$119 Find Cheap Flights from Caribbean to San Diego

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 9/14. 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.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean 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 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 to San Diego

Tue, Sep 1 - Mon, Sep 21
United Airlines Logo
7:00 am - 1:17 pm
SJU
-
SAN
9h 17m
1 stop
United Airlines Logo
7:41 pm - 11:57 am
SAN
-
SJU
13h 16m
2 stops
$262United Airlines
Wed, Aug 26 - Mon, Sep 14
Delta Logo
7:30 am - 8:36 pm
SJU
-
SAN
16h 06m
1 stop
Delta Logo
9:59 pm - 12:03 pm
SAN
-
SJU
11h 04m
1 stop
$276Delta
Tue, Aug 25 - Tue, Sep 15
United Airlines Logo
7:00 am - 1:17 pm
SJU
-
SAN
9h 17m
1 stop
United Airlines Logo
8:00 am - 8:38 pm
SAN
-
SJU
9h 38m
1 stop
$285United Airlines
Fri, Aug 28 - Sat, Sep 5
American Airlines Logo
3:44 pm - 8:12 am
SJU
-
SAN
19h 28m
1 stop
American Airlines Logo
9:48 am - 10:54 pm
SAN
-
SJU
10h 06m
1 stop
$324American Airlines
Tue, Aug 25 - Mon, Sep 14
Delta Logo
7:00 am - 5:05 pm
SJU
-
SAN
13h 05m
1 stop
Delta Logo
9:59 pm - 12:03 pm
SAN
-
SJU
11h 04m
1 stop
$331Delta
Tue, Aug 11 - Mon, Aug 17
American Airlines Logo
12:55 am - 8:58 am
SJU
-
SAN
11h 03m
1 stop
American Airlines Logo
4:22 pm - 9:43 am
SAN
-
SJU
14h 21m
2 stops
$353American Airlines
Fri, Oct 30 - Fri, Oct 30
Southwest Logo
2:10 pm - 8:05 pm
NAS
-
SAN
8h 55m
1 stop
Southwest Logo
10:40 pm - 1:25 pm
SAN
-
NAS
11h 45m
1 stop
$525Southwest
Fri, Oct 30 - Fri, Oct 30
Southwest Logo
2:10 pm - 8:05 pm
NAS
-
SAN
8h 55m
1 stop
Southwest Logo
10:40 pm - 1:25 pm
SAN
-
NAS
11h 45m
2 stops
$530Southwest
Fri, Jul 17 - Mon, Jul 20
JetBlue Logo
2:49 pm - 7:27 pm
STT
-
SAN
31h 38m
2 stops
JetBlue Logo
1:06 pm - 2:03 pm
SAN
-
STT
21h 57m
1 stop
$655JetBlue
Mon, Aug 24 - Tue, Sep 1
JetBlue Logo
3:45 pm - 7:06 pm
STT
-
SAN
30h 21m
2 stops
JetBlue Logo
8:17 pm - 2:55 pm
SAN
-
STT
15h 38m
2 stops
$703JetBlue
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$119
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Saint Thomas Island to San Diego

FAQs for booking flights from Caribbean to San Diego

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

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean 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 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 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Caribbean to San Diego

 
Need help choosing which airline to fly with from Caribbean 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.
7.9
SouthwestOverall score based on 4243 reviews
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

3 hour delay. Had to change plans and was still delayed.

2.0 MediocreAnonymous, Jan 2026
SFO - SAN
Read more Southwest reviews

3 hour delay. Had to change plans and was still delayed.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Our first flight was so delayed that we had 10 mins to board the next one. We requested if the flight attendant could allow us off there plane first and they denied our request even though I have seen this done before. Luck was on our side that we didn’t miss our next flight.

Everything was great except for the in-flight wifi that wasn't working.

It was great! The new boeing has much more space and charging ports!

Took a little longer than normal, but the process is clear and easy to understand.

Baggage check in would have been better if the service clerk told the other clerk that she was merging her two long lines of customers with her line so she could move luggage. Instead she only told the customers. When I told the agent and ask if she could direct who is next in line so we weren’t trying to cut in front of each other she said it’s not her problem and she can’t work three lines. I was shocked. Understood that they were working more than their share but some organization so the customers aren’t getting upset at each other would have gone a long way

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 😞

Food could have been better. A little more leg room would have been appreciated.

United has been holding my money for a cancel on another ticket they wouldn’t let me fly for going on 5 months. Terrible service I wouldn’t choose to buy tickets or fly with united again. Very bad experience generally dishonorable and poor service .

The flight got delayed. They forgot to bring the drinks when I asked for it. The toilet is messy.

This was an overnight flight, and in the morning they did know coffee service. How you can throw passengers in a San Francisco airport at 5:40 a.m. in the morning and not giving them Coffee is a crime.

Our flight was delayed several Times due to mechanical issues. Although I understand this may happen at times, it was very inconvenient and we had to book a hotel for an overnight stay. We were traveling with my 3-yo grandson and waiting at the airport from noon until 6:30pm with no reassurance that our next rescheduled flight would depart, we had to decide what’s best for him. A day later, I found out that I may be able to demand compensation if my flight is delayed more than 4 hours. I will hav to read the fine print next time.

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.

Whole experience was poor. Delayed 2 hours. Lied about the delays. Was all jet blues fault and tried to blame on air traffic control. Sent out other let trips and wouldn't allow people to switch aircraft.

It was fine for what it was. It’s not luxury travel but it was efficient, for the most part. Having my carry-on transferred into luggage however, was unwelcome.

I was seated next to an autistic child who was out of control and had a child behind me kicking my seat for most of the trip. I will never fly JetBlue again. Ever. I don't care how cheap it is. It's terrible.

Great price, easy check in, love the free drinks and snacks, and nice crew. The only negative part was waiting for your seat assignment 5 minutes before boarding, and the seats are a bit uncomfortable.

All airline travel outside of First or Business class is an ordeal to be endured. This trip was ok, small o, small k.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

It took an hour to get my bag after landing. Not exaggerating

Everything was good instead change the gates! I missed my first flight because it was changed the gate and I didn’t know!

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

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