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Cheap flights from San Diego to Caribbean Islands from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Diego to Caribbean Islands departing on 2/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from San Diego to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:25 am - 9:54 am
SAN
-
SJU
24h 29m
2 stops
Multiple Airlines Logo
6:49 pm - 12:11 am
SJU
-
SAN
32h 22m
1 stop
$331Multiple Airlines
Mon, Apr 20 - Sat, Apr 25
United Airlines Logo
3:40 pm - 6:11 am
SAN
-
SJU
10h 31m
1 stop
United Airlines Logo
3:25 pm - 10:40 pm
SJU
-
SAN
11h 15m
1 stop
$337United Airlines
Sat, Feb 21 - Sat, Mar 7
American Airlines Logo
6:30 am - 11:40 pm
SAN
-
SJU
13h 10m
1 stop
American Airlines Logo
8:00 am - 10:40 pm
SJU
-
SAN
18h 40m
1 stop
$354American Airlines
Fri, Feb 20 - Tue, Feb 24
American Airlines Logo
10:05 pm - 10:48 am
SAN
-
SJU
9h 43m
1 stop
American Airlines Logo
11:59 pm - 2:04 pm
SJU
-
SAN
17h 05m
1 stop
$363American Airlines
Sat, Apr 18 - Mon, Apr 27
Delta Logo
10:20 pm - 12:40 pm
SAN
-
STT
10h 20m
1 stop
Delta Logo
3:00 pm - 11:09 pm
STT
-
SAN
11h 09m
1 stop
$406Delta
Tue, Mar 3 - Wed, Mar 11
Copa Airlines Logo
8:17 pm - 10:57 am
SAN
-
PUJ
10h 40m
1 stop
Copa Airlines Logo
6:35 pm - 6:14 pm
PUJ
-
SAN
26h 39m
1 stop
$408Copa Airlines
Fri, Feb 20 - Sun, Mar 8
Copa Airlines Logo
8:18 pm - 10:57 am
SAN
-
PUJ
10h 39m
1 stop
Copa Airlines Logo
12:41 pm - 5:14 pm
PUJ
-
SAN
32h 33m
1 stop
$415Copa Airlines
Sun, Mar 1 - Sat, Mar 7
Delta Logo
10:10 pm - 1:57 pm
SAN
-
PUJ
11h 47m
1 stop
Delta Logo
3:50 pm - 10:48 pm
PUJ
-
SAN
10h 58m
1 stop
$419Delta
Tue, Feb 24 - Fri, Feb 27
JetBlue Logo
8:25 pm - 2:42 pm
SAN
-
SDQ
15h 17m
1 stop
JetBlue Logo
5:50 am - 8:04 pm
SDQ
-
SAN
17h 14m
1 stop
$431JetBlue
Mon, Apr 13 - Sat, Apr 25
JetBlue Logo
9:15 pm - 3:22 pm
SAN
-
STT
15h 07m
2 stops
JetBlue Logo
2:45 pm - 9:15 am
STT
-
SAN
21h 30m
2 stops
$442JetBlue
Fri, May 8 - Wed, May 13

American Airlines flights from San Diego to Caribbean Islands

Our best American Airlines deals on San Diego to Caribbean Islands flight tickets
American Airlines
Feb 20
SAN6:30 amSan Diego
13h 10m
1 stop
SJU11:40 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU8:00 amSan Juan Luis Munoz Marin Intl
18h 40m
1 stop
SAN10:40 pmSan Diego
$354
American Airlines
Apr 18
SAN10:05 pmSan Diego
9h 43m
1 stop
SJU10:48 amSan Juan Luis Munoz Marin Intl
Apr 27
SJU11:59 pmSan Juan Luis Munoz Marin Intl
17h 05m
1 stop
SAN2:04 pmSan Diego
$363
American Airlines
Mar 4
SAN3:19 pmSan Diego
10h 05m
1 stop
SJU5:24 amSan Juan Luis Munoz Marin Intl
Mar 12
SJU5:28 amSan Juan Luis Munoz Marin Intl
11h 55m
1 stop
SAN2:23 pmSan Diego
$394

