$170 Find Cheap Flights from Caribbean Islands to San Diego - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to San Diego departing on 10/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to San Diego

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to San Diego that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to San Diego

Tue, Oct 27 - Sun, Nov 1
Southwest Logo
10:00 am - 6:35 pm
SJU
-
SAN
11h 35m
1 stop
Southwest Logo
10:35 pm - 11:50 am
SAN
-
SJU
9h 15m
1 stop
$406Southwest
Tue, Oct 27 - Sun, Nov 1
Southwest Logo
12:40 pm - 9:25 pm
SJU
-
SAN
11h 45m
2 stops
Southwest Logo
9:10 am - 12:55 am
SAN
-
SJU
11h 45m
2 stops
$406Southwest
Tue, Aug 18 - Sun, Aug 23
American Airlines Logo
12:55 am - 8:58 am
SJU
-
SAN
11h 03m
1 stop
American Airlines Logo
10:45 pm - 2:38 pm
SAN
-
SJU
12h 53m
1 stop
$406American Airlines
Wed, Sep 23 - Sat, Sep 26
American Airlines Logo
11:51 am - 11:25 pm
SJU
-
SAN
14h 34m
2 stops
American Airlines Logo
4:14 pm - 9:24 am
SAN
-
SJU
14h 10m
2 stops
$406American Airlines
Sat, Sep 5 - Sat, Sep 12
United Airlines Logo
7:00 am - 6:35 pm
SJU
-
SAN
14h 35m
2 stops
United Airlines Logo
6:15 am - 8:38 pm
SAN
-
SJU
11h 23m
2 stops
$406United Airlines
Sat, Sep 5 - Sat, Sep 12
United Airlines Logo
2:55 pm - 9:25 pm
SJU
-
SAN
9h 30m
1 stop
United Airlines Logo
10:25 pm - 1:45 pm
SAN
-
SJU
12h 20m
1 stop
$406United Airlines
Fri, Sep 11 - Tue, Sep 22
Delta Logo
1:16 pm - 11:34 pm
SJU
-
SAN
13h 18m
1 stop
Delta Logo
7:30 am - 11:49 pm
SAN
-
SJU
13h 19m
1 stop
$406Delta
Tue, Sep 22 - Sat, Oct 3
Delta Logo
7:30 am - 8:28 pm
SJU
-
SAN
15h 58m
1 stop
Delta Logo
6:20 am - 10:19 pm
SAN
-
SJU
12h 59m
1 stop
$406Delta
Thu, Oct 22 - Sat, Oct 24
JetBlue Logo
10:30 am - 8:01 pm
SJU
-
SAN
12h 31m
1 stop
JetBlue Logo
9:30 pm - 1:51 pm
SAN
-
SJU
13h 21m
1 stop
$474JetBlue
Tue, Sep 22 - Wed, Sep 30
JetBlue Logo
10:30 am - 8:01 pm
SJU
-
SAN
12h 31m
1 stop
JetBlue Logo
8:27 pm - 10:27 pm
SAN
-
SJU
23h 00m
1 stop
$504JetBlue
Useful Info

Good to know

Low season

January

Cheapest flight

$170
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Saint Thomas Island to San Diego

FAQs for booking flights from Caribbean Islands to San Diego

  • How does KAYAK find such low prices on flights from Caribbean Islands to San Diego?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to San Diego.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to San Diego?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Diego from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to San Diego?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Diego with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to San Diego?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Diego from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Caribbean Islands to San Diego

 
Need help choosing which airline to fly with from Caribbean Islands to San Diego? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8497 reviews
8.5Crew
7.8Entertainment
8.1Boarding
7.2Food
7.8Comfort
Airline reviews

Crew was real good, flight was smooth and came in early.

10.0 ExcellentAnonymous, Jun 2026
DTW - SAN
Read more Delta reviews

Crew was real good, flight was smooth and came in early.

Gate agent rushed to fill hot jetway with crowd so it took over 12 minutes to go from gate to plane. Just like a discount airline Pooly prepared cabin and third time that claim of rough air prevented any cabin service. Friends on a Southwest flight at similar time had service.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

Rough day of travel all the way around. Wrong info given to us multiple times and mistakes in their booking making our trip 10 hours longer than planned. I’m bummed because I fly Delta all the time and love them. Mistakes happen. Just bummed that this was a rare trip our whole family was traveling together.

