$130 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 4/22. 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, May 5 - Mon, May 11
American Airlines Logo
12:47 pm - 10:49 pm
STT
-
SAN
13h 02m
1 stop
American Airlines Logo
12:53 pm - 11:35 am
SAN
-
STT
19h 42m
1 stop
$256American Airlines
Mon, May 4 - Sat, May 9
United Airlines Logo
1:22 pm - 8:04 pm
STT
-
SAN
9h 42m
1 stop
United Airlines Logo
6:26 pm - 12:20 pm
SAN
-
STT
14h 54m
2 stops
$276United Airlines
Sat, May 9 - Thu, May 14
United Airlines Logo
2:10 pm - 11:59 pm
STT
-
SAN
12h 49m
2 stops
United Airlines Logo
7:00 pm - 1:08 pm
SAN
-
STT
15h 08m
2 stops
$284United Airlines
Mon, May 4 - Sat, May 9
American Airlines Logo
2:05 pm - 11:53 am
STT
-
SAN
24h 48m
1 stop
American Airlines Logo
7:20 pm - 12:35 pm
SAN
-
STT
14h 15m
2 stops
$319American Airlines
Sat, Apr 25 - Wed, Apr 29
Southwest Logo
2:25 pm - 9:25 pm
SJU
-
SAN
10h 00m
1 stop
Southwest Logo
6:20 am - 10:40 pm
SAN
-
SJU
13h 20m
1 stop
$336Southwest
Thu, Mar 12 - Tue, Mar 31
Southwest Logo
5:00 am - 6:45 pm
SJU
-
SAN
16h 45m
1 stop
Southwest Logo
8:35 am - 10:15 pm
SAN
-
SJU
10h 40m
1 stop
$346Southwest
Thu, May 14 - Mon, May 18
Delta Logo
3:20 pm - 11:27 pm
SXM
-
SAN
11h 07m
1 stop
Delta Logo
10:30 pm - 1:59 pm
SAN
-
SXM
12h 29m
1 stop
$406Delta
Wed, May 27 - Sat, May 30
JetBlue Logo
5:01 am - 6:58 pm
SDQ
-
SAN
16h 57m
1 stop
JetBlue Logo
8:30 pm - 11:27 am
SAN
-
SDQ
11h 57m
1 stop
$494JetBlue
Fri, May 1 - Mon, May 4
JetBlue Logo
5:50 am - 8:04 pm
SDQ
-
SAN
17h 14m
1 stop
JetBlue Logo
9:15 pm - 12:59 pm
SAN
-
SDQ
12h 44m
1 stop
$508JetBlue
Sat, Mar 7 - Wed, Mar 11
Delta Logo
7:30 am - 9:05 pm
SDQ
-
SAN
17h 35m
1 stop
Delta Logo
7:00 am - 11:53 pm
SAN
-
SDQ
13h 53m
1 stop
$509Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$130
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 2% 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.
8.0
Alaska AirlinesOverall score based on 11918 reviews
7.8Comfort
8.1Boarding
7.0Entertainment
8.5Crew
7.1Food
Airline reviews

The boarding process could be clearer, there's never a call for group f

8.0 ExcellentCarlos, Feb 2026
JFK - SAN
Read more Alaska Airlines reviews

The boarding process could be clearer, there's never a call for group f

good, no complaints but nothing to rave about. It was fine

I love Alaska! We arrived on the later side without seat assignments only to find the had oversold the flight by 1. The attendants worked extra hard to find a way for our party of 7 to stay together and we made it on the flight! Loved the free WiFi also!

The he whole flight was very smooth on every aspects.

Flight cancelled and deplaned. Rescheduled 8 hours later at a different airport. Ended up at destination but late.

Due to plane delays on both legs of my flight home, I had to be rerouted from Santa Rosa to Las Vegas on Skywest and then to DCA on American. SkyWest airlines sat on runway in Las Vegas for 20 minutes waiting for gate to clear. My boarding pass for American that I was given by Alaska was incomplete and the Las Vegas airport lacked signage and departure boards. I barely made my flight bc it was so confusing. American Airlines has a much better wireless connection. I’ll never fly Alaska again. It clearly has problems.

