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 43% 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?

American Airlines, United Airlines, and Delta 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 September 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.

$137 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.

7:15 pm - 9:38 amSAN San Diego-SJU San Juan Luis Munoz Marin Intl

10h 23m2 stops Phoenix Sky Harbor Intl Miami

6:17 am - 7:19 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

17h 02m1 stop Chicago O'Hare Intl

$274American Airlines

Tue, Feb 2 - Sat, Feb 6

9:25 pm - 3:01 pmSAN San Diego-SJU San Juan Luis Munoz Marin Intl

14h 36m1 stop Charlotte Douglas

7:30 am - 6:57 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

14h 27m1 stop Philadelphia

$274American Airlines

Sat, Oct 24 - Sat, Oct 31

10:40 pm - 12:40 pmSAN San Diego-STT Saint Thomas Island Cyril E King

10h 00m1 stop Atlanta Hartsfield-Jackson

1:50 pm - 11:47 pmSTT Saint Thomas Island Cyril E King-SAN San Diego

13h 57m2 stops Atlanta Hartsfield-Jackson Salt Lake City

$356Delta

Mon, Jan 18 - Fri, Jan 29

10:10 pm - 1:20 pmSAN San Diego-STT Saint Thomas Island Cyril E King

11h 10m1 stop New York John F Kennedy Intl

3:10 pm - 9:41 pmSTT Saint Thomas Island Cyril E King-SAN San Diego

10h 31m1 stop Atlanta Hartsfield-Jackson

$356Delta

Mon, Jan 18 - Thu, Jan 28

10:30 pm - 1:15 pmSAN San Diego-SJU San Juan Luis Munoz Marin Intl

10h 45m1 stop Newark

7:40 am - 5:10 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

13h 30m2 stops Houston George Bush Intcntl Denver Intl

$426United Airlines

Sun, Dec 6 - Sat, Dec 12

6:50 am - 9:00 pmSAN San Diego-SJU San Juan Luis Munoz Marin Intl

10h 10m1 stop Chicago O'Hare Intl

2:05 am - 10:20 amSJU San Juan Luis Munoz Marin Intl-SAN San Diego

12h 15m1 stop Newark

$426United Airlines

Sun, Dec 6 - Fri, Dec 11

9:55 am - 10:00 pmSAN San Diego-SJU San Juan Luis Munoz Marin Intl

8h 05m1 stop Tampa

6:10 am - 1:45 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

11h 35m1 stop Baltimore/Washington

$426Southwest

Thu, Feb 4 - Mon, Feb 8

11:20 am - 1:25 amSAN San Diego-SJU San Juan Luis Munoz Marin Intl

11h 05m2 stops Dallas Love Field Orlando

1:20 pm - 9:10 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

10h 50m2 stops Orlando Houston Hobby

$426Southwest

Thu, Oct 15 - Sat, Oct 24

10:30 pm - 6:20 pmSAN San Diego-CUR Willemstad Hato Int.

16h 50m1 stop Panama City Tocumen Intl

7:21 pm - 6:30 pmCUR Willemstad Hato Int.-SAN San Diego

26h 09m1 stop Panama City Tocumen Intl

$440Copa Airlines

Sun, Oct 11 - Sun, Oct 18

10:30 pm - 11:41 amSAN San Diego-SDQ Santo Domingo Las Americas

10h 11m1 stop Panama City Tocumen Intl

8:47 am - 6:30 pmSDQ Santo Domingo Las Americas-SAN San Diego

12h 43m1 stop Panama City Tocumen Intl

$498Copa Airlines

Sun, Oct 4 - Sun, Oct 11

Cheap last minute flights

Enter your travel dates to find the best prices.

