Caribbean Islands

$122+ Cheap flights from San Diego (SAN) to Caribbean Islands

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Apr 16 — Apr 231
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Cheap flight deals from San Diego to Caribbean Islands

Keep the following information in mind while searching for San Diego to Caribbean Islands flight deals. Data was last updated April 11, 2025.

Round-trip from

$371
(Mytrip)

One-way from

$122
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$474
From San Diego to Caribbean Islands
One-way flight from San Diego to Caribbean Islands
Highest demand for flights based on searches. 9% potential increase in price ($51 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Average for round-trip flights in April 2025

Find flight deals from San Diego to Caribbean Islands

Cheapest flights from San Diego to Caribbean Islands
Explore the most affordable flight options available from San Diego to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2025.

This Mytrip deal was found by Cheapflights users on 4/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/138:48 pmSAN - SJU
2 stops11h 43mSpirit Airlines
Sat 5/171:59 amSJU - SAN
3 stops20h 54mSpirit Airlines
Deal found 4/10$371
This Delta deal was found by Cheapflights users on 4/10. 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 5/106:20 amSAN - SJU
2 stops13h 29mDelta
Sat 5/176:15 amSJU - SAN
1 stop9h 18mDelta
Deal found 4/10$372
This Priceline deal was found by Cheapflights users on 4/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/175:43 pmSAN - PUJ
2 stops17h 34mSpirit Airlines
Tue 5/203:22 pmPUJ - SAN
2 stops18h 51mSpirit Airlines
Deal found 4/10$373
This Expedia deal was found by Cheapflights users on 4/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/102:28 pmSAN - SJU
1 stop11h 44mMultiple Airlines
Sat 5/178:12 pmSJU - SAN
2 stops26h 41mMultiple Airlines
Deal found 4/10$378
This United Airlines deal was found by Cheapflights users on 4/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/149:25 pmSAN - SJU
1 stop11h 32mUnited Airlines
Tue 5/201:05 amSJU - SAN
1 stop12h 03mUnited Airlines
Deal found 4/10$383
This United Airlines deal was found by Cheapflights users on 4/9. 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 5/1010:10 pmSAN - NAS
2 stops12h 21mUnited Airlines
Sat 5/172:53 pmNAS - SAN
1 stop9h 29mUnited Airlines
Deal found 4/9$387
This JetBlue deal was found by Cheapflights users on 4/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/28:25 pmSAN - SJU
1 stop11h 36mJetBlue
Thu 6/129:25 pmSJU - SAN
1 stop14h 40mJetBlue
Deal found 4/10$388
This Delta deal was found by Cheapflights users on 4/10. 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 5/1010:00 pmSAN - NAS
2 stops11h 56mDelta
Sat 5/173:20 pmNAS - SAN
1 stop11h 22mDelta
Deal found 4/10$391
This American Airlines deal was found by Cheapflights users on 4/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1710:15 pmSAN - NAS
1 stop18h 26mAmerican Airlines
Thu 4/248:11 amNAS - SAN
1 stop17h 27mAmerican Airlines
Deal found 4/10$399
This Booking.com deal was found by Cheapflights users on 4/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/55:43 pmSAN - STT
2 stops13h 14mSpirit Airlines
Mon 6/910:52 amSTT - SAN
2 stops23h 21mSpirit Airlines
Deal found 4/10$402
This Alaska Airlines deal was found by Cheapflights users on 4/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/67:29 amSAN - SJU
1 stop18h 43mAlaska Airlines
Wed 5/72:50 pmSJU - SAN
1 stop12h 09mAlaska Airlines
Deal found 4/10$402
This American Airlines deal was found by Cheapflights users on 4/11. 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.
Tue 12/210:39 pmSAN - SJU
1 stop12h 01mAmerican Airlines
Tue 12/1612:45 pmSJU - SAN
1 stop11h 34mAmerican Airlines
Deal found 4/11$403

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2025.
Use the filters below to find and compare flights from San Diego to Caribbean Islands that are best for you.

