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Cheap flights from San Jose, California to Caribbean Islands from $142

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 Islands departing on 1/8. 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 Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
12:52 pm - 5:28 am
SJC
-
SJU
13h 36m2 stops
American Airlines Logo
9:20 am - 10:32 pm
SJU
-
SJC
16h 12m2 stops
$275American Airlines
mar., mar. 10 - mar., mar. 17
Delta Logo
8:05 pm - 1:05 pm
SJC
-
SJU
13h 00m2 stops
Delta Logo
6:15 am - 4:20 pm
SJU
-
SJC
14h 05m2 stops
$285Delta
lun., ene. 12 - sáb., ene. 17
Delta Logo
6:35 am - 11:20 pm
SJC
-
SJU
12h 45m1 stop
Delta Logo
7:00 am - 7:12 pm
SJU
-
SJC
16h 12m2 stops
$325Delta
jue., ene. 1 - mié., ene. 14
American Airlines Logo
12:50 pm - 5:01 pm
SJC
-
SJU
24h 11m2 stops
American Airlines Logo
5:51 pm - 1:42 pm
SJU
-
SJC
23h 51m2 stops
$351American Airlines
mar., ene. 13 - mar., ene. 20
Southwest Logo
7:30 pm - 11:15 am
SJC
-
SJU
11h 45m2 stops
Southwest Logo
5:35 am - 2:50 pm
SJU
-
SJC
13h 15m2 stops
$364Southwest
vie., ene. 9 - vie., ene. 16
Delta Logo
6:25 pm - 11:58 am
SJC
-
SJU
14h 33m2 stops
Delta Logo
6:15 am - 6:45 pm
SJU
-
SJC
15h 30m2 stops
$365Delta
sáb., abr. 25 - mié., abr. 29
United Airlines Logo
5:40 pm - 12:55 pm
SJC
-
SJU
15h 15m2 stops
United Airlines Logo
2:25 pm - 8:56 pm
SJU
-
SJC
10h 31m1 stop
$366United Airlines
sáb., ene. 10 - vie., ene. 23
Southwest Logo
7:30 pm - 11:20 am
SJC
-
SJU
11h 50m2 stops
Southwest Logo
10:20 am - 7:35 pm
SJU
-
SJC
13h 15m2 stops
$382Southwest
mar., ene. 20 - mar., ene. 27
American Airlines Logo
2:32 pm - 10:48 am
SJC
-
SJU
16h 16m2 stops
American Airlines Logo
7:07 am - 1:42 pm
SJU
-
SJC
10h 35m1 stop
$390American Airlines
mié., ene. 7 - mié., ene. 21
United Airlines Logo
8:40 am - 11:53 am
SJC
-
NAS
24h 13m2 stops
United Airlines Logo
3:35 pm - 8:56 pm
NAS
-
SJC
32h 21m2 stops
$558United Airlines
jue., ene. 8 - mié., ene. 14

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
Jan 10
SJC5:40 pmSan Jose
15h 15m
2 stops
SJU12:55 pmSan Juan Luis Munoz Marin Intl
Jan 23
SJU2:25 pmSan Juan Luis Munoz Marin Intl
10h 31m
1 stop
SJC8:56 pmSan Jose
$366
Find similar
United Airlines
Jan 10
SJC5:40 pmSan Jose
15h 15m
2 stops
SJU12:55 pmSan Juan Luis Munoz Marin Intl
Jan 17
SJU8:35 amSan Juan Luis Munoz Marin Intl
16h 21m
2 stops
SJC8:56 pmSan Jose
$400
Find similar
United Airlines
Jun 8
SJC6:30 pmSan Jose
15h 04m
2 stops
SJU12:34 pmSan Juan Luis Munoz Marin Intl
Jun 16
SJU2:05 amSan Juan Luis Munoz Marin Intl
13h 03m
1 stop
SJC12:08 pmSan Jose
$432
Find similar

