Caribbean

$132+ Cheap flights from San Diego (SAN) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Feb 25 — Mar 41
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Cheap flight deals from San Diego to Caribbean

Cheapest flights from San Diego to Caribbean
Explore the most affordable flight options available from San Diego to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Delta deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:20 pm
SAN
-
SJU
2 stops17h 16m
Delta
Sat 10/312:31 pm
SJU
-
SAN
2 stops12h 16m
Delta
Deal found 1/26$316
This American Airlines deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:30 pm
SAN
-
SJU
1 stop19h 28m
American Airlines
Sat 10/242:00 pm
SJU
-
SAN
1 stop8h 58m
American Airlines
Deal found 1/24$317
This Kiwi.com deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:45 am
SAN
-
SJU
1 stop25h 22m
Multiple Airlines
Wed 4/81:11 pm
SJU
-
SAN
2 stops21h 41m
Multiple Airlines
Deal found 1/24$329
This JetBlue deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:05 am
SAN
-
SJU
1 stop12h 34m
JetBlue
Sat 5/911:20 pm
SJU
-
SAN
1 stop12h 55m
JetBlue
Deal found 1/24$330
This Kiwi.com deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:45 am
SAN
-
SJU
1 stop21h 52m
Multiple Airlines
Mon 3/99:58 pm
SJU
-
SAN
2 stops26h 16m
Multiple Airlines
Deal found 1/25$333
This Kiwi.com deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:55 am
SAN
-
SJU
1 stop25h 32m
Multiple Airlines
Tue 4/286:30 am
SJU
-
SAN
2 stops16h 34m
Multiple Airlines
Deal found 1/25$335
This United Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/129:45 pm
SAN
-
SJU
1 stop11h 49m
United Airlines
Fri 4/171:40 pm
SJU
-
SAN
1 stop11h 50m
United Airlines
Deal found 1/25$336
This Kiwi.com deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:45 am
SAN
-
SJU
1 stop25h 22m
Multiple Airlines
Fri 4/103:16 am
SJU
-
SAN
2 stops23h 46m
Multiple Airlines
Deal found 1/25$340
This Kiwi.com deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/276:55 am
SAN
-
SJU
1 stop25h 12m
Multiple Airlines
Tue 3/316:39 pm
SJU
-
SAN
2 stops32h 23m
Multiple Airlines
Deal found 1/23$342
This Kiwi.com deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:50 am
SAN
-
SJU
1 stop21h 47m
Multiple Airlines
Mon 3/26:00 am
SJU
-
SAN
2 stops43h 41m
Multiple Airlines
Deal found 1/24$346
This Kiwi.com deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/276:55 am
SAN
-
SJU
1 stop25h 12m
Multiple Airlines
Thu 4/26:07 pm
SJU
-
SAN
2 stops32h 55m
Multiple Airlines
Deal found 1/24$348
This American Airlines deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/910:25 pm
SAN
-
NAS
1 stop8h 32m
American Airlines
Fri 2/134:36 pm
NAS
-
SAN
1 stop9h 23m
American Airlines
Deal found 1/24$373

Find flight deals from San Diego to Caribbean

Keep the following information in mind while searching for San Diego to Caribbean flight deals. Data was last updated January 26, 2026.

Round-trip from

$316
(Delta)

One-way from

$132
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$455
From San Diego to Caribbean
One-way flight from San Diego to Caribbean
Highest demand for flights based on searches. 4% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego to Caribbean 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, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from San Diego to Caribbean that are best for you.

Fly from

San Diego

Fly to

Caribbean

Route

Depart

Return

Price

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Thu 4/23

10:25 pm-4:31 pm

1 stop15h 06m

San Juan Luis Munoz Marin Intl

Thu 4/30

2:03 pm-11:06 pm

1 stop12h 03m

$316

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sun 4/12

8:39 pm-12:34 pm

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Fri 4/17

1:40 pm-10:30 pm

1 stop11h 50m

$336

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 2/23

9:50 am-11:37 am

1 stop21h 47m

San Juan Luis Munoz Marin Intl

Mon 3/2

6:00 am-9:41 pm

2 stops43h 41m

$346

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 2/23

6:35 am-10:25 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Fri 3/6

2:05 pm-10:35 pm

2 stops12h 30m

$354

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Wed 3/4

1:04 pm-10:00 am

1 stop16h 56m

San Juan Luis Munoz Marin Intl

Thu 3/12

5:28 am-2:23 pm

1 stop11h 55m

$357

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Thu 4/9

9:00 am-11:25 pm

1 stop11h 25m

San Juan Luis Munoz Marin Intl

Tue 4/14

5:05 am-6:55 pm

1 stop16h 50m

$369

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Wed 3/18

9:18 pm-11:35 am

1 stop11h 17m

Punta Cana

Sun 3/22

5:43 am-6:14 pm

1 stop15h 31m

$387

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Fri 3/13

9:18 pm-10:57 am

1 stop10h 39m

Punta Cana

Sun 3/15

5:43 am-6:14 pm

1 stop15h 31m

$387

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Wed 3/11

9:18 pm-10:39 am

1 stop10h 21m

Punta Cana

Wed 3/18

5:43 am-6:14 pm

1 stop15h 31m

$387

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 2/23

10:30 pm-12:49 pm

1 stop10h 19m

San Juan Luis Munoz Marin Intl

Sun 3/1

2:05 am-10:20 am

1 stop12h 15m

$392

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 60 results
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Best time to book a flight from San Diego to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from San Diego with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Diego to Caribbean

What is the cheapest month to book a flight from San Diego to Caribbean?

Currently, April is the cheapest month in which you can book a flight from San Diego to Caribbean (average of $145). Flying from San Diego to Caribbean in December is currently the most expensive (average of $322). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated January 26, 2026.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from San Diego to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Related info for your journey

Find useful and relevant information for your journey from San Diego to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from San Diego to Caribbean?

    Most people fly from San Diego (SAN) if they book a flight from San Diego to Caribbean. San Diego is conveniently located just 2.6 mi from San Diego’s city center.

  • How long is the flight from San Diego to Caribbean?

    A quick flight from San Diego to Caribbean can take about 11h 50m. Delta provides one of the quickest options available for as low as $354. The distance between San Diego and Caribbean is about 3304 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from San Diego to Caribbean one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $89. Users have also found prices from $140 and $142 on American Airlines and United Airlines, respectively.

  • What are the most popular routes from San Diego to Caribbean?

  • Can I find deals for flights from San Diego to Caribbean that include hotel bookings?

    Yes. In addition to deals on San Diego to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Diego to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Diego to Caribbean.

  • Can I find deals for business class flights from San Diego to Caribbean?

    Yes. Cheapflights offers flight deals from San Diego to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Diego to Caribbean?

    Currently, April is the cheapest month in which you can book a flight from San Diego to Caribbean (average of $145). Flying from San Diego to Caribbean in December is currently the most expensive (average of $322). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for San Diego to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 9 airlines flying from San Diego to Caribbean

Discover the top 9 airlines that operate flights from San Diego to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$164Average$603FlexibilityNo cancel feeOn-time62%
DeltaCheapest$164Average$560FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$189Average$514FlexibilityNo cancel feeOn-time70%
FrontierCheapest$215Average$542FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$260Average$387FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$295Average$579FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$324Average$655FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$382Average$662FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$475Average$585FlexibilityNo cancel feeOn-time75%

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