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$129+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/316:25 amSAN - SJU
1 stop14h 08mMultiple Airlines
Sat 1/107:10 amSJU - SAN
2 stops20h 06mMultiple Airlines
Deal found 12/10$359
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Sun 12/1410:35 pmSAN - NAS
1 stop12h 34mAmerican Airlines
Fri 12/197:45 amNAS - SAN
1 stop18h 10mAmerican Airlines
Deal found 12/11$363
This Delta deal was found by Cheapflights users on 12/10. 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.
Wed 12/2410:30 pmSAN - NAS
1 stop9h 38mDelta
Wed 12/3112:33 pmNAS - SAN
1 stop11h 23mDelta
Deal found 12/10$365
This Delta deal was found by Cheapflights users on 12/10. 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.
Sun 12/142:19 pmSAN - NAS
2 stops18h 22mDelta
Fri 12/193:55 pmNAS - SAN
1 stop10h 40mDelta
Deal found 12/10$369
This Delta deal was found by Cheapflights users on 12/10. 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.
Sun 12/1410:15 pmSAN - NAS
1 stop10h 26mDelta
Sat 1/102:56 pmNAS - SAN
1 stop10h 49mDelta
Deal found 12/10$386
This eDestinos deal was found by Cheapflights users on 12/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:47 pmSAN - SJU
2 stops28h 37mFrontier
Sat 1/107:35 amSJU - SAN
2 stops18h 23mFrontier
Deal found 12/10$388
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/316:25 amSAN - SJU
1 stop20h 09mFrontier
Wed 1/77:05 pmSJU - SAN
2 stops32h 54mFrontier
Deal found 12/11$400
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Wed 12/313:00 pmSAN - SJU
1 stop11h 11mUnited Airlines
Tue 1/133:46 pmSJU - SAN
1 stop10h 10mUnited Airlines
Deal found 12/11$409
This Delta deal was found by Cheapflights users on 12/10. 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 12/1310:30 pmSAN - NAS
1 stop14h 13mDelta
Sat 1/102:56 pmNAS - SAN
1 stop10h 49mDelta
Deal found 12/10$415
This Delta deal was found by Cheapflights users on 12/10. 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 12/1312:24 pmSAN - NAS
2 stops20h 17mDelta
Mon 1/122:40 pmNAS - SAN
2 stops24h 35mDelta
Deal found 12/10$419
This Delta deal was found by Cheapflights users on 12/10. 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.
Tue 12/309:45 pmSAN - SJU
1 stop10h 11mDelta
Thu 1/82:15 pmSJU - SAN
1 stop13h 49mDelta
Deal found 12/10$419
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Tue 12/309:14 pmSAN - SJU
2 stops19h 13mMultiple Airlines
Thu 1/87:44 pmSJU - SAN
1 stop31h 52mMultiple Airlines
Deal found 12/10$432

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 December 12, 2025.

Round-trip from

$344
(Southwest)

One-way from

$129
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$681
From San Diego to Caribbean
Search Deals
One-way flight from San Diego to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 2025.
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

Tue 4/14

7:25 am-9:05 pm

2 stops10h 40m

San Juan Luis Munoz Marin Intl

Sun 4/19

9:45 pm-8:55 am

1 stop14h 10m

$344

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 2/21

6:35 pm-9:55 am

2 stops11h 20m

San Juan Luis Munoz Marin Intl

Wed 2/25

5:40 am-1:20 pm

2 stops11h 40m

$344

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Wed 4/15

7:35 pm-9:10 am

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Sun 4/19

9:45 pm-8:55 am

1 stop14h 10m

$344

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Sat 2/21

10:30 pm-11:04 am

1 stop9h 34m

Nassau Intl

Fri 2/27

3:47 pm-10:48 pm

1 stop10h 01m

$363

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Sun 3/8

10:30 pm-11:53 am

1 stop10h 23m

Nassau Intl

Wed 3/11

12:55 pm-9:23 pm

1 stop11h 28m

$363

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Sun 4/12

10:25 pm-2:57 pm

1 stop13h 32m

Nassau Intl

Wed 4/15

2:53 pm-9:25 pm

1 stop9h 32m

$363

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Wed 12/24

10:30 pm-11:08 am

1 stop9h 38m

Nassau Intl

Wed 12/31

12:33 pm-8:56 pm

1 stop11h 23m

$365

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Mon 3/2

8:20 pm-11:56 am

2 stops11h 36m

Santo Domingo Las Americas

Thu 3/5

12:31 pm-8:05 am

2 stops23h 34m

$367

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 2/7

7:45 pm-11:20 am

2 stops11h 35m

San Juan Luis Munoz Marin Intl

Wed 2/11

5:40 am-2:40 pm

2 stops13h 00m

$367

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Thu 3/12

10:15 pm-11:50 am

1 stop10h 35m

Nassau Intl

Mon 3/16

4:25 pm-9:52 am

2 stops20h 27m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

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 $137). Flying from San Diego to Caribbean in February is currently the most expensive (average of $316). 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.

What is the cheapest time of day to fly from SAN to CB?

Find hourly flight availability from San Diego to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

One of the essential ways to save on airfare from San Diego to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 16% on airfare.

What is the cheapest day to fly from San Diego to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from San Diego to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San Diego to Caribbean flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 12, 2025.
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.
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,432 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
7.9
Good
4,253 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,008 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,095 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,050 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

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 9h 34m. Southwest provides one of the quickest options available for as low as $363. The distance between San Diego and Caribbean is about 2445 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 $65. Users have also found prices from $140 and $148 on American Airlines and United Airlines, respectively.

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

    The most popular route from San Diego to Caribbean is San Diego - San Juan Luis Munoz Marin Intl. You may also consider San Diego - Punta Cana or San Diego - Nassau Intl.

  • 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 $137). Flying from San Diego to Caribbean in February is currently the most expensive (average of $316). 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

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$125Average$361FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$164Average$592FlexibilityNo cancel feeOn-time62%
DeltaCheapest$180Average$578FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$189Average$514FlexibilityNo cancel feeOn-time70%
FrontierCheapest$225Average$569FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$295Average$587FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$320Average$656FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$382Average$728FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$474Average$585FlexibilityNo cancel feeOn-time75%

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