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

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

What airlines fly to Caribbean Islands?

American Airlines, JetBlue and United Airlines 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 39% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 12 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 April 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.

$193 Cheap Flights from San Jose to Caribbean Islands in 2026

1 adult

0 bags

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.

7:15 am - 10:23 pm

SJC

SJU

12h 08m

1 stop

1:06 pm - 10:41 pm

SJU

SJC

12h 35m

1 stop

$294Delta

Sun, Aug 23 - Thu, Aug 27

5:05 pm - 1:30 pm

SJC

SJU

17h 25m

2 stops

7:30 am - 6:45 pm

SJU

SJC

14h 15m

2 stops

$368Delta

Sun, Aug 23 - Fri, Aug 28

6:00 am - 9:14 pm

SJC

SJU

12h 14m

2 stops

7:05 am - 6:30 pm

SJU

SJC

14h 25m

2 stops

$371American Airlines

Tue, Aug 25 - Wed, Aug 26

12:42 pm - 2:45 pm

SJC

SJU

23h 03m

2 stops

6:30 am - 9:56 pm

SJU

SJC

18h 26m

2 stops

$376American Airlines

Tue, Sep 8 - Thu, Sep 10

9:55 am - 11:10 am

SJC

SJU

22h 15m

2 stops

2:05 pm - 10:15 pm

SJU

SJC

11h 10m

2 stops

$381American Airlines

Wed, Sep 9 - Tue, Sep 15

6:37 pm - 12:54 pm

SJC

SJU

15h 17m

2 stops

1:00 am - 12:04 pm

SJU

SJC

14h 04m

2 stops

$384United Airlines

Sat, Sep 5 - Wed, Sep 9

6:37 pm - 3:45 pm

SJC

MBJ

19h 08m

1 stop

4:12 pm - 5:34 pm

MBJ

SJC

27h 22m

3 stops

$527United Airlines

Fri, May 29 - Wed, Jun 3

9:45 pm - 1:15 pm

SJC

NAS

12h 30m

2 stops

2:10 pm - 9:55 pm

NAS

SJC

10h 45m

2 stops

$560Southwest

Wed, Oct 14 - Wed, Oct 21

2:12 pm - 12:11 pm

SJC

MBJ

19h 59m

2 stops

1:16 pm - 11:59 am

MBJ

SJC

24h 43m

2 stops

$603Frontier

Sat, May 30 - Fri, Jun 5

7:40 pm - 1:20 pm

SJC

STT

14h 40m

2 stops

2:30 pm - 11:25 pm

STT

SJC

11h 55m

2 stops

$618Southwest

Tue, May 5 - Fri, May 8

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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