Southwest flights from San Diego to Caribbean Islands

Our best Southwest deals on San Diego to Caribbean Islands flight tickets
Southwest
Apr 6
SAN9:35 pmSan Diego
10h 00m
2 stops
SJU10:35 amSan Juan Luis Munoz Marin Intl
Apr 17
SJU5:35 amSan Juan Luis Munoz Marin Intl
16h 25m
1 stop
SAN7:00 pmSan Diego
$369
Southwest
Apr 23
SAN6:50 amSan Diego
13h 50m
1 stop
SJU11:40 pmSan Juan Luis Munoz Marin Intl
Apr 27
SJU5:35 amSan Juan Luis Munoz Marin Intl
16h 25m
1 stop
SAN7:00 pmSan Diego
$392
Southwest
Feb 26
SAN6:10 pmSan Diego
11h 45m
2 stops
SJU9:55 amSan Juan Luis Munoz Marin Intl
Mar 4
SJU10:20 amSan Juan Luis Munoz Marin Intl
12h 25m
1 stop
SAN6:45 pmSan Diego
$410

momondo Fare Finder

 
Customize your flight search to find flights from San Diego to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 29, 2026.
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

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 4/20

6:25 am-9:54 am

2 stops24h 29m

San Juan Luis Munoz Marin Intl

Sat 4/25

6:49 pm-12:11 am

1 stop32h 22m

$331

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 2/21

3:40 pm-6:11 am

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Sat 3/7

3:25 pm-10:40 pm

1 stop11h 15m

$337

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 2/20

6:30 am-11:40 pm

1 stop13h 10m

San Juan Luis Munoz Marin Intl

Tue 2/24

8:00 am-10:40 pm

1 stop18h 40m

$354

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 4/18

10:05 pm-10:48 am

1 stop9h 43m

San Juan Luis Munoz Marin Intl

Mon 4/27

11:59 pm-2:04 pm

1 stop17h 05m

$363

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Tue 3/3

10:20 pm-12:40 pm

1 stop10h 20m

Saint Thomas Island Cyril E King

Wed 3/11

3:00 pm-11:09 pm

1 stop11h 09m

$406

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Fri 2/20

8:17 pm-10:57 am

1 stop10h 40m

Punta Cana

Sun 3/8

6:35 pm-6:14 pm

1 stop26h 39m

$408

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Sun 3/1

8:18 pm-10:57 am

1 stop10h 39m

Punta Cana

Sat 3/7

12:41 pm-5:14 pm

1 stop32h 33m

$415

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Tue 2/24

10:10 pm-1:57 pm

1 stop11h 47m

Punta Cana

Fri 2/27

3:50 pm-10:48 pm

1 stop10h 58m

$419

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Mon 4/13

8:25 pm-2:42 pm

1 stop15h 17m

Santo Domingo Las Americas

Sat 4/25

5:50 am-8:04 pm

1 stop17h 14m

$431

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Fri 5/8

9:15 pm-3:22 pm

2 stops15h 07m

Saint Thomas Island Cyril E King

Wed 5/13

2:45 pm-9:15 am

2 stops21h 30m

$442

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

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

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 $431. The month of April is another great option to travel to Caribbean Islands, with average flight prices from San Diego averaging around $450.

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 $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 $432 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

10h 06m

Direct flights

None
The fastest flight from San Diego to Caribbean Islands takes 10h 06m
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?

  • 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?

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
JetBluePriceFrom $164Free CancellationRating
7.2
2,891 reviews
Search JetBlue flights
DeltaPriceFrom $164Free CancellationRating
7.9
8,124 reviews
Search Delta flights
Copa AirlinesPriceFrom $189Free CancellationRating
7.6
1,562 reviews
Search Copa Airlines flights
FrontierPriceFrom $215Free CancellationRating
5.7
3,056 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $260Free CancellationRating
6.3
8,394 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $295Free CancellationRating
7.4
9,214 reviews
Search United Airlines flights
American AirlinesPriceFrom $328Free CancellationRating
7.2
11,207 reviews
Search American Airlines flights
SouthwestPriceFrom $382Free CancellationRating
8.0
4,267 reviews
Search Southwest flights
Alaska AirlinesPriceFrom $475Free CancellationRating
8.0
11,808 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.

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