Fly from

San Diego

Fly to

Caribbean Islands

Route

Depart

Return

Price

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 5/13

8:48 pm-11:31 am

2 stops11h 43m

San Juan Luis Munoz Marin Intl

Sat 5/17

1:59 am-7:53 pm

3 stops20h 54m

$371

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 5/10

6:20 am-10:49 pm

2 stops13h 29m

San Juan Luis Munoz Marin Intl

Sat 5/17

6:15 am-12:33 pm

1 stop9h 18m

$372

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Sat 5/17

5:43 pm-2:17 pm

2 stops17h 34m

Punta Cana

Tue 5/20

3:22 pm-7:13 am

2 stops18h 51m

$373

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 5/10

2:28 pm-5:12 am

1 stop11h 44m

San Juan Luis Munoz Marin Intl

Sat 5/17

8:12 pm-7:53 pm

2 stops26h 41m

$378

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Wed 5/14

9:25 pm-11:57 am

1 stop11h 32m

San Juan Luis Munoz Marin Intl

Tue 5/20

1:05 am-10:08 am

1 stop12h 03m

$383

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Sat 5/10

9:59 pm-12:56 pm

1 stop11h 57m

Nassau Intl

Sat 5/17

3:20 pm-11:42 pm

1 stop11h 22m

$387

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 6/2

8:25 pm-11:01 am

1 stop11h 36m

San Juan Luis Munoz Marin Intl

Thu 6/12

9:25 pm-9:05 am

1 stop14h 40m

$388

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Thu 4/17

10:15 pm-7:41 pm

1 stop18h 26m

Nassau Intl

Thu 4/24

8:11 am-10:38 pm

1 stop17h 27m

$399

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 5/6

7:29 am-5:12 am

1 stop18h 43m

San Juan Luis Munoz Marin Intl

Wed 5/7

2:50 pm-11:59 pm

1 stop12h 09m

$402

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Thu 6/5

5:43 pm-9:57 am

2 stops13h 14m

Saint Thomas Island Cyril E King

Mon 6/9

10:52 am-7:13 am

2 stops23h 21m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Showing 1-10 of 58 results
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Best time to book a flight from San Diego to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, September is the cheapest month in which you can book a flight from San Diego to Caribbean Islands (average of $254). Flying from San Diego to Caribbean Islands 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 EPX?

Find hourly flight availability from San Diego to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Diego to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 11, 2025.
See what other customers who have flown with Delta, Alaska Airlines and Southwest from San Diego to Caribbean Islands have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

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.
8.0
Very good
8.0
Very good

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

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.
8.0
Very good

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

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.
8.0
Very good

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

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.
8.0
Very good

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

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.
8.0
Very good

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

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 Islands. 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 Islands?

    San Diego (SAN), located 2.6 mi from the city center, is the airport you fly out of when you book flights from San Diego to Caribbean Islands.

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

    One-way options have recently been found by users for as low as $122 on Spirit Airlines. Other airlines that offer cheap prices include American Airlines from $171 and Frontier from $201 one-way.

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

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

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

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

    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 Islands.

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

    Yes. Cheapflights offers flight deals from San Diego to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from San Diego to Caribbean Islands (average of $254). Flying from San Diego to Caribbean Islands 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for San Diego to Caribbean Islands

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

Top 8 airlines flying from San Diego to Caribbean Islands

Discover the top 8 airlines that operate flights from San Diego to Caribbean Islands. 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 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$184Average$515FlexibilityNo cancel feeOn-time65%
FrontierCheapest$198Average$423FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$280Average$620FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$306Average$608FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$317Average$657FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$400Average$630FlexibilityNo cancel feeOn-time63%
DeltaCheapest$413Average$707FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$478Average$584FlexibilityNo cancel feeOn-time75%

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