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Caribbean Islands

$123+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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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 July 3, 2025.

Round-trip from

$346
(Booking.com)

One-way from

$123
(Booking.com)

Popular in

December

Cheapest in

September

Average price

$550
From San Diego to Caribbean Islands
Search Deals
One-way flight from San Diego to Caribbean Islands
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Highest demand for flights based on searches. 7% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 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 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 July 3, 2025.

This Booking.com deal was found by Cheapflights users on 7/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/187:00 pmSAN - PUJ
2 stops17h 55mSpirit Airlines
Tue 7/223:25 pmPUJ - SAN
2 stops21h 30mSpirit Airlines
Deal found 7/2$346
This FlightHub deal was found by Cheapflights users on 7/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/210:50 amSAN - SJU
2 stops21h 42mSpirit Airlines
Wed 8/61:37 amSJU - SAN
1 stop12h 58mSpirit Airlines
Deal found 7/1$381
This American Airlines deal was found by Cheapflights users on 7/2. 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 9/56:15 amSAN - SJU
2 stops14h 22mAmerican Airlines
Sat 9/134:45 pmSJU - SAN
1 stop19h 42mAmerican Airlines
Deal found 7/2$382
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/87:16 pmSAN - STT
2 stops11h 28mSpirit Airlines
Thu 9/1810:49 amSTT - SAN
2 stops27h 40mSpirit Airlines
Deal found 7/2$390
This Priceline deal was found by Cheapflights users on 7/2. 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.
Tue 7/154:44 pmSAN - PUJ
1 stop16h 41mMultiple Airlines
Fri 7/183:25 pmPUJ - SAN
2 stops21h 30mMultiple Airlines
Deal found 7/2$395
This FlightHub deal was found by Cheapflights users on 7/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/127:06 pmSAN - SJU
2 stops28h 33mMultiple Airlines
Wed 7/161:37 amSJU - SAN
1 stop12h 58mMultiple Airlines
Deal found 7/3$396
This Expedia deal was found by Cheapflights users on 6/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/123:57 pmSAN - SDQ
2 stops21h 03mSpirit Airlines
Tue 9/161:20 pmSDQ - SAN
2 stops21h 01mSpirit Airlines
Deal found 6/30$400
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/198:05 amSAN - SJU
1 stop9h 33mUnited Airlines
Fri 8/221:05 amSJU - SAN
2 stops15h 35mUnited Airlines
Deal found 7/2$403
This Delta deal was found by Cheapflights users on 7/1. 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 9/169:52 pmSAN - MBJ
1 stop11h 33mDelta
Wed 9/241:25 pmMBJ - SAN
1 stop9h 01mDelta
Deal found 7/1$411
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Mon 10/209:20 pmSAN - MBJ
1 stop12h 23mUnited Airlines
Fri 10/2412:52 pmMBJ - SAN
2 stops22h 48mUnited Airlines
Deal found 6/30$415
This Mytrip deal was found by Cheapflights users on 6/30. 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 8/231:17 pmSAN - SDQ
2 stops23h 43mMultiple Airlines
Mon 9/2910:19 amSDQ - SAN
2 stops24h 02mMultiple Airlines
Deal found 6/30$416
This Southwest deal was found by Cheapflights users on 7/2. 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 9/96:25 amSAN - SJU
1 stop13h 05mSouthwest
Tue 9/167:20 amSJU - SAN
1 stop17h 25mSouthwest
Deal found 7/2$418

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 July 3, 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 DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Fri 7/18

7:00 pm-3:55 pm

2 stops17h 55m

Punta Cana

Tue 7/22

3:25 pm-9:55 am

2 stops21h 30m

$346

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Sat 8/2

10:50 am-11:32 am

2 stops21h 42m

San Juan Luis Munoz Marin Intl

Wed 8/6

1:37 am-11:35 am

1 stop12h 58m

$381

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Fri 9/5

6:15 am-11:37 pm

2 stops14h 22m

San Juan Luis Munoz Marin Intl

Sat 9/13

4:45 pm-9:27 am

1 stop19h 42m

$382

San DiegoSaint Thomas Island

SAN - STT

SANSTT

San Diego

Mon 9/8

7:16 pm-9:44 am

2 stops11h 28m

Saint Thomas Island Cyril E King

Thu 9/18

10:49 am-11:29 am

2 stops27h 40m

$390

San DiegoPunta Cana

SAN - PUJ

SANPUJ

San Diego

Tue 7/15

4:44 pm-12:25 pm

1 stop16h 41m

Punta Cana

Fri 7/18

3:25 pm-9:55 am

2 stops21h 30m

$395

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Tue 8/12

3:57 pm-4:00 pm

2 stops21h 03m

Santo Domingo Las Americas

Tue 9/16

1:20 pm-7:21 am

2 stops21h 01m

$400

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 8/19

8:05 am-8:38 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Fri 8/22

1:05 am-1:40 pm

2 stops15h 35m

$403

San DiegoMontego Bay

SAN - MBJ

SANMBJ

San Diego

Tue 9/16

9:52 pm-11:25 am

1 stop11h 33m

Montego Bay Sangster Intl

Wed 9/24

1:25 pm-8:26 pm

1 stop9h 01m

$411

San DiegoSanto Domingo

SAN - SDQ

SANSDQ

San Diego

Sat 8/23

1:17 pm-4:00 pm

2 stops23h 43m

Santo Domingo Las Americas

Mon 9/29

10:19 am-7:21 am

2 stops24h 02m

$416

San DiegoSan Juan

SAN - SJU

SANSJU

San Diego

Tue 9/9

6:25 am-10:30 pm

1 stop13h 05m

San Juan Luis Munoz Marin Intl

Tue 9/16

7:20 am-9:45 pm

1 stop17h 25m

$418

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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, September is the cheapest month in which you can book a flight from San Diego to Caribbean Islands (average of $254). Flying from San Diego to Caribbean Islands in June 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.

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 July 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Diego to Caribbean Islands as you normally would.

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 July 3, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,270 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,970 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Copa Airlines
7.5
Good
1,467 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,845 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • 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 $123 on Spirit Airlines. Other airlines that offer cheap prices include American Airlines from $176 and JetBlue from $181 one-way.

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

    The most popular route from San Diego to Caribbean Islands is San Diego - San Juan Luis Munoz Marin Intl. You may also consider San Diego - Punta Cana or San Diego - Nassau Intl.

  • 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, September is the cheapest month in which you can book a flight from San Diego to Caribbean Islands (average of $254). Flying from San Diego to Caribbean Islands in June 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

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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.
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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$168Average$506FlexibilityNo cancel feeOn-time65%
DeltaCheapest$196Average$666FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$225Average$521FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$278Average$613FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$318Average$596FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$320Average$652FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$370Average$634FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$383Average$692FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$479Average$583FlexibilityNo cancel feeOn-time75%

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