Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from San Jose to Caribbean Islands from $128

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 to Caribbean Islands departing on 9/23. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from San Jose to Caribbean Islands

Cheap round-trip flights

Delta Logo
6:30 am - 10:07 pmSJC-SJU
12h 37m1 stop
Delta Logo
12:58 pm - 10:23 pmSJU-SJC
12h 25m1 stop
$255Delta
Find Deal
Sun, Sep 7 - Sat, Sep 20
Delta Logo
6:55 pm - 12:59 pmSJC-SJU
15h 04m2 stops
Delta Logo
12:58 pm - 10:55 pmSJU-SJC
12h 57m2 stops
$289Delta
Find Deal
Fri, Sep 26 - Sat, Oct 4
American Airlines Logo
2:08 pm - 12:50 pmSJC-SJU
19h 42m2 stops
American Airlines Logo
7:05 pm - 12:39 pmSJU-SJC
20h 34m2 stops
$373American Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29
United Airlines Logo
6:20 pm - 12:00 pmSJC-SJU
14h 40m2 stops
United Airlines Logo
1:05 am - 1:34 pmSJU-SJC
15h 29m2 stops
$385United Airlines
Find Deal
Sun, Sep 7 - Fri, Sep 19
Spirit Airlines Logo
6:35 am - 2:11 pmSJC-SJU
28h 36m3 stops
Spirit Airlines Logo
10:42 am - 10:45 amSJU-SJC
27h 03m2 stops
$397Spirit Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29
Southwest Logo
8:05 pm - 10:15 amSJC-SJU
11h 10m2 stops
Southwest Logo
7:20 am - 5:35 pmSJU-SJC
13h 15m1 stop
$404Southwest
Find Deal
Sun, Sep 21 - Wed, Sep 24
Spirit Airlines Logo
6:35 am - 2:11 pmSJC-SJU
28h 36m3 stops
Spirit Airlines Logo
10:42 am - 10:45 amSJU-SJC
27h 03m3 stops
$408Spirit Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29
United Airlines Logo
6:20 pm - 12:00 pmSJC-SJU
14h 40m2 stops
United Airlines Logo
1:05 am - 1:34 pmSJU-SJC
15h 29m2 stops
$412United Airlines
Find Deal
Sun, Sep 21 - Tue, Sep 23
American Airlines Logo
7:22 pm - 11:45 amSJC-SJU
12h 23m2 stops
American Airlines Logo
6:30 am - 6:38 pmSJU-SJC
16h 08m2 stops
$413American Airlines
Find Deal
Mon, Jan 5 - Wed, Jan 21
Southwest Logo
7:20 pm - 10:50 amSJC-SJU
12h 30m2 stops
Southwest Logo
5:50 am - 7:05 pmSJU-SJC
16h 15m2 stops
$457Southwest
Find Deal
Mon, Sep 1 - Fri, Sep 5

Delta flights from San Jose to Caribbean Islands

Our best Delta deals on San Jose to Caribbean Islands flight tickets
Delta
Sep 7
SJC6:30 amSan Jose
12h 37m
1 stop
SJU10:07 pmSan Juan Luis Munoz Marin Intl
Sep 20
SJU12:58 pmSan Juan Luis Munoz Marin Intl
12h 25m
1 stop
SJC10:23 pmSan Jose
$255
Find similar
Delta
Sep 26
SJC6:55 pmSan Jose
15h 04m
2 stops
SJU12:59 pmSan Juan Luis Munoz Marin Intl
Oct 4
SJU12:58 pmSan Juan Luis Munoz Marin Intl
12h 57m
2 stops
SJC10:55 pmSan Jose
$289
Find similar
Delta
Dec 9
SJC3:45 pmSan Jose
17h 13m
2 stops
SJU12:58 pmSan Juan Luis Munoz Marin Intl
Dec 17
SJU1:50 pmSan Juan Luis Munoz Marin Intl
13h 08m
1 stop
SJC10:58 pmSan Jose
$322
Find similar

American Airlines flights from San Jose to Caribbean Islands

Our best American Airlines deals on San Jose to Caribbean Islands flight tickets
American Airlines
Sep 26
SJC2:08 pmSan Jose
19h 42m
2 stops
SJU12:50 pmSan Juan Luis Munoz Marin Intl
Sep 29
SJU7:05 pmSan Juan Luis Munoz Marin Intl
20h 34m
2 stops
SJC12:39 pmSan Jose
$373
Find similar
American Airlines
Jan 5
SJC7:22 pmSan Jose
12h 23m
2 stops
SJU11:45 amSan Juan Luis Munoz Marin Intl
Jan 21
SJU6:30 amSan Juan Luis Munoz Marin Intl
16h 08m
2 stops
SJC6:38 pmSan Jose
$413
Find similar
American Airlines
Jan 24
SJC6:04 amSan Jose
13h 36m
2 stops
SJU11:40 pmSan Juan Luis Munoz Marin Intl
Feb 2
SJU7:15 amSan Juan Luis Munoz Marin Intl
17h 35m
2 stops
SJC8:50 pmSan Jose
$480
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Jose 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 August 11, 2025.
Use the filters below to find and compare flights from San Jose to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 9/7

