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Cheap flights from San Diego to Caribbean Islands from $148

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 10/17. 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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Find the cheapest flights from San Diego to Caribbean Islands

Cheap round-trip flights

United Airlines Logo
10:18 pm - 1:40 pmSAN-SJU
12h 22m1 stop
United Airlines Logo
3:46 pm - 9:53 pmSJU-SAN
10h 07m1 stop
$295United Airlines
Find Deal
Mon, Oct 27 - Wed, Nov 5
American Airlines Logo
6:20 am - 11:59 pmSAN-SJU
14h 39m1 stop
American Airlines Logo
5:30 am - 6:47 pmSJU-SAN
16h 17m1 stop
$298American Airlines
Find Deal
Fri, Oct 17 - Thu, Oct 23
United Airlines Logo
9:20 pm - 12:00 pmSAN-SJU
11h 40m1 stop
United Airlines Logo
1:30 pm - 11:41 pmSJU-SAN
13h 11m2 stops
$319United Airlines
Find Deal
Tue, Oct 14 - Wed, Oct 22
American Airlines Logo
10:35 pm - 3:47 pmSAN-SJU
13h 12m1 stop
American Airlines Logo
6:25 am - 6:59 pmSJU-SAN
16h 34m1 stop
$334American Airlines
Find Deal
Mon, Nov 10 - Mon, Nov 17
JetBlue Logo
9:05 pm - 1:17 pmSAN-MBJ
13h 12m1 stop
JetBlue Logo
8:35 pm - 9:05 amMBJ-SAN
15h 30m1 stop
$399JetBlue
Find Deal
Mon, Nov 10 - Sat, Nov 22
Delta Logo
1:15 pm - 1:24 pmSAN-SDQ
21h 09m1 stop
Delta Logo
7:01 am - 8:34 pmSDQ-SAN
17h 33m1 stop
$401Delta
Find Deal
Sat, Nov 1 - Sat, Nov 15
Delta Logo
3:15 pm - 1:24 pmSAN-SDQ
19h 09m2 stops
Delta Logo
7:01 am - 8:34 pmSDQ-SAN
17h 33m1 stop
$406Delta
Find Deal
Sat, Nov 1 - Sat, Nov 15
JetBlue Logo
8:55 pm - 9:17 amSAN-NAS
9h 22m1 stop
JetBlue Logo
10:17 am - 7:34 pmNAS-SAN
12h 17m1 stop
$407JetBlue
Find Deal
Tue, Feb 24 - Thu, Feb 26
Copa Airlines Logo
9:07 pm - 4:15 pmSAN-SDQ
16h 08m1 stop
Copa Airlines Logo
8:55 am - 5:03 pmSDQ-SAN
12h 08m1 stop
$409Copa Airlines
Find Deal
Mon, Oct 27 - Mon, Nov 17
Copa Airlines Logo
8:10 pm - 4:15 pmSAN-SDQ
16h 05m1 stop
Copa Airlines Logo
8:55 am - 5:03 pmSDQ-SAN
12h 08m1 stop
$412Copa Airlines
Find Deal
Fri, Nov 14 - Wed, Nov 19

United Airlines flights from San Diego to Caribbean Islands

Our best United Airlines deals on San Diego to Caribbean Islands flight tickets
United Airlines
Oct 27
SAN10:18 pmSan Diego
12h 22m
1 stop
SJU1:40 pmSan Juan Luis Munoz Marin Intl
Nov 5
SJU3:46 pmSan Juan Luis Munoz Marin Intl
10h 07m
1 stop
SAN9:53 pmSan Diego
$295
Find similar
United Airlines
Oct 14
SAN9:20 pmSan Diego
11h 40m
1 stop
SJU12:00 pmSan Juan Luis Munoz Marin Intl
Oct 22
SJU1:30 pmSan Juan Luis Munoz Marin Intl
13h 11m
2 stops
SAN11:41 pmSan Diego
$319
Find similar
United Airlines
Oct 18
SAN6:15 amSan Diego
11h 23m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Oct 24
SJU1:05 amSan Juan Luis Munoz Marin Intl
14h 48m
2 stops
SAN12:53 pmSan Diego
$340
Find similar

