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

Delta, American Airlines, and United Airlines are the most popular carriers operating from San Diego to Caribbean Islands

What airlines fly to Caribbean Islands?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean Islands from San Diego according to our data. American Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 9 different airlines that fly to Caribbean Islands 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 Islands?

Prices for flights from San Diego Airport to Caribbean Islands are updated daily.

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

There are 9 operators available for flights from San Diego Airport to Caribbean Islands as of March 2026.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Diego Airport to Caribbean Islands.

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

The required travel and health documents for your Caribbean Islands 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 Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$109 Cheap Flights from San Diego to Caribbean Islands in 2026

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Find the cheapest flights from San Diego to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:45 pm - 2:50 pm

SAN

STT

14h 05m

1 stop

11:27 am - 10:49 pm

STT

SAN

14h 22m

1 stop

$222American Airlines

Mon, Apr 20 - Thu, Apr 23

7:20 pm - 10:47 am

SAN

STT

12h 27m

2 stops

12:25 pm - 11:33 pm

STT

SAN

14h 08m

2 stops

$227American Airlines

Wed, Apr 29 - Thu, May 7

8:37 pm - 12:20 pm

SAN

STT

12h 43m

2 stops

2:10 pm - 10:59 pm

STT

SAN

11h 49m

1 stop

$266United Airlines

Mon, Apr 13 - Tue, Apr 21

7:14 pm - 1:08 pm

SAN

STT

14h 54m

2 stops

2:10 pm - 10:59 pm

STT

SAN

11h 49m

1 stop

$312United Airlines

Tue, Apr 21 - Thu, Apr 23

7:45 pm - 12:54 pm

SAN

PUJ

14h 09m

2 stops

1:05 pm - 11:27 pm

PUJ

SAN

13h 22m

1 stop

$451Delta

Mon, May 4 - Wed, May 13

9:18 pm - 10:31 am

SAN

PUJ

10h 13m

1 stop

5:35 am - 6:30 pm

PUJ

SAN

15h 55m

1 stop

$456Copa Airlines

Wed, Apr 22 - Sun, Apr 26

9:18 pm - 4:00 pm

SAN

PUJ

15h 42m

1 stop

5:35 am - 6:30 pm

PUJ

SAN

15h 55m

1 stop

$457Copa Airlines

Wed, Apr 29 - Sun, May 3

9:45 pm - 11:35 am

SAN

PUJ

10h 50m

1 stop

1:00 pm - 9:20 pm

PUJ

SAN

11h 20m

1 stop

$458Delta

Fri, Apr 24 - Fri, May 1

9:15 pm - 12:59 pm

SAN

SDQ

12h 44m

1 stop

5:50 am - 8:00 pm

SDQ

SAN

17h 10m

1 stop

$501JetBlue

Mon, May 4 - Fri, May 8

8:40 pm - 1:04 pm

SAN

PLS

13h 24m

1 stop

2:04 pm - 7:30 pm

PLS

SAN

32h 26m

1 stop

$610JetBlue

Tue, Sep 15 - Thu, Sep 24

American Airlines flights from San Diego to Caribbean Islands

Our best American Airlines deals on San Diego to Caribbean Islands flight tickets

American Airlines

Apr 20

SAN9:45 pmSan Diego

14h 05m

1 stop

STT2:50 pmSaint Thomas Island Cyril E King

Apr 23

STT11:27 amSaint Thomas Island Cyril E King

14h 22m

1 stop

SAN10:49 pmSan Diego

$222

American Airlines

Apr 29

SAN7:20 pmSan Diego

12h 27m

2 stops

STT10:47 amSaint Thomas Island Cyril E King

May 7

STT12:25 pmSaint Thomas Island Cyril E King

14h 08m

2 stops

SAN11:33 pmSan Diego

$227

American Airlines

Apr 13

SAN10:30 pmSan Diego

11h 05m

1 stop

STT12:35 pmSaint Thomas Island Cyril E King

Apr 21

STT12:47 pmSaint Thomas Island Cyril E King

13h 02m

1 stop

SAN10:49 pmSan Diego

$276

Delta flights from San Diego to Caribbean Islands

Our best Delta deals on San Diego to Caribbean Islands flight tickets

Delta

Apr 20

SAN9:45 pmSan Diego

13h 06m

1 stop

STT1:51 pmSaint Thomas Island Cyril E King

Apr 23

STT3:05 pmSaint Thomas Island Cyril E King

11h 20m

1 stop

SAN11:25 pmSan Diego

$310

Delta

Apr 29

SAN9:45 pmSan Diego

13h 06m

1 stop

STT1:51 pmSaint Thomas Island Cyril E King

May 7

STT3:01 pmSaint Thomas Island Cyril E King

11h 26m

1 stop

SAN11:27 pmSan Diego

$357

Delta

Apr 20

SAN10:25 pmSan Diego

11h 48m

1 stop

STT1:13 pmSaint Thomas Island Cyril E King

Apr 28

STT3:05 pmSaint Thomas Island Cyril E King

11h 20m

1 stop

SAN11:25 pmSan Diego

$369

momondo Fare Finder

Use the filters below to find and compare flights from San Diego to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Mon 4/20

