HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$165+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Diego to Caribbean 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

Keep the following information in mind while searching for San Diego to Caribbean flight deals. Data was last updated June 18, 2025.

Round-trip from

$351
(FlightHub)

One-way from

$165
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$585
From San Diego to Caribbean
Search Deals
One-way flight from San Diego to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($39 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 June 2025
Search Deals

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 June 18, 2025.

This FlightHub deal was found by Cheapflights users on 6/17. 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.
Thu 9/49:09 amSAN - STT
2 stops20h 36mSpirit Airlines
Fri 9/129:40 amSTT - SAN
2 stops25h 34mSpirit Airlines
Deal found 6/17$351
This Booking.com deal was found by Cheapflights users on 6/16. 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.
Mon 6/305:50 pmSAN - PUJ
2 stops17h 20mSpirit Airlines
Thu 7/33:23 pmPUJ - SAN
2 stops18h 50mSpirit Airlines
Deal found 6/16$363
This Priceline deal was found by Cheapflights users on 6/17. 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.
Tue 7/84:44 pmSAN - PUJ
1 stop16h 41mFrontier
Sun 7/135:45 pmPUJ - SAN
1 stop25h 14mFrontier
Deal found 6/17$365
This Mytrip deal was found by Cheapflights users on 6/16. 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.
Mon 6/305:50 pmSAN - SJU
2 stops22h 29mSpirit Airlines
Sat 7/51:02 pmSJU - SAN
3 stops21h 11mSpirit Airlines
Deal found 6/16$383
This American Airlines deal was found by Cheapflights users on 6/18. 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 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 6/18$408
This JetBlue deal was found by Cheapflights users on 6/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3110:25 amSAN - SJU
1 stop10h 12mJetBlue
Sat 11/81:59 amSJU - SAN
1 stop11h 16mJetBlue
Deal found 6/15$409
This Delta deal was found by Cheapflights users on 6/17. 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 9/1610:10 pmSAN - MBJ
1 stop11h 39mDelta
Wed 9/241:14 pmMBJ - SAN
1 stop12h 27mDelta
Deal found 6/17$411
This Priceline deal was found by Cheapflights users on 6/17. 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.
Tue 7/84:44 pmSAN - PUJ
1 stop16h 41mMultiple Airlines
Sun 7/1312:40 pmPUJ - SAN
2 stops24h 15mMultiple Airlines
Deal found 6/17$411
This Delta deal was found by Cheapflights users on 6/16. 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 7/226:15 amSAN - SJU
1 stop11h 24mDelta
Thu 7/312:40 pmSJU - SAN
1 stop9h 35mDelta
Deal found 6/16$413
This Expedia deal was found by Cheapflights users on 6/16. 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.
Mon 6/305:50 pmSAN - SJU
2 stops22h 29mMultiple Airlines
Wed 7/96:15 amSJU - SAN
1 stop12h 24mMultiple Airlines
Deal found 6/16$414
This Copa Airlines deal was found by Cheapflights users on 6/17. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/149:03 pmSAN - PUJ
1 stop17h 58mCopa Airlines
Wed 7/235:16 amPUJ - SAN
1 stop15h 28mCopa Airlines
Deal found 6/17$423
This United Airlines deal was found by Cheapflights users on 6/17. 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.
Sun 8/108:44 pmSAN - MBJ
2 stops14h 26mUnited Airlines
Fri 8/151:51 pmMBJ - SAN
1 stop10h 53mUnited Airlines
Deal found 6/17$425

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 June 18, 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 9/4

