What airlines fly to Caribbean Islands?

American Airlines, United Airlines and JetBlue are the top three most popular airlines that fly to Caribbean Islands 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 Islands. Keep in mind that there are 11 different airlines that fly to Caribbean Islands 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 Islands?

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

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

Prices for flights from San Jose Airport to Caribbean Islands are updated daily.

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

As of September 2026, there are 5 operators available to choose from for flights from San Jose Airport to Caribbean Islands.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from San Jose Airport to Caribbean Islands.

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

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$212 Cheap Flights from San Jose, California to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San Jose, California to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

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

2:37 pm - 12:40 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

19h 03m2 stops Seattle/Tacoma Intl Atlanta Hartsfield-Jackson

7:45 am - 7:52 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

16h 07m2 stops New York John F Kennedy Intl Los Angeles

$426Delta

Sat, Oct 31 - Sat, Nov 7

6:00 am - 11:20 pmSJC San Jose-SJU San Juan Luis Munoz Marin Intl

14h 20m1 stop Dallas/Fort Worth

6:00 am - 10:08 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

19h 08m1 stop Dallas/Fort Worth

$426American Airlines

Sat, Oct 17 - Sat, Oct 24

12:59 pm - 9:46 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

17h 47m2 stops Phoenix Sky Harbor Intl Miami

6:00 am - 6:36 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

15h 36m2 stops Dallas/Fort Worth Phoenix Sky Harbor Intl

$426American Airlines

Sat, Oct 17 - Sat, Oct 24

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

7:30 pm - 11:40 amSJC San Jose-SJU San Juan Luis Munoz Marin Intl

12h 10m2 stops Phoenix Sky Harbor Intl Orlando

6:10 am - 7:50 pmSJU San Juan Luis Munoz Marin Intl-SJC San Jose

17h 40m2 stops Tampa Las Vegas Harry Reid Intl

$426Southwest

Sun, Dec 6 - Tue, Dec 8

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

11h 32m1 stop Dallas/Fort Worth

$546Alaska Airlines

Tue, Nov 17 - Wed, Dec 2

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 Islands

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

American Airlines

Oct 17

SJC6:00 amSan Jose

14h 20m

1 stop

SJU11:20 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU6:00 amSan Juan Luis Munoz Marin Intl

19h 08m

1 stop

SJC10:08 pmSan Jose

$426

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

United Airlines flights from San Jose, California to Caribbean Islands

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

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

Sat 10/31

2:37 pm-12:40 pm

2 stops19h 03m

San Juan Luis Munoz Marin Intl

Sat 11/7

7:45 am-7:52 pm

2 stops16h 07m

$426

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sat 10/17

6:00 am-11:20 pm

1 stop14h 20m

San Juan Luis Munoz Marin Intl

Sat 10/24

6:00 am-10:08 pm

1 stop19h 08m

$426

San JoseSan Juan

SJC San Jose - SJU San Juan Luis Munoz Marin Intl

SJCSJU

San Jose

Sat 10/17

12:59 pm-9:46 am

2 stops17h 47m

San Juan Luis Munoz Marin Intl

Sat 10/24

6:00 am-6:36 pm

2 stops15h 36m

$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

Sun 12/6

7:30 pm-11:40 am

2 stops12h 10m

San Juan Luis Munoz Marin Intl

Tue 12/8

6:10 am-7:50 pm

2 stops17h 40m

$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

Tue 11/17

6:00 am-12:16 am

1 stop14h 16m

San Juan Luis Munoz Marin Intl

Wed 12/2

6:28 am-2:00 pm

1 stop11h 32m

$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 Islands

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 Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from San Jose, California, with most prices found around $575. The month of June is another great option to travel to Caribbean Islands, with average flight prices from San Jose, California averaging around $605.

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

You could potentially save up to 4% on your flight if you consider stops on a San Jose, California to Caribbean Islands flight.

Cheap San Jose, California to Caribbean Islands flight deals and tips

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

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

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

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

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

Search flight deals

Frequently asked questions about flying from San Jose, California to Caribbean Islands

When did momondo last update prices for flights from San Jose Airport to Caribbean Islands?
Prices for flights from San Jose Airport to Caribbean Islands are updated daily.
How many operators does momondo search for flights from San Jose Airport to Caribbean Islands?
As of September 2026, there are 5 operators available to choose from for flights from San Jose Airport to Caribbean Islands.
How old do you have to be to fly from San Jose Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from San Jose Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from San Jose, California to Caribbean Islands?
Based on momondo bookings for flights between San Jose, California and Caribbean Islands, the leading plane model is Boeing 737 MAX 8, making up 25.53% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 20.29%, Airbus A321neo with 9.86%, and Airbus A320-100/200 with 6.30%.

Best airlines flying from San Jose, California to Caribbean Islands

Compare and see reviews for airlines that fly from San Jose, California to Caribbean Islands 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 12,041 reviews	Search American Airlines flights
Southwest	PriceFrom $402	Free Cancellation	Rating 8.0 4,195 reviews	Search Southwest flights
JetBlue	PriceFrom $465	Free Cancellation	Rating 7.1 3,044 reviews	Search JetBlue flights
Alaska Airlines	PriceFrom $685	Free Cancellation	Rating 7.9 12,889 reviews	Search Alaska Airlines flights

Why use momondo?

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

It is quick and easy to find San Jose to Caribbean Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean Islands that suits you.

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

Yes. All flights to Caribbean Islands from San Jose on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

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 Islands.

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

If you are not ready to book a flight from San Jose to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.