HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$138+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
ago. 26 — sep. 21
mar. 8/26
mar. 9/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Diego to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 agosto 21, 2025.

Round-trip from

$300
(American Airlines)

One-way from

$138
(Delta)

Popular in

December

Cheapest in

September

Average price

$561
From San Diego to Caribbean Islands
Search Deals
One-way flight from San Diego to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 agosto 21, 2025.

This American Airlines deal was found by Cheapflights users on 8/21. 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.
sáb. 10/116:20 amSAN - SJU
1 stop13h 45mAmerican Airlines
sáb. 10/187:10 amSJU - SAN
1 stop14h 36mAmerican Airlines
Deal found 8/21$300
This FlightHub deal was found by Cheapflights users on 8/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/177:47 pmSAN - SJU
2 stops14h 56mSpirit Airlines
lun. 9/2210:42 amSJU - SAN
2 stops14h 44mSpirit Airlines
Deal found 8/20$303
This FlightHub deal was found by Cheapflights users on 8/19. 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.
jue. 9/256:15 amSAN - SJU
2 stops15h 39mSpirit Airlines
lun. 9/2910:42 amSJU - SAN
2 stops14h 44mSpirit Airlines
Deal found 8/19$313
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/236:15 amSAN - SJU
2 stops11h 23mUnited Airlines
mar. 9/302:00 pmSJU - SAN
2 stops12h 41mUnited Airlines
Deal found 8/20$315
This American Airlines deal was found by Cheapflights users on 8/21. 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.
jue. 9/259:19 pmSAN - SJU
1 stop15h 33mAmerican Airlines
lun. 9/296:10 amSJU - SAN
1 stop18h 48mAmerican Airlines
Deal found 8/21$318
This United Airlines deal was found by Cheapflights users on 8/19. 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.
mié. 9/1710:40 pmSAN - SJU
1 stop10h 20mUnited Airlines
mar. 9/231:05 amSJU - SAN
2 stops15h 35mUnited Airlines
Deal found 8/19$320
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/15:25 pmSAN - SJU
2 stops16h 11mDelta
vie. 11/147:30 amSJU - SAN
1 stop13h 58mDelta
Deal found 8/20$321
This American Airlines deal was found by Cheapflights users on 8/21. 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. 9/2210:45 pmSAN - SJU
1 stop13h 08mAmerican Airlines
dom. 9/286:10 amSJU - SAN
1 stop18h 48mAmerican Airlines
Deal found 8/21$325
This FlightHub deal was found by Cheapflights users on 8/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/267:47 pmSAN - SJU
2 stops39h 30mSpirit Airlines
lun. 9/2910:42 amSJU - SAN
2 stops14h 44mSpirit Airlines
Deal found 8/20$331
This Mytrip deal was found by Cheapflights users on 8/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/177:47 pmSAN - SJU
2 stops14h 56mSpirit Airlines
mié. 9/246:44 amSJU - SAN
3 stops27h 45mSpirit Airlines
Deal found 8/19$332
This Mytrip deal was found by Cheapflights users on 8/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/236:15 amSAN - SJU
2 stops15h 21mSpirit Airlines
lun. 10/273:19 pmSJU - SAN
3 stops34h 58mSpirit Airlines
Deal found 8/19$337
This FlightHub deal was found by Cheapflights users on 8/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/57:47 pmSAN - STT
2 stops10h 57mSpirit Airlines
vie. 9/1210:49 amSTT - SAN
2 stops23h 40mSpirit Airlines
Deal found 8/20$345

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 agosto 21, 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

