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$118+ 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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
nov 27 — dez 41
qui 11/27
qui 12/4
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 outubro 28, 2025.

Round-trip from

$334
(Southwest)

One-way from

$118
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$445
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. 2% potential increase in price ($12 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 October 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 outubro 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
dom 12/141:27 pmSJU - SAN
2 stops27h 11mMultiple Airlines
qui 1/16:25 amSAN - SJU
1 stop14h 08mMultiple Airlines
Deal found 10/26$345
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 12/227:06 pmSJU - SAN
1 stop32h 41mFrontier
dom 12/281:06 pmSAN - SJU
2 stops30h 32mFrontier
Deal found 10/27$373
This United Airlines deal was found by Cheapflights users on 10/26. 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.
qui 12/182:25 pmSJU - SAN
2 stops13h 12mUnited Airlines
sex 12/265:10 pmSAN - SJU
1 stop9h 01mUnited Airlines
Deal found 10/26$385
This Frontier deal was found by Cheapflights users on 10/26. 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.
qua 11/59:00 amSJU - SAN
2 stops16h 39mFrontier
seg 11/106:25 amSAN - SJU
2 stops16h 29mFrontier
Deal found 10/26$397
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/139:00 amKIN - SAN
1 stop15h 18mDelta
ter 1/68:00 amSAN - KIN
1 stop9h 00mDelta
Deal found 10/27$402
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 11/227:11 amSJU - SAN
2 stops20h 48mMultiple Airlines
ter 11/256:25 amSAN - SJU
1 stop13h 30mMultiple Airlines
Deal found 10/28$410
This American Airlines deal was found by Cheapflights users on 10/27. 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.
sáb 12/133:06 pmKIN - SAN
2 stops20h 22mAmerican Airlines
ter 1/64:00 pmSAN - KIN
2 stops17h 49mAmerican Airlines
Deal found 10/27$416
This CheapOair deal was found by Cheapflights users on 10/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 11/139:30 amSJU - SAN
1 stop14h 21mJetBlue
sáb 11/159:05 pmSAN - SJU
1 stop10h 20mJetBlue
Deal found 10/27$417
This Frontier deal was found by Cheapflights users on 10/26. 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.
seg 11/247:11 amSJU - SAN
2 stops20h 48mFrontier
sex 12/56:45 amSAN - SJU
2 stops13h 11mFrontier
Deal found 10/26$418
This American Airlines deal was found by Cheapflights users on 10/27. 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.
ter 11/186:25 amSJU - SAN
1 stop16h 34mAmerican Airlines
ter 12/166:30 amSAN - SJU
1 stop13h 22mAmerican Airlines
Deal found 10/27$420
This eDestinos deal was found by Cheapflights users on 10/26. 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.
qui 11/134:31 pmSJU - SAN
2 stops28h 09mFrontier
sáb 11/155:28 pmSAN - SJU
2 stops17h 51mFrontier
Deal found 10/26$426
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 11/59:00 amSJU - SAN
2 stops16h 39mFrontier
sáb 11/87:30 pmSAN - SJU
2 stops11h 49mFrontier
Deal found 10/28$428

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 outubro 28, 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

sex 2/13

10:50 am-8:10 pm

1 stop13h 20m

San Diego

dom 2/15

6:50 am-12:05 am

1 stop13h 15m

$334

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

sex 2/13

10:50 am-8:10 pm

1 stop13h 20m

San Diego

seg 2/16

6:30 am-1:05 am

1 stop14h 35m

$334

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

sex 2/13

8:35 am-3:39 pm

1 stop11h 04m

San Diego

dom 2/15

3:40 pm-6:11 am

1 stop10h 31m

$378

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

qua 12/17

2:05 am-12:59 pm

2 stops14h 54m

San Diego

sex 12/26

5:10 pm-6:11 am

1 stop9h 01m

$385

KingstonSan Diego

KIN - SAN

KINSAN

Kingston Norman Manley

sáb 12/13

7:00 am-11:00 pm

1 stop19h 00m

San Diego

ter 1/6

4:00 pm-12:49 pm

2 stops17h 49m

$416

KingstonSan Diego

KIN - SAN

KINSAN

Kingston Norman Manley

qua 11/26

7:30 am-9:00 pm

2 stops16h 30m

San Diego

qua 12/3

4:41 pm-2:06 pm

2 stops18h 25m

$416

AguadillaSan Diego

BQN - SAN

BQNSAN

Aguadilla Borinquen

qua 2/25

1:09 am-1:47 pm

2 stops16h 38m

San Diego

seg 3/2

7:05 am-11:57 pm

1 stop12h 52m

$438

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

seg 12/22

7:06 pm-11:47 pm

1 stop32h 41m

San Diego

dom 12/28

1:06 pm-11:38 pm

2 stops30h 32m

$439

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

seg 1/19

8:00 am-7:45 pm

1 stop15h 45m

San Diego

seg 1/26

10:20 am-12:35 am

2 stops10h 15m

$440

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

qua 2/18

2:05 am-12:29 pm

1 stop14h 24m

San Diego

seg 2/23

7:00 am-9:00 pm

1 stop10h 00m

$450

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 60 results
1
2
3
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6

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, March is the cheapest month in which you can book a flight from Caribbean to San Diego (average of $155). Flying from Caribbean to San Diego in June is currently the most expensive (average of $377). 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 outubro 28, 2025.

It’s optimal to fly from Caribbean to San Diego at noon. By choosing this option you can save up to 10% on the cost of your flight, compared to a flight in the evening.

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. Saturday 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 outubro 28, 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
11,199 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

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
11,199 reviews
Alaska Airlines
8.0
Very good
11,199 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

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
7,995 reviews
Alaska Airlines
8.0
Very good
11,199 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

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
8,996 reviews
Alaska Airlines
8.0
Very good
11,199 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

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
11,033 reviews
Alaska Airlines
8.0
Very good
11,199 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

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
2,907 reviews
Alaska Airlines
8.0
Very good
11,199 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

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 $378, Southwest can have you in San Diego from Caribbean in 11h 04m. 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 United Airlines, which is currently one of the cheapest options available, starting at $148. Delta flights start at $148 while deals on American Airlines start at $148 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, Santo Domingo Las Americas - San Diego or Saint Thomas Island Cyril E King - 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, March is the cheapest month in which you can book a flight from Caribbean to San Diego (average of $155). Flying from Caribbean to San Diego in June is currently the most expensive (average of $377). 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
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 outubro 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$310Average$577FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$341Average$456FlexibilityNo cancel feeOn-time69%
DeltaCheapest$351Average$582FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$398Average$505FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$408Average$489FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$481Average$574FlexibilityNo cancel feeOn-time75%

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