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$148+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
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 septiembre 11, 2025.

Round-trip from

$295
(American Airlines)

One-way from

$148
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$427
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. 7% potential increase in price ($40 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 September 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 septiembre 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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.
mar. 12/22:59 pmSAN - SJU
1 stop10h 31mAmerican Airlines
mar. 12/166:25 amSJU - SAN
1 stop16h 37mAmerican Airlines
Deal found 9/10$295
This American Airlines deal was found by Cheapflights users on 9/10. 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. 11/2712:50 pmSAN - SJU
2 stops18h 22mAmerican Airlines
sáb. 12/136:25 amSJU - SAN
1 stop16h 37mAmerican Airlines
Deal found 9/10$302
This United Airlines deal was found by Cheapflights users on 9/9. 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.
lun. 11/310:00 pmSAN - SJU
1 stop11h 17mUnited Airlines
mié. 11/122:05 amSJU - SAN
1 stop12h 00mUnited Airlines
Deal found 9/9$320
This United Airlines deal was found by Cheapflights users on 9/9. 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.
jue. 10/1610:30 pmSAN - SJU
1 stop10h 30mUnited Airlines
mié. 10/221:05 amSJU - SAN
1 stop11h 28mUnited Airlines
Deal found 9/9$329
This Mytrip deal was found by Cheapflights users on 9/11. 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.
vie. 9/261:35 pmSAN - STT
2 stops17h 09mSpirit Airlines
mar. 9/3010:49 amSTT - SAN
2 stops23h 40mSpirit Airlines
Deal found 9/11$332
This United Airlines deal was found by Cheapflights users on 9/10. 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.
dom. 10/267:00 amSAN - SJU
1 stop10h 00mUnited Airlines
dom. 11/28:10 amSJU - SAN
1 stop11h 52mUnited Airlines
Deal found 9/10$338
This Frontier deal was found by Cheapflights users on 9/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/75:57 pmSAN - SJU
2 stops16h 45mFrontier
mié. 11/129:00 amSJU - SAN
2 stops18h 50mFrontier
Deal found 9/11$342
This Mytrip deal was found by Cheapflights users on 9/9. 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.
mar. 9/236:15 amSAN - SJU
3 stops35h 41mSpirit Airlines
vie. 9/2610:42 amSJU - SAN
2 stops23h 47mSpirit Airlines
Deal found 9/9$347
This United Airlines deal was found by Cheapflights users on 9/10. 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.
lun. 11/1710:00 pmSAN - SJU
1 stop11h 17mUnited Airlines
dom. 11/232:05 amSJU - SAN
1 stop12h 00mUnited Airlines
Deal found 9/10$372
This United Airlines deal was found by Cheapflights users on 9/11. 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.
sáb. 10/118:08 pmSAN - SJU
2 stops13h 26mUnited Airlines
vie. 10/171:05 amSJU - SAN
2 stops12h 48mUnited Airlines
Deal found 9/11$374
This American Airlines deal was found by Cheapflights users on 9/10. 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.
mié. 12/36:30 amSAN - SJU
1 stop13h 22mAmerican Airlines
jue. 12/116:00 amSJU - SAN
1 stop9h 42mAmerican Airlines
Deal found 9/10$375
This American Airlines deal was found by Cheapflights users on 9/9. 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. 12/19:54 pmSAN - SJU
1 stop15h 11mAmerican Airlines
mié. 12/176:25 amSJU - SAN
2 stops12h 54mAmerican Airlines
Deal found 9/9$377

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 septiembre 11, 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 DiegoSan Juan

SAN - SJU

SANSJU

San Diego

jue. 10/16

10:30 pm-12:00 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

mié. 10/22

1:05 am-9:33 am

1 stop11h 28m

$329

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

vie. 9/26

1:35 pm-9:44 am

2 stops17h 09m

Saint Thomas Island Cyril E King

mar. 9/30

10:49 am-7:29 am

2 stops23h 40m

$332

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

sáb. 10/11

8:08 pm-12:34 pm

2 stops13h 26m

San Juan Luis Munoz Marin Intl

vie. 10/17

1:05 am-10:53 am

2 stops12h 48m

$374

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

lun. 11/17

9:45 pm-1:15 pm

1 stop11h 30m

San Juan Luis Munoz Marin Intl

lun. 11/24

6:40 am-6:35 pm

1 stop15h 55m

$375

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

vie. 10/24

6:30 pm-12:00 pm

2 stops14h 30m

San Juan Luis Munoz Marin Intl

mar. 11/4

2:25 pm-11:44 pm

2 stops13h 19m

$385

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

mar. 10/14

10:10 pm-12:24 pm

1 stop11h 14m

Santo Domingo Las Americas

lun. 10/20

7:49 pm-11:56 am

1 stop19h 07m

$395

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

vie. 10/17

10:45 pm-3:20 pm

1 stop13h 35m

Santo Domingo Las Americas

sáb. 10/25

10:25 am-10:22 pm

1 stop14h 57m

$395

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

lun. 10/13

10:10 pm-12:24 pm

1 stop11h 14m

Santo Domingo Las Americas

mié. 10/15

1:49 pm-11:47 pm

1 stop12h 58m

$395

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

vie. 10/17

10:10 pm-6:24 pm

1 stop17h 14m

Santo Domingo Las Americas

sáb. 10/25

6:05 am-6:32 pm

2 stops15h 27m

$399

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

sáb. 11/1

7:10 am-12:27 am

1 stop14h 17m

Santo Domingo Las Americas

sáb. 11/15

7:01 am-8:34 pm

1 stop17h 33m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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 septiembre 11, 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 septiembre 11, 2025.
See what other customers who have flown with Alaska Airlines, Delta, and United Airlines 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

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,960 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,937 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
JetBlue
7.2
Good
2,913 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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.

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

    A quick flight from San Diego to Caribbean can take about 10h 30m. United Airlines provides one of the quickest options available for as low as $329. The distance between San Diego and Caribbean is about 3304 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from San Diego to Caribbean one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $148. Users have also found prices from $148 and $176 on Delta and JetBlue, 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 - Nassau 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

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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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$164Average$637FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$353FlexibilityNo cancel feeOn-time65%
DeltaCheapest$180Average$633FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$225Average$521FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$316Average$603FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$324Average$663FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$370Average$534FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$382Average$696FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$474Average$584FlexibilityNo cancel feeOn-time75%

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