Caribbean Islands

$119+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
May 6 — May 131
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 May 1, 2025.

Round-trip from

$367
(FlightHub)

One-way from

$119
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$476
From San Diego to Caribbean Islands
One-way flight from San Diego to Caribbean Islands
Highest demand for flights based on searches. 8% potential increase in price ($47 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in May 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 May 1, 2025.

This FlightHub deal was found by Cheapflights users on 4/29. 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.
Wed 6/48:48 pmSAN - PUJ
2 stops11h 13mSpirit Airlines
Wed 6/113:22 pmPUJ - SAN
2 stops18h 51mSpirit Airlines
Deal found 4/29$367
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/276:15 amSAN - SJU
3 stops26h 16mSpirit Airlines
Sat 5/311:33 amSJU - SAN
2 stops32h 40mSpirit Airlines
Deal found 4/30$382
This JetBlue deal was found by Cheapflights users on 4/29. 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.
Sat 6/78:25 pmSAN - SJU
1 stop11h 36mJetBlue
Wed 6/111:55 amSJU - SAN
1 stop11h 37mJetBlue
Deal found 4/29$389
This Travelocity deal was found by Cheapflights users on 4/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/195:43 pmSAN - SJU
2 stops14h 48mMultiple Airlines
Sat 5/246:30 amSJU - SAN
1 stop12h 23mMultiple Airlines
Deal found 4/30$396
This Delta deal was found by Cheapflights users on 4/29. 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 5/109:59 pmSAN - NAS
1 stop11h 57mDelta
Sat 5/172:15 pmNAS - SAN
1 stop12h 27mDelta
Deal found 4/29$397
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 5/269:45 pmSAN - SJU
1 stop10h 25mAmerican Airlines
Sun 6/11:35 pmSJU - SAN
1 stop11h 09mAmerican Airlines
Deal found 4/30$407
This United Airlines deal was found by Cheapflights users on 4/29. 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 8/810:00 pmSAN - SJU
1 stop11h 34mUnited Airlines
Thu 8/142:05 amSJU - SAN
1 stop11h 47mUnited Airlines
Deal found 4/29$414
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 5/89:59 pmSAN - NAS
2 stops43h 00mAlaska Airlines
Sun 5/1110:00 amNAS - SAN
2 stops34h 01mAlaska Airlines
Deal found 4/29$415
This Delta deal was found by Cheapflights users on 4/29. 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 8/206:55 pmSAN - SJU
2 stops15h 34mDelta
Mon 8/252:39 pmSJU - SAN
1 stop11h 07mDelta
Deal found 4/29$423
This Delta deal was found by Cheapflights users on 4/30. 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 5/119:59 pmSAN - MBJ
1 stop11h 47mDelta
Sat 5/172:23 pmMBJ - SAN
1 stop11h 19mDelta
Deal found 4/30$425
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sat 5/246:15 amSAN - MBJ
2 stops26h 47mMultiple Airlines
Sun 6/13:05 pmMBJ - SAN
2 stops30h 48mMultiple Airlines
Deal found 4/30$435
This United Airlines deal was found by Cheapflights users on 4/29. 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 8/210:20 pmSAN - NAS
1 stop13h 39mUnited Airlines
Thu 8/72:53 pmNAS - SAN
1 stop8h 08mUnited Airlines
Deal found 4/29$437

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 May 1, 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 DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Wed 6/4

8:48 pm-11:01 am

2 stops11h 13m

Punta Cana

Wed 6/11

3:22 pm-7:13 am

2 stops18h 51m

$367

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 5/27

6:15 am-11:31 am

3 stops26h 16m

San Juan Luis Munoz Marin Intl

Sat 5/31

1:33 am-7:13 am

2 stops32h 40m

$382

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 6/7

8:25 pm-11:01 am

1 stop11h 36m

San Juan Luis Munoz Marin Intl

Wed 6/11

1:55 am-10:32 am

1 stop11h 37m

$389

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 5/19

5:43 pm-11:31 am

2 stops14h 48m

San Juan Luis Munoz Marin Intl

Sat 5/24

6:30 am-3:53 pm

1 stop12h 23m

$396

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Sat 5/10

9:59 pm-12:56 pm

1 stop11h 57m

Nassau Intl

Sat 5/17

2:15 pm-11:42 pm

1 stop12h 27m

$397

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 5/23

10:45 pm-1:20 pm

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Tue 5/27

5:25 am-6:29 pm

1 stop16h 04m

$407

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 8/8

10:00 pm-12:34 pm

1 stop11h 34m

San Juan Luis Munoz Marin Intl

Thu 8/14

2:05 am-10:52 am

1 stop11h 47m

$414

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Thu 5/8

9:59 pm-7:59 pm

2 stops43h 00m

Nassau Intl

Sun 5/11

10:00 am-5:01 pm

2 stops34h 01m

$415

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Wed 8/20

6:55 pm-1:29 pm

2 stops15h 34m

San Juan Luis Munoz Marin Intl

Mon 8/25

2:39 pm-10:46 pm

1 stop11h 07m

$423

San DiegoMontego Bay

SAN - MBJ

SANMBJ

San Diego

Sun 5/11

9:59 pm-11:46 am

1 stop11h 47m

Montego Bay Sangster Intl

Sat 5/17

2:23 pm-11:42 pm

1 stop11h 19m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 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 May 1, 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 May 1, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta 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

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
8.0
Very good

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $119 on Spirit Airlines. Other airlines that offer cheap prices include United Airlines from $145 and JetBlue from $165 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

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.

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$168Average$512FlexibilityNo cancel feeOn-time65%
FrontierCheapest$225Average$401FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$287Average$612FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$310Average$622FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$317Average$654FlexibilityNo cancel feeOn-time71%
DeltaCheapest$402Average$700FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$414Average$624FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$476Average$583FlexibilityNo 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.