What airlines fly to Caribbean?

American Airlines, United Airlines and JetBlue 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 11 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?

Delta, American Airlines, and Southwest 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 September 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.

$212 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.

5:45 am - 11:50 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

14h 05m2 stops Salt Lake City Atlanta Hartsfield-Jackson

7:00 am - 6:48 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

15h 48m2 stops New York John F Kennedy Intl Los Angeles

$426Delta

Wed, Jan 20 - Wed, Jan 27

4:12 pm - 1:53 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

17h 41m2 stops Los Angeles Detroit Metropolitan Wayne County

4:05 pm - 10:13 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

10h 08m1 stop Atlanta Hartsfield-Jackson

$426Delta

Sun, Dec 6 - Tue, Dec 8

8:00 pm - 11:00 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

12h 00m2 stops Los Angeles Orlando

5:50 am - 2:25 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

11h 35m1 stop Baltimore/Washington

$426Southwest

Mon, Sep 28 - Wed, Oct 14

10:30 pm - 12:50 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

11h 20m1 stop Baltimore/Washington

5:50 am - 2:25 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

11h 35m1 stop Baltimore/Washington

$426Southwest

Mon, Sep 28 - Wed, Oct 14

2:48 pm - 1:57 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

20h 09m2 stops Dallas/Fort Worth Miami

6:00 am - 10:01 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

19h 01m2 stops Miami Dallas/Fort Worth

$426American Airlines

Fri, Sep 25 - Wed, Sep 30

6:00 am - 11:59 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

13h 59m2 stops Phoenix Sky Harbor Intl Philadelphia

10:32 am - 10:10 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

15h 38m2 stops Miami Dallas/Fort Worth

$426American Airlines

Tue, Nov 3 - Fri, Nov 6

6:30 am - 9:22 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

11h 52m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

2:21 pm - 9:08 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

10h 47m1 stop Denver Intl

$447United Airlines

Sat, Oct 31 - Sat, Nov 7

6:30 am - 8:00 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

10h 30m1 stop Chicago O'Hare Intl

2:21 pm - 9:08 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

10h 47m1 stop Denver Intl

$447United Airlines

Sat, Oct 31 - Sat, Nov 7

6:00 am - 12:16 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

14h 16m1 stop Dallas/Fort Worth

6:28 am - 10:48 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

20h 20m1 stop Dallas/Fort Worth

$546Alaska Airlines

Sun, Dec 6 - Tue, Dec 15

6:00 am - 11:59 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

13h 59m1 stop Dallas/Fort Worth

6:28 am - 10:14 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

19h 46m1 stop Dallas/Fort Worth

$546Alaska Airlines

Tue, Jan 19 - Wed, Jan 27

Cheap last minute flights

Enter your travel dates to find the best prices.

4:50 pm - 10:45 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

14h 55m2 stops Las Vegas Harry Reid Intl Orlando

5:00 am - 1:35 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

11h 35m2 stops Orlando Las Vegas Harry Reid Intl

$672Southwest

Sat, Sep 12 - Fri, Sep 18

4:50 pm - 10:45 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

14h 55m2 stops Las Vegas Harry Reid Intl Orlando

5:30 am - 1:00 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

10h 30m1 stop Baltimore/Washington

$672Southwest

Sat, Sep 12 - Fri, Sep 18

6:37 pm - 11:57 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

14h 20m2 stops Denver Intl Newark

1:00 am - 1:11 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

15h 11m2 stops Newark Denver Intl

$751United Airlines

Sun, Sep 13 - Sat, Sep 26

10:50 pm - 11:51 amSJC San Jose-NAS Nassau Intl

10h 01m1 stop Atlanta Hartsfield-Jackson

3:18 pm - 9:22 pmNAS Nassau Intl-SJC San Jose

9h 04m1 stop Atlanta Hartsfield-Jackson

$763Delta

Sun, Sep 13 - Sat, Sep 19

10:50 pm - 1:53 pmSJC San Jose-NAS Nassau Intl

12h 03m1 stop Atlanta Hartsfield-Jackson

3:18 pm - 9:22 pmNAS Nassau Intl-SJC San Jose

9h 04m1 stop Atlanta Hartsfield-Jackson

$763Delta

Sun, Sep 13 - Fri, Sep 18

8:53 pm - 11:51 amSJC San Jose-NAS Nassau Intl

11h 58m2 stops Seattle/Tacoma Intl Atlanta Hartsfield-Jackson

3:18 pm - 9:22 pmNAS Nassau Intl-SJC San Jose

9h 04m1 stop Atlanta Hartsfield-Jackson

$767Delta

Sun, Sep 13 - Fri, Sep 18

6:37 pm - 1:33 pmSJC San Jose-NAS Nassau Intl

15h 56m2 stops Denver Intl Newark

2:35 pm - 11:45 amNAS Nassau Intl-SJC San Jose

24h 10m2 stops Newark Chicago O'Hare Intl

$887United Airlines

Sun, Sep 13 - Fri, Sep 18

6:30 am - 2:44 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

29h 14m1 stop Chicago O'Hare Intl

1:00 am - 1:11 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

15h 11m2 stops Newark Denver Intl

$961United Airlines

Sun, Sep 13 - Sat, Sep 26

6:30 am - 11:50 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

14h 20m2 stops Chicago O'Hare Intl Newark

1:00 am - 1:08 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

15h 08m3 stops Newark Chicago O'Hare Intl Denver Intl

$992United Airlines

Sat, Sep 12 - Thu, Sep 17

8:17 pm - 2:45 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

39h 28m3 stops San Diego Seattle/Tacoma Intl Dallas/Fort Worth

3:35 pm - 6:04 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

29h 29m3 stops Dallas/Fort Worth Seattle/Tacoma Intl San Diego

$3,189Alaska Airlines

Sat, Sep 12 - Fri, Sep 18

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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 25