Sep 5

SJC6:37 pmSan Jose

15h 17m

2 stops

SJU12:54 pmSan Juan Luis Munoz Marin Intl

Sep 9

SJU1:00 amSan Juan Luis Munoz Marin Intl

14h 04m

2 stops

SJC12:04 pmSan Jose

$384

United Airlines

Sep 29

SJC6:40 amSan Jose

14h 10m

2 stops

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Oct 1

SJU2:00 pmSan Juan Luis Munoz Marin Intl

10h 04m

1 stop

SJC9:04 pmSan Jose

$430

United Airlines

Oct 14

SJC6:37 pmSan Jose

14h 57m

2 stops

SJU12:34 pmSan Juan Luis Munoz Marin Intl

Oct 21

SJU2:00 pmSan Juan Luis Munoz Marin Intl

10h 04m

1 stop

SJC9:04 pmSan Jose

$433

Delta flights from San Jose, California to Caribbean Islands

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

Delta

Aug 23

SJC7:15 amSan Jose

12h 08m

1 stop

SJU10:23 pmSan Juan Luis Munoz Marin Intl

Aug 27

SJU1:06 pmSan Juan Luis Munoz Marin Intl

12h 35m

1 stop

SJC10:41 pmSan Jose

$294

Delta

Aug 23

SJC5:05 pmSan Jose

17h 25m

2 stops

SJU1:30 pmSan Juan Luis Munoz Marin Intl

Aug 28

SJU7:30 amSan Juan Luis Munoz Marin Intl

14h 15m

2 stops

SJC6:45 pmSan Jose

$368

Delta

Aug 23

SJC7:15 amSan Jose

12h 08m

1 stop

SJU10:23 pmSan Juan Luis Munoz Marin Intl

Aug 29

SJU1:06 pmSan Juan Luis Munoz Marin Intl

12h 35m

1 stop

SJC10:41 pmSan Jose

$394

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

Sun 8/23

7:15 am-10:23 pm

1 stop12h 08m

San Juan Luis Munoz Marin Intl

Thu 8/27

1:06 pm-10:41 pm

1 stop12h 35m

$294

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 8/23

5:05 pm-1:30 pm

2 stops17h 25m

San Juan Luis Munoz Marin Intl

Fri 8/28

7:30 am-6:45 pm

2 stops14h 15m

$368

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 8/25

6:00 am-9:14 pm

2 stops12h 14m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:05 am-6:30 pm

2 stops14h 25m

$371

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 9/8

12:42 pm-2:45 pm

2 stops23h 03m

San Juan Luis Munoz Marin Intl

Thu 9/10

6:30 am-9:56 pm

2 stops18h 26m

$376

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Wed 9/9

9:55 am-11:10 am

2 stops22h 15m

San Juan Luis Munoz Marin Intl

Tue 9/15

2:05 pm-10:15 pm

2 stops11h 10m

$381

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 9/5

6:37 pm-12:54 pm

2 stops15h 17m

San Juan Luis Munoz Marin Intl

Wed 9/9

1:00 am-12:04 pm

2 stops14h 04m

$384

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Fri 5/29

6:37 pm-3:45 pm

1 stop19h 08m

Montego Bay Sangster Intl

Wed 6/3

4:12 pm-5:34 pm

3 stops27h 22m

$527

Quickest round-trip

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Wed 10/14

9:45 pm-1:15 pm

2 stops12h 30m

Nassau Intl

Wed 10/21

2:10 pm-9:55 pm

2 stops10h 45m

$560

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Sat 5/30

2:12 pm-12:11 pm

2 stops19h 59m

Montego Bay Sangster Intl

Fri 6/5

1:16 pm-11:59 am

2 stops24h 43m

$603

San JoseSaint Thomas Island

SJC - STT

SJCSTT

San Jose

Tue 5/5

7:40 pm-1:20 pm

2 stops14h 40m

Saint Thomas Island Cyril E King

Fri 5/8

2:30 pm-11:25 pm

2 stops11h 55m

$618

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 January is, on average, the cheapest month to fly to Caribbean Islands from San Jose, California, with most prices found around $300. The month of September is another great option to travel to Caribbean Islands, with average flight prices from San Jose, California averaging around $304.

How far in advance should I book a flight from San Jose, California to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from San Jose, California when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $506 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from San Jose, California for as low as $234 on momondo.

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	10h 20m
Direct flights	None

The fastest flight from San Jose, California to Caribbean Islands takes 10h 20m

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 April 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 24.27% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 18.99%, Airbus A321neo with 7.65%, and Airbus A319 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
United Airlines	PriceFrom $182	Free Cancellation	Rating 7.4 9,668 reviews	Search United Airlines flights
Delta	PriceFrom $216	Free Cancellation	Rating 7.9 8,463 reviews	Search Delta flights
Alaska Airlines	PriceFrom $313	Free Cancellation	Rating 7.9 12,300 reviews	Search Alaska Airlines flights
JetBlue	PriceFrom $369	Free Cancellation	Rating 7.1 2,964 reviews	Search JetBlue flights
Southwest	PriceFrom $376	Free Cancellation	Rating 8.0 4,321 reviews	Search Southwest flights
American Airlines	PriceFrom $414	Free Cancellation	Rating 7.1 11,668 reviews	Search American Airlines flights
Spirit Airlines	PriceFrom $441	Free Cancellation	Rating 6.3 8,632 reviews	Search Spirit 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.