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

Delta, Southwest, 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 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 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 May 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

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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.

9:10 pm - 2:59 pm

SAN

STT

14h 49m

1 stop

1:49 pm - 8:12 am

STT

SAN

21h 23m

2 stops

$316American Airlines

Sun, Aug 23 - Fri, Aug 28

12:32 pm - 3:52 pm

SAN

STT

24h 20m

1 stop

1:49 pm - 8:12 am

STT

SAN

21h 23m

2 stops

$380American Airlines

Sat, Aug 22 - Fri, Aug 28

9:59 pm - 12:08 pm

SAN

SJU

11h 09m

1 stop

2:59 pm - 11:00 pm

SJU

SAN

11h 01m

1 stop

$386Delta

Wed, Aug 5 - Wed, Aug 12

10:30 pm - 3:34 pm

SAN

MBJ

15h 04m

1 stop

1:14 pm - 9:19 pm

MBJ

SAN

10h 05m

1 stop

$412Delta

Sun, Jul 12 - Thu, Sep 3

8:44 pm - 12:02 pm

SAN

SJU

12h 18m

1 stop

8:30 am - 7:30 pm

SJU

SAN

14h 00m

1 stop

$420JetBlue

Fri, Jun 5 - Thu, Jun 11

3:10 pm - 5:29 am

SAN

SJU

11h 19m

1 stop

2:05 am - 11:35 am

SJU

SAN

12h 30m

2 stops

$427United Airlines

Fri, Aug 7 - Mon, Aug 10

8:58 pm - 2:36 pm

SAN

CUR

14h 38m

1 stop

7:31 pm - 6:30 pm

CUR

SAN

25h 59m

1 stop

$430Copa Airlines

Wed, Aug 26 - Sun, Aug 30

9:03 pm - 11:42 am

SAN

SDQ

11h 39m

1 stop

8:47 am - 6:30 pm

SDQ

SAN

12h 43m

1 stop

$502Copa Airlines

Mon, Sep 21 - Mon, Oct 5

6:55 pm - 3:45 pm

SAN

MBJ

18h 50m

1 stop

5:14 pm - 11:08 am

MBJ

SAN

20h 54m

1 stop

$532United Airlines

Fri, Jun 19 - Sat, Dec 12

9:10 pm - 12:30 pm

SAN

AUA

12h 20m

1 stop

2:35 pm - 9:10 am

AUA

SAN

21h 35m

1 stop

$624JetBlue

Sat, Jun 6 - Sat, Jun 13

Southwest flights from San Diego to Caribbean Islands

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

Southwest

Jul 29

SAN9:00 amSan Diego

11h 45m

1 stop

SJU11:45 pmSan Juan Luis Munoz Marin Intl

Aug 6

SJU10:00 amSan Juan Luis Munoz Marin Intl

12h 55m

1 stop

SAN7:55 pmSan Diego

$396

Southwest

Sep 8

SAN8:45 amSan Diego

10h 15m

1 stop

SJU10:00 pmSan Juan Luis Munoz Marin Intl

Sep 14

SJU10:00 amSan Juan Luis Munoz Marin Intl

12h 55m

1 stop

SAN7:55 pmSan Diego

$406

Southwest

Aug 5

SAN7:25 amSan Diego

11h 35m

2 stops

SJU10:00 pmSan Juan Luis Munoz Marin Intl

Aug 12

SJU11:50 amSan Juan Luis Munoz Marin Intl

10h 00m

1 stop

SAN6:50 pmSan Diego

$426

JetBlue flights from San Diego to Caribbean Islands

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

JetBlue

Jun 5

SAN8:44 pmSan Diego

12h 18m

1 stop

SJU12:02 pmSan Juan Luis Munoz Marin Intl

Jun 11

SJU8:30 amSan Juan Luis Munoz Marin Intl

14h 00m

1 stop

SAN7:30 pmSan Diego

$420

JetBlue

Jun 5

SAN8:44 pmSan Diego

16h 34m

1 stop

SJU4:18 pmSan Juan Luis Munoz Marin Intl

Jun 11

SJU8:30 amSan Juan Luis Munoz Marin Intl

14h 00m

1 stop

SAN7:30 pmSan Diego

$492

JetBlue

Jun 10

SAN10:30 pmSan Diego

12h 01m

1 stop

SJU1:31 pmSan Juan Luis Munoz Marin Intl

Jun 18

SJU2:41 pmSan Juan Luis Munoz Marin Intl

11h 19m

1 stop

SAN11:00 pmSan Diego

$498

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

Sun 8/23

9:10 pm-2:59 pm

1 stop14h 49m

Saint Thomas Island Cyril E King

Fri 8/28

1:49 pm-8:12 am

2 stops21h 23m

$316