6:15 am - 4:16 pmSAN San Diego-MBJ Montego Bay Sangster Intl

8h 01m1 stop Dallas/Fort Worth

1:00 pm - 8:59 amMBJ Montego Bay Sangster Intl-SAN San Diego

21h 59m2 stops Miami Charlotte Douglas

$517American Airlines

Sun, Sep 13 - Wed, Sep 16

6:45 pm - 4:16 pmSAN San Diego-MBJ Montego Bay Sangster Intl

19h 31m1 stop Dallas/Fort Worth

1:00 pm - 8:59 amMBJ Montego Bay Sangster Intl-SAN San Diego

21h 59m2 stops Miami Charlotte Douglas

$527American Airlines

Sun, Sep 13 - Wed, Sep 16

7:30 am - 11:49 pmSAN San Diego-SJU San Juan Luis Munoz Marin Intl

13h 19m1 stop New York John F Kennedy Intl

1:16 pm - 11:34 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

13h 18m1 stop New York John F Kennedy Intl

$581Delta

Tue, Sep 15 - Fri, Sep 25

9:05 pm - 11:57 amSAN San Diego-SJU San Juan Luis Munoz Marin Intl

11h 52m1 stop Newark

1:00 am - 9:49 amSJU San Juan Luis Munoz Marin Intl-SAN San Diego

11h 49m1 stop Newark

$632United Airlines

Tue, Sep 15 - Fri, Sep 25

10:25 pm - 1:53 pmSAN San Diego-SJU San Juan Luis Munoz Marin Intl

12h 28m1 stop Newark

7:00 am - 1:17 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

9h 17m1 stop Houston George Bush Intcntl

$632United Airlines

Tue, Sep 15 - Tue, Sep 29

9:00 am - 11:55 pmSAN San Diego-SJU San Juan Luis Munoz Marin Intl

11h 55m2 stops Denver Intl Orlando

5:00 am - 1:10 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

11h 10m2 stops Orlando Las Vegas Harry Reid Intl

$646Southwest

Mon, Sep 14 - Fri, Sep 18

10:40 pm - 1:45 pmSAN San Diego-SJU San Juan Luis Munoz Marin Intl

12h 05m2 stops Nashville Intl Orlando

5:00 am - 1:10 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

11h 10m2 stops Orlando Las Vegas Harry Reid Intl

$646Southwest

Sun, Sep 13 - Fri, Sep 18

1:10 pm - 5:30 pmSAN San Diego-NAS Nassau Intl

25h 20m1 stop Toronto Pearson Intl

2:20 pm - 8:36 pmNAS Nassau Intl-SAN San Diego

33h 16m1 stop Montreal Pierre Elliott Trudeau Intl

$656Air Canada

Sun, Sep 13 - Thu, Sep 17

6:20 am - 10:19 pmSAN San Diego-SJU San Juan Luis Munoz Marin Intl

12h 59m1 stop Atlanta Hartsfield-Jackson

1:16 pm - 11:34 pmSJU San Juan Luis Munoz Marin Intl-SAN San Diego

13h 18m1 stop New York John F Kennedy Intl

$658Delta

Thu, Sep 10 - Wed, Sep 16

1:10 pm - 5:30 pmSAN San Diego-NAS Nassau Intl

25h 20m1 stop Toronto Pearson Intl

2:20 pm - 12:16 pmNAS Nassau Intl-SAN San Diego

24h 56m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$707Air Canada

Sun, Sep 13 - Thu, Sep 17

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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

Oct 20

SAN10:40 pmSan Diego

12h 23m

1 stop

SJU2:03 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU12:21 pmSan Juan Luis Munoz Marin Intl

