San Diego

$148+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
oct. 15 — oct. 221
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Cheap 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 septiembre 15, 2025.

Round-trip from

$295
(United Airlines)

One-way from

$148
(American Airlines)
From Caribbean Islands to San Diego
One-way flight from Caribbean Islands to San Diego

Find 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 septiembre 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/13. 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. 10/255:25 amSJU - SAN
1 stop16h 17mAmerican Airlines
lun. 11/310:23 pmSAN - SJU
1 stop18h 25mAmerican Airlines
Deal found 9/13$295
This American Airlines deal was found by Cheapflights users on 9/13. 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. 10/44:45 pmSJU - SAN
1 stop19h 42mAmerican Airlines
vie. 10/176:20 amSAN - SJU
1 stop14h 39mAmerican Airlines
Deal found 9/13$298
This eDestinos deal was found by Cheapflights users on 9/14. 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.
lun. 9/2210:42 amSJU - SAN
2 stops14h 44mSpirit Airlines
sáb. 9/271:35 pmSAN - SJU
2 stops21h 08mSpirit Airlines
Deal found 9/14$340
This Frontier deal was found by Cheapflights users on 9/14. 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.
lun. 9/298:00 amSJU - SAN
2 stops12h 54mFrontier
vie. 10/310:20 amSAN - SJU
2 stops22h 41mFrontier
Deal found 9/14$350
This Frontier deal was found by Cheapflights users on 9/14. 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.
jue. 10/28:00 amSJU - SAN
2 stops12h 42mFrontier
dom. 10/510:20 amSAN - SJU
2 stops20h 32mFrontier
Deal found 9/14$356
This Kiwi.com deal was found by Cheapflights users on 9/13. 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. 10/43:22 pmSJU - SAN
2 stops28h 20mMultiple Airlines
vie. 10/177:43 pmSAN - SJU
1 stop17h 40mMultiple Airlines
Deal found 9/13$362
This United Airlines deal was found by Cheapflights users on 9/13. 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.
mar. 12/168:30 amSJU - SAN
2 stops13h 04mUnited Airlines
mar. 1/67:00 amSAN - SJU
1 stop10h 00mUnited Airlines
Deal found 9/13$371
This American Airlines deal was found by Cheapflights users on 9/14. 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.
mié. 10/155:30 amSJU - SAN
1 stop18h 51mAmerican Airlines
lun. 10/2010:31 pmSAN - SJU
2 stops11h 13mAmerican Airlines
Deal found 9/14$374
This United Airlines deal was found by Cheapflights users on 9/14. 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.
lun. 11/102:05 amSJU - SAN
1 stop12h 00mUnited Airlines
mar. 12/29:55 pmSAN - SJU
1 stop11h 22mUnited Airlines
Deal found 9/14$376
This American Airlines deal was found by Cheapflights users on 9/13. 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.
mié. 12/171:42 pmKIN - SAN
1 stop12h 18mAmerican Airlines
dom. 1/1111:00 pmSAN - KIN
1 stop17h 05mAmerican Airlines
Deal found 9/13$411
This Delta deal was found by Cheapflights users on 9/14. 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.
mié. 11/128:40 pmSDQ - SAN
2 stops20h 26mDelta
sáb. 11/157:00 amSAN - SDQ
1 stop14h 36mDelta
Deal found 9/14$419
This American Airlines deal was found by Cheapflights users on 9/13. 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.
vie. 10/312:15 pmSDQ - SAN
2 stops13h 21mAmerican Airlines
dom. 10/59:19 pmSAN - SDQ
2 stops13h 16mAmerican Airlines
Deal found 9/13$433

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 septiembre 15, 2025.
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

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

lun. 11/10

2:05 am-10:05 am

1 stop12h 00m

San Diego

mar. 12/2

9:55 pm-1:17 pm

1 stop11h 22m

$376

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

vie. 10/24

1:05 am-2:59 pm

2 stops16h 54m

San Diego

lun. 11/3

8:40 pm-1:17 pm

2 stops12h 37m

$385

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

mar. 10/7

1:05 am-9:33 am

1 stop11h 28m

San Diego

mar. 10/14

7:28 pm-1:45 pm

2 stops15h 17m

$385

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

jue. 10/23

1:05 am-9:33 am

1 stop11h 28m

San Diego

mié. 10/29

8:00 am-8:26 pm

1 stop9h 26m

$385

KingstonSan Diego

KIN - SAN

KINSAN

Kingston Norman Manley

mié. 12/17

1:42 pm-11:00 pm

1 stop12h 18m

San Diego

dom. 1/11

11:00 pm-7:05 pm

1 stop17h 05m

$411

Santo DomingoSan Diego

SDQ - SAN

SDQSAN

Santo Domingo Las Americas

mié. 11/12

6:45 am-9:13 pm

2 stops18h 28m

San Diego

sáb. 11/15

6:15 am-1:36 am

2 stops15h 21m

$419

AguadillaSan Diego

BQN - SAN

BQNSAN

Aguadilla Borinquen

mié. 2/25

1:09 am-10:01 am

1 stop12h 52m

San Diego

lun. 3/2

7:00 am-11:57 pm

1 stop12h 57m

$420

Santo DomingoSan Diego

SDQ - SAN

SDQSAN

Santo Domingo Las Americas

vie. 9/26

6:03 am-8:33 pm

1 stop17h 30m

San Diego

vie. 10/3

7:00 am-12:36 am

1 stop14h 36m

$458

Santo DomingoSan Diego

SDQ - SAN

SDQSAN

Santo Domingo Las Americas

vie. 9/26

12:47 pm-9:24 pm

1 stop11h 37m

San Diego

vie. 10/3

6:15 am-1:50 am

2 stops16h 35m

$461

Simpson BaySan Diego

SXM - SAN

SXMSAN

Simpson Bay Princess Juliana

lun. 11/3

4:14 pm-11:14 pm

1 stop11h 00m

San Diego

lun. 11/10

10:30 pm-2:55 pm

1 stop12h 25m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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 $286). Flying from Caribbean Islands to San Diego in March is currently the most expensive (average of $366). 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 EPX to SAN?

Find hourly flight availability from Caribbean Islands 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 septiembre 15, 2025.

When flying from Caribbean Islands to San Diego, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 septiembre 15, 2025.
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.
8.0
Very good

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

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
8.0
Very good
8.0
Very good

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

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
8.0
Very good

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

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
8.0
Very good

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

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 12h. United Airlines provides one of the quickest options available for as low as $376. 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 American Airlines ($148), Southwest ($148), and Frontier ($183).

  • 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 $286). Flying from Caribbean Islands to San Diego in March is currently the most expensive (average of $366). 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
La Mesa
Poway
Lemon Grove
Coronado
Imperial Beach
National City
Alpine

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 septiembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$310Average$558FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$341Average$458FlexibilityNo cancel feeOn-time69%
DeltaCheapest$351Average$568FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$398Average$459FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$408Average$489FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$464Average$574FlexibilityNo cancel feeOn-time75%

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