sáb. 10/11

6:20 am-11:05 pm

1 stop13h 45m

San Juan Luis Munoz Marin Intl

sáb. 10/18

7:10 am-6:46 pm

1 stop14h 36m

$300

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

mié. 9/17

7:47 pm-1:43 pm

2 stops14h 56m

San Juan Luis Munoz Marin Intl

lun. 9/22

10:42 am-10:26 pm

2 stops14h 44m

$303

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

jue. 9/25

6:15 am-12:54 am

2 stops15h 39m

San Juan Luis Munoz Marin Intl

lun. 9/29

10:42 am-10:26 pm

2 stops14h 44m

$313

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

mar. 9/23

6:15 am-8:38 pm

2 stops11h 23m

San Juan Luis Munoz Marin Intl

mar. 9/30

2:00 pm-11:41 pm

2 stops12h 41m

$315

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

jue. 9/25

9:19 pm-3:52 pm

1 stop15h 33m

San Juan Luis Munoz Marin Intl

lun. 9/29

6:10 am-9:58 pm

1 stop18h 48m

$318

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

mié. 9/24

3:01 pm-11:11 am

2 stops17h 10m

San Juan Luis Munoz Marin Intl

mié. 10/1

4:43 pm-9:27 am

1 stop19h 44m

$318

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

jue. 9/25

9:19 pm-3:52 pm

1 stop15h 33m

San Juan Luis Munoz Marin Intl

mar. 9/30

6:10 am-9:58 pm

1 stop18h 48m

$318

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

vie. 9/5

7:47 pm-9:44 am

2 stops10h 57m

Saint Thomas Island Cyril E King

vie. 9/12

10:49 am-7:29 am

2 stops23h 40m

$345

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

sáb. 9/6

7:47 pm-9:44 am

2 stops10h 57m

Saint Thomas Island Cyril E King

sáb. 9/13

10:49 am-7:29 am

2 stops23h 40m

$359

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

mié. 10/15

7:47 pm-9:56 am

2 stops11h 09m

Saint Thomas Island Cyril E King

lun. 10/20

11:01 am-11:00 pm

2 stops14h 59m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 60 results
1
2
3
...
6

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 June is currently the most expensive (average of $339). 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 agosto 21, 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.

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 agosto 21, 2025.
Peruse reviews from past customers who have flown with Delta, Copa Airlines, and United Airlines from San Diego to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

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
7.5
Good
1,512 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

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.
United Airlines
7.4
Good
8,930 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

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.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

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.
JetBlue
7.2
Good
2,916 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

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.

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

    American Airlines, Spirit Airlines, and United Airlines can get you from San Diego to Caribbean Islands in just under 11h 23m. Your travel time can differ by up to 3h 33m. The distance between San Diego and Caribbean Islands is about 3304 mi. This flight may include one or multiple stops.

  • 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 $138 on United Airlines. Other airlines that offer cheap prices include American Airlines from $138 and Delta from $138 one-way.

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

    The most popular route from San Diego to Caribbean Islands 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 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 June is currently the most expensive (average of $339). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Diego to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
Los Angeles to Newark flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Seattle flights
Ontario to Seattle flights
San Francisco to Newark flights
Los Angeles to Dallas/Fort Worth flights
Los Angeles to LaGuardia flights
Los Angeles to O'Hare Intl flights
Los Angeles to Honolulu flights
Ontario to John F Kennedy Intl flights
San Francisco to O'Hare Intl flights
Los Angeles to Las Vegas flights
San Francisco to Seattle flights
Los Angeles to San Francisco flights
San Francisco to Los Angeles flights
Los Angeles to Cancún flights
San Francisco to Las Vegas flights
Los Angeles to Boston flights
Burbank to Las Vegas flights
Santa Ana to Las Vegas flights
San Francisco to LaGuardia flights
Los Angeles to Mexico City flights
San Francisco to Santa Ana flights
San Diego to Seattle flights
San Francisco to Dallas/Fort Worth flights
Santa Ana to San Francisco flights
Los Angeles to Portland flights
San Jose to Los Angeles flights
San Jose to Las Vegas flights
Oakland to Las Vegas flights
Los Angeles to Miami flights
Santa Ana to Seattle flights
San Francisco to Honolulu flights
Los Angeles to San Jose flights
Ontario to Newark flights
Burbank to Newark flights
Los Angeles to Dulles Intl flights
San Jose to Seattle flights
San Francisco to Ontario flights
Los Angeles to Orlando flights
Ontario to O'Hare Intl flights
Los Angeles to Reagan-National flights
Los Angeles to Fort Lauderdale flights
Ontario to San Francisco flights
Los Angeles to Denver flights
Los Angeles to Atlanta flights
Santa Ana to Newark flights
San Diego to John F Kennedy Intl flights
San Francisco to Cancún flights

Top 9 airlines flying from San Diego to Caribbean Islands

Discover the top 9 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 agosto 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$168Average$349FlexibilityNo cancel feeOn-time65%
DeltaCheapest$180Average$639FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$225Average$521FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$240Average$634FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$319Average$600FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$322Average$661FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$370Average$541FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$382Average$695FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$473Average$584FlexibilityNo cancel feeOn-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.