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$148+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$275
(United Airlines)

One-way from

$148
(United Airlines)

Popular in

February

Cheapest in

September

Average price

$448
From Caribbean to San Diego
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One-way flight from Caribbean to San Diego
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Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 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 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 September 11, 2025.

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.
Tue 9/3012:15 amBQN - SAN
2 stops14h 25mUnited Airlines
Sat 10/46:15 amSAN - BQN
2 stops13h 54mUnited Airlines
Deal found 9/9$275
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.
Sat 10/251:35 pmSJU - SAN
2 stops12h 24mAmerican Airlines
Mon 11/310:23 pmSAN - SJU
1 stop14h 42mAmerican Airlines
Deal found 9/10$295
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.
Thu 10/237:10 amSJU - SAN
1 stop14h 36mAmerican Airlines
Mon 10/2710:31 pmSAN - SJU
1 stop14h 24mAmerican Airlines
Deal found 9/9$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.
Wed 11/122:05 amSJU - SAN
1 stop12h 00mUnited Airlines
Mon 11/178:40 pmSAN - SJU
2 stops12h 09mUnited Airlines
Deal found 9/9$320
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/234:16 pmSJU - SAN
2 stops20h 41mFrontier
Mon 10/277:43 pmSAN - SJU
2 stops19h 11mFrontier
Deal found 9/9$321
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.
Wed 10/11:05 amSJU - SAN
1 stop11h 28mUnited Airlines
Tue 10/78:39 pmSAN - SJU
2 stops12h 55mUnited Airlines
Deal found 9/10$328
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.
Tue 10/71:05 amSJU - SAN
1 stop11h 28mUnited Airlines
Sun 10/128:39 pmSAN - SJU
2 stops12h 55mUnited Airlines
Deal found 9/11$331
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.
Wed 10/85:30 amSJU - SAN
2 stops13h 00mAmerican Airlines
Sun 10/126:20 amSAN - SJU
1 stop14h 39mAmerican Airlines
Deal found 9/10$335
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/118:55 amSJU - SAN
1 stop14h 00mSouthwest
Sat 11/159:45 pmSAN - SJU
1 stop11h 35mSouthwest
Deal found 9/11$341
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.
Tue 10/145:30 amSJU - SAN
1 stop16h 07mAmerican Airlines
Wed 10/156:20 amSAN - SJU
1 stop14h 39mAmerican Airlines
Deal found 9/10$343
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/12:55 pmSJU - SAN
2 stops11h 46mUnited Airlines
Sat 10/48:08 pmSAN - SJU
2 stops13h 26mUnited Airlines
Deal found 9/8$345
This Mytrip deal was found by Cheapflights users on 9/8. 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.
Fri 9/2610:42 amSJU - SAN
2 stops23h 47mSpirit Airlines
Tue 9/301:35 pmSAN - SJU
3 stops21h 36mSpirit Airlines
Deal found 9/8$346

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 September 11, 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

AguadillaSan Diego

BQN - SAN

BQNSAN

Aguadilla Borinquen

Tue 9/30

12:15 am-9:33 am

1 stop12h 18m

San Diego

Sat 10/4

6:48 am-11:09 pm

2 stops13h 21m

$275

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 10/2

5:50 am-5:35 pm

1 stop14h 45m

San Diego

Tue 10/7

6:35 am-10:45 pm

1 stop13h 10m

$295

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Fri 10/24

3:34 pm-8:37 am

1 stop20h 03m

San Diego

Wed 10/29

6:20 am-11:59 pm

1 stop14h 39m

$295

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 10/30

2:46 pm-9:53 pm

1 stop10h 07m

San Diego

Mon 11/3

8:40 pm-12:49 pm

2 stops12h 09m

$295

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Wed 10/1

2:55 pm-9:45 pm

1 stop9h 50m

San Diego

Sat 10/4

6:48 am-11:57 pm

2 stops14h 09m

$295

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Wed 11/12

2:05 am-10:05 am

1 stop12h 00m

San Diego

Mon 11/17

8:40 pm-12:49 pm

2 stops12h 09m

$320

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Tue 10/7

1:05 am-9:33 am

1 stop11h 28m

San Diego

Sun 10/12

8:39 pm-12:34 pm

2 stops12h 55m

$331

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Fri 10/3

1:05 am-9:33 am

1 stop11h 28m

San Diego

Wed 10/8

9:20 pm-12:00 pm

1 stop11h 40m

$375

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 10/2

2:00 pm-11:41 pm

2 stops12h 41m

San Diego

Fri 10/10

9:20 pm-12:00 pm

1 stop11h 40m

$375

AguadillaSan Diego

BQN - SAN

BQNSAN

Aguadilla Borinquen

Wed 2/25

1:09 am-1:27 pm

2 stops16h 18m

San Diego

Mon 3/2

7:10 am-11:57 pm

1 stop12h 47m

$420

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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 $286). Flying from Caribbean to San Diego in March is currently the most expensive (average of $366). 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 September 11, 2025.

When flying from Caribbean to San Diego, 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 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 September 11, 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
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

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

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

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

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

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

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

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

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

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

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

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 $275, United Airlines can have you in San Diego from Caribbean in 12h 18m. The distance from Caribbean to San Diego is about 3236 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 United Airlines, which is currently one of the cheapest options available, starting at $148. Frontier flights start at $189 while deals on Delta start at $223 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 Santo Domingo Las Americas - 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 $286). Flying from Caribbean to San Diego in March is currently the most expensive (average of $366). 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
La Mesa
Poway
Lemon Grove
Coronado
Imperial Beach
National City
Alpine

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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$310Average$558FlexibilityNo cancel feeOn-time71%
DeltaCheapest$351Average$568FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$360Average$457FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$398Average$459FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$408Average$489FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$464Average$574FlexibilityNo cancel feeOn-time75%

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