SJC6:00 amSan Jose

13h 59m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Feb 1

SJU7:38 amSan Juan Luis Munoz Marin Intl

14h 26m

2 stops

SJC6:04 pmSan Jose

$434

American Airlines

Nov 3

SJC6:00 amSan Jose

13h 59m

2 stops

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Nov 6

SJU10:32 amSan Juan Luis Munoz Marin Intl

15h 38m

2 stops

SJC10:10 pmSan Jose

$476

American Airlines

Dec 30

SJC7:19 pmSan Jose

12h 53m

2 stops

SJU12:12 pmSan Juan Luis Munoz Marin Intl

Jan 12

SJU7:38 amSan Juan Luis Munoz Marin Intl

14h 26m

2 stops

SJC6:04 pmSan Jose

$481

United Airlines flights from San Jose, California to Caribbean

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

United Airlines

Oct 31

SJC6:30 amSan Jose

10h 30m

1 stop

SJU8:00 pmSan Juan Luis Munoz Marin Intl

Nov 7

SJU2:21 pmSan Juan Luis Munoz Marin Intl

10h 47m

1 stop

SJC9:08 pmSan Jose

$447

United Airlines

Sep 28

SJC6:35 pmSan Jose

14h 22m

2 stops

SJU11:57 amSan Juan Luis Munoz Marin Intl

Oct 14

SJU2:00 pmSan Juan Luis Munoz Marin Intl

9h 48m

1 stop

SJC8:48 pmSan Jose

$517

United Airlines

Nov 3

SJC6:30 amSan Jose

10h 30m

1 stop

SJU9:00 pmSan Juan Luis Munoz Marin Intl

Nov 6

SJU2:21 pmSan Juan Luis Munoz Marin Intl

10h 47m

1 stop

SJC9:08 pmSan Jose

$536

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 San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Wed 1/20

5:45 am-11:50 pm

2 stops14h 05m

San Juan Luis Munoz Marin Intl

Wed 1/27

7:00 am-6:48 pm

2 stops15h 48m

$426

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sun 12/6

4:12 pm-1:53 pm

2 stops17h 41m

San Juan Luis Munoz Marin Intl

Tue 12/8

4:05 pm-10:13 pm

1 stop10h 08m

$426

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Mon 9/28

8:00 pm-11:00 am

2 stops12h 00m

San Juan Luis Munoz Marin Intl

Wed 10/14

5:50 am-2:25 pm

1 stop11h 35m

$426

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Mon 9/28

10:30 pm-12:50 pm

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Wed 10/14

5:50 am-2:25 pm

1 stop11h 35m

$426

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Fri 9/25

2:48 pm-1:57 pm

2 stops20h 09m

San Juan Luis Munoz Marin Intl

Wed 9/30

6:00 am-10:01 pm

2 stops19h 01m

$426

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Tue 11/3

6:00 am-11:59 pm

2 stops13h 59m

San Juan Luis Munoz Marin Intl

Fri 11/6

10:32 am-10:10 pm

2 stops15h 38m

$426

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sat 10/31

6:30 am-9:22 pm

2 stops11h 52m

San Juan Luis Munoz Marin Intl

Sat 11/7

2:21 pm-9:08 pm

1 stop10h 47m

$447

Quickest round-trip

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sat 10/31

6:30 am-8:00 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Sat 11/7

2:21 pm-9:08 pm

1 stop10h 47m

$447

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sun 12/6

6:00 am-12:16 am

1 stop14h 16m

San Juan Luis Munoz Marin Intl

Tue 12/15

6:28 am-10:48 pm

1 stop20h 20m

$546

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Tue 1/19

6:00 am-11:59 pm

1 stop13h 59m

San Juan Luis Munoz Marin Intl

Wed 1/27

6:28 am-10:14 pm

1 stop19h 46m

$546

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, January 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 $429. If you don’t want to visit Caribbean in January, then you should wait until August to fly from San Jose, California, when ticket prices are also cheap, with an average price of $494.

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

You could potentially save up to 19% 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

Best Price Found	$212
Fastest flight time	9h 40m
Direct flights	None

The best one-way flight to Caribbean from San Jose, California in the past 72 hours is $212. The best round-trip flight deal from San Jose, California to Caribbean found on momondo in the last 72 hours is $426.

The fastest flight from San Jose, California to Caribbean takes 9h 40m

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 5 operators available for flights from San Jose Airport to Caribbean as of September 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 $275	Free Cancellation	Rating 7.8 8,548 reviews	Search Delta flights
American Airlines	PriceFrom $394	Free Cancellation	Rating 7.1 12,042 reviews	Search American Airlines flights
Southwest	PriceFrom $402	Free Cancellation	Rating 8.0 4,196 reviews	Search Southwest flights
JetBlue	PriceFrom $465	Free Cancellation	Rating 7.1 3,043 reviews	Search JetBlue flights
Alaska Airlines	PriceFrom $685	Free Cancellation	Rating 7.9 12,892 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.