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$140+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
1 adult, Economy
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Cheap 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 April 15, 2025.

Round-trip from

$292
(Booking.com)

One-way from

$140
(Delta)

Popular in

December

Cheapest in

September

Average price

$474
From San Diego to Caribbean
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One-way flight from San Diego to Caribbean
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Highest demand for flights based on searches. 8% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find 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 April 15, 2025.

This Booking.com deal was found by Cheapflights users on 4/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/86:58 pmSAN - STT
2 stops11h 59mSpirit Airlines
Tue 5/1310:52 amSTT - SAN
2 stops23h 21mSpirit Airlines
Deal found 4/14$292
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Fri 9/510:45 pmSAN - SJU
2 stops13h 02mAmerican Airlines
Sat 9/133:55 pmSJU - SAN
1 stop9h 19mAmerican Airlines
Deal found 4/15$341
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/96:15 amSAN - SJU
2 stops26h 16mSpirit Airlines
Sun 5/118:12 pmSJU - SAN
3 stops24h 51mSpirit Airlines
Deal found 4/15$376
This Delta deal was found by Cheapflights users on 4/14. 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 9/309:40 pmSAN - SJU
1 stop12h 43mDelta
Sat 11/12:28 pmSJU - SAN
1 stop11h 31mDelta
Deal found 4/14$386
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Fri 5/27:25 pmSAN - NAS
2 stops13h 13mUnited Airlines
Thu 5/82:53 pmNAS - SAN
1 stop9h 29mUnited Airlines
Deal found 4/15$387
This Booking.com deal was found by Cheapflights users on 4/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:15 amSAN - PUJ
2 stops29h 02mSpirit Airlines
Wed 5/213:22 pmPUJ - SAN
2 stops18h 51mSpirit Airlines
Deal found 4/14$389
This JetBlue Airways deal was found by Cheapflights users on 4/14. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/248:25 pmSAN - SJU
1 stop11h 36mJetBlue
Sat 5/318:00 amSJU - SAN
1 stop14h 15mJetBlue
Deal found 4/14$389
This Alaska Airlines deal was found by Cheapflights users on 4/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/264:43 pmSAN - SJU
1 stop18h 36mAlaska Airlines
Tue 11/44:35 pmSJU - SAN
1 stop19h 51mAlaska Airlines
Deal found 4/14$407
This CheapOair deal was found by Cheapflights users on 4/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/106:15 amSAN - SJU
2 stops26h 16mMultiple Airlines
Sat 5/174:15 pmSJU - SAN
1 stop27h 36mMultiple Airlines
Deal found 4/15$410
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Fri 5/99:30 pmSAN - SJU
1 stop12h 04mUnited Airlines
Sun 5/117:45 amSJU - SAN
1 stop11h 49mUnited Airlines
Deal found 4/15$423
This American Airlines deal was found by Cheapflights users on 4/14. 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 4/269:45 pmSAN - MBJ
1 stop13h 15mAmerican Airlines
Fri 5/210:10 amMBJ - SAN
1 stop12h 42mAmerican Airlines
Deal found 4/14$425
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Sat 4/269:30 pmSAN - MBJ
1 stop15h 40mUnited Airlines
Fri 5/24:12 pmMBJ - SAN
2 stops19h 23mUnited Airlines
Deal found 4/14$429

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 April 15, 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 DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Thu 5/8

6:58 pm-9:57 am

2 stops11h 59m

Saint Thomas Island Cyril E King

Tue 5/13

10:52 am-7:13 am

2 stops23h 21m

$292

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 5/5

9:45 pm-11:40 am

1 stop10h 55m

San Juan Luis Munoz Marin Intl

Wed 5/7

12:50 pm-8:08 pm

1 stop10h 18m

$372

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 5/9

6:15 am-11:31 am

2 stops26h 16m

San Juan Luis Munoz Marin Intl

Sun 5/11

8:12 pm-6:03 pm

3 stops24h 51m

$376

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Fri 5/2

7:25 pm-11:38 am

2 stops13h 13m

Nassau Intl

Thu 5/8

2:53 pm-9:22 pm

1 stop9h 29m

$387

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 5/24

8:25 pm-11:01 am

1 stop11h 36m

San Juan Luis Munoz Marin Intl

Sat 5/31

8:00 am-7:15 pm

1 stop14h 15m

$389

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Thu 5/15

6:15 am-2:17 pm

2 stops29h 02m

Punta Cana

Wed 5/21

3:22 pm-7:13 am

2 stops18h 51m

$389

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 5/24

6:28 am-11:59 pm

1 stop14h 31m

San Juan Luis Munoz Marin Intl

Fri 5/30

1:35 pm-9:44 pm

1 stop11h 09m

$403

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 5/6

2:27 pm-5:12 am

1 stop11h 45m

San Juan Luis Munoz Marin Intl

Sun 5/11

8:12 pm-6:03 pm

2 stops24h 51m

$407

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 5/9

9:30 pm-12:34 pm

1 stop12h 04m

San Juan Luis Munoz Marin Intl

Sun 5/11

7:45 am-4:34 pm

1 stop11h 49m

$423

San DiegoMontego Bay

SAN - MBJ

SANMBJ

San Diego

Sat 4/26

9:45 pm-1:00 pm

1 stop13h 15m

Montego Bay Sangster Intl

Fri 5/2

10:10 am-8:52 pm

1 stop12h 42m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 53 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, September is the cheapest month in which you can book a flight from San Diego to Caribbean (average of $254). Flying from San Diego to Caribbean in December is currently the most expensive (average of $336). 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 April 15, 2025.

When flying from San Diego to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 15, 2025.
Delta
8.0
Very good
7,918 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,918 reviews
Delta
8.0
Very good
7,918 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Alaska Airlines
8.0
Very good
9,871 reviews
Delta
8.0
Very good
7,918 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Southwest
8.0
Very good
4,279 reviews
Delta
8.0
Very good
7,918 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Copa Airlines
7.6
Good
1,408 reviews
Delta
8.0
Very good
7,918 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
LATAM Airlines
7.5
Good
1,758 reviews
Delta
8.0
Very good
7,918 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $140. Users have also found prices from $150 and $165 on Spirit 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 - Saint Thomas Island Cyril E King.

  • 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, September is the cheapest month in which you can book a flight from San Diego to Caribbean (average of $254). Flying from San Diego to Caribbean in December is currently the most expensive (average of $336). 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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Alternative routes for San Diego to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from San Diego to Caribbean

Discover the top 8 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$184Average$517FlexibilityNo cancel feeOn-time65%
FrontierCheapest$198Average$421FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$281Average$618FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$306Average$608FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$317Average$659FlexibilityNo cancel feeOn-time71%
DeltaCheapest$401Average$699FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$414Average$625FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$475Average$584FlexibilityNo cancel feeOn-time75%

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