San Diego

$121+ Cheap flights from Caribbean Islands 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
Mar 8 — Mar 151
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Cheap flight deals from Caribbean Islands to San Diego

Cheapest flights from Caribbean Islands to San Diego
Explore the most affordable flight options available from Caribbean Islands to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 6, 2026.

This American Airlines deal was found by Cheapflights users on 2/5. 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
Mon 5/119:45 pm
SAN
-
STT
1 stop11h 22m
American Airlines
Deal found 2/5$246
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 4/156:49 pm
SJU
-
SAN
1 stop32h 22m
Multiple Airlines
Tue 4/217:15 am
SAN
-
SJU
2 stops15h 46m
Multiple Airlines
Deal found 2/4$296
This American Airlines deal was found by Cheapflights users on 2/4. 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 4/216:00 am
SJU
-
SAN
1 stop15h 46m
American Airlines
Tue 4/2110:30 pm
SAN
-
SJU
1 stop12h 20m
American Airlines
Deal found 2/4$311
This United Airlines deal was found by Cheapflights users on 2/5. 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 5/127:00 am
SJU
-
SAN
1 stop9h 50m
United Airlines
Sat 5/305:00 pm
SAN
-
SJU
1 stop9h 29m
United Airlines
Deal found 2/5$312
This United Airlines deal was found by Cheapflights users on 2/4. 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 4/141:00 am
SJU
-
SAN
2 stops13h 25m
United Airlines
Tue 4/216:20 am
SAN
-
SJU
2 stops11h 18m
United Airlines
Deal found 2/4$316
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/52:30 pm
SJU
-
SAN
1 stop11h 29m
American Airlines
Sun 3/810:00 pm
SAN
-
SJU
1 stop9h 40m
American Airlines
Deal found 2/4$324
This United Airlines deal was found by Cheapflights users on 2/5. 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 5/141:40 pm
SJU
-
SAN
1 stop10h 32m
United Airlines
Sat 5/305:00 pm
SAN
-
SJU
1 stop9h 29m
United Airlines
Deal found 2/5$331
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Thu 3/265:30 am
SJU
-
SAN
2 stops45h 38m
Multiple Airlines
Sun 4/56:45 am
SAN
-
SJU
1 stop25h 22m
Multiple Airlines
Deal found 2/3$333
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/410:55 am
SJU
-
SAN
1 stop13h 05m
JetBlue
Wed 3/1112:49 pm
SAN
-
SJU
1 stop11h 05m
JetBlue
Deal found 2/4$334
This United Airlines deal was found by Cheapflights users on 2/5. 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 5/111:00 am
SJU
-
SAN
2 stops13h 25m
United Airlines
Fri 5/2910:30 pm
SAN
-
SJU
1 stop10h 34m
United Airlines
Deal found 2/5$335
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Thu 3/57:44 pm
SJU
-
SAN
1 stop32h 32m
Multiple Airlines
Sat 3/149:18 pm
SAN
-
SJU
2 stops48h 16m
Multiple Airlines
Deal found 2/4$338
This American Airlines deal was found by Cheapflights users on 2/5. 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 5/109:45 pm
SAN
-
STT
1 stop10h 02m
American Airlines
Deal found 2/5$397

Find flight deals from Caribbean Islands to San Diego

Keep the following information in mind while searching for Caribbean Islands to San Diego flight deals. Data was last updated February 6, 2026.

Round-trip from

$246
(American Airlines)

One-way from

$121
(Kiwi.com)
From Caribbean Islands to San Diego
One-way flight from Caribbean Islands to San Diego

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 6, 2026.
Use the filters below to find and compare flights from Caribbean Islands to San Diego that are best for you.

Fly from

Caribbean Islands

Fly to

San Diego

Route

Depart

Return

Price

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

Mon 5/11

9:45 pm-12:07 pm

1 stop11h 22m

$246

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Tue 5/12

7:00 am-1:50 pm

1 stop9h 50m

San Diego

Sat 5/30

5:00 pm-5:29 am

1 stop9h 29m

$312

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Sat 4/18

2:25 pm-9:25 pm

1 stop10h 00m

San Diego

Tue 4/21

10:10 pm-10:35 am

1 stop9h 25m

$316

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Fri 5/8

1:10 pm-11:42 pm

1 stop13h 32m

San Diego

Mon 5/11

10:15 pm-12:50 pm

1 stop11h 35m

$316

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Tue 4/28

1:00 am-9:40 am

1 stop11h 40m

San Diego

Wed 5/13

7:00 am-8:34 pm

1 stop10h 34m

$316

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Wed 4/22

3:34 pm-11:56 pm

1 stop11h 22m

San Diego

Mon 4/27

10:30 pm-12:35 pm

1 stop11h 05m

$316

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Wed 8/5

2:35 pm-9:44 pm

1 stop10h 09m

San Diego

Sat 8/8

10:30 pm-1:25 pm

1 stop11h 55m

$316

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Fri 5/15

1:40 pm-10:16 pm

1 stop11h 36m

San Diego

Fri 5/29

10:30 pm-1:45 pm

1 stop12h 15m

$316

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Sat 5/16

1:10 pm-11:42 pm

1 stop13h 32m

San Diego

Sat 5/23

10:15 pm-12:50 pm

1 stop11h 35m

$316

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Sat 4/18

7:00 am-1:51 pm

1 stop9h 51m

San Diego

Tue 4/21

6:20 am-11:50 pm

2 stops14h 30m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

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

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

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

Currently, August is the cheapest month in which you can book a flight from Caribbean Islands to San Diego (average of $220). Flying from Caribbean Islands 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 6, 2026.
Read through reviews of airlines operating flights from Caribbean Islands to San Diego, such as Delta, United Airlines, and American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands 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 Islands?

    Most people fly into San Diego (SAN) if they book a flight to San Diego from Caribbean Islands. San Diego is conveniently located just 2.6 mi from San Diego’s city center.

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

    A quick flight from Caribbean Islands to San Diego can take about 9h 50m. American Airlines provides one of the quickest options available for as low as $312. Caribbean Islands and San Diego are separated by a distance of 3304 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from Caribbean Islands to San Diego are JetBlue ($146), American Airlines ($148), and United Airlines ($148).

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

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

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

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

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

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

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

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Alternative routes for Caribbean Islands to San Diego

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

Top 6 airlines flying from Caribbean Islands to San Diego

Discover the top 6 airlines that operate flights from Caribbean Islands 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 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$295Average$524FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$295Average$441FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$295Average$532FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$327Average$483FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$377Average$481FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$408Average$479FlexibilityNo cancel feeOn-time63%

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