6:30 am-10:07 pm

1 stop12h 37m

San Juan Luis Munoz Marin Intl

Sat 9/20

12:58 pm-10:23 pm

1 stop12h 25m

$255

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 9/26

6:55 pm-12:59 pm

2 stops15h 04m

San Juan Luis Munoz Marin Intl

Sat 10/4

12:58 pm-10:55 pm

2 stops12h 57m

$289

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 9/26

2:08 pm-12:50 pm

2 stops19h 42m

San Juan Luis Munoz Marin Intl

Mon 9/29

7:05 pm-12:39 pm

2 stops20h 34m

$373

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 9/7

6:20 pm-12:00 pm

2 stops14h 40m

San Juan Luis Munoz Marin Intl

Fri 9/19

1:05 am-1:34 pm

2 stops15h 29m

$385

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 9/26

6:35 am-2:11 pm

3 stops28h 36m

San Juan Luis Munoz Marin Intl

Mon 9/29

10:42 am-10:45 am

2 stops27h 03m

$397

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 9/21

8:05 pm-10:15 am

2 stops11h 10m

San Juan Luis Munoz Marin Intl

Wed 9/24

7:20 am-5:35 pm

1 stop13h 15m

$404

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Fri 9/26

6:35 am-2:11 pm

3 stops28h 36m

San Juan Luis Munoz Marin Intl

Mon 9/29

10:42 am-10:45 am

3 stops27h 03m

$408

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Sun 9/21

6:20 pm-12:00 pm

2 stops14h 40m

San Juan Luis Munoz Marin Intl

Tue 9/23

1:05 am-1:34 pm

2 stops15h 29m

$412

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 1/5

7:22 pm-11:45 am

2 stops12h 23m

San Juan Luis Munoz Marin Intl

Wed 1/21

6:30 am-6:38 pm

2 stops16h 08m

$413

San JoseSan Juan

SJC - SJU

SJCSJU

San Jose

Mon 9/1

7:20 pm-10:50 am

2 stops12h 30m

San Juan Luis Munoz Marin Intl

Fri 9/5

5:50 am-7:05 pm

2 stops16h 15m

$457

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from San Jose 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, with most prices found around $350. The month of January is another great option to travel to Caribbean Islands, with average flight prices from San Jose averaging around $374.

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

The cheapest day to depart from San Jose 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 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 when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $524 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 for as low as $388 on momondo.

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

No. A direct flight is the cheapest option for a flight between San Jose to Caribbean Islands.

Cheap San Jose to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Jose to Caribbean Islands

Best Price Found

$128

Fastest flight time

8h 05m

Direct flights

None

Airports in Caribbean Islands

9 airports
The best one-way flight to Caribbean Islands from San Jose in the past 72 hours is $128. The best round-trip flight deal from San Jose to Caribbean Islands found on momondo in the last 72 hours is $255.
The fastest flight from San Jose to Caribbean Islands takes 8h 05m
There are no direct flights from San Jose to Caribbean Islands. Popular non-direct routes for this connection are San Jose Airport - San Juan Luis Munoz Marin Intl Airport, San Jose Airport - Nassau Intl Airport and San Jose Airport - Providenciales Airport.
There are 9 airports near Caribbean Islands: Nassau Intl (NAS), Kingston Norman Manley (KIN), Willemstad Hato Int. (CUR), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Providenciales (PLS), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)
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 to Caribbean Islands?

Best airlines flying from San Jose to Caribbean Islands

Compare and see reviews for airlines that fly from San Jose to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $232Free CancellationRating
6.3
8,042 reviews
Search Spirit Airlines flights
DeltaPriceFrom $255Free CancellationRating
8.0
7,979 reviews
Search Delta flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $328Free CancellationRating
7.4
8,920 reviews
Search United Airlines flights
SouthwestPriceFrom $383Free CancellationRating
8.0
4,248 reviews
Search Southwest 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 8/16
Sat 8/23
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $58
Flights to Londonfrom $319
Flights to Bangkokfrom $511
Flights to Tokyofrom $490
Flights to Los Angelesfrom $46
Flights to Parisfrom $342
Flights to Copenhagenfrom $319
Flights to Istanbulfrom $438
Flights to Manilafrom $496
Flights to Miamifrom $61
Flights to Romefrom $321
Flights to Chicagofrom $47