Caribbean Islands

$148+ Cheap flights from San Diego (SAN) to Caribbean Islands

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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Nov 13 — Nov 201
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Find flight deals from San Diego to Caribbean Islands

Cheapest flights from San Diego to Caribbean Islands
Explore the most affordable flight options available from San Diego to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2025.

This American Airlines deal was found by Cheapflights users on 10/12. 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 11/86:35 amSAN - SJU
1 stop13h 17mAmerican Airlines
Sat 11/158:00 amSJU - SAN
1 stop17h 04mAmerican Airlines
Deal found 10/12$295
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Fri 11/146:45 amSAN - SJU
2 stops13h 51mUnited Airlines
Tue 11/182:25 pmSJU - SAN
1 stop10h 29mUnited Airlines
Deal found 10/12$322
This Frontier deal was found by Cheapflights users on 10/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:43 pmSAN - SJU
2 stops19h 11mFrontier
Sun 11/22:03 amSJU - SAN
2 stops13h 14mFrontier
Deal found 10/11$325
This United Airlines deal was found by Cheapflights users on 10/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/88:00 amSAN - SJU
1 stop9h 26mUnited Airlines
Sat 11/157:45 amSJU - SAN
2 stops13h 59mUnited Airlines
Deal found 10/11$327
This American Airlines deal was found by Cheapflights users on 10/11. 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.
Tue 11/46:35 amSAN - SJU
1 stop13h 17mAmerican Airlines
Tue 11/116:25 amSJU - SAN
1 stop16h 34mAmerican Airlines
Deal found 10/11$334
This Frontier deal was found by Cheapflights users on 10/12. 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.
Sat 12/66:25 amSAN - SJU
2 stops14h 32mFrontier
Sat 12/1311:02 amSJU - SAN
2 stops16h 59mFrontier
Deal found 10/12$342
This Priceline deal was found by Cheapflights users on 10/12. 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 10/279:05 pmSAN - SJU
1 stop10h 20mJetBlue
Fri 10/316:20 pmSJU - SAN
1 stop18h 47mJetBlue
Deal found 10/12$353
This Frontier deal was found by Cheapflights users on 10/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/32:28 pmSAN - SJU
2 stops19h 44mFrontier
Wed 12/173:55 amSJU - SAN
2 stops16h 06mFrontier
Deal found 10/10$356
This Frontier deal was found by Cheapflights users on 10/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:25 amSAN - SJU
2 stops16h 29mFrontier
Sun 11/162:11 amSJU - SAN
2 stops13h 06mFrontier
Deal found 10/11$357
This Frontier deal was found by Cheapflights users on 10/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/243:23 pmSAN - SJU
2 stops21h 01mFrontier
Sun 10/262:12 amSJU - SAN
2 stops19h 36mFrontier
Deal found 10/10$359
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1111:05 amSAN - SJU
1 stop8h 15mDelta
Wed 12/171:57 pmSJU - SAN
1 stop13h 50mDelta
Deal found 10/11$361
This Copa Airlines deal was found by Cheapflights users on 10/13. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/38:10 pmSAN - SDQ
1 stop16h 05mCopa Airlines
Sun 11/168:55 amSDQ - SAN
1 stop12h 08mCopa Airlines
Deal found 10/13$390

Cheap flight deals from San Diego to Caribbean Islands

Keep the following information in mind while searching for San Diego to Caribbean Islands flight deals. Data was last updated October 14, 2025.

Round-trip from

$295
(United Airlines)

One-way from

$148
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$504
From San Diego to Caribbean Islands
One-way flight from San Diego to Caribbean Islands
Highest demand for flights based on searches. 4% potential increase in price ($23 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in October 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego to Caribbean Islands 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 October 14, 2025.
Use the filters below to find and compare flights from San Diego to Caribbean Islands that are best for you.

