What airlines fly to Caribbean Islands?

American Airlines, United Airlines and Southwest 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 45% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 8 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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

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 8 operators available for flights from San Diego Airport to Caribbean Islands as of July 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.

$156 Cheap Flights from San Diego to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

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.

4:22 pm - 12:53 pm

SAN

STT

17h 31m

2 stops

1:49 pm - 8:12 am

STT

SAN

21h 23m

2 stops

$336American Airlines

Sat, Aug 29 - Wed, Sep 2

6:55 pm - 12:34 pm

SAN

SJU

14h 39m

2 stops

2:00 pm - 8:34 pm

SJU

SAN

9h 34m

1 stop

$386United Airlines

Fri, Aug 21 - Sat, Aug 29

12:32 pm - 12:53 pm

SAN

STT

21h 21m

1 stop

1:49 pm - 8:12 am

STT

SAN

21h 23m

2 stops

$401American Airlines

Sat, Aug 29 - Wed, Sep 2

9:45 pm - 12:54 pm

SAN

SJU

12h 09m

1 stop

7:00 am - 5:26 pm

SJU

SAN

13h 26m

2 stops

$406United Airlines

Tue, Aug 18 - Tue, Aug 25

10:40 pm - 2:30 pm

SAN

SJU

12h 50m

1 stop

5:05 am - 2:15 pm

SJU

SAN

12h 10m

2 stops

$411Southwest

Sun, Sep 20 - Sat, Sep 26

10:15 am - 11:50 pm

SAN

SJU

10h 35m

2 stops

5:40 am - 2:25 pm

SJU

SAN

11h 45m

1 stop

$415Southwest

Sat, Oct 17 - Sat, Oct 24

7:30 am - 11:52 pm

SAN

SJU

13h 22m

1 stop

1:19 pm - 11:43 pm

SJU

SAN

13h 24m

1 stop

$431Delta

Tue, Aug 11 - Tue, Aug 18

10:10 pm - 1:20 pm

SAN

STT

11h 10m

1 stop

4:15 pm - 11:03 pm

STT

SAN

10h 48m

1 stop

$433Delta

Mon, Jan 4 - Thu, Jan 7

10:00 pm - 2:36 pm

SAN

CUR

13h 36m

1 stop

7:31 pm - 6:30 pm

CUR

SAN

25h 59m

1 stop

$440Copa Airlines

Wed, Aug 26 - Sun, Aug 30

10:00 pm - 12:18 pm

SAN

CUR

11h 18m

1 stop

7:31 pm - 6:30 pm

CUR

SAN

25h 59m

1 stop

$495Copa Airlines

Wed, Aug 26 - Sun, Aug 30

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American Airlines flights from San Diego to Caribbean Islands

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

American Airlines

Aug 29

SAN4:22 pmSan Diego

17h 31m

2 stops

STT12:53 pmSaint Thomas Island Cyril E King

Sep 2

STT1:49 pmSaint Thomas Island Cyril E King

21h 23m

2 stops

SAN8:12 amSan Diego

$336

American Airlines

Aug 29

SAN12:32 pmSan Diego

21h 21m

1 stop

STT12:53 pmSaint Thomas Island Cyril E King

Sep 2

STT1:49 pmSaint Thomas Island Cyril E King

21h 23m

2 stops

SAN8:12 amSan Diego

$401

American Airlines

Dec 8

SAN7:30 pmSan Diego

14h 22m

2 stops

STT1:52 pmSaint Thomas Island Cyril E King

Dec 16

STT2:49 pmSaint Thomas Island Cyril E King

12h 11m

1 stop

SAN11:00 pmSan Diego

$428

Southwest flights from San Diego to Caribbean Islands

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

Southwest

Sep 20

SAN10:40 pmSan Diego

12h 50m

1 stop

SJU2:30 pmSan Juan Luis Munoz Marin Intl

Sep 26

SJU5:05 amSan Juan Luis Munoz Marin Intl

12h 10m

2 stops

SAN2:15 pmSan Diego

$411

Southwest

Oct 17

SAN10:15 amSan Diego

10h 35m

2 stops

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU5:40 amSan Juan Luis Munoz Marin Intl

