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 44% 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.

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

Southwest, Delta, and American 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 6 operators available for flights from San Jose Airport to Caribbean as of October 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.

$189 Cheap Flights from San Jose, California to Caribbean in 2026/27

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.

7:30 pm - 1:12 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

13h 42m2 stops Los Angeles Charlotte Douglas

7:22 am - 3:42 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

12h 20m2 stops Miami Phoenix Sky Harbor Intl

$482American Airlines

Sat, Jan 23 - Sat, Jan 30

4:20 pm - 9:36 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

13h 16m2 stops Phoenix Sky Harbor Intl Miami

5:15 am - 3:40 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

14h 25m2 stops Miami Phoenix Sky Harbor Intl

$486American Airlines

Thu, Dec 31 - Tue, Jan 12

6:30 am - 11:58 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

13h 28m1 stop Atlanta Hartsfield-Jackson

7:17 am - 8:05 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

16h 48m2 stops New York John F Kennedy Intl Los Angeles

$486Delta

Sun, Jan 24 - Sat, Jan 30

8:57 pm - 2:30 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

13h 33m2 stops Los Angeles Minneapolis St Paul

7:17 am - 8:05 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

16h 48m2 stops New York John F Kennedy Intl Los Angeles

$486Delta

Sun, Jan 24 - Sat, Jan 30

10:50 am - 1:00 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

10h 10m2 stops Nashville Intl Orlando

6:35 am - 1:55 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

11h 20m1 stop Baltimore/Washington

$486Southwest

Sun, Dec 13 - Thu, Dec 17

10:50 am - 1:00 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

10h 10m2 stops Nashville Intl Orlando

12:40 pm - 10:00 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

13h 20m2 stops Orlando Nashville Intl

$486Southwest

Sun, Dec 13 - Thu, Dec 17

3:52 pm - 2:11 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

30h 19m2 stops Las Vegas Harry Reid Intl Orlando

4:04 pm - 3:03 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

26h 59m2 stops Orlando Las Vegas Harry Reid Intl

$491Frontier

Thu, Dec 3 - Wed, Dec 9

4:15 pm - 12:56 pmSJC San Jose-MBJ Montego Bay Sangster Intl

17h 41m2 stops Las Vegas Harry Reid Intl Atlanta Hartsfield-Jackson

2:18 pm - 1:52 pmMBJ Montego Bay Sangster Intl-SJC San Jose

26h 34m2 stops Atlanta Hartsfield-Jackson Los Angeles

$492Frontier

Thu, Nov 26 - Thu, Dec 3

8:45 am - 1:33 pmSJC San Jose-NAS Nassau Intl

25h 48m2 stops Denver Intl Houston George Bush Intcntl

2:55 pm - 8:58 pmNAS Nassau Intl-SJC San Jose

9h 03m1 stop Denver Intl

$574United Airlines

Sat, Dec 12 - Sat, Dec 19

4:10 pm - 1:33 pmSJC San Jose-NAS Nassau Intl

18h 23m2 stops Denver Intl Houston George Bush Intcntl

2:55 pm - 8:58 pmNAS Nassau Intl-SJC San Jose

9h 03m1 stop Denver Intl

$574United Airlines

Thu, Dec 10 - Thu, Dec 17

Cheap last minute flights

Enter your travel dates to find the best prices.

