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$124+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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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 July 29, 2025.

Round-trip from

$346
(Booking.com)

One-way from

$124
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$555
From San Diego to Caribbean
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One-way flight from San Diego to Caribbean
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Highest demand for flights based on searches. 6% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 29, 2025.

This Booking.com deal was found by Cheapflights users on 7/28. 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 9/157:47 pmSAN - PUJ
2 stops15h 27mSpirit Airlines
Sat 9/2012:36 pmPUJ - SAN
2 stops13h 48mSpirit Airlines
Deal found 7/28$346
This Booking.com deal was found by Cheapflights users on 7/28. 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 8/281:17 pmSAN - STT
2 stops18h 56mSpirit Airlines
Mon 9/12:43 pmSTT - SAN
2 stops19h 38mSpirit Airlines
Deal found 7/28$358
This Flightnetwork deal was found by Cheapflights users on 7/28. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/188:25 amSAN - SJU
2 stops13h 19mSpirit Airlines
Mon 9/2210:42 amSJU - SAN
2 stops14h 44mSpirit Airlines
Deal found 7/28$360
This American Airlines deal was found by Cheapflights users on 7/27. 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 9/258:18 amSAN - SJU
2 stops12h 19mAmerican Airlines
Tue 9/3012:01 pmSJU - SAN
2 stops13h 35mAmerican Airlines
Deal found 7/27$361
This United Airlines deal was found by Cheapflights users on 7/28. 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 9/244:11 pmSAN - SJU
2 stops16h 49mUnited Airlines
Tue 9/301:05 amSJU - SAN
1 stop11h 28mUnited Airlines
Deal found 7/28$362
This Delta deal was found by Cheapflights users on 7/29. 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 9/278:00 amSAN - SJU
1 stop11h 00mDelta
Sat 10/117:15 amSJU - SAN
1 stop14h 17mDelta
Deal found 7/29$392
This Expedia deal was found by Cheapflights users on 7/28. 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.
Thu 9/188:55 pmSAN - SJU
1 stop12h 22mJetBlue
Mon 9/227:55 pmSJU - SAN
1 stop26h 03mJetBlue
Deal found 7/28$402
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 9/183:55 pmSAN - SJU
1 stop19h 20mAlaska Airlines
Thu 10/23:05 pmSJU - SAN
1 stop20h 19mAlaska Airlines
Deal found 7/28$410
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Sat 9/135:15 pmSAN - MBJ
1 stop18h 50mAmerican Airlines
Tue 9/162:38 pmMBJ - SAN
1 stop9h 20mAmerican Airlines
Deal found 7/28$411
This Delta deal was found by Cheapflights users on 7/28. 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 9/76:20 amSAN - SDQ
2 stops15h 37mDelta
Tue 9/167:40 pmSDQ - SAN
2 stops19h 48mDelta
Deal found 7/28$418
This Gotogate deal was found by Cheapflights users on 7/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/79:08 pmSAN - SDQ
1 stop16h 09mCopa Airlines
Tue 9/1611:56 amSDQ - SAN
1 stop32h 54mCopa Airlines
Deal found 7/28$425
This FlightHub deal was found by Cheapflights users on 7/27. 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.
Mon 9/151:35 pmSAN - SDQ
2 stops23h 25mSpirit Airlines
Sat 9/272:12 pmSDQ - SAN
2 stops12h 12mSpirit Airlines
Deal found 7/27$426

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 July 29, 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 DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Mon 9/15

7:47 pm-2:14 pm

2 stops15h 27m

Punta Cana

Sat 9/20

12:36 pm-11:24 pm

2 stops13h 48m

$346

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Thu 8/28

1:17 pm-11:13 am

2 stops18h 56m

Saint Thomas Island Cyril E King

Mon 9/1

2:43 pm-7:21 am

2 stops19h 38m

$358

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Thu 9/18

8:25 am-12:44 am

2 stops13h 19m

San Juan Luis Munoz Marin Intl

Mon 9/22

10:42 am-10:26 pm

2 stops14h 44m

$360

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Thu 9/25

8:18 am-11:37 pm

2 stops12h 19m

San Juan Luis Munoz Marin Intl

Tue 9/30

12:01 pm-10:36 pm

2 stops13h 35m

$361

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Wed 9/24

4:11 pm-12:00 pm

2 stops16h 49m

San Juan Luis Munoz Marin Intl

Tue 9/30

1:05 am-9:33 am

1 stop11h 28m

$362

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 9/27

8:00 am-10:00 pm

1 stop11h 00m

San Juan Luis Munoz Marin Intl

Sat 10/11

7:15 am-6:32 pm

1 stop14h 17m

$392

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Thu 9/18

8:55 pm-12:17 pm

1 stop12h 22m

San Juan Luis Munoz Marin Intl

Mon 9/22

7:55 pm-6:58 pm

1 stop26h 03m

$402

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Thu 9/18

3:55 pm-2:15 pm

1 stop19h 20m

San Juan Luis Munoz Marin Intl

Thu 10/2

3:05 pm-8:24 am

1 stop20h 19m

$410

San DiegoMontego Bay

SAN - MBJ

SANMBJ

San Diego

Sat 9/13

5:15 pm-2:05 pm

1 stop18h 50m

Montego Bay Sangster Intl

Tue 9/16

2:38 pm-9:58 pm

1 stop9h 20m

$411

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Sun 9/7

6:20 am-12:57 am

2 stops15h 37m

Santo Domingo Las Americas

Tue 9/16

7:40 pm-12:28 pm

2 stops19h 48m

$418

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 60 results
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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 July 29, 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.

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 July 29, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from San Diego to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,977 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Copa Airlines
7.5
Good
1,493 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,899 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

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. 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 Spirit Airlines. According to our data, you can fly for as low as $124. Users have also found prices from $138 and $141 on United 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 - Oranjestad Reina Beatrix.

  • 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

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Alternative routes for San Diego to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$168Average$323FlexibilityNo cancel feeOn-time65%
FrontierCheapest$225Average$521FlexibilityNo cancel feeOn-time62%
DeltaCheapest$230Average$645FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$240Average$618FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$316Average$597FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$323Average$659FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$370Average$541FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$382Average$693FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$480Average$585FlexibilityNo cancel feeOn-time75%

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