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$105+ Cheap flights from Caribbean to San Diego (SAN)

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap flight deals from Caribbean to San Diego

Cheapest flights from Caribbean to San Diego
Explore the most affordable flight options available from Caribbean to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2111:03 amKIN - SAN
1 stop14h 52mAmerican Airlines
Fri 1/3010:45 pmSAN - KIN
2 stops12h 41mAmerican Airlines
Deal found 12/11$453
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:44 pmSJU - SAN
1 stop10h 25mDelta
Thu 1/16:15 amSAN - SJU
1 stop10h 54mDelta
Deal found 12/11$492
This eDestinos deal was found by Cheapflights users on 12/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/144:59 pmSJU - SAN
2 stops30h 16mMultiple Airlines
Thu 1/18:14 pmSAN - SJU
2 stops24h 40mMultiple Airlines
Deal found 12/12$515
This American Airlines deal was found by Cheapflights users on 12/12. 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 12/253:48 pmKIN - SAN
1 stop10h 07mAmerican Airlines
Fri 2/271:00 pmSAN - KIN
1 stop18h 17mAmerican Airlines
Deal found 12/12$529
This Faresmojo deal was found by Cheapflights users on 12/13. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:24 amSJU - SAN
1 stop10h 29mJetBlue
Sun 12/283:38 pmSAN - SJU
1 stop9h 56mJetBlue
Deal found 12/13$531
This Kiwi.com deal was found by Cheapflights users on 12/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/214:21 pmSJU - SAN
2 stops34h 46mMultiple Airlines
Wed 12/316:25 amSAN - SJU
1 stop14h 08mMultiple Airlines
Deal found 12/12$538
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:55 amSJU - SAN
2 stops22h 10mMultiple Airlines
Wed 12/316:25 amSAN - SJU
1 stop14h 08mMultiple Airlines
Deal found 12/14$544
This eDestinos deal was found by Cheapflights users on 12/13. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/199:49 amSJU - SAN
2 stops30h 49mMultiple Airlines
Sun 12/2810:58 pmSAN - SJU
2 stops22h 26mMultiple Airlines
Deal found 12/13$547
This Delta deal was found by Cheapflights users on 12/14. 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 12/217:30 amSJU - SAN
2 stops20h 25mDelta
Wed 12/316:15 amSAN - SJU
1 stop13h 05mDelta
Deal found 12/14$549
This Kiwi.com deal was found by Cheapflights users on 12/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:49 amSJU - SAN
2 stops16h 16mMultiple Airlines
Tue 12/306:25 amSAN - SJU
1 stop14h 08mMultiple Airlines
Deal found 12/12$556
This Kiwi.com deal was found by Cheapflights users on 12/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:06 pmSJU - SAN
1 stop30h 59mMultiple Airlines
Wed 12/311:06 pmSAN - SJU
2 stops21h 14mMultiple Airlines
Deal found 12/12$559
This Kiwi.com deal was found by Cheapflights users on 12/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/214:21 pmSJU - SAN
2 stops34h 46mMultiple Airlines
Tue 12/306:25 amSAN - SJU
1 stop14h 08mMultiple Airlines
Deal found 12/12$563

Find flight deals from Caribbean to San Diego

Keep the following information in mind while searching for Caribbean to San Diego flight deals. Data was last updated December 14, 2025.

Round-trip from

$248
(Trip.com)

One-way from

$105
(Trip.com)

Popular in

April

Cheapest in

October

Average price

$500
From Caribbean to San Diego
Search Deals
One-way flight from Caribbean to San Diego
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to San Diego 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 December 14, 2025.
Use the filters below to find and compare flights from Caribbean to San Diego that are best for you.

