San Diego

$138+ 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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
May 27 — Jun 31
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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 April 27, 2026.

This Delta deal was found by Cheapflights users on 4/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:02 pm
STT
-
SAN
1 stop9h 17m
Delta
Mon 8/319:40 pm
SAN
-
STT
1 stop13h 12m
Delta
Deal found 4/24$316
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Fri 5/87:00 am
SJU
-
SAN
1 stop31h 44m
Multiple Airlines
Tue 5/126:25 am
SAN
-
SJU
2 stops40h 43m
Multiple Airlines
Deal found 4/23$319
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sat 5/166:30 am
SJU
-
SAN
2 stops29h 12m
Multiple Airlines
Sat 5/2312:29 pm
SAN
-
SJU
1 stop23h 04m
Multiple Airlines
Deal found 4/22$339
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Sat 5/233:58 pm
SJU
-
SAN
2 stops19h 44m
Frontier
Sat 5/306:25 am
SAN
-
SJU
1 stop19h 24m
Frontier
Deal found 4/23$362
This American Airlines deal was found by Cheapflights users on 4/22. 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 6/42:08 pm
MBJ
-
SAN
1 stop10h 12m
American Airlines
Thu 7/94:33 pm
SAN
-
MBJ
1 stop21h 41m
American Airlines
Deal found 4/22$364
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Fri 8/147:14 pm
SJU
-
SAN
1 stop19h 18m
American Airlines
Mon 8/1710:20 pm
SAN
-
SJU
1 stop13h 31m
American Airlines
Deal found 4/23$374
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Sat 5/236:25 am
SJU
-
SAN
1 stop15h 00m
Frontier
Tue 5/266:25 am
SAN
-
SJU
2 stops20h 59m
Frontier
Deal found 4/26$376
This American Airlines deal was found by Cheapflights users on 4/22. 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 8/204:42 pm
STT
-
SAN
2 stops20h 25m
American Airlines
Mon 8/3112:32 pm
SAN
-
STT
1 stop21h 20m
American Airlines
Deal found 4/22$380
This Delta deal was found by Cheapflights users on 4/23. 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.
Thu 7/302:05 pm
SJU
-
SAN
1 stop10h 56m
Delta
Mon 8/38:00 am
SAN
-
SJU
1 stop11h 29m
Delta
Deal found 4/23$386
This American Airlines deal was found by Cheapflights users on 4/25. 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 7/237:14 pm
SJU
-
SAN
1 stop18h 58m
American Airlines
Sat 8/226:25 am
SAN
-
SJU
1 stop12h 59m
American Airlines
Deal found 4/25$395
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:30 am
SJU
-
SAN
2 stops29h 12m
Multiple Airlines
Thu 5/216:25 am
SAN
-
SJU
1 stop28h 07m
Multiple Airlines
Deal found 4/24$397
This Southwest deal was found by Cheapflights users on 4/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:00 am
SJU
-
SAN
2 stops11h 05m
Southwest
Fri 8/216:35 am
SAN
-
SJU
1 stop13h 15m
Southwest
Deal found 4/26$406

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 April 27, 2026.

Round-trip from

$316
(Delta)

One-way from

$138
(Frontier)

Popular in

May

Cheapest in

October

Average price

$466
From Caribbean to San Diego
One-way flight from Caribbean to San Diego
Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in April 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 April 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

Cheapest round-trip

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Thu 8/20

4:42 pm-10:19 am

2 stops20h 37m

San Diego

Mon 8/31

2:23 pm-12:52 pm

2 stops19h 29m

$316

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Thu 8/20

3:02 pm-9:19 pm

1 stop9h 17m

San Diego

Mon 8/31

9:40 pm-1:52 pm

1 stop13h 12m

$316

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Mon 8/24

4:42 pm-10:19 am

2 stops20h 37m

San Diego

Tue 9/1

12:47 pm-12:52 pm

2 stops21h 05m

$316

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Sat 5/16

6:30 am-8:42 am

2 stops29h 12m

San Diego

Sat 5/23

12:29 pm-2:33 pm

1 stop23h 04m

$339

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Thu 10/15

2:45 pm-7:10 am

2 stops19h 25m

San Diego

Sun 10/18

10:40 pm-2:00 pm

1 stop12h 20m

$437

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 7/23

2:21 pm-10:01 pm

1 stop10h 40m

San Diego

Thu 8/6

10:17 pm-12:55 pm

1 stop11h 38m

$471

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 7/23

2:05 pm-10:01 pm

1 stop10h 56m

San Diego

Fri 7/31

10:17 pm-12:55 pm

1 stop11h 38m

$471

NassauSan Diego

NAS - SAN

NASSAN

Nassau Intl

Thu 6/4

4:58 pm-10:08 am

2 stops20h 10m

San Diego

Sun 6/7

8:32 pm-3:56 pm

2 stops16h 24m

$487

NassauSan Diego

NAS - SAN

NASSAN

Nassau Intl

Fri 7/10

3:59 pm-6:32 pm

1 stop29h 33m

San Diego

Fri 7/17

6:55 pm-4:10 pm

1 stop18h 15m

$488
Quickest round-trip

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Wed 5/27

6:15 am-12:38 pm

1 stop9h 23m

San Diego

Sat 6/6

10:15 pm-12:54 pm

1 stop11h 39m

$490

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

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

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.

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.

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 April 27, 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.

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 $471, American Airlines can have you in San Diego from Caribbean in 10h 40m. 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 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
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 to San Diego

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

Top 5 airlines flying from Caribbean to San Diego

Discover the top 5 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 April 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$295Average$592FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$295Average$448FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$295Average$517FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$326Average$479FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$327Average$473FlexibilityNo cancel feeOn-time62%

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