12h 45m

2 stops

SAN10:06 pmSan Diego

$274

American Airlines

Oct 17

SAN12:56 pmSan Diego

17h 50m

1 stop

SJU9:46 amSan Juan Luis Munoz Marin Intl

Oct 24

SJU7:30 amSan Juan Luis Munoz Marin Intl

14h 27m

1 stop

SAN6:57 pmSan Diego

$275

American Airlines

Oct 17

SAN9:25 pmSan Diego

11h 06m

2 stops

SJU11:31 amSan Juan Luis Munoz Marin Intl

Oct 24

SJU12:41 pmSan Juan Luis Munoz Marin Intl

11h 56m

1 stop

SAN9:37 pmSan Diego

$276

JetBlue flights from San Diego to Caribbean Islands

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

JetBlue

Dec 11

SAN10:35 amSan Diego

8h 53m

1 stop

SJU11:28 pmSan Juan Luis Munoz Marin Intl

Dec 15

SJU10:43 amSan Juan Luis Munoz Marin Intl

12h 30m

1 stop

SAN7:13 pmSan Diego

$445

JetBlue

Oct 26

SAN8:26 pmSan Diego

16h 33m

1 stop

SDQ3:59 pmSanto Domingo Las Americas

Oct 29

SDQ3:07 amSanto Domingo Las Americas

12h 49m

1 stop

SAN12:56 pmSan Diego

$578

JetBlue

Oct 26

SAN8:26 pmSan Diego

16h 33m

1 stop

SDQ3:59 pmSanto Domingo Las Americas

Oct 30

SDQ10:57 amSanto Domingo Las Americas

12h 28m

1 stop

SAN8:25 pmSan Diego

$582

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 DiegoSan Juan

SAN San Diego - SJU San Juan Luis Munoz Marin Intl

SANSJU

San Diego

Tue 2/2

7:15 pm-9:38 am

2 stops10h 23m

San Juan Luis Munoz Marin Intl

Sat 2/6

6:17 am-7:19 pm

1 stop17h 02m

$274

San DiegoSan Juan

SAN San Diego - SJU San Juan Luis Munoz Marin Intl

SANSJU

San Diego

Sat 10/24

9:25 pm-3:01 pm

1 stop14h 36m

San Juan Luis Munoz Marin Intl

Sat 10/31

7:30 am-6:57 pm

1 stop14h 27m

$274

San DiegoSaint Thomas Island

SAN San Diego - STT Saint Thomas Island Cyril E King

SANSTT

San Diego

Mon 1/18

10:40 pm-12:40 pm

1 stop10h 00m

Saint Thomas Island Cyril E King

Fri 1/29

1:50 pm-11:47 pm

2 stops13h 57m

$356

San DiegoSaint Thomas Island

SAN San Diego - STT Saint Thomas Island Cyril E King

SANSTT

San Diego

Mon 1/18

10:10 pm-1:20 pm

1 stop11h 10m

Saint Thomas Island Cyril E King

Thu 1/28

3:10 pm-9:41 pm

1 stop10h 31m

$356

San DiegoSan Juan

SAN San Diego - SJU San Juan Luis Munoz Marin Intl

SANSJU

San Diego

Sun 12/6

10:30 pm-1:15 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Sat 12/12

7:40 am-5:10 pm

2 stops13h 30m

$426

San DiegoSan Juan

SAN San Diego - SJU San Juan Luis Munoz Marin Intl

SANSJU

San Diego

Sun 12/6

6:50 am-9:00 pm

1 stop10h 10m

San Juan Luis Munoz Marin Intl

Fri 12/11

2:05 am-10:20 am

1 stop12h 15m

$426

Quickest round-trip

San DiegoSan Juan

SAN San Diego - SJU San Juan Luis Munoz Marin Intl

SANSJU

San Diego

Thu 2/4

9:55 am-10:00 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

Mon 2/8

6:10 am-1:45 pm

1 stop11h 35m

$426

San DiegoSan Juan

SAN San Diego - SJU San Juan Luis Munoz Marin Intl

SANSJU

San Diego

Thu 10/15

11:20 am-1:25 am

2 stops11h 05m

San Juan Luis Munoz Marin Intl

Sat 10/24

1:20 pm-9:10 pm

2 stops10h 50m

$426

San DiegoWillemstad

SAN San Diego - CUR Willemstad Hato Int.

SANCUR

San Diego

Sun 10/11

10:30 pm-6:20 pm

1 stop16h 50m

Willemstad Hato Int.

Sun 10/18

7:21 pm-6:30 pm

1 stop26h 09m

$440

San DiegoSanto Domingo

SAN San Diego - SDQ Santo Domingo Las Americas

SANSDQ

San Diego

Sun 10/4

10:30 pm-11:41 am

1 stop10h 11m

Santo Domingo Las Americas

Sun 10/11

8:47 am-6:30 pm

1 stop12h 43m

$498

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 May is, on average, the cheapest month to fly to Caribbean Islands from San Diego, with most prices found around $563. The month of February is another great option to travel to Caribbean Islands, with average flight prices from San Diego averaging around $583.

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 $520 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 $444 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

Best Price Found	$137
Fastest flight time	8h 05m
Direct flights	None

The best one-way flight to Caribbean Islands from San Diego in the past 72 hours is $137. The best round-trip flight deal from San Diego to Caribbean Islands found on momondo in the last 72 hours is $274.

The fastest flight from San Diego to Caribbean Islands takes 8h 05m

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 September 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 18.55% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 17.40%, Airbus A321neo with 10.56%, and Airbus A321-100/200 with 9.43%.

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 2,611 reviews	Search Frontier flights
Delta	PriceFrom $158	Free Cancellation	Rating 7.8 8,553 reviews	Search Delta flights
Copa Airlines	PriceFrom $189	Free Cancellation	Rating 7.6 1,546 reviews	Search Copa Airlines flights
JetBlue	PriceFrom $254	Free Cancellation	Rating 7.1 3,041 reviews	Search JetBlue flights
United Airlines	PriceFrom $295	Free Cancellation	Rating 7.4 10,192 reviews	Search United Airlines flights
American Airlines	PriceFrom $316	Free Cancellation	Rating 7.1 12,046 reviews	Search American Airlines flights
Southwest	PriceFrom $407	Free Cancellation	Rating 8.0 4,194 reviews	Search Southwest flights
Alaska Airlines	PriceFrom $523	Free Cancellation	Rating 7.9 12,904 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.