Fly from

San Diego

Fly to

Caribbean Islands

Route

Depart

Return

Price

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 11/14

6:45 am-12:36 am

2 stops13h 51m

San Juan Luis Munoz Marin Intl

Tue 11/18

2:25 pm-8:54 pm

1 stop10h 29m

$322

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Wed 12/3

7:00 am-10:05 pm

2 stops11h 05m

San Juan Luis Munoz Marin Intl

Thu 12/18

6:40 am-6:35 pm

1 stop15h 55m

$334

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Mon 11/3

8:10 pm-4:15 pm

1 stop16h 05m

Santo Domingo Las Americas

Sun 11/16

8:55 am-5:03 pm

1 stop12h 08m

$390

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Thu 10/30

10:45 pm-3:45 pm

1 stop14h 00m

Santo Domingo Las Americas

Tue 11/4

1:19 pm-11:07 pm

1 stop13h 48m

$400

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Thu 10/30

7:25 am-12:27 am

2 stops14h 02m

Santo Domingo Las Americas

Tue 11/4

8:49 pm-11:56 am

1 stop19h 07m

$405

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Sat 11/1

10:31 pm-1:11 pm

1 stop11h 40m

Nassau Intl

Thu 11/6

1:11 pm-6:51 pm

1 stop8h 40m

$405

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Thu 2/26

8:55 pm-9:17 am

1 stop9h 22m

Nassau Intl

Mon 3/2

11:35 am-8:08 pm

1 stop11h 33m

$407

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Sat 3/7

3:10 pm-9:35 am

1 stop15h 25m

Nassau Intl

Wed 3/11

11:35 am-8:08 pm

1 stop11h 33m

$407

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Thu 3/12

8:55 pm-1:12 pm

1 stop13h 17m

Nassau Intl

Tue 3/17

10:17 am-7:34 pm

1 stop12h 17m

$407

San DiegoNassau

SAN - NAS

SANNAS

San Diego

Tue 3/3

9:22 pm-10:35 am

1 stop10h 13m

Nassau Intl

Wed 3/11

11:35 am-8:08 pm

1 stop11h 33m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

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

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

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

Currently, April is the cheapest month in which you can book a flight from San Diego to Caribbean Islands (average of $133). Flying from San Diego to Caribbean Islands in February is currently the most expensive (average of $310). 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 SAN to EPX?

Find hourly flight availability from San Diego to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 14, 2025.

It’s optimal to fly from San Diego to Caribbean Islands at noon. By choosing this option you can save up to 14% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from San Diego to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from San Diego to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San Diego to Caribbean Islands flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated October 14, 2025.
Peruse reviews from past customers who have flown with Delta, Copa Airlines, and United Airlines from San Diego to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Entertainment

7.9

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Entertainment

7.9

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Entertainment

7.9

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Entertainment

7.9

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Entertainment

7.9

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Entertainment

7.9

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from San Diego to Caribbean Islands. 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 from for flights from San Diego to Caribbean Islands?

    San Diego (SAN), located 2.6 mi from the city center, is the airport you fly out of when you book flights from San Diego to Caribbean Islands.

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

    United Airlines, Southwest, and Copa Airlines can get you from San Diego to Caribbean Islands in just under 11h 05m. Your travel time can differ by up to 5h. The distance between San Diego and Caribbean Islands is about 3304 mi. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as $148 on United Airlines. Other airlines that offer cheap prices include American Airlines from $148 and Delta from $148 one-way.

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

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Diego to Caribbean Islands.

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

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

    Currently, April is the cheapest month in which you can book a flight from San Diego to Caribbean Islands (average of $133). Flying from San Diego to Caribbean Islands in February is currently the most expensive (average of $310). 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

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Alternative routes for San Diego to Caribbean Islands

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

Top 9 airlines flying from San Diego to Caribbean Islands

Discover the top 9 airlines that operate flights from San Diego to Caribbean Islands. 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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$125Average$361FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$164Average$650FlexibilityNo cancel feeOn-time62%
DeltaCheapest$180Average$600FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$225Average$538FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$300Average$592FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$320Average$664FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$370Average$534FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$382Average$698FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$478Average$585FlexibilityNo cancel feeOn-time75%

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