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

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

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 41% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 10 different airlines that fly to Caribbean Islands 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 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 June 2026, there are 6 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.

$187 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.

2:36 pm - 3:40 pm

SJC

SJU

22h 04m

2 stops

4:38 pm - 10:53 am

SJU

SJC

21h 15m

2 stops

$379American Airlines

Tue, Sep 15 - Sat, Sep 19

6:12 pm - 11:46 am

SJC

SJU

14h 34m

2 stops

2:59 pm - 10:58 pm

SJU

SJC

10h 59m

1 stop

$386Delta

Sun, Aug 16 - Thu, Aug 27

8:40 pm - 11:15 am

SJC

SJU

11h 35m

2 stops

5:30 am - 2:45 pm

SJU

SJC

12h 15m

1 stop

$391Southwest

Fri, Oct 23 - Sat, Oct 31

6:12 pm - 12:45 pm

SJC

SJU

14h 33m

2 stops

1:55 pm - 10:58 pm

SJU

SJC

13h 03m

1 stop

$396Delta

Sun, Nov 8 - Tue, Nov 10

7:35 pm - 9:10 am

SJC

SJU

10h 35m

2 stops

11:35 am - 9:35 pm

SJU

SJC

13h 00m

2 stops

$406Southwest

Thu, Sep 24 - Mon, Sep 28

6:37 pm - 11:43 am

SJC

MBJ

15h 06m

2 stops

12:52 pm - 8:48 pm

MBJ

SJC

9h 56m

1 stop

$422United Airlines

Mon, Sep 21 - Sat, Sep 26

6:00 am - 5:30 am

SJC

SJU

19h 30m

1 stop

6:44 am - 1:17 pm

SJU

SJC

10h 33m

1 stop

$441American Airlines

Sat, Nov 7 - Thu, Nov 12

10:00 pm - 3:34 pm

SJC

MBJ

15h 34m

1 stop

2:37 pm - 10:57 pm

MBJ

SJC

10h 20m

1 stop

$504JetBlue

Mon, Jun 22 - Fri, Jun 26

6:30 pm - 2:29 pm

SJC

MBJ

16h 59m

2 stops

3:36 pm - 5:43 pm

MBJ

SJC

29h 07m

3 stops

$539United Airlines

Mon, Nov 9 - Thu, Nov 12

10:00 pm - 2:30 pm

SJC

PUJ

13h 30m

1 stop

5:25 pm - 11:30 am

PUJ

SJC

21h 05m

1 stop

$647JetBlue

Mon, Jul 6 - Sat, Jul 11

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Delta flights from San Jose, California to Caribbean Islands

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

Delta

Aug 16

SJC6:12 pmSan Jose

14h 34m

2 stops

SJU11:46 amSan Juan Luis Munoz Marin Intl

Aug 27

SJU2:59 pmSan Juan Luis Munoz Marin Intl

10h 59m

1 stop

SJC10:58 pmSan Jose

$386

Delta

Nov 8

SJC6:12 pmSan Jose

14h 33m

2 stops

SJU12:45 pmSan Juan Luis Munoz Marin Intl

Nov 11

SJU3:35 pmSan Juan Luis Munoz Marin Intl

11h 23m

1 stop

SJC10:58 pmSan Jose

$396

Delta

Aug 21

SJC6:12 pmSan Jose

14h 34m

2 stops

SJU11:46 amSan Juan Luis Munoz Marin Intl

Aug 27

SJU2:59 pmSan Juan Luis Munoz Marin Intl

10h 59m

1 stop

SJC10:58 pmSan Jose

$427

JetBlue flights from San Jose, California to Caribbean Islands

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

JetBlue

Jul 26

SJC6:35 amSan Jose

12h 54m

1 stop

SJU10:29 pmSan Juan Luis Munoz Marin Intl

Aug 3

SJU2:59 pmSan Juan Luis Munoz Marin Intl

10h 59m

1 stop

SJC10:58 pmSan Jose

$498

JetBlue

Jun 22

SJC10:00 pmSan Jose

15h 34m

1 stop

MBJ3:34 pmMontego Bay Sangster Intl

Jun 26

MBJ2:37 pmMontego Bay Sangster Intl

10h 20m

1 stop

SJC10:57 pmSan Jose

$504

JetBlue

Jul 6

SJC10:00 pmSan Jose

13h 30m

1 stop

PUJ2:30 pmPunta Cana

Jul 11

PUJ5:25 pmPunta Cana

21h 05m

1 stop

SJC11:30 amSan Jose

$647

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 - SJU

SJCSJU

San Jose

Tue 9/15

2:36 pm-3:40 pm

2 stops22h 04m

San Juan Luis Munoz Marin Intl

Sat 9/19

4:38 pm-10:53 am

2 stops21h 15m

$379

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 8/16

6:12 pm-11:46 am

2 stops14h 34m

San Juan Luis Munoz Marin Intl

Thu 8/27

2:59 pm-10:58 pm

1 stop10h 59m

$386

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 10/23

8:40 pm-11:15 am

2 stops11h 35m

San Juan Luis Munoz Marin Intl

Sat 10/31

5:30 am-2:45 pm

1 stop12h 15m

$391

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 11/8

6:12 pm-12:45 pm

2 stops14h 33m

San Juan Luis Munoz Marin Intl

Tue 11/10

1:55 pm-10:58 pm

1 stop13h 03m

$396

Quickest round-trip

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Thu 9/24

7:35 pm-9:10 am

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Mon 9/28

11:35 am-9:35 pm

2 stops13h 00m

$406

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Mon 9/21

6:37 pm-11:43 am

2 stops15h 06m

Montego Bay Sangster Intl

Sat 9/26

12:52 pm-8:48 pm

1 stop9h 56m

$422

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 11/7

6:00 am-5:30 am

1 stop19h 30m

San Juan Luis Munoz Marin Intl

Thu 11/12

6:44 am-1:17 pm

1 stop10h 33m

$441

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Mon 6/22

10:00 pm-3:34 pm

1 stop15h 34m

Montego Bay Sangster Intl

Fri 6/26

2:37 pm-10:57 pm

1 stop10h 20m

$504

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Mon 11/9

6:30 pm-2:29 pm

2 stops16h 59m

Montego Bay Sangster Intl

Thu 11/12

3:36 pm-5:43 pm

3 stops29h 07m

$539

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Mon 7/6

10:00 pm-2:30 pm

1 stop13h 30m

Punta Cana

Sat 7/11

5:25 pm-11:30 am

1 stop21h 05m

$647

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 August is, on average, the cheapest month to fly to Caribbean Islands from San Jose, California, with most prices found around $176. The month of January is another great option to travel to Caribbean Islands, with average flight prices from San Jose, California averaging around $184.

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

No. A direct flight is the cheapest option for a flight between San Jose, California to Caribbean Islands.

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

Fastest flight time	9h 35m
Direct flights	None

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

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 June 2026, there are 6 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 22.14% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 18.38%, Airbus A321neo with 7.88%, and Airbus A319 with 6.46%.

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 $132	Free Cancellation	Rating 7.9 8,394 reviews	Search Delta flights
United Airlines	PriceFrom $298	Free Cancellation	Rating 7.4 9,794 reviews	Search United Airlines flights
JetBlue	PriceFrom $369	Free Cancellation	Rating 7.1 2,980 reviews	Search JetBlue flights
Southwest	PriceFrom $376	Free Cancellation	Rating 7.9 4,243 reviews	Search Southwest flights
American Airlines	PriceFrom $394	Free Cancellation	Rating 7.1 11,643 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $685	Free Cancellation	Rating 7.9 12,483 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.