11h 45m

1 stop

SAN2:25 pmSan Diego

$415

Southwest

Aug 21

SAN9:00 pmSan Diego

10h 50m

2 stops

SJU10:50 amSan Juan Luis Munoz Marin Intl

Aug 29

SJU6:25 amSan Juan Luis Munoz Marin Intl

11h 10m

2 stops

SAN2:35 pmSan Diego

$420

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

Sat 8/29

4:22 pm-12:53 pm

2 stops17h 31m

Saint Thomas Island Cyril E King

Wed 9/2

1:49 pm-8:12 am

2 stops21h 23m

$336

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 8/21

6:55 pm-12:34 pm

2 stops14h 39m

San Juan Luis Munoz Marin Intl

Sat 8/29

2:00 pm-8:34 pm

1 stop9h 34m

$386

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Sat 8/29

12:32 pm-12:53 pm

1 stop21h 21m

Saint Thomas Island Cyril E King

Wed 9/2

1:49 pm-8:12 am

2 stops21h 23m

$401

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 8/18

9:45 pm-12:54 pm

1 stop12h 09m

San Juan Luis Munoz Marin Intl

Tue 8/25

7:00 am-5:26 pm

2 stops13h 26m

$406

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sun 9/20

10:40 pm-2:30 pm

1 stop12h 50m

San Juan Luis Munoz Marin Intl

Sat 9/26

5:05 am-2:15 pm

2 stops12h 10m

$411

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 10/17

10:15 am-11:50 pm

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Sat 10/24

5:40 am-2:25 pm

1 stop11h 45m

$415

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 8/11

7:30 am-11:52 pm

1 stop13h 22m

San Juan Luis Munoz Marin Intl

Tue 8/18

1:19 pm-11:43 pm

1 stop13h 24m

$431

Quickest round-trip

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Mon 1/4

10:10 pm-1:20 pm

1 stop11h 10m

Saint Thomas Island Cyril E King

Thu 1/7

4:15 pm-11:03 pm

1 stop10h 48m

$433

San DiegoWillemstad

SAN - CUR

SANCUR

San Diego

Wed 8/26

10:00 pm-2:36 pm

1 stop13h 36m

Willemstad Hato Int.

Sun 8/30

7:31 pm-6:30 pm

1 stop25h 59m

$440

San DiegoWillemstad

SAN - CUR

SANCUR

San Diego

Wed 8/26

10:00 pm-12:18 pm

1 stop11h 18m

Willemstad Hato Int.

Sun 8/30

7:31 pm-6:30 pm

1 stop25h 59m

$495

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 September is, on average, the cheapest month to fly to Caribbean Islands from San Diego, with most prices found around $559. The month of May is another great option to travel to Caribbean Islands, with average flight prices from San Diego averaging around $562.

What is the cheapest San Diego to Caribbean Islands flight route?

Fly from San Diego to San Juan Luis Munoz Marin Intl for the best San Diego - Caribbean Islands flight prices

How far in advance should I book a flight from San Diego 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 $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 Diego for as low as $430 on momondo.

What cabin class options are available on San Diego to Caribbean Islands flights?

There is only 1 cabin class available to choose from on San Diego to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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	7h 24m
Direct flights	None

The fastest flight from San Diego to Caribbean Islands takes 7h 24m

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

Frequently asked questions about flying from San Diego to Caribbean Islands

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 8 operators available for flights from San Diego Airport to Caribbean Islands as of July 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 17.31% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 16.84%, Airbus A321neo with 10.19%, and Airbus A321-100/200 with 8.38%.

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
Frontier	PriceFrom $138	Free Cancellation	Rating 5.6 2,792 reviews	Search Frontier flights
Delta	PriceFrom $176	Free Cancellation	Rating 7.8 8,480 reviews	Search Delta flights
Copa Airlines	PriceFrom $189	Free Cancellation	Rating 7.6 1,565 reviews	Search Copa Airlines flights
JetBlue	PriceFrom $254	Free Cancellation	Rating 7.1 3,010 reviews	Search JetBlue flights
United Airlines	PriceFrom $295	Free Cancellation	Rating 7.4 10,005 reviews	Search United Airlines flights
American Airlines	PriceFrom $295	Free Cancellation	Rating 7.1 11,827 reviews	Search American Airlines flights
Southwest	PriceFrom $380	Free Cancellation	Rating 8.0 4,241 reviews	Search Southwest flights
Alaska Airlines	PriceFrom $426	Free Cancellation	Rating 7.9 12,672 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.