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Cheap flights from San Jose, California to Caribbean from $159

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 2/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
American Airlines Logo
2:37 pm - 10:09 amSJC-SJU
15h 32m2 stops
American Airlines Logo
8:18 am - 6:36 pmSJU-SJC
14h 18m2 stops
$275American Airlines
Find Deal
Tue, Dec 9 - Thu, Dec 11
Alaska Airlines Logo
6:00 am - 10:26 pmSJC-SJU
12h 26m1 stop
Alaska Airlines Logo
7:07 am - 1:42 pmSJU-SJC
10h 35m1 stop
$329Alaska Airlines
Find Deal
Tue, Jan 27 - Thu, Jan 29
Delta Logo
8:30 pm - 2:14 pmSJC-SJU
13h 44m2 stops
Delta Logo
1:55 pm - 8:41 pmSJU-SJC
10h 46m1 stop
$352Delta
Find Deal
Sun, Dec 7 - Thu, Dec 11
Delta Logo
6:35 am - 11:20 pmSJC-SJU
12h 45m1 stop
Delta Logo
1:55 pm - 10:55 pmSJU-SJC
13h 00m1 stop
$400Delta
Find Deal
Sun, Dec 7 - Tue, Dec 16
United Airlines Logo
6:30 am - 10:22 pmSJC-SJU
11h 52m2 stops
United Airlines Logo
2:05 am - 1:32 pmSJU-SJC
15h 27m2 stops
$434United Airlines
Find Deal
Thu, Nov 27 - Fri, Dec 5
Southwest Logo
6:45 am - 11:15 pmSJC-SJU
12h 30m1 stop
Southwest Logo
11:25 am - 8:20 pmSJU-SJC
12h 55m2 stops
$457Southwest
Find Deal
Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
2:29 pm - 1:33 pmSJC-NAS
20h 04m2 stops
United Airlines Logo
3:35 pm - 1:39 pmNAS-SJC
25h 04m2 stops
$489United Airlines
Find Deal
Thu, Jan 1 - Thu, Jan 8
Southwest Logo
6:45 am - 11:15 pmSJC-SJU
12h 30m1 stop
Southwest Logo
11:20 am - 9:00 pmSJU-SJC
13h 40m2 stops
$535Southwest
Find Deal
Sat, Dec 6 - Mon, Dec 15
Multiple Airlines Logo
11:30 am - 9:55 pmSJC-PUJ
31h 25m3 stops
Multiple Airlines Logo
8:29 am - 9:50 amPUJ-SJC
28h 21m3 stops
$789Multiple Airlines
Find Deal
Thu, Mar 19 - Sun, Mar 22
Multiple Airlines Logo
5:21 pm - 10:03 pmSJC-PUJ
25h 42m2 stops
Multiple Airlines Logo
9:18 am - 10:32 amPUJ-SJC
28h 14m3 stops
$845Multiple Airlines
Find Deal
Sun, Mar 29 - Sat, Apr 4

American Airlines flights from San Jose, California to Caribbean

Our best American Airlines deals on San Jose, California to Caribbean flight tickets
American Airlines
Dec 9
SJC2:37 pmSan Jose
15h 32m
2 stops
SJU10:09 amSan Juan Luis Munoz Marin Intl
Dec 11
SJU8:18 amSan Juan Luis Munoz Marin Intl
14h 18m
2 stops
SJC6:36 pmSan Jose
$275
Find similar
American Airlines
Dec 7
SJC9:57 amSan Jose
26h 11m
2 stops
SJU4:08 pmSan Juan Luis Munoz Marin Intl
Dec 12
SJU6:42 pmSan Juan Luis Munoz Marin Intl
19h 41m
2 stops
SJC10:23 amSan Jose
$351
Find similar
American Airlines
Dec 5
SJC2:37 pmSan Jose
20h 07m
1 stop
SJU2:44 pmSan Juan Luis Munoz Marin Intl
Dec 12
SJU6:25 amSan Juan Luis Munoz Marin Intl
16h 07m
2 stops
SJC6:32 pmSan Jose
$390
Find similar

