$129 Find Cheap Flights from Caribbean Islands 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 4/30. 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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Everything you should know

Cheapest round-trip
$261
Overall average: $490
Multiple Airlines
Thu 2/26Sat 2/28
SJU - SAN • 1 stop
Cheapest one-way
$129
Typical prices: $230-$346
Multiple Airlines
Thu 4/30
SJU - SAN • 1 stop
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Flight Deals
Useful Info
Flight Deals

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

Thu, Feb 26 - Sat, Feb 28
Multiple Airlines Logo
7:44 pm - 8:50 am
SJU
-
SAN
17h 06m
1 stop
Multiple Airlines Logo
12:23 pm - 2:53 am
SAN
-
SJU
34h 30m
2 stops
$261Multiple Airlines
Thu, Feb 26 - Sat, Feb 28
Multiple Airlines Logo
7:44 pm - 8:50 am
SJU
-
SAN
17h 06m
1 stop
Multiple Airlines Logo
11:41 am - 11:37 am
SAN
-
SJU
19h 56m
1 stop
$263Multiple Airlines
Fri, Feb 20 - Sun, Feb 22
Multiple Airlines Logo
7:44 pm - 10:26 am
SJU
-
SAN
18h 42m
1 stop
Multiple Airlines Logo
6:25 am - 2:25 am
SAN
-
SJU
40h 00m
2 stops
$276Multiple Airlines
Wed, Apr 15 - Mon, Apr 27
American Airlines Logo
7:25 am - 8:52 pm
SJU
-
SAN
16h 27m
1 stop
American Airlines Logo
12:53 pm - 9:13 am
SAN
-
SJU
17h 20m
1 stop
$316American Airlines
Tue, May 12 - Fri, May 29
United Airlines Logo
7:00 am - 1:50 pm
SJU
-
SAN
9h 50m
1 stop
United Airlines Logo
9:15 pm - 12:04 pm
SAN
-
SJU
11h 49m
1 stop
$353United Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
5:45 am - 2:04 pm
SJU
-
SAN
11h 19m
2 stops
American Airlines Logo
6:15 am - 10:05 pm
SAN
-
SJU
12h 50m
1 stop
$354American Airlines
Tue, Apr 7 - Thu, Apr 30
Frontier Logo
3:09 pm - 12:02 am
SJU
-
SAN
35h 53m
2 stops
Frontier Logo
9:07 pm - 9:54 am
SAN
-
SJU
33h 47m
2 stops
$365Frontier
Fri, Apr 17 - Mon, Apr 20
Delta Logo
5:58 pm - 11:25 pm
NAS
-
SAN
8h 27m
1 stop
Delta Logo
9:45 pm - 11:48 am
SAN
-
NAS
11h 03m
1 stop
$419Delta
Thu, Mar 5 - Mon, Mar 9
United Airlines Logo
6:00 am - 10:40 pm
SDQ
-
SAN
20h 40m
2 stops
United Airlines Logo
12:55 pm - 12:41 pm
SAN
-
SDQ
20h 46m
2 stops
$435United Airlines
Thu, Apr 23 - Fri, May 1
Delta Logo
1:10 pm - 11:25 pm
AUA
-
SAN
13h 15m
1 stop
Delta Logo
9:45 pm - 11:30 am
SAN
-
AUA
10h 45m
1 stop
$508Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$129
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 6% increase in price.
Flight from San Juan 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 3 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.
7.9
DeltaOverall score based on 8130 reviews
7.2Food
8.1Boarding
7.8Entertainment
8.5Crew
7.9Comfort
Airline reviews

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.

4.0 OkayLauren, Jan 2026
ATL - SFO
Read more Delta reviews

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.

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The crew was not very visible. This might be a good thing for people who wanted to sleep but seemed odd when compared to the Atlantic crossing where they are more present in the cabin. The Food (beef) was not good. Tough and tasteless. Would love to see more choices on a long flight like that.

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.

The flight crew was friendly. I tried to adjust my seat online ahead of time but no option existed without additional fees. My friend asked at the gate about a seat change and was able to make it happen. That was great! The flight crew moved a very tall gentleman and his companion which allowed us to have more space which was nice. Overall, good experience. Appreciated the blanket and pillow.

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

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

Mean flight attendant. I wanted to reuse my plastic cup, but he (Matthew) said he can't for safety. I then said "I don't want water then" and he poured me a glass. I hope Matthew gets herpes and spends the rest of his life poor, lonely, and homeless.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Both flights delayed. 2nd flight over 3 hours late mechanical issues

Flight was delayed 45 minutes because originating flight was coming from Newark. No complimentary snacks were offered on this 5+ hour flight. No screens for the flight, but movies offered if you had already downloaded the United app (which I hadn't on my ipad). No USB ports, only a flimsy plug-in port near the bottom of the seat that was hard to see and kept coming unplugged.

It was good but only meal served is very less. Meantime good to add rice and chicken in one of meal

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

On the way my flight entertainment wouldn’t work the screen went black and no matter how many times I tried to turn it on it wouldn’t. Food was surprisingly good but the tray tables were tiny so you couldn’t get anything else on the table. The seats hardly go back and are not overly comfortable. Wouldn’t fly United again.

Unbelievably poor service from flight attendants. They didn’t even do water service on a four hour flight. Just disrespectful.

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.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

Loved the crew . Absolutely no complaints. Except for luggage lost

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

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