8:24 pm - 12:10 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

11h 46m2 stops Los Angeles Miami

11:35 am - 9:15 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

13h 40m2 stops Miami Los Angeles

$697American Airlines

Tue, Nov 3 - Fri, Nov 6

5:24 pm - 10:45 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

13h 21m2 stops Los Angeles Miami

6:28 am - 2:00 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

11h 32m1 stop Dallas/Fort Worth

$697American Airlines

Tue, Nov 3 - Fri, Nov 6

6:30 am - 11:18 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

12h 48m1 stop Atlanta Hartsfield-Jackson

8:15 am - 6:20 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

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

$702Delta

Tue, Nov 3 - Fri, Nov 6

6:20 am - 12:52 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

14h 32m2 stops Minneapolis St Paul New York John F Kennedy Intl

8:15 am - 6:20 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

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

$702Delta

Tue, Nov 3 - Fri, Nov 6

9:40 pm - 12:25 pmSJC San Jose-PUJ Punta Cana

11h 45m1 stop Baltimore/Washington

4:05 pm - 7:25 amPUJ Punta Cana-SJC San Jose

19h 20m2 stops Baltimore/Washington Los Angeles

$863Southwest

Thu, Oct 29 - Thu, Nov 5

2:41 pm - 7:28 pmSJC San Jose-SDQ Santo Domingo Las Americas

25h 47m3 stops Las Vegas Harry Reid Intl Orlando San Juan Luis Munoz Marin Intl

6:45 pm - 8:12 pmSDQ Santo Domingo Las Americas-SJC San Jose

29h 27m3 stops Bogotá El Dorado San Salvador El Salvador Intl Los Angeles

$985Multiple Airlines

Fri, Oct 30 - Thu, Nov 5

6:30 am - 9:00 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

10h 30m1 stop Chicago O'Hare Intl

2:21 pm - 8:53 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

10h 32m1 stop Denver Intl

$994United Airlines

Sun, Nov 1 - Tue, Dec 1

2:14 pm - 1:40 pmSJC San Jose-AUA Oranjestad Reina Beatrix

19h 26m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

5:35 pm - 1:18 pmAUA Oranjestad Reina Beatrix-SJC San Jose

23h 43m2 stops Washington, D.C. Dulles Intl Denver Intl

$1,046United Airlines

Mon, Nov 2 - Wed, Nov 4

2:41 pm - 7:28 pmSJC San Jose-SDQ Santo Domingo Las Americas

25h 47m3 stops Las Vegas Harry Reid Intl Orlando San Juan Luis Munoz Marin Intl

7:39 pm - 2:36 pmSDQ Santo Domingo Las Americas-SJC San Jose

22h 57m2 stops Mexico City Felipe Ángeles Intl Guadalajara Miguel Hidal

$1,064Multiple Airlines

Fri, Oct 30 - Thu, Nov 5

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

14h 16m1 stop Dallas/Fort Worth

6:21 am - 7:36 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

17h 15m2 stops Dallas/Fort Worth San Diego

$1,091Alaska Airlines

Sun, Nov 1 - Sun, Nov 15

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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 23