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Sat 8/22

12:32 pm-3:52 pm

1 stop24h 20m

Saint Thomas Island Cyril E King

Fri 8/28

1:49 pm-8:12 am

2 stops21h 23m

$380

Quickest round-trip

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Wed 8/5

9:59 pm-12:08 pm

1 stop11h 09m

San Juan Luis Munoz Marin Intl

Wed 8/12

2:59 pm-11:00 pm

1 stop11h 01m

$386

San DiegoMontego Bay

SAN - MBJ

SANMBJ

San Diego

Sun 7/12

10:30 pm-3:34 pm

1 stop15h 04m

Montego Bay Sangster Intl

Thu 9/3

1:14 pm-9:19 pm

1 stop10h 05m

$412

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 6/5

8:44 pm-12:02 pm

1 stop12h 18m

San Juan Luis Munoz Marin Intl

Thu 6/11

8:30 am-7:30 pm

1 stop14h 00m

$420

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 8/7

3:10 pm-5:29 am

1 stop11h 19m

San Juan Luis Munoz Marin Intl

Mon 8/10

2:05 am-11:35 am

2 stops12h 30m

$427

San DiegoWillemstad

SAN - CUR

SANCUR

San Diego

Wed 8/26

8:58 pm-2:36 pm

1 stop14h 38m

Willemstad Hato Int.

Sun 8/30

7:31 pm-6:30 pm

1 stop25h 59m

$430

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Mon 9/21

9:03 pm-11:42 am

1 stop11h 39m

Santo Domingo Las Americas

Mon 10/5

8:47 am-6:30 pm

1 stop12h 43m

$502

San DiegoMontego Bay

SAN - MBJ

SANMBJ

San Diego

Fri 6/19

6:55 pm-3:45 pm

1 stop18h 50m

Montego Bay Sangster Intl

Sat 12/12

5:14 pm-11:08 am

1 stop20h 54m

$532

San DiegoOranjestad

SAN - AUA

SANAUA

San Diego

Sat 6/6

9:10 pm-12:30 pm

1 stop12h 20m

Oranjestad Reina Beatrix

Sat 6/13

2:35 pm-9:10 am

1 stop21h 35m

$624

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 June is, on average, the cheapest month to fly to Caribbean Islands from San Diego, with most prices found around $150. The month of October is another great option to travel to Caribbean Islands, with average flight prices from San Diego averaging around $165.

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 $519 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 $417 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	7h 20m
Direct flights	None

The fastest flight from San Diego to Caribbean Islands takes 7h 20m

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 9 operators available for flights from San Diego Airport to Caribbean Islands as of May 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 20.17% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 17.23%, Airbus A321neo with 10.86%, and Boeing 737-900 with 7.75%.

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 2,951 reviews	Search Frontier flights
Delta	PriceFrom $158	Free Cancellation	Rating 7.9 8,453 reviews	Search Delta flights
Copa Airlines	PriceFrom $189	Free Cancellation	Rating 7.5 1,584 reviews	Search Copa Airlines flights
JetBlue	PriceFrom $254	Free Cancellation	Rating 7.1 2,974 reviews	Search JetBlue flights
Spirit Airlines	PriceFrom $260	Free Cancellation	Rating 6.2 8,626 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $277	Free Cancellation	Rating 7.4 9,720 reviews	Search United Airlines flights
American Airlines	PriceFrom $304	Free Cancellation	Rating 7.1 11,662 reviews	Search American Airlines flights
Southwest	PriceFrom $382	Free Cancellation	Rating 8.0 4,299 reviews	Search Southwest flights
Alaska Airlines	PriceFrom $426	Free Cancellation	Rating 7.9 12,366 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.