9:09 am-8:45 am

2 stops20h 36m

Saint Thomas Island Cyril E King

Fri 9/12

9:40 am-8:14 am

2 stops25h 34m

$351

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Mon 6/30

5:50 pm-2:10 pm

2 stops17h 20m

Punta Cana

Thu 7/3

3:23 pm-7:13 am

2 stops18h 50m

$363

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Tue 7/8

4:44 pm-12:25 pm

1 stop16h 41m

Punta Cana

Sun 7/13

5:45 pm-3:59 pm

1 stop25h 14m

$365

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 6/30

5:50 pm-7:19 pm

2 stops22h 29m

San Juan Luis Munoz Marin Intl

Sat 7/5

1:02 pm-7:13 am

3 stops21h 11m

$383

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 7/12

9:35 pm-12:06 pm

1 stop11h 31m

San Juan Luis Munoz Marin Intl

Wed 7/16

10:35 am-6:55 pm

1 stop11h 20m

$409

San DiegoMontego Bay

SAN - MBJ

SANMBJ

San Diego

Tue 9/16

10:10 pm-11:49 am

1 stop11h 39m

Montego Bay Sangster Intl

Wed 9/24

1:14 pm-11:41 pm

1 stop12h 27m

$411

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Tue 7/8

4:44 pm-12:25 pm

1 stop16h 41m

Punta Cana

Sun 7/13

12:40 pm-9:55 am

2 stops24h 15m

$411

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 7/22

6:15 am-8:39 pm

1 stop11h 24m

San Juan Luis Munoz Marin Intl

Thu 7/31

2:40 pm-9:15 pm

1 stop9h 35m

$413

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Mon 6/30

5:50 pm-7:19 pm

2 stops22h 29m

San Juan Luis Munoz Marin Intl

Wed 7/9

6:15 am-3:39 pm

1 stop12h 24m

$414

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 9/5

9:19 pm-3:52 pm

1 stop15h 33m

San Juan Luis Munoz Marin Intl

Sat 9/13

6:10 am-6:03 pm

2 stops14h 53m

$422

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

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

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 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 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 June 18, 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 June 18, 2025.
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

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
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

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
10,000 reviews
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

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
4,280 reviews
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

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.
KLM
7.8
Good
1,363 reviews
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

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
1,455 reviews
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

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 JetBlue. According to our data, you can fly for as low as $165. Users have also found prices from $172 and $176 on Spirit Airlines and American 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 - Montego Bay Sangster Intl.

  • 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 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

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 Seattle flights
Los Angeles to Newark flights
Los Angeles to Haneda flights
Los Angeles to Honolulu flights
San Francisco to Seattle flights
San Francisco to John F Kennedy Intl flights
Los Angeles to O'Hare Intl flights
San Francisco to Newark flights
Los Angeles to Narita flights
Los Angeles to LaGuardia flights
Los Angeles to San Francisco flights
Los Angeles to Dallas/Fort Worth flights
San Jose to Seattle flights
San Jose to Los Angeles flights
San Francisco to Los Angeles flights
Los Angeles to Boston flights
Ontario to Seattle flights
Los Angeles to Orlando flights
Los Angeles to Mexico City flights
Los Angeles to Cancún flights
Los Angeles to San Jose flights
Los Angeles to Miami flights
Los Angeles to Las Vegas flights
Los Angeles to Portland flights
San Francisco to Honolulu flights
San Francisco to Las Vegas flights
Santa Ana to Las Vegas flights
Ontario to John F Kennedy Intl flights
San Francisco to Haneda flights
Oakland to Seattle flights
San Francisco to LaGuardia flights
San Francisco to O'Hare Intl flights
San Francisco to Narita flights
Santa Ana to Seattle flights
Los Angeles to Fort Lauderdale flights
Los Angeles to Kahului flights
Los Angeles to Heathrow flights
Burbank to Newark flights
Los Angeles to Oakland flights
Burbank to Las Vegas flights
Los Angeles to Manila flights
Los Angeles to San Salvador flights
Ontario to Honolulu flights
San Diego to Seattle flights
San Francisco to Manila flights
Oakland to Las Vegas flights
Los Angeles to Suvarnabhumi flights
Oakland to Santa Ana flights
San Diego to John F Kennedy Intl flights

Top 9 airlines flying from San Diego to Caribbean

Discover the top 9 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$168Average$504FlexibilityNo cancel feeOn-time65%
DeltaCheapest$196Average$673FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$225Average$515FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$278Average$613FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$315Average$598FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$320Average$650FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$370Average$634FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$414Average$630FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$479Average$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.