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

Everything was very good other than I had selected a specific seat when I booked the flight and they changed it once I checked-in the day before my flight. I was still in first class but lost my aisle seat for a window seat. Being tall, the aisle offers more comfort so I always select an aisle seat.

Flight diverted in SD. Later take off in Seattle by 1.3hrs

Was a great smooth flight from Detroit to San Diego.

The boarding process was terrible especially with an indirect flight Chicago to Seattle to San Diego was terrible talking about we overbooked a flight idk if I’d take this airline ever again we got off our flight from Chicago to Seattle and we traveled for business and they told us our connecting flight was over booked and their was no seats asking people to take a delayed next flight and they don’t tell anyone coughing to wear masks seats 30A-B were terrible during the flight no one wants to sit next to people coughing all around I don’t want to be sick traveling for work or get sick anytime it’s very upsetting the staff doesn’t take this stuff serious to tell them to wear masks when they see people coughing and sneezing

They made us check our bag…. Even though there was plenty of space up top… and then proceeded to shatter by brand new luggage 😞

stood in line to check in luggage for nearly an hour. very poor service and not excusable

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

Do not book it’s a scam! They stole $1200 from me

Flight got delayed; had to go through security three times.

A lot things happened in this trip.The fly should be less stress.

Some of the Air hostesses are not that friendly. Need improvement

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

Horrible food. No wine or any other alcohol is served on the flight. Water is not served often and they refused when I asked for water in two cups. On the other hand, both going and coming back flights were on time.

it was great! Boarded on-time, reasonable leg room, pleasant staff, decent food. The only thing is we were directed to Terminal 2 when the gate was actually in Terminal 1. Smooth ride. Landed early. Got off plane easily and quickly.

The entire experience convinced my wife, Cathy, and me that traveling Polaris on United is the only way we’ll fly in the future. From check-in and baggage drop to the end of the 12-hour flight, the customer service was exceptional, with numerous staff members exemplifying the very best in care. On board, Andre, our primary crew chief, was sincerely friendly, a consummate professional, and, along with Freddy, one of his team members, truly among the best of the best. The captain even came through the cabin to chat with passengers—a wonderful personal touch, especially on such a long journey.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

Delayed 2 hours while stuck on the aircraft. If the luggage was properly loaded the first time we probably wouldn’t have been delayed at all

UA594 was delayed multiple times. I ended up getting picked up so I can make it in time for work 6AM on Monday, 7/6/2026

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

Was a pain having to leave the plane and reboard but glad the plane was fixed

Connecting flights were poor,especially in Naples.our Lufthansa air bus was a joke.way too small for that long of a flight.no room at all.couldn’t even get out of the seats to move around or go to the bathrooms.we thought we were getting an actual air bus,double decker.i will never fly that long in a plane like that again.kind of misleading to call it an air bus.we actually had more room on our buses that we used.

For a 22 minute flight all you expect is for it to be safe and comfortable

Lost connnection had to stayON in Chicago Was a mess

Booked economy through United - air canada treated it as standby and was almost refused boarding.

The seat when "flat" was not flat and pad was too thin to cover it.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

We are too tired and frustrated to comment politely at this point

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

The service and food needs to improve to catch up with other international flights

The flight crew was fantastic! Which the seats had a small TV.

also wi-fi never worked attendant said satellite coverage is spotty over water ..... but we were over land!

They attended to my needs as I couldn't walk and they provided a wheelchair for me.q

This time my flight was smooth and uneventful. They started boarding even earlier than it was scheduled. I was pleasantly surprised. Thank you!

Boarding was a mess - the agent basically called every group in rapid succession, so there was no organization at all. The economy seats are a joke, and main cabin extra seats were sold out when I purchased my flight. As such, I was locked in the same position for four hours. Being 6’6”, it was impossible to get my bag out from under the seat in front of me, and I couldn’t have used my laptop even if my bag were accessible due to the minuscule seat pitch. Also the wifi was broken. American is a joke - can’t wait until they merge with Spirit.

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