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$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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SAN
Aug 2 — Aug 91
Sat 8/2
Sat 8/9
1 adult, Economy
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Cheap 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 July 28, 2025.

Round-trip from

$240
(CheapOair)

One-way from

$138
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$496
From Caribbean to San Diego
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One-way flight from Caribbean to San Diego
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Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 28, 2025.

This CheapOair deal was found by Cheapflights users on 7/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/42:48 pmSJU - SAN
2 stops30h 54mSpirit Airlines
Wed 9/106:15 amSAN - SJU
2 stops15h 29mSpirit Airlines
Deal found 7/28$240
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Thu 10/97:05 pmSJU - SAN
1 stop19h 21mAmerican Airlines
Mon 10/136:48 pmSAN - SJU
1 stop16h 37mAmerican Airlines
Deal found 7/26$275
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/83:08 pmSJU - SAN
2 stops11h 51mFrontier
Sat 8/161:12 pmSAN - SJU
2 stops16h 52mFrontier
Deal found 7/26$354
This United Airlines deal was found by Cheapflights users on 7/28. 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 10/71:05 amSJU - SAN
1 stop11h 28mUnited Airlines
Tue 10/148:08 pmSAN - SJU
2 stops14h 37mUnited Airlines
Deal found 7/28$365
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/207:50 amNAS - SAN
1 stop17h 04mAmerican Airlines
Tue 8/2610:17 pmSAN - NAS
1 stop12h 38mAmerican Airlines
Deal found 7/26$427
This Priceline deal was found by Cheapflights users on 7/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/252:43 pmSTT - SAN
2 stops11h 54mSpirit Airlines
Mon 9/17:01 pmSAN - STT
2 stops13h 12mSpirit Airlines
Deal found 7/26$450
This Delta deal was found by Cheapflights users on 7/27. 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 9/107:40 pmSDQ - SAN
1 stop19h 01mDelta
Wed 9/179:52 pmSAN - SDQ
1 stop11h 28mDelta
Deal found 7/27$450
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Tue 12/235:55 pmAUA - SAN
1 stop10h 28mAmerican Airlines
Mon 12/2912:56 pmSAN - AUA
1 stop21h 19mAmerican Airlines
Deal found 7/26$470
This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1010:19 amSDQ - SAN
2 stops24h 10mMultiple Airlines
Wed 9/176:15 amSAN - SDQ
3 stops30h 45mMultiple Airlines
Deal found 7/27$477
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/307:05 amSDQ - SAN
1 stop17h 49mAmerican Airlines
Wed 9/106:15 amSAN - SDQ
2 stops11h 15mAmerican Airlines
Deal found 7/27$485
This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/305:05 pmSDQ - SAN
3 stops33h 32mSpirit Airlines
Wed 9/101:35 pmSAN - SDQ
2 stops23h 25mSpirit Airlines
Deal found 7/27$505
This Delta deal was found by Cheapflights users on 7/28. 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.
Tue 12/234:35 pmAUA - SAN
1 stop11h 03mDelta
Mon 12/2910:50 pmSAN - AUA
1 stop10h 10mDelta
Deal found 7/28$506

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 July 28, 2025.
Use the filters below to find and compare flights from Caribbean to San Diego that are best for you.

Fly from

Caribbean

Fly to

San Diego

Route

Depart

Return

Price

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 9/4

2:48 pm-6:42 pm

2 stops30h 54m

San Diego

Wed 9/10

6:15 am-12:44 am

2 stops15h 29m

$240

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 10/9

7:05 pm-11:26 am

1 stop19h 21m

San Diego

Mon 10/13

6:48 pm-2:25 pm

1 stop16h 37m

$275

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Fri 8/8

3:08 pm-11:59 pm

2 stops11h 51m

San Diego

Sat 8/16

1:12 pm-9:04 am

2 stops16h 52m

$354

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Tue 10/7

1:05 am-9:33 am

1 stop11h 28m

San Diego

Mon 10/13

8:39 pm-1:45 pm

2 stops14h 06m

$365

San JuanSan Diego

SJU - SAN

SJUSAN

San Juan Luis Munoz Marin Intl

Thu 11/13

6:10 am-5:55 pm

1 stop15h 45m

San Diego

Thu 11/20

7:30 pm-11:00 am

2 stops11h 30m

$420

NassauSan Diego

NAS - SAN

NASSAN

Nassau Intl

Wed 8/20

7:50 am-9:54 pm

1 stop17h 04m

San Diego

Tue 8/26

10:17 pm-1:55 pm

1 stop12h 38m

$427

Santo DomingoSan Diego

SDQ - SAN

SDQSAN

Santo Domingo Las Americas

Wed 9/10

7:40 pm-11:41 am

1 stop19h 01m

San Diego

Wed 9/17

9:52 pm-12:20 pm

1 stop11h 28m

$450

Saint Thomas IslandSan Diego

STT - SAN

STTSAN

Saint Thomas Island Cyril E King

Mon 8/25

2:43 pm-11:37 pm

2 stops11h 54m

San Diego

Mon 9/1

7:01 pm-11:13 am

2 stops13h 12m

$450

OranjestadSan Diego

AUA - SAN

AUASAN

Oranjestad Reina Beatrix

Tue 12/23

5:55 pm-12:23 am

1 stop10h 28m

San Diego

Mon 12/29

12:56 pm-2:15 pm

1 stop21h 19m

$470

Santo DomingoSan Diego

SDQ - SAN

SDQSAN

Santo Domingo Las Americas

Wed 9/10

10:19 am-7:29 am

2 stops24h 10m

San Diego

Wed 9/17

6:15 am-4:00 pm

3 stops30h 45m

$477

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 39 results
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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 $286). Flying from Caribbean 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 CB to SAN?

Find hourly flight availability from Caribbean 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 July 28, 2025.

When flying from Caribbean 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 July 28, 2025.
Read through reviews of airlines operating flights from Caribbean to San Diego, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.0
Very good
4,237 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,975 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
United Airlines
7.4
Good
8,892 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
JetBlue
7.3
Good
2,914 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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.

  • 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 $138. Spirit Airlines flights start at $144 while deals on United Airlines start at $183 one-way.

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

    When deciding which route to take from Caribbean to San Diego consider San Juan Luis Munoz Marin Intl - San Diego, Saint Thomas Island Cyril E King - San Diego or Montego Bay Sangster Intl - San Diego as they are the most popular.

  • 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 $286). Flying from Caribbean 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
Coronado
Poway
National City
Lemon Grove
Imperial Beach
La Mesa
Alpine
Santee

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.
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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 July 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$303Average$422FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$310Average$517FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$339Average$457FlexibilityNo cancel feeOn-time69%
DeltaCheapest$351Average$568FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$408Average$489FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$464Average$574FlexibilityNo cancel feeOn-time75%

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