San Diego

$172+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
Jul 12 — Jul 191
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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 June 12, 2026.

This American Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 8/241:49 pm
STT
-
SAN
2 stops21h 23m
American Airlines
Tue 9/112:48 pm
SAN
-
STT
2 stops21h 05m
American Airlines
Deal found 6/10$222
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 8/196:00 am
SJU
-
SAN
1 stop19h 49m
American Airlines
Sun 8/236:40 pm
SAN
-
SJU
1 stop17h 14m
American Airlines
Deal found 6/11$262
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 8/196:00 am
SJU
-
SAN
2 stops12h 26m
American Airlines
Wed 9/29:40 am
SAN
-
SJU
2 stops11h 19m
American Airlines
Deal found 6/11$272
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:25 pm
SJU
-
SAN
1 stop10h 59m
American Airlines
Mon 10/266:20 am
SAN
-
SJU
1 stop14h 45m
American Airlines
Deal found 6/8$330
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/237:14 pm
SJU
-
SAN
1 stop18h 58m
American Airlines
Sat 8/2210:45 pm
SAN
-
SJU
2 stops12h 53m
American Airlines
Deal found 6/9$372
This Delta deal was found by Cheapflights users on 6/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/192:59 pm
SJU
-
SAN
1 stop11h 01m
Delta
Wed 9/26:15 am
SAN
-
SJU
1 stop13h 14m
Delta
Deal found 6/8$386
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Thu 8/203:43 pm
STT
-
SAN
2 stops20h 07m
American Airlines
Mon 8/313:05 pm
SAN
-
STT
2 stops18h 48m
American Airlines
Deal found 6/11$391
This Southwest deal was found by Cheapflights users on 6/7. 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 10/205:00 am
SJU
-
SAN
2 stops11h 35m
Southwest
Mon 10/268:30 am
SAN
-
SJU
1 stop11h 40m
Southwest
Deal found 6/7$391
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Thu 7/307:14 pm
SJU
-
SAN
1 stop18h 58m
American Airlines
Mon 8/1010:45 pm
SAN
-
SJU
1 stop14h 26m
American Airlines
Deal found 6/11$392
This American Airlines deal was found by Cheapflights users on 6/7. 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 8/206:00 am
SJU
-
SAN
2 stops11h 15m
American Airlines
Sun 8/239:10 pm
SAN
-
SJU
2 stops12h 30m
American Airlines
Deal found 6/7$393
This Southwest deal was found by Cheapflights users on 6/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:15 pm
SJU
-
SAN
1 stop15h 55m
Southwest
Thu 8/138:40 am
SAN
-
SJU
1 stop11h 25m
Southwest
Deal found 6/8$410
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Thu 9/37:00 am
SJU
-
SAN
1 stop15h 15m
American Airlines
Sun 9/610:45 pm
SAN
-
SJU
1 stop12h 53m
American Airlines
Deal found 6/10$411

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 June 12, 2026.

Round-trip from

$222
(American Airlines)

One-way from

$172
(Kiwi.com)

Popular in

May

Cheapest in

October

Average price

$525
From Caribbean to San Diego
One-way flight from Caribbean to San Diego
Highest demand for flights based on searches. 4% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in June 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 June 12, 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

Cheapest round-trip

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Thu 8/20

4:42 pm-10:29 am

2 stops20h 47m

San Diego

Mon 8/31

3:05 pm-12:53 pm

2 stops18h 48m

$222

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Mon 8/24

1:49 pm-8:12 am

2 stops21h 23m

San Diego

Tue 9/1

12:48 pm-12:53 pm

2 stops21h 05m

$222

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 9/3

5:30 am-5:10 pm

1 stop14h 40m

San Diego

Mon 9/7

6:35 am-10:50 pm

1 stop13h 15m

$386

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 7/30

8:15 pm-9:10 am

1 stop15h 55m

San Diego

Thu 8/13

8:40 am-11:05 pm

1 stop11h 25m

$410

Simpson BaySan Diego

SXM - SAN

SXMSAN

Simpson Bay Princess Juliana

Mon 11/9

4:40 pm-7:40 am

2 stops19h 00m

San Diego

Tue 11/17

8:00 pm-2:20 pm

2 stops14h 20m

$490

NassauSan Diego

NAS - SAN

NASSAN

Nassau Intl

Thu 7/23

3:26 pm-9:16 pm

1 stop8h 50m

San Diego

Thu 7/30

9:55 pm-11:42 am

1 stop10h 47m

$499

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 8/27

4:55 pm-11:17 am

1 stop21h 22m

San Diego

Mon 8/31

8:00 am-8:38 pm

1 stop9h 38m

$502

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Wed 9/2

1:00 am-11:35 am

2 stops13h 35m

San Diego

Sun 9/6

5:00 pm-11:57 am

2 stops15h 57m

$505
Quickest round-trip

NassauSan Diego

NAS - SAN

NASSAN

Nassau Intl

Thu 7/23

12:39 pm-6:50 pm

1 stop9h 11m

San Diego

Sun 7/26

9:25 pm-10:01 am

1 stop9h 36m

$508

NassauSan Diego

NAS - SAN

NASSAN

Nassau Intl

Thu 7/23

3:59 pm-10:34 pm

1 stop9h 35m

San Diego

Sun 7/26

4:41 pm-2:57 pm

1 stop19h 16m

$508

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

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, June is the cheapest month in which you can book a flight from Caribbean to San Diego (average of $137). Flying from Caribbean to San Diego in January is currently the most expensive (average of $339). 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.

How far ahead should I book a flight from Caribbean to San Diego?

Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Caribbean to San Diego. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 June 12, 2026.
Read through reviews of airlines operating flights from Caribbean to San Diego, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great 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 $499, American Airlines can have you in San Diego from Caribbean in 8h 50m. The distance from Caribbean to San Diego is about 2445 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 JetBlue, which is currently one of the cheapest options available, starting at $146. American Airlines flights start at $148 while deals on United Airlines start at $148 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, June is the cheapest month in which you can book a flight from Caribbean to San Diego (average of $137). Flying from Caribbean to San Diego in January is currently the most expensive (average of $339). 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
National City
Chula Vista
Poway
Coronado
La Mesa
Santee
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 June 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$295Average$547FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$295Average$489FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$295Average$516FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$326Average$479FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$327Average$473FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$558Average$1,199FlexibilityNo cancel feeOn-time70%

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