SJC7:30 pmSan Jose

13h 42m

2 stops

SJU1:12 pmSan Juan Luis Munoz Marin Intl

Jan 30

SJU7:22 amSan Juan Luis Munoz Marin Intl

12h 20m

2 stops

SJC3:42 pmSan Jose

$482

American Airlines

Feb 1

SJC7:30 pmSan Jose

14h 16m

2 stops

SJU1:46 pmSan Juan Luis Munoz Marin Intl

Feb 10

SJU1:18 pmSan Juan Luis Munoz Marin Intl

13h 41m

2 stops

SJC10:59 pmSan Jose

$486

American Airlines

Apr 21

SJC1:59 pmSan Jose

11h 33m

1 stop

SJU4:32 amSan Juan Luis Munoz Marin Intl

Apr 26

SJU11:59 pmSan Juan Luis Munoz Marin Intl

13h 19m

1 stop

SJC10:18 amSan Jose

$491

Southwest flights from San Jose, California to Caribbean

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

Southwest

Dec 3

SJC9:15 amSan Jose

11h 35m

2 stops

SJU12:50 amSan Juan Luis Munoz Marin Intl

Dec 7

SJU7:40 amSan Juan Luis Munoz Marin Intl

13h 05m

2 stops

SJC4:45 pmSan Jose

$498

Southwest

Dec 3

SJC8:35 pmSan Jose

11h 05m

2 stops

SJU11:40 amSan Juan Luis Munoz Marin Intl

Dec 8

SJU5:40 amSan Juan Luis Munoz Marin Intl

13h 20m

2 stops

SJC3:00 pmSan Jose

$521

Southwest

Feb 23

SJC6:50 amSan Jose

10h 55m

2 stops

SJU9:45 pmSan Juan Luis Munoz Marin Intl

Feb 28

SJU5:35 amSan Juan Luis Munoz Marin Intl

12h 30m

2 stops

SJC2:05 pmSan Jose

$526

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

Sat 1/23

7:30 pm-1:12 pm

2 stops13h 42m

San Juan Luis Munoz Marin Intl

Sat 1/30

7:22 am-3:42 pm

2 stops12h 20m

$482

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Thu 12/31

4:20 pm-9:36 am

2 stops13h 16m

San Juan Luis Munoz Marin Intl

Tue 1/12

5:15 am-3:40 pm

2 stops14h 25m

$486

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sun 1/24

6:30 am-11:58 pm

1 stop13h 28m

San Juan Luis Munoz Marin Intl

Sat 1/30

7:17 am-8:05 pm

2 stops16h 48m

$486

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sun 1/24

8:57 pm-2:30 pm

2 stops13h 33m

San Juan Luis Munoz Marin Intl

Sat 1/30

7:17 am-8:05 pm

2 stops16h 48m

$486

Quickest round-trip

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sun 12/13

10:50 am-1:00 am

2 stops10h 10m

San Juan Luis Munoz Marin Intl

Thu 12/17

6:35 am-1:55 pm

1 stop11h 20m

$486

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sun 12/13

10:50 am-1:00 am

2 stops10h 10m

San Juan Luis Munoz Marin Intl

Thu 12/17

12:40 pm-10:00 pm

2 stops13h 20m

$486

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Thu 12/3

3:52 pm-2:11 am

2 stops30h 19m

San Juan Luis Munoz Marin Intl

Wed 12/9

4:04 pm-3:03 pm

2 stops26h 59m

$491

San JoseMontego Bay

SJC San Jose - MBJ Montego Bay Sangster Intl

SJCMBJ

San Jose

Thu 11/26

4:15 pm-12:56 pm

2 stops17h 41m

Montego Bay Sangster Intl

Thu 12/3

2:18 pm-1:52 pm

2 stops26h 34m

$492

San JoseNassau

SJC San Jose - NAS Nassau Intl

SJCNAS

San Jose

Sat 12/12

8:45 am-1:33 pm

2 stops25h 48m

Nassau Intl

Sat 12/19

2:55 pm-8:58 pm

1 stop9h 03m

$574

San JoseNassau

SJC San Jose - NAS Nassau Intl

SJCNAS

San Jose

Thu 12/10

4:10 pm-1:33 pm

2 stops18h 23m

Nassau Intl

Thu 12/17

2:55 pm-8:58 pm

1 stop9h 03m

$574

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 $298. 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 23% 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	$189
Fastest flight time	9h 55m
Direct flights	None

The best one-way flight to Caribbean from San Jose, California in the past 72 hours is $189. The best round-trip flight deal from San Jose, California to Caribbean found on momondo in the last 72 hours is $482.

The fastest flight from San Jose, California to Caribbean takes 9h 55m

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 October 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 8,681 reviews	Search Delta flights
United Airlines	PriceFrom $298	Free Cancellation	Rating 7.3 10,444 reviews	Search United Airlines flights
American Airlines	PriceFrom $391	Free Cancellation	Rating 7.0 12,198 reviews	Search American Airlines flights
Southwest	PriceFrom $402	Free Cancellation	Rating 7.9 4,218 reviews	Search Southwest flights
JetBlue	PriceFrom $465	Free Cancellation	Rating 7.1 3,072 reviews	Search JetBlue flights
Alaska Airlines	PriceFrom $685	Free Cancellation	Rating 7.9 13,127 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.