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Cheap flights from San Jose, California to Caribbean from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose, California to Caribbean departing on 2/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from San Jose, California to Caribbean

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
10:35 pm - 1:01 pm
SJC
-
SJU
10h 26m
1 stop
Delta Logo
7:30 am - 10:02 pm
SJU
-
SJC
17h 32m
2 stops
$296Delta
Mon, Mar 2 - Tue, Mar 10
Southwest Logo
9:40 pm - 1:10 pm
SJC
-
SJU
12h 30m
1 stop
Southwest Logo
11:25 am - 9:05 pm
SJU
-
SJC
12h 40m
2 stops
$351Southwest
Tue, Apr 14 - Tue, Apr 21
Delta Logo
10:35 pm - 1:01 pm
SJC
-
SJU
10h 26m
1 stop
Delta Logo
6:15 am - 5:33 pm
SJU
-
SJC
15h 18m
2 stops
$360Delta
Sun, Feb 22 - Wed, Feb 25
Delta Logo
6:45 am - 11:58 pm
SJC
-
SJU
13h 13m
2 stops
Delta Logo
6:15 am - 11:58 pm
SJU
-
SJC
20h 43m
2 stops
$373Delta
Tue, Mar 3 - Fri, Mar 13
American Airlines Logo
6:00 am - 11:31 pm
SJC
-
SJU
13h 31m
1 stop
American Airlines Logo
2:23 pm - 10:31 pm
SJU
-
SJC
12h 08m
2 stops
$379American Airlines
Mon, Feb 23 - Wed, Feb 25
American Airlines Logo
6:00 am - 11:31 pm
SJC
-
SJU
13h 31m
1 stop
American Airlines Logo
7:33 am - 3:50 pm
SJU
-
SJC
12h 17m
2 stops
$399American Airlines
Mon, Feb 23 - Thu, Feb 26
JetBlue Logo
10:50 pm - 1:27 pm
SJC
-
SJU
11h 37m
1 stop
JetBlue Logo
1:00 pm - 9:33 pm
SJU
-
SJC
11h 33m
1 stop
$446JetBlue
Mon, Mar 30 - Sun, Apr 5
United Airlines Logo
3:49 pm - 3:22 pm
SJC
-
NAS
20h 33m
2 stops
United Airlines Logo
1:05 pm - 10:59 pm
NAS
-
SJC
12h 54m
2 stops
$475United Airlines
Sun, Mar 15 - Wed, Mar 18
United Airlines Logo
3:49 pm - 1:33 pm
SJC
-
NAS
18h 44m
2 stops
United Airlines Logo
1:05 pm - 10:59 pm
NAS
-
SJC
12h 54m
2 stops
$489United Airlines
Wed, Mar 18 - Wed, Mar 25
Southwest Logo
7:00 pm - 1:40 pm
SJC
-
PUJ
14h 40m
2 stops
Southwest Logo
2:25 pm - 9:20 am
PUJ
-
SJC
22h 55m
2 stops
$493Southwest
Mon, Feb 23 - Thu, Feb 26

Delta flights from San Jose, California to Caribbean

Our best Delta deals on San Jose, California to Caribbean flight tickets
Delta
Mar 3
SJC10:35 pmSan Jose
10h 26m
1 stop
SJU1:01 pmSan Juan Luis Munoz Marin Intl
Mar 6
SJU6:15 amSan Juan Luis Munoz Marin Intl
10h 24m
1 stop
SJC12:39 pmSan Jose
$296
Delta
May 12
SJC6:11 pmSan Jose
15h 39m
2 stops
SJU12:50 pmSan Juan Luis Munoz Marin Intl
May 19
SJU1:55 pmSan Juan Luis Munoz Marin Intl
10h 45m
1 stop
SJC9:40 pmSan Jose
$360
Delta
Mar 3
SJC10:35 pmSan Jose
10h 26m
1 stop
SJU1:01 pmSan Juan Luis Munoz Marin Intl
Mar 13
SJU6:15 amSan Juan Luis Munoz Marin Intl
20h 43m
2 stops
SJC11:58 pmSan Jose
$373