Alaska Airlines flights from San Jose, California to Caribbean

Our best Alaska Airlines deals on San Jose, California to Caribbean flight tickets
Alaska Airlines
Jan 27
SJC6:00 amSan Jose
12h 26m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Jan 29
SJU7:07 amSan Juan Luis Munoz Marin Intl
10h 35m
1 stop
SJC1:42 pmSan Jose
$329
Find similar
Alaska Airlines
Jan 30
SJC6:00 amSan Jose
12h 26m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Feb 6
SJU6:00 amSan Juan Luis Munoz Marin Intl
20h 35m
2 stops
SJC10:35 pmSan Jose
$667
Find similar
Alaska Airlines
Nov 17
SJC7:47 pmSan Jose
15h 19m
2 stops
SJU3:06 pmSan Juan Luis Munoz Marin Intl
Dec 12
SJU7:00 amSan Juan Luis Munoz Marin Intl
19h 59m
2 stops
SJC10:59 pmSan Jose
$723
Find similar

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 November 9, 2025.
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

Tue 12/9

2:37 pm-10:09 am

2 stops15h 32m

San Juan Luis Munoz Marin Intl

Thu 12/11

8:18 am-6:36 pm

2 stops14h 18m

$275

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Tue 1/27

6:00 am-10:26 pm

1 stop12h 26m

San Juan Luis Munoz Marin Intl

Thu 1/29

7:07 am-1:42 pm

1 stop10h 35m

$329

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 12/7

8:30 pm-2:14 pm

2 stops13h 44m

San Juan Luis Munoz Marin Intl

Thu 12/11

1:55 pm-8:41 pm

1 stop10h 46m

$352

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 12/7

6:35 am-11:20 pm

1 stop12h 45m

San Juan Luis Munoz Marin Intl

Tue 12/16

1:55 pm-10:55 pm

1 stop13h 00m

$400

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Thu 11/27

6:30 am-10:22 pm

2 stops11h 52m

San Juan Luis Munoz Marin Intl

Fri 12/5

2:05 am-1:32 pm

2 stops15h 27m

$434

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 12/6

6:45 am-11:15 pm

1 stop12h 30m

San Juan Luis Munoz Marin Intl

Sat 12/13

11:25 am-8:20 pm

2 stops12h 55m

$457

San JoseNassau

SJC - NAS

SJCNAS

San Jose

Thu 1/1

2:29 pm-1:33 pm

2 stops20h 04m

Nassau Intl

Thu 1/8

3:35 pm-1:39 pm

2 stops25h 04m

$489

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sat 12/6

6:45 am-11:15 pm

1 stop12h 30m

San Juan Luis Munoz Marin Intl

Mon 12/15

11:20 am-9:00 pm

2 stops13h 40m

$535

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Thu 3/19

11:30 am-9:55 pm

3 stops31h 25m

Punta Cana

Sun 3/22

8:29 am-9:50 am

3 stops28h 21m

$789

San JosePunta Cana

SJC - PUJ

SJCPUJ

San Jose

Sun 3/29

5:21 pm-10:03 pm

2 stops25h 42m

Punta Cana

Sat 4/4

9:18 am-10:32 am

3 stops28h 14m

$845

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 $433.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from San Jose, California to Caribbean is on a Sunday when prices can be found for as low as $485. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $663. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

At noon is the cheapest time of day to fly from San Jose, California to Caribbean when you can find flight prices for as low as $487. Flying to Caribbean at noon is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $597.

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 $517 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 $226 on momondo.

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

You could potentially save up to 10% 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

Direct flights

None
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
8,131 reviews
Search Spirit Airlines flights
DeltaPriceFrom $255Free CancellationRating
7.9
8,002 reviews
Search Delta flights
United AirlinesPriceFrom $298Free CancellationRating
7.4
9,012 reviews
Search United Airlines flights
SouthwestPriceFrom $383Free CancellationRating
8.0
4,240 reviews
Search Southwest flights
American AirlinesPriceFrom $414Free CancellationRating
7.2
11,050 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.

An easier way to manage your Caribbean trip

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