What is the cheapest airline that flies from San Diego to Caribbean?

Southwest, American Airlines, and JetBlue are the most popular carriers operating from San Diego to Caribbean

What airlines fly to Caribbean?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean from San Diego according to our data. American Airlines is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 9 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from San Diego Airport to Caribbean?

Prices for flights from San Diego Airport to Caribbean were last updated today.

How many operators does momondo search for flights from San Diego Airport to Caribbean?

As of September 2025, there are 9 operators available to choose from for flights from San Diego Airport to Caribbean.

How old do you have to be to fly from San Diego Airport to Caribbean?

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 Diego Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$148 Cheap Flights from San Diego to Caribbean in 2025/26

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Find the cheapest flights from San Diego to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

10:18 pm - 1:40 pmSAN-SJU

12h 22m1 stop

3:46 pm - 9:53 pmSJU-SAN

10h 07m1 stop

$295United Airlines

Find Deal

Mon, Oct 27 - Wed, Nov 5

6:20 am - 11:59 pmSAN-SJU

14h 39m1 stop

5:30 am - 6:47 pmSJU-SAN

16h 17m1 stop

$298American Airlines

Find Deal

Fri, Oct 17 - Thu, Oct 23

9:20 pm - 12:00 pmSAN-SJU

11h 40m1 stop

1:30 pm - 11:41 pmSJU-SAN

13h 11m2 stops

$319United Airlines

Find Deal

Tue, Oct 14 - Wed, Oct 22

10:35 pm - 3:47 pmSAN-SJU

13h 12m1 stop

6:25 am - 6:59 pmSJU-SAN

16h 34m1 stop

$334American Airlines

Find Deal

Mon, Nov 10 - Mon, Nov 17

10:50 am - 1:25 amSAN-SJU

10h 35m1 stop

11:20 am - 6:45 pmSJU-SAN

11h 25m2 stops

$390Southwest

Find Deal

Tue, Nov 25 - Tue, Dec 2

9:05 pm - 1:17 pmSAN-MBJ

13h 12m1 stop

8:35 pm - 9:05 amMBJ-SAN

15h 30m1 stop

$399JetBlue

Find Deal

Mon, Nov 10 - Sat, Nov 22

1:15 pm - 1:24 pmSAN-SDQ

21h 09m1 stop

7:01 am - 8:34 pmSDQ-SAN

17h 33m1 stop

$401Delta

Find Deal

Sat, Nov 1 - Sat, Nov 15

3:15 pm - 1:24 pmSAN-SDQ

19h 09m2 stops

7:01 am - 8:34 pmSDQ-SAN

17h 33m1 stop

$406Delta

Find Deal

Sat, Nov 1 - Sat, Nov 15

8:55 pm - 9:17 amSAN-NAS

9h 22m1 stop

10:17 am - 7:34 pmNAS-SAN

12h 17m1 stop

$407JetBlue

Find Deal

Tue, Feb 24 - Thu, Feb 26

10:50 am - 1:25 amSAN-SJU

10h 35m1 stop

8:55 am - 4:55 pmSJU-SAN

12h 00m2 stops

$427Southwest

Find Deal

Tue, Nov 25 - Thu, Dec 4

United Airlines flights from San Diego to Caribbean

Our best United Airlines deals on San Diego to Caribbean flight tickets

United Airlines

Oct 27

SAN10:18 pmSan Diego

12h 22m

1 stop

SJU1:40 pmSan Juan Luis Munoz Marin Intl

Nov 5

SJU3:46 pmSan Juan Luis Munoz Marin Intl

10h 07m

1 stop

SAN9:53 pmSan Diego

$295

Find similar

United Airlines

Oct 14

SAN9:20 pmSan Diego

11h 40m

1 stop

SJU12:00 pmSan Juan Luis Munoz Marin Intl

Oct 22

SJU1:30 pmSan Juan Luis Munoz Marin Intl

13h 11m

2 stops

SAN11:41 pmSan Diego

$319

Find similar

United Airlines

Oct 18

SAN6:15 amSan Diego

11h 23m

1 stop

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU1:05 amSan Juan Luis Munoz Marin Intl

14h 48m

2 stops

SAN12:53 pmSan Diego

$340

Find similar

Frontier flights from San Diego to Caribbean

Our best Frontier deals on San Diego to Caribbean flight tickets

Frontier

Oct 27

SAN7:43 pmSan Diego

19h 11m

2 stops

SJU5:54 pmSan Juan Luis Munoz Marin Intl

Nov 2

SJU2:03 amSan Juan Luis Munoz Marin Intl

13h 14m

2 stops

SAN11:17 amSan Diego

$321

Find similar

Frontier

Oct 22

SAN6:41 amSan Diego

16h 49m

2 stops

SJU2:30 amSan Juan Luis Munoz Marin Intl

Oct 31

SJU9:00 amSan Juan Luis Munoz Marin Intl

17h 50m

2 stops

SAN11:50 pmSan Diego

$333

Find similar

Frontier

Oct 20

SAN3:23 pmSan Diego

21h 01m

2 stops

SJU3:24 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU9:06 pmSan Juan Luis Munoz Marin Intl