9:45 pm-2:50 pm

1 stop14h 05m

Saint Thomas Island Cyril E King

Thu 4/23

11:27 am-10:49 pm

1 stop14h 22m

$222

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Wed 4/29

7:20 pm-10:47 am

2 stops12h 27m

Saint Thomas Island Cyril E King

Thu 5/7

12:25 pm-11:33 pm

2 stops14h 08m

$227

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Mon 4/13

8:37 pm-12:20 pm

2 stops12h 43m

Saint Thomas Island Cyril E King

Tue 4/21

2:10 pm-10:59 pm

1 stop11h 49m

$266

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Tue 4/21

7:14 pm-1:08 pm

2 stops14h 54m

Saint Thomas Island Cyril E King

Thu 4/23

2:10 pm-10:59 pm

1 stop11h 49m

$312

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Mon 5/4

7:45 pm-12:54 pm

2 stops14h 09m

Punta Cana

Wed 5/13

1:05 pm-11:27 pm

1 stop13h 22m

$451

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Wed 4/22

9:18 pm-10:31 am

1 stop10h 13m

Punta Cana

Sun 4/26

5:35 am-6:30 pm

1 stop15h 55m

$456

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Wed 4/29

9:18 pm-4:00 pm

1 stop15h 42m

Punta Cana

Sun 5/3

5:35 am-6:30 pm

1 stop15h 55m

$457

Quickest round-trip

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Fri 4/24

9:45 pm-11:35 am

1 stop10h 50m

Punta Cana

Fri 5/1

1:00 pm-9:20 pm

1 stop11h 20m

$458

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Mon 5/4

9:15 pm-12:59 pm

1 stop12h 44m

Santo Domingo Las Americas

Fri 5/8

5:50 am-8:00 pm

1 stop17h 10m

$501

San DiegoProvidenciales

SAN - PLS

SANPLS

San Diego

Tue 9/15

8:40 pm-1:04 pm

1 stop13h 24m

Providenciales

Thu 9/24

2:04 pm-7:30 pm

1 stop32h 26m

$610

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 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

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from San Diego, with most prices found around $418. The month of September is another great option to travel to Caribbean Islands, with average flight prices from San Diego averaging around $431.

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 Diego when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $516 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 Diego for as low as $434 on momondo.

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

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

Cheap San Diego to Caribbean Islands flight deals and tips

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

Fastest flight time	9h 58m
Direct flights	None

The fastest flight from San Diego to Caribbean Islands takes 9h 58m

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

Search flight deals

When did momondo last update prices for flights from San Diego Airport to Caribbean Islands?
Prices for flights from San Diego Airport to Caribbean Islands are updated daily.
How many operators does momondo search for flights from San Diego Airport to Caribbean Islands?
There are 9 operators available for flights from San Diego Airport to Caribbean Islands as of March 2026.
How old do you have to be to fly from San Diego Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Diego Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The required travel and health documents for your Caribbean Islands 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 Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from San Diego to Caribbean Islands?
Based on momondo bookings for flights between San Diego and Caribbean Islands, the leading plane model is Boeing 737 MAX 8, making up 18.97% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 16.62%, Airbus A321neo with 11.91%, and Boeing 737-900 with 7.35%.

Best airlines flying from San Diego to Caribbean Islands

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $164	Free Cancellation	Rating 7.9 8,357 reviews	Search Delta flights
Copa Airlines	PriceFrom $189	Free Cancellation	Rating 7.5 1,579 reviews	Search Copa Airlines flights
Frontier	PriceFrom $215	Free Cancellation	Rating 5.7 3,013 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $260	Free Cancellation	Rating 6.3 8,552 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $269	Free Cancellation	Rating 7.2 2,909 reviews	Search JetBlue flights
United Airlines	PriceFrom $295	Free Cancellation	Rating 7.4 9,499 reviews	Search United Airlines flights
American Airlines	PriceFrom $317	Free Cancellation	Rating 7.1 11,520 reviews	Search American Airlines flights
Southwest	PriceFrom $382	Free Cancellation	Rating 8.0 4,333 reviews	Search Southwest flights
Alaska Airlines	PriceFrom $475	Free Cancellation	Rating 7.9 12,133 reviews	Search Alaska Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from San Diego.

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

All flight searches from San Diego to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between San Diego and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Caribbean Islands from San Diego are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.