Frontier flights from San Diego to Caribbean Islands

Our best Frontier deals on San Diego to Caribbean Islands flight tickets
Frontier
Oct 27
SAN7:43 pmSan Diego
19h 11m
2 stops
SJU5:54 pmSan Juan Luis Munoz Marin Intl
Nov 2
SJU2:03 amSan Juan Luis Munoz Marin Intl
13h 14m
2 stops
SAN11:17 amSan Diego
$321
Find similar
Frontier
Oct 22
SAN6:41 amSan Diego
16h 49m
2 stops
SJU2:30 amSan Juan Luis Munoz Marin Intl
Oct 31
SJU9:00 amSan Juan Luis Munoz Marin Intl
17h 50m
2 stops
SAN11:50 pmSan Diego
$333
Find similar
Frontier
Oct 20
SAN3:23 pmSan Diego
21h 01m
2 stops
SJU3:24 pmSan Juan Luis Munoz Marin Intl
Oct 24
SJU9:06 pmSan Juan Luis Munoz Marin Intl
19h 22m
2 stops
SAN1:28 pmSan Diego
$335
Find similar

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 September 18, 2025.
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 10/27

10:18 pm-1:40 pm

1 stop12h 22m

San Juan Luis Munoz Marin Intl

Wed 11/5

3:46 pm-9:53 pm

1 stop10h 07m

$295

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 10/17

6:20 am-11:59 pm

1 stop14h 39m

San Juan Luis Munoz Marin Intl

Thu 10/23

5:30 am-6:47 pm

1 stop16h 17m

$298

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 10/14

9:20 pm-12:00 pm

1 stop11h 40m

San Juan Luis Munoz Marin Intl

Wed 10/22

1:30 pm-11:41 pm

2 stops13h 11m

$319

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 11/10

10:35 pm-3:47 pm

1 stop13h 12m

San Juan Luis Munoz Marin Intl

Mon 11/17

6:25 am-6:59 pm

1 stop16h 34m

$334

San DiegoMontego Bay

SAN - MBJ

SANMBJ

San Diego

Mon 11/10

9:05 pm-1:17 pm

1 stop13h 12m

Montego Bay Sangster Intl

Sat 11/22

8:35 pm-9:05 am

1 stop15h 30m

$399

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Sat 11/1

1:15 pm-1:24 pm

1 stop21h 09m

Santo Domingo Las Americas

Sat 11/15

7:01 am-8:34 pm

1 stop17h 33m

$401

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Sat 11/1

3:15 pm-1:24 pm

2 stops19h 09m

Santo Domingo Las Americas

Sat 11/15

7:01 am-8:34 pm

1 stop17h 33m

$406

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Tue 2/24

8:55 pm-9:17 am

1 stop9h 22m

Nassau Intl

Thu 2/26

10:17 am-7:34 pm

1 stop12h 17m

$407

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Mon 10/27

9:07 pm-4:15 pm

1 stop16h 08m

Santo Domingo Las Americas

Mon 11/17

8:55 am-5:03 pm

1 stop12h 08m

$409

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Fri 11/14

8:10 pm-4:15 pm

1 stop16h 05m

Santo Domingo Las Americas

Wed 11/19

8:55 am-5:03 pm

1 stop12h 08m

$412

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 $433. The month of January is another great option to travel to Caribbean Islands, with average flight prices from San Diego averaging around $441.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from San Diego to Caribbean Islands is on a Saturday. Travelers who choose to depart for Caribbean Islands on a Saturday will often find tickets for as low as $504. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $571. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from San Diego to Caribbean Islands at noon for as low as $485. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $569. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $525 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 $442 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

Direct flights

None
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
Spirit AirlinesPriceFrom $125Free CancellationRating
6.3
8,030 reviews
Search Spirit Airlines flights
JetBluePriceFrom $164Free CancellationRating
7.2
2,911 reviews
Search JetBlue flights
DeltaPriceFrom $180Free CancellationRating
7.9
7,964 reviews
Search Delta flights
FrontierPriceFrom $225Free CancellationRating
5.8
3,171 reviews
Search Frontier flights
United AirlinesPriceFrom $317Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
American AirlinesPriceFrom $323Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Copa AirlinesPriceFrom $370Free CancellationRating
7.5
1,531 reviews
Search Copa Airlines flights
SouthwestPriceFrom $382Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
Alaska AirlinesPriceFrom $474Free CancellationRating
8.0
10,000 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.

An easier way to manage your Caribbean Islands trip

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