Alaska Airlines flights from San Jose, California to Caribbean Islands

Our best Alaska Airlines deals on San Jose, California to Caribbean Islands flight tickets
Alaska Airlines
Feb 3
SJC6:00 amSan Jose
12h 26m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Feb 9
SJU6:00 amSan Juan Luis Munoz Marin Intl
31h 48m
2 stops
SJC9:48 amSan Jose
$426
Find similar
Alaska Airlines
Jan 17
SJC7:52 pmSan Jose
22h 34m
2 stops
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Jan 21
SJU7:07 amSan Juan Luis Munoz Marin Intl
18h 22m
1 stop
SJC9:29 pmSan Jose
$457
Find similar
Alaska Airlines
Mar 2
SJC6:00 amSan Jose
13h 32m
1 stop
SJU11:32 pmSan Juan Luis Munoz Marin Intl
Mar 5
SJU7:30 amSan Juan Luis Munoz Marin Intl
14h 03m
2 stops
SJC5:33 pmSan Jose
$492
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California to Caribbean Islands 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 diciembre 11, 2025.
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

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

mar. 3/10

12:52 pm-5:28 am

2 stops13h 36m

San Juan Luis Munoz Marin Intl

mar. 3/17

9:20 am-10:32 pm

2 stops16h 12m

$275

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

lun. 1/12

8:05 pm-1:05 pm

2 stops13h 00m

San Juan Luis Munoz Marin Intl

sáb. 1/17

6:15 am-4:20 pm

2 stops14h 05m

$285

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

jue. 1/1

6:35 am-11:20 pm

1 stop12h 45m

San Juan Luis Munoz Marin Intl

mié. 1/14

7:00 am-7:12 pm

2 stops16h 12m

$325

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

mar. 1/13

12:50 pm-5:01 pm

2 stops24h 11m

San Juan Luis Munoz Marin Intl

mar. 1/20

5:51 pm-1:42 pm

2 stops23h 51m

$351

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

vie. 1/9

7:30 pm-11:15 am

2 stops11h 45m

San Juan Luis Munoz Marin Intl

vie. 1/16

5:35 am-2:50 pm

2 stops13h 15m

$364

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

sáb. 4/25

6:25 pm-11:58 am

2 stops14h 33m

San Juan Luis Munoz Marin Intl

mié. 4/29

6:15 am-6:45 pm

2 stops15h 30m

$365

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

sáb. 1/10

5:40 pm-12:55 pm

2 stops15h 15m

San Juan Luis Munoz Marin Intl

vie. 1/23

2:25 pm-8:56 pm

1 stop10h 31m

$366

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

mar. 1/20

7:30 pm-11:20 am

2 stops11h 50m

San Juan Luis Munoz Marin Intl

mar. 1/27

10:20 am-7:35 pm

2 stops13h 15m

$382

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

mié. 1/7

2:32 pm-10:48 am

2 stops16h 16m

San Juan Luis Munoz Marin Intl

mié. 1/21

7:07 am-1:42 pm

1 stop10h 35m

$390

San JoseNassau

SJC - NAS

SJCNAS

San Jose

jue. 1/8

8:40 am-11:53 am

2 stops24h 13m

Nassau Intl

mié. 1/14

3:35 pm-8:56 pm

2 stops32h 21m

$558

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

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

What is the cheapest month to fly to Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from San Jose, California, with most prices found around $319. The month of January is another great option to travel to Caribbean Islands, with average flight prices from San Jose, California averaging around $374.

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

The cheapest day to depart from San Jose, California to Caribbean Islands is on a Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from San Jose, California to Caribbean Islands at noon for as low as $487. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $597. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight 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 $515 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 $226 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

9h 01m

Direct flights

None
The fastest flight from San Jose, California to Caribbean Islands takes 9h 01m
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

  • 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?

  • 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?

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
Spirit AirlinesPriceFrom $232Free CancellationRating
6.3
8,179 reviews
Search Spirit Airlines flights
DeltaPriceFrom $255Free CancellationRating
7.9
8,008 reviews
Search Delta flights
United AirlinesPriceFrom $298Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
SouthwestPriceFrom $383Free CancellationRating
7.9
4,253 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 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.

An easier way to manage your Caribbean Islands trip

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sáb. 1/10
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