We left about 30 minutes late due to ramp issues. It did not impact me, but I know others on the flight had very tight connections to Maui.

The crew was very friendly. Boarding was quick and efficient.

No WiFi. Terrible food. Very long walk to the gate and from the gate after landing. Gate changed without notice.

I enjoyed the Starlink access but didn't have much time to use it. It also kept dropping me so I gave up. The food was very good though when I asked for a different "dessert" they didn't have anything. Chocolate Brownie Cookies are not suitable for everyone...maybe children. The flight staff were amazing - at least in First Class! My first time ever! The trip from Boise to San Diego was FAR better than going to Boise.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Awful - both legs. The check in was awful, getting on the plane required walking down a spiral staircase (dangerous), then taking a bus about 5 miles out from the terminal. The seat was broken (I was in business), there was no internet during the flight (both legs). The aircraft was very old. I saw rust in some place, tape holding things up in the bathroom. This was an unacceptable experience for such a long haul flight.

Awesome! On time flight, early arrival, and a complimentary upgrade!

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Overall we had a good experience during our flight from San Francisco to Houston.

it was a very short flight so my expectations were low.

Good flight. However, when booked flight with United, assumed the layover included by United in San Francisco of 1 hr and 40 minutes was sufficient . Not so and would recommend at least 2 hours or more. Needed to go through US immigration (very long lineups), then pick up bags, take all the way to another terminal, running because we did not have sufficient time. We made the flight because they held the door for us but luggage didn’t follow.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

They are always late and seats was also not having working charger

did not have enough meal for first class passengers so offer us snack

We were upgraded to Business Class. So comfortable with great service and food options

The flight was completely full. Crew was not happy. Everyone was rude and brusque. Travelling with an arm in a cast and seating in the first row of economy cabin (in front of the separation) I needed help retrieving my tray for the meal. A staff member literally threw the tray on my lap, without helping to take out the tray. Boarding was messy, with 300 people waiting in an encloses space with low ceiling. I will try to avoid AA next time I have a long flight.

The comfort of Business Class made this trip far more comfortable. I was indeed surprised when I asked one of the flight attendant to help me set up my "bed", she responded that "We don't make beds in Business Class any longer...only First Class" I believe her name was Giselle, but I'm not certain. She did instruct me how to adjust the seat, place the hooded cover and I clearly understood how to place the blanket and the cover. Additionally, the meal I was served (a beef dish) was almost inedible. The beef was tough and odd tasting. I didn't mention it as I was hoping to quickly settle down and try to get some sleep.

Amazing I love American. I’ll never fly anyone else if I can help it.

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

After the door had been closed, the cockpit makes an announcement that catering is running late and it is not the airline's fault. It is their fault in the sense that we had to sit for 2 hours or more when we could have stayed in the terminal. Poor communications between catering and airline. This caused a young man to lose his temper and he went storming out hitting objects. He had complained to the gate agent that he had already waited at the gate 7 hours and when can the airplane leave? Airilnes do a poor job of explaining delays, maintenance issues, etc. whereas being truthful may gain more sympathy or understanding.

We were told the flight was delayed 5 times, then it was moved to the next day.

It was a pretty smooth flight, I tend to get mini anxiety attacks during flights, however, this time was pretty smooth and I was able to relax. The only thing, I was having issues to connect to the Flyfi internet. I was not able to connect at all, I turned off my phone a couple times and didnt work.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Very smooth flight, good legroom with the "even more room" seats. Entertainment choice was excellent, wifi on board, plane was modern. Pilot got a round of applause for a smooth landing in very blustery conditions. Love flying with them. Check in was OK too. We were too early so we had to wait until groundstaff showed up 3hrs before the flight.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

They initially informed us that the flight was delayed, but only after waiting an hour for updates. In any event, the flight was canceled, but the way it was handled was really poor and egregious. I feel they handled the situation of informing travelers very irresponsibly. I sat in a wheelchair at the airport for over four hours before finally being told that the flight was canceled.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

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