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

$182 Cheap Flights from San Jose to Caribbean in 2026

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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.

11:00 pm - 11:45 am

SJC

SJU

9h 45m

1 stop

12:55 pm - 9:45 pm

SJU

SJC

11h 50m

1 stop

$366Delta

Tue, Apr 28 - Tue, May 5

6:19 pm - 12:34 pm

SJC

SJU

15h 15m

2 stops

7:00 am - 5:23 pm

SJU

SJC

13h 23m

2 stops

$386United Airlines

Mon, May 4 - Thu, May 7

7:11 pm - 9:25 am

SJC

MBJ

12h 14m

2 stops

2:30 pm - 10:53 am

MBJ

SJC

22h 23m

2 stops

$397American Airlines

Mon, Aug 17 - Thu, Aug 20

12:46 pm - 11:35 am

SJC

STT

19h 49m

2 stops

2:05 pm - 10:10 am

STT

SJC

23h 05m

2 stops

$434American Airlines

Wed, May 6 - Wed, May 13

12:57 pm - 2:24 pm

SJC

PUJ

22h 27m

2 stops

3:35 pm - 1:17 pm

PUJ

SJC

48h 42m

2 stops

$504Frontier

Thu, Jun 4 - Wed, Jun 10

6:15 pm - 12:15 pm

SJC

NAS

15h 00m

2 stops

1:10 pm - 9:35 pm

NAS

SJC

11h 25m

2 stops

$573Southwest

Wed, Sep 9 - Tue, Sep 15

2:12 pm - 9:53 am

SJC

SDQ

16h 41m

2 stops

12:10 pm - 11:59 am

SDQ

SJC

26h 49m

2 stops

$598Frontier

Sat, May 30 - Sat, Jun 6

6:00 pm - 11:55 am

SJC

GCM

15h 55m

2 stops

11:30 am - 10:50 pm

GCM

SJC

13h 20m

2 stops

$682Southwest

Sat, May 30 - Sat, Jun 6

11:30 am - 6:45 am

SJC

SDQ

16h 15m

2 stops

11:01 am - 12:53 pm

SDQ

SJC

28h 52m

2 stops

$711Aeromexico

Sun, Aug 16 - Sat, Aug 22

8:15 pm - 6:45 am

SJC

SDQ

31h 30m

2 stops

11:01 am - 12:53 pm

SDQ

SJC

28h 52m

2 stops

$727Aeromexico

Thu, Jul 9 - Wed, Aug 12

Alaska Airlines flights from San Jose, California to Caribbean

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

Alaska Airlines

May 4

SJC2:02 pmSan Jose

11h 30m

1 stop

SJU4:32 amSan Juan Luis Munoz Marin Intl

May 7

SJU11:59 pmSan Juan Luis Munoz Marin Intl

13h 11m

1 stop

SJC10:10 amSan Jose

$583

Alaska Airlines

May 24

SJC11:48 amSan Jose

13h 37m

1 stop

SJU4:25 amSan Juan Luis Munoz Marin Intl

May 29

SJU12:44 amSan Juan Luis Munoz Marin Intl

21h 38m

2 stops

SJC7:22 pmSan Jose

$589

Alaska Airlines

May 4

SJC2:02 pmSan Jose

11h 30m

1 stop

SJU4:32 amSan Juan Luis Munoz Marin Intl

May 7

SJU11:59 pmSan Juan Luis Munoz Marin Intl

13h 11m

1 stop

SJC10:10 amSan Jose

$603

American Airlines flights from San Jose, California to Caribbean

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

American Airlines

Aug 17

SJC7:11 pmSan Jose

12h 14m

2 stops

MBJ9:25 amMontego Bay Sangster Intl

Aug 20

MBJ2:30 pmMontego Bay Sangster Intl

22h 23m

2 stops

SJC10:53 amSan Jose

$397

American Airlines

May 6

SJC12:46 pmSan Jose

19h 49m

2 stops

STT11:35 amSaint Thomas Island Cyril E King

May 13

STT2:05 pmSaint Thomas Island Cyril E King

23h 05m

2 stops

SJC10:10 amSan Jose

$434

American Airlines

Apr 27

SJC6:10 amSan Jose

13h 52m

2 stops

SJU11:02 pmSan Juan Luis Munoz Marin Intl

May 1

SJU11:59 pmSan Juan Luis Munoz Marin Intl

15h 07m

2 stops

SJC12:06 pmSan Jose

$449

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

Quickest round-trip

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 4/28

11:00 pm-11:45 am

1 stop9h 45m

San Juan Luis Munoz Marin Intl

Tue 5/5