American Airlines flights from San Jose, California to Caribbean

Our best American Airlines deals on San Jose, California to Caribbean flight tickets
American Airlines
Feb 23
SJC6:00 amSan Jose
13h 31m
1 stop
SJU11:31 pmSan Juan Luis Munoz Marin Intl
Feb 25
SJU2:23 pmSan Juan Luis Munoz Marin Intl
12h 08m
2 stops
SJC10:31 pmSan Jose
$379
American Airlines
Feb 23
SJC6:00 amSan Jose
13h 31m
1 stop
SJU11:31 pmSan Juan Luis Munoz Marin Intl
Feb 26
SJU7:33 amSan Juan Luis Munoz Marin Intl
12h 17m
2 stops
SJC3:50 pmSan Jose
$399
American Airlines
Mar 30
SJC6:00 amSan Jose
13h 58m
2 stops
SJU10:58 pmSan Juan Luis Munoz Marin Intl
Apr 2
SJU9:50 amSan Juan Luis Munoz Marin Intl
14h 31m
2 stops
SJC9:21 pmSan Jose
$441

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 4, 2026.
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

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 3/2

10:35 pm-1:01 pm

1 stop10h 26m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:30 am-10:02 pm

2 stops17h 32m

$296

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 4/14

9:40 pm-1:10 pm

1 stop12h 30m

San Juan Luis Munoz Marin Intl

Tue 4/21

11:25 am-9:05 pm

2 stops12h 40m

$351

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 2/22

10:35 pm-1:01 pm

1 stop10h 26m

San Juan Luis Munoz Marin Intl

Wed 2/25

6:15 am-5:33 pm

2 stops15h 18m

$360

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 3/3

6:45 am-11:58 pm

2 stops13h 13m

San Juan Luis Munoz Marin Intl

Fri 3/13

6:15 am-11:58 pm

2 stops20h 43m

$373

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 2/23

6:00 am-11:31 pm

1 stop13h 31m

San Juan Luis Munoz Marin Intl

Wed 2/25

2:23 pm-10:31 pm

2 stops12h 08m

$379

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 2/23

6:00 am-11:31 pm

1 stop13h 31m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:33 am-3:50 pm

2 stops12h 17m

$399

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 3/30

10:50 pm-1:27 pm

1 stop11h 37m

San Juan Luis Munoz Marin Intl

Sun 4/5

1:00 pm-9:33 pm

1 stop11h 33m

$446

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Sun 3/15

3:49 pm-3:22 pm

2 stops20h 33m

Nassau Intl

Wed 3/18

1:05 pm-10:59 pm

2 stops12h 54m

$475

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Wed 3/18

3:49 pm-1:33 pm

2 stops18h 44m

Nassau Intl

Wed 3/25

1:05 pm-10:59 pm

2 stops12h 54m

$489

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Mon 2/23

7:00 pm-1:40 pm

2 stops14h 40m

Punta Cana

Thu 2/26

2:25 pm-9:20 am

2 stops22h 55m

$493

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

What is the cheapest month to fly to Caribbean?

In general, September 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 $319. If you don’t want to visit Caribbean in September, then you should wait until January to fly from San Jose, California, when ticket prices are also cheap, with an average price of $409.

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 $521 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 $238 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

9h 19m

Direct flights

None
The fastest flight from San Jose, California to Caribbean takes 9h 19m
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

  • 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?

  • 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
Spirit AirlinesPriceFrom $232Free CancellationRating
6.3
8,415 reviews
Search Spirit Airlines flights
DeltaPriceFrom $238Free CancellationRating
7.9
8,146 reviews
Search Delta flights
United AirlinesPriceFrom $298Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
JetBluePriceFrom $369Free CancellationRating
7.2
2,894 reviews
Search JetBlue flights
SouthwestPriceFrom $409Free CancellationRating
8.0
4,274 reviews
Search Southwest flights
American AirlinesPriceFrom $414Free CancellationRating
7.2
11,224 reviews
Search American 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.

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