132	Free Cancellation	Rating 7.9 8,405 reviews	Search Delta flights
United Airlines	PriceFrom $298	Free Cancellation	Rating 7.4 9,819 reviews	Search United Airlines flights
JetBlue	PriceFrom $369	Free Cancellation	Rating 7.1 2,981 reviews	Search JetBlue flights
Southwest	PriceFrom $376	Free Cancellation	Rating 7.9 4,235 reviews	Search Southwest flights
American Airlines	PriceFrom $394	Free Cancellation	Rating 7.1 11,651 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $685	Free Cancellation	Rating 7.9 12,507 reviews	Search Alaska 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.