Caribbean Islands

$108+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
févr. 25 — mars 41
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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 février 20, 2025.

Round-trip from

$237
(FlightHub)

One-way from

$108
(Booking.com)

Popular in

December

Cheapest in

September

Average price

$505
From San Diego to Caribbean Islands
One-way flight from San Diego to Caribbean Islands
Highest demand for flights based on searches. 10% potential increase in price ($59 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in February 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 février 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/18:07 pmSAN - STT
2 stops10h 59mSpirit Airlines
lun. 4/711:11 amSTT - SAN
2 stops23h 05mSpirit Airlines
Deal found 2/19$237
This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/18:14 amSAN - SJU
2 stops12h 13mSpirit Airlines
dim. 5/43:52 amSJU - SAN
2 stops30h 27mSpirit Airlines
Deal found 2/19$334
This American Airlines deal was found by Cheapflights users on 2/20. 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.
lun. 4/2810:15 pmSAN - SJU
1 stop9h 44mAmerican Airlines
mar. 5/132:50 pmSJU - SAN
1 stop11h 41mAmerican Airlines
Deal found 2/20$341
This JetBlue deal was found by Cheapflights users on 2/19. 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.
jeu. 4/312:23 pmSAN - SJU
1 stop11h 23mJetBlue
mar. 4/89:32 pmSJU - SAN
1 stop14h 50mJetBlue
Deal found 2/19$342
This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/108:14 pmSAN - PUJ
2 stops13h 03mSpirit Airlines
sam. 3/1512:28 pmPUJ - SAN
2 stops22h 02mSpirit Airlines
Deal found 2/19$344
This Priceline deal was found by Cheapflights users on 2/19. 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.
mer. 4/910:10 amSAN - PUJ
2 stops22h 19mFrontier
lun. 4/142:49 pmPUJ - SAN
2 stops23h 40mFrontier
Deal found 2/19$350
This United Airlines deal was found by Cheapflights users on 2/19. 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.
mer. 3/128:10 amSAN - SJU
1 stop10h 12mUnited Airlines
mer. 3/197:10 amSJU - SAN
1 stop11h 42mUnited Airlines
Deal found 2/19$367
This Priceline deal was found by Cheapflights users on 2/18. 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.
mer. 4/28:07 pmSAN - AUA
2 stops15h 38mSpirit Airlines
dim. 4/63:50 pmAUA - SAN
2 stops20h 51mSpirit Airlines
Deal found 2/18$374
This Priceline deal was found by Cheapflights users on 2/19. 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.
lun. 4/149:08 pmSAN - SJU
2 stops17h 12mMultiple Airlines
sam. 4/264:05 pmSJU - SAN
1 stop27h 46mMultiple Airlines
Deal found 2/19$375
This Priceline deal was found by Cheapflights users on 2/19. 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.
mer. 3/2610:10 amSAN - SDQ
2 stops24h 39mFrontier
lun. 3/3112:04 pmSDQ - SAN
2 stops26h 25mFrontier
Deal found 2/19$401
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
sam. 5/38:15 amSAN - PUJ
1 stop26h 19mMultiple Airlines
sam. 5/101:10 pmPUJ - SAN
2 stops14h 03mMultiple Airlines
Deal found 2/19$430
This United Airlines deal was found by Cheapflights users on 2/19. 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.
dim. 3/308:24 pmSAN - NAS
2 stops14h 26mUnited Airlines
lun. 4/72:53 pmNAS - SAN
2 stops10h 40mUnited Airlines
Deal found 2/19$436

Find flights from San Diego to Caribbean Islands within your budget

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 février 20, 2025.

Fly from

San Diego

Fly to

Caribbean Islands

Route

Depart

Return

Price

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

mar. 4/1

8:07 pm-10:06 am

2 stops10h 59m

Saint Thomas Island Cyril E King

lun. 4/7

11:11 am-7:16 am

2 stops23h 05m

$237

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

jeu. 5/1

8:14 am-11:27 pm

2 stops12h 13m

San Juan Luis Munoz Marin Intl

dim. 5/4

3:52 am-7:19 am

2 stops30h 27m

$334

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

lun. 4/28

10:15 pm-10:59 am

1 stop9h 44m

San Juan Luis Munoz Marin Intl

mar. 5/13

2:50 pm-11:31 pm

1 stop11h 41m

$341

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

jeu. 4/3

12:23 pm-2:46 am

1 stop11h 23m

San Juan Luis Munoz Marin Intl

mar. 4/8

9:32 pm-9:22 am

1 stop14h 50m

$342

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

lun. 3/10

8:14 pm-12:17 pm

2 stops13h 03m

Punta Cana

sam. 3/15

12:28 pm-7:30 am

2 stops22h 02m

$344

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

mer. 4/9

10:10 am-11:29 am

2 stops22h 19m

Punta Cana

lun. 4/14

2:49 pm-11:29 am

2 stops23h 40m

$350

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

mer. 3/12

8:10 am-9:22 pm

1 stop10h 12m

San Juan Luis Munoz Marin Intl

mer. 3/19

7:10 am-3:52 pm

1 stop11h 42m

$367

San DiegoOranjestad

SAN - AUA

SANAUA

San Diego

mer. 4/2

8:07 pm-2:45 pm

2 stops15h 38m

Oranjestad Reina Beatrix

dim. 4/6

3:50 pm-9:41 am

2 stops20h 51m

$374

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

lun. 4/14

9:08 pm-5:20 pm

2 stops17h 12m

San Juan Luis Munoz Marin Intl

sam. 4/26

4:05 pm-4:51 pm

1 stop27h 46m

$375

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

mer. 3/26

10:10 am-1:49 pm

2 stops24h 39m

Santo Domingo Las Americas

lun. 3/31

12:04 pm-11:29 am

2 stops26h 25m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 60 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.

Travel insights for flights from San Diego to Caribbean Islands

Get recent, data-driven insights about flights from San Diego to Caribbean Islands including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 février 20, 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 février 20, 2025.
See what other customers who have flown with Southwest, Delta and Alaska Airlines 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.

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

8.0
Very good

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

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 $108 on Spirit Airlines. Other airlines that offer cheap prices include American Airlines from $140 and Frontier from $141 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 March is currently the most expensive (average of $363). 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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$435FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$184Average$372FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$280Average$621FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$310Average$610FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$316Average$659FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$400Average$626FlexibilityNo cancel feeOn-time63%
DeltaCheapest$431Average$725FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$473Average$579FlexibilityNo cancel feeOn-time75%
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