19h 22m

2 stops

SAN1:28 pmSan Diego

$335

Find similar

Fly from

Fly to

Route

Depart

Return

Price

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 10/27

10:18 pm-1:40 pm

1 stop12h 22m

San Juan Luis Munoz Marin Intl

Wed 11/5

3:46 pm-9:53 pm

1 stop10h 07m

$295

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 10/17

6:20 am-11:59 pm

1 stop14h 39m

San Juan Luis Munoz Marin Intl

Thu 10/23

5:30 am-6:47 pm

1 stop16h 17m

$298

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 10/14

9:20 pm-12:00 pm

1 stop11h 40m

San Juan Luis Munoz Marin Intl

Wed 10/22

1:30 pm-11:41 pm

2 stops13h 11m

$319

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 11/10

10:35 pm-3:47 pm

1 stop13h 12m

San Juan Luis Munoz Marin Intl

Mon 11/17

6:25 am-6:59 pm

1 stop16h 34m

$334

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 11/25

10:50 am-1:25 am

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Tue 12/2

11:20 am-6:45 pm

2 stops11h 25m

$390

San DiegoMontego Bay

SAN - MBJ

SANMBJ

San Diego

Mon 11/10

9:05 pm-1:17 pm

1 stop13h 12m

Montego Bay Sangster Intl

Sat 11/22

8:35 pm-9:05 am

1 stop15h 30m

$399

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Sat 11/1

1:15 pm-1:24 pm

1 stop21h 09m

Santo Domingo Las Americas

Sat 11/15

7:01 am-8:34 pm

1 stop17h 33m

$401

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Sat 11/1

3:15 pm-1:24 pm

2 stops19h 09m

Santo Domingo Las Americas

Sat 11/15

7:01 am-8:34 pm

1 stop17h 33m

$406

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Tue 2/24

8:55 pm-9:17 am

1 stop9h 22m

Nassau Intl

Thu 2/26

10:17 am-7:34 pm

1 stop12h 17m

$407

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 11/25

10:50 am-1:25 am

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Thu 12/4

8:55 am-4:55 pm

2 stops12h 00m

$427

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 Diego 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, October is the cheapest month to fly from San Diego to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $433. If you don’t want to visit Caribbean in October, then you should wait until January to fly from San Diego, when ticket prices are also cheap, with an average price of $441.

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

The cheapest day to depart from San Diego to Caribbean is on a Saturday when prices can be found for as low as $504. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $571. 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 Diego to Caribbean when you can find flight prices for as low as $485. 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 $569.

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

You are more likely to see cheaper flights to Caribbean from San Diego when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $525 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from San Diego for as low as $442 on momondo.

Can stopping save me money on San Diego to Caribbean flights?

You could potentially save up to 4% on your flight if you consider stops on a San Diego to Caribbean flight.

Cheap San Diego to Caribbean flight deals and tips

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

Direct flights	None

There are no direct flights from San Diego to Caribbean. There are no popular flight routes from San Diego to Caribbean.

Search flight deals

When did momondo last update prices for flights from San Diego Airport to Caribbean?
Prices for flights from San Diego Airport to Caribbean were last updated today.
How many operators does momondo search for flights from San Diego Airport to Caribbean?
As of September 2025, there are 9 operators available to choose from for flights from San Diego Airport to Caribbean.
How old do you have to be to fly from San Diego Airport to Caribbean?
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 Diego Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from San Diego to Caribbean

Compare and see reviews for airlines that fly from San Diego to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $125	Free Cancellation	Rating 6.3 8,030 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $164	Free Cancellation	Rating 7.2 2,911 reviews	Search JetBlue flights
Delta	PriceFrom $180	Free Cancellation	Rating 7.9 7,964 reviews	Search Delta flights
Frontier	PriceFrom $225	Free Cancellation	Rating 5.8 3,171 reviews	Search Frontier flights
United Airlines	PriceFrom $317	Free Cancellation	Rating 7.4 8,926 reviews	Search United Airlines flights
American Airlines	PriceFrom $323	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Copa Airlines	PriceFrom $370	Free Cancellation	Rating 7.5 1,531 reviews	Search Copa Airlines flights
Southwest	PriceFrom $382	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights
Alaska Airlines	PriceFrom $474	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from San Diego to Caribbean?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from San Diego to Caribbean for you.

Can I find flights from San Diego to Caribbean with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean from San Diego with this policy.

How can momondo help me find flights from San Diego to Caribbean?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean from San Diego.

I’m not ready to book a flight from San Diego to Caribbean right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of San Diego to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.