12:55 pm-9:45 pm

1 stop11h 50m

$366

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 5/4

6:19 pm-12:34 pm

2 stops15h 15m

San Juan Luis Munoz Marin Intl

Thu 5/7

7:00 am-5:23 pm

2 stops13h 23m

$386

San JoseMontego Bay

SJC - MBJ

SJCMBJ

San Jose

Mon 8/17

7:11 pm-9:25 am

2 stops12h 14m

Montego Bay Sangster Intl

Thu 8/20

2:30 pm-10:53 am

2 stops22h 23m

$397

San JoseSaint Thomas Island

SJC - STT

SJCSTT

San Jose

Wed 5/6

12:46 pm-11:35 am

2 stops19h 49m

Saint Thomas Island Cyril E King

Wed 5/13

2:05 pm-10:10 am

2 stops23h 05m

$434

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Thu 6/4

12:57 pm-2:24 pm

2 stops22h 27m

Punta Cana

Wed 6/10

3:35 pm-1:17 pm

2 stops48h 42m

$504

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Wed 9/9

6:15 pm-12:15 pm

2 stops15h 00m

Nassau Intl

Tue 9/15

1:10 pm-9:35 pm

2 stops11h 25m

$573

San JoseSanto Domingo

SJC - SDQ

SJCSDQ

San Jose

Sat 5/30

2:12 pm-9:53 am

2 stops16h 41m

Santo Domingo Las Americas

Sat 6/6

12:10 pm-11:59 am

2 stops26h 49m

$598

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 5/30

6:00 pm-11:55 am

2 stops15h 55m

George Town Owen Roberts Intl

Sat 6/6

11:30 am-10:50 pm

2 stops13h 20m

$682

San JoseSanto Domingo

SJC - SDQ

SJCSDQ

San Jose

Sun 8/16

11:30 am-6:45 am

2 stops16h 15m

Santo Domingo Las Americas

Sat 8/22

11:01 am-12:53 pm

2 stops28h 52m

$711

San JoseSanto Domingo

SJC - SDQ

SJCSDQ

San Jose

Thu 7/9

8:15 pm-6:45 am

2 stops31h 30m

Santo Domingo Las Americas

Wed 8/12

11:01 am-12:53 pm

2 stops28h 52m

$727

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 $300. If you don’t want to visit Caribbean in January, then you should wait until September to fly from San Jose, California, when ticket prices are also cheap, with an average price of $304.

How far in advance should I book a flight to Caribbean?

You are more likely to see cheaper flights to Caribbean from San Jose, California when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $500 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from San Jose, California for as low as $234 on momondo.

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

You could potentially save up to 16% 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

Fastest flight time	8h 17m
Direct flights	None

The fastest flight from San Jose, California to Caribbean takes 8h 17m

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 April 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
United Airlines	PriceFrom $182	Free Cancellation	Rating 7.4 9,572 reviews	Search United Airlines flights
Delta	PriceFrom $246	Free Cancellation	Rating 7.9 8,406 reviews	Search Delta flights
Alaska Airlines	PriceFrom $313	Free Cancellation	Rating 7.9 12,220 reviews	Search Alaska Airlines flights
JetBlue	PriceFrom $369	Free Cancellation	Rating 7.1 2,929 reviews	Search JetBlue flights
Southwest	PriceFrom $376	Free Cancellation	Rating 8.0 4,333 reviews	Search Southwest flights
American Airlines	PriceFrom $414	Free Cancellation	Rating 7.1 11,569 reviews	Search American Airlines flights
Spirit Airlines	PriceFrom $441	Free Cancellation	Rating 6.3 8,610 reviews	Search Spirit 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.