San Diego

$126+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
Mar 29 — Apr 51
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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 February 27, 2026.

This American Airlines deal was found by Cheapflights users on 2/25. 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 5/512:47 pm
STT
-
SAN
1 stop13h 02m
American Airlines
Mon 5/117:20 pm
SAN
-
STT
2 stops14h 15m
American Airlines
Deal found 2/25$204
This American Airlines deal was found by Cheapflights users on 2/25. 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 4/2211:59 pm
SJU
-
SAN
1 stop11h 16m
American Airlines
Mon 4/279:45 pm
SAN
-
SJU
1 stop11h 18m
American Airlines
Deal found 2/25$252
This American Airlines deal was found by Cheapflights users on 2/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:45 am
SJU
-
SAN
1 stop14h 20m
American Airlines
Tue 4/2812:53 pm
SAN
-
SJU
1 stop17h 20m
American Airlines
Deal found 2/26$260
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Thu 3/262:35 pm
STT
-
SAN
1 stop10h 25m
United Airlines
Tue 3/317:40 pm
SAN
-
STT
2 stops16h 51m
United Airlines
Deal found 2/24$292
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Mon 5/41:22 pm
STT
-
SAN
1 stop9h 42m
United Airlines
Sat 5/94:26 pm
SAN
-
STT
2 stops16h 54m
United Airlines
Deal found 2/24$294
This American Airlines deal was found by Cheapflights users on 2/25. 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 4/1511:38 am
SJU
-
SAN
1 stop12h 12m
American Airlines
Mon 4/279:45 pm
SAN
-
SJU
1 stop11h 18m
American Airlines
Deal found 2/25$308
This American Airlines deal was found by Cheapflights users on 2/24. 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 3/265:25 pm
STT
-
SAN
1 stop21h 45m
American Airlines
Tue 3/3110:30 pm
SAN
-
STT
1 stop14h 59m
American Airlines
Deal found 2/24$319
This Delta deal was found by Cheapflights users on 2/27. 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.
Wed 4/222:45 pm
SJU
-
SAN
1 stop11h 40m
Delta
Mon 4/276:51 pm
SAN
-
SJU
2 stops13h 54m
Delta
Deal found 2/27$326
This Southwest deal was found by Cheapflights users on 2/25. 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.
Fri 5/16:50 am
SJU
-
SAN
2 stops12h 00m
Southwest
Fri 5/89:00 am
SAN
-
SJU
1 stop11h 25m
Southwest
Deal found 2/25$327
This American Airlines deal was found by Cheapflights users on 2/25. 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 8/278:00 am
SJU
-
SAN
1 stop15h 13m
American Airlines
Sat 9/59:03 pm
SAN
-
SJU
1 stop14h 52m
American Airlines
Deal found 2/25$333
This Southwest deal was found by Cheapflights users on 2/24. 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.
Fri 5/16:50 am
SJU
-
SAN
2 stops12h 00m
Southwest
Sun 5/37:15 am
SAN
-
SJU
1 stop13h 50m
Southwest
Deal found 2/24$338
This American Airlines deal was found by Cheapflights users on 2/25. 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 5/55:05 pm
STT
-
SAN
2 stops20h 04m
American Airlines
Sun 5/1010:30 pm
SAN
-
STT
1 stop11h 05m
American Airlines
Deal found 2/25$376

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 February 27, 2026.

Round-trip from

$204
(American Airlines)

One-way from

$126
(American Airlines)

Popular in

February

Cheapest in

October

Average price

$553
From Caribbean to San Diego
One-way flight from Caribbean to San Diego
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 27, 2026.
Use the filters below to find and compare flights from Caribbean to San Diego that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Tue 5/5

12:47 pm-10:49 pm

1 stop13h 02m

San Diego

Mon 5/11

12:53 pm-11:35 am

1 stop19h 42m

$204

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Mon 5/4

1:22 pm-8:04 pm

1 stop9h 42m

San Diego

Sat 5/9

4:26 pm-12:20 pm

2 stops16h 54m

$294

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Thu 3/26

5:25 pm-12:10 pm

1 stop21h 45m

San Diego

Tue 3/31

10:30 pm-4:29 pm

1 stop14h 59m

$319

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Wed 4/22

2:45 pm-11:25 pm

1 stop11h 40m

San Diego

Mon 4/27

6:51 pm-11:45 am

2 stops13h 54m

$326

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Fri 5/1

6:50 am-3:50 pm

2 stops12h 00m

San Diego

Sun 5/3

7:15 am-12:05 am

1 stop13h 50m

$338

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Tue 4/21

1:00 am-11:55 am

2 stops13h 55m

San Diego

Mon 4/27

8:37 pm-12:34 pm

2 stops12h 57m

$342

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Wed 4/22

10:03 am-6:25 pm

2 stops11h 22m

San Diego

Mon 4/27

10:30 pm-2:29 pm

1 stop12h 59m

$362

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Fri 4/24

5:35 am-7:00 pm

1 stop16h 25m

San Diego

Thu 4/30

6:50 am-11:40 pm

1 stop13h 50m

$375

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Mon 5/4

5:05 pm-8:15 am

2 stops18h 10m

San Diego

Sat 5/9

7:20 pm-12:35 pm

2 stops14h 15m

$376

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Tue 5/5

5:05 pm-10:09 am

2 stops20h 04m

San Diego

Sun 5/10

7:20 pm-10:47 am

2 stops12h 27m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $216). Flying from Caribbean to San Diego in June is currently the most expensive (average of $379). 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.

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 February 27, 2026.
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.

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

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 $292, American Airlines can have you in San Diego from Caribbean in 10h 25m. The distance from Caribbean to San Diego is about 3367 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 American Airlines, which is currently one of the cheapest options available, starting at $148. United Airlines flights start at $148 while deals on JetBlue start at $171 one-way.

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

  • 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 $216). Flying from Caribbean to San Diego in June is currently the most expensive (average of $379). 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
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean to San Diego

See prices for flight routes from nearby airports that may be better suited for you.

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 February 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$295Average$524FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$295Average$438FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$295Average$520FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$327Average$473FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$377Average$481FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$408Average$479FlexibilityNo cancel feeOn-time63%

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