Fly from

Caribbean

Fly to

San Diego

Route

Depart

Return

Price

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Mon 1/12

6:30 am-11:59 pm

2 stops21h 29m

San Diego

Fri 1/16

4:56 pm-3:03 am

2 stops54h 07m

$248

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 2/12

6:10 am-1:57 pm

1 stop11h 47m

San Diego

Sun 2/15

12:40 pm-3:54 am

1 stop11h 14m

$328

NassauSan Diego

NAS - SAN

NASSAN

Nassau Intl

Fri 3/13

1:09 pm-12:11 am

1 stop14h 02m

San Diego

Tue 3/17

10:30 pm-1:30 pm

1 stop12h 00m

$356

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Tue 2/3

5:40 am-2:50 pm

2 stops13h 10m

San Diego

Tue 2/17

9:00 am-12:40 am

2 stops11h 40m

$361

Simpson BaySan Diego

SXM - SAN

SXMSAN

Simpson Bay Princess Juliana

Thu 1/22

1:55 pm-10:45 pm

1 stop12h 50m

San Diego

Mon 1/26

5:45 pm-12:30 pm

2 stops14h 45m

$378

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 1/29

3:46 pm-9:56 pm

1 stop10h 10m

San Diego

Mon 2/2

10:40 pm-12:55 pm

1 stop10h 15m

$385

NassauSan Diego

NAS - SAN

NASSAN

Nassau Intl

Sat 1/31

2:35 pm-9:20 am

2 stops21h 45m

San Diego

Tue 2/3

6:00 pm-3:22 pm

2 stops18h 22m

$389

Santo DomingoSan Diego

SDQ - SAN

SDQSAN

Santo Domingo Las Americas

Fri 3/20

7:01 am-7:48 pm

1 stop15h 47m

San Diego

Mon 4/20

8:54 pm-12:15 pm

1 stop12h 21m

$416

Santo DomingoSan Diego

SDQ - SAN

SDQSAN

Santo Domingo Las Americas

Sat 1/24

6:00 am-11:05 pm

2 stops21h 05m

San Diego

Wed 1/28

7:52 pm-3:06 pm

2 stops15h 14m

$418

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Wed 2/11

6:00 am-12:27 pm

1 stop10h 27m

San Diego

Sun 2/15

7:50 pm-10:07 am

2 stops10h 17m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

Showing 1-10 of 60 results
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Best time to book a flight from Caribbean to San Diego

Have a flexible travel schedule? Discover the best time to fly to San Diego from Caribbean 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 Caribbean to San Diego

What is the cheapest month to book a flight from Caribbean to San Diego?

Currently, August is the cheapest month in which you can book a flight from Caribbean to San Diego (average of $220). Flying from Caribbean to San Diego in June is currently the most expensive (average of $380). 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 CB to SAN?

Find hourly flight availability from Caribbean to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 14, 2025.

It’s optimal to fly from Caribbean to San Diego in the evening. By choosing this option you can save up to 20% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Caribbean to San Diego?

Use this chart to determine the cheapest time to fly round-trip from Caribbean to San Diego. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Caribbean to San Diego flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing San Diego

Get insights into the airlines that provide service to San Diego. 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 San Diego. Reviews last updated December 14, 2025.
Read through reviews of airlines operating flights from Caribbean to San Diego, such as Alaska Airlines, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,448 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Food

7.1

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
11,448 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Food

7.1

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
7.9
Good
8,006 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Food

7.1

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
9,092 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Food

7.1

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
11,051 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Food

7.1

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
2,894 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Food

7.1

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 Caribbean to San Diego. 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 into for flights to San Diego from Caribbean?

    If you book a flight to San Diego from Caribbean, you will be flying to San Diego, which is the city’s only airport. San Diego (SAN) is located 2.6 mi from the center of San Diego.

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

    For as low as $328, Frontier can have you in San Diego from Caribbean in 11h 47m. The distance from Caribbean to San Diego is about 3304 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $96. Frontier flights start at $144 while deals on JetBlue start at $146 one-way.

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

    When deciding which route to take from Caribbean to San Diego consider San Juan Luis Munoz Marin Intl - San Diego, Saint Thomas Island Cyril E King - San Diego or Santiago de los Caballeros - San Diego as they are the most popular.

  • Can I find deals for flights from Caribbean to San Diego that include hotel bookings?

    Yes. In addition to deals on Caribbean to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to San Diego?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to San Diego.

  • Can I find deals for business class flights from Caribbean to San Diego?

    Yes. Cheapflights offers flight deals from Caribbean to San Diego 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 Caribbean to San Diego?

    Currently, August is the cheapest month in which you can book a flight from Caribbean to San Diego (average of $220). Flying from Caribbean to San Diego in June is currently the most expensive (average of $380). 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

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
Coronado
La Mesa
Poway
Lemon Grove
Julian
National City

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to San Diego

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Caribbean to San Diego

Discover the top 6 airlines that operate flights from Caribbean to San Diego. 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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$295Average$532FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$341Average$447FlexibilityNo cancel feeOn-time69%
DeltaCheapest$351Average$537FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$377Average$510FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$408Average$479FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$422Average$483FlexibilityNo cancel feeOn-time62%

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