$138 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 11/4. 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

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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

Thu, Nov 6 - Mon, Nov 10
American Airlines Logo
8:00 am - 6:51 pmSJU-SAN
14h 51m1 stop
American Airlines Logo
4:25 pm - 10:17 amSAN-SJU
13h 52m2 stops
$295American Airlines
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Thu, Nov 6 - Mon, Nov 10
American Airlines Logo
8:00 am - 9:00 pmSJU-SAN
17h 00m1 stop
American Airlines Logo
10:23 pm - 8:48 pmSAN-SJU
18h 25m1 stop
$300American Airlines
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Thu, Jan 22 - Sun, Jan 25
United Airlines Logo
2:05 am - 10:04 amSJU-SAN
11h 59m1 stop
United Airlines Logo
10:00 pm - 1:17 pmSAN-SJU
11h 17m1 stop
$328United Airlines
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Thu, Nov 6 - Mon, Nov 10
United Airlines Logo
2:05 am - 10:05 amSJU-SAN
12h 00m1 stop
United Airlines Logo
7:00 am - 9:00 pmSAN-SJU
10h 00m1 stop
$372United Airlines
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Thu, Nov 6 - Wed, Nov 19
Southwest Logo
6:10 am - 5:55 pmSJU-SAN
15h 45m1 stop
Southwest Logo
6:40 am - 10:05 pmSAN-SJU
11h 25m2 stops
$374Southwest
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Tue, Mar 10 - Wed, Mar 11
JetBlue Logo
10:17 am - 7:34 pmNAS-SAN
12h 17m1 stop
JetBlue Logo
8:55 pm - 1:12 pmSAN-NAS
13h 17m1 stop
$407JetBlue
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Tue, Oct 28 - Sat, Nov 1
JetBlue Logo
7:00 am - 7:31 pmSJU-SAN
15h 31m1 stop
JetBlue Logo
9:20 pm - 11:54 pmSAN-SJU
23h 34m1 stop
$411JetBlue
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Tue, Mar 10 - Wed, Mar 11
Delta Logo
1:09 pm - 8:57 pmNAS-SAN
10h 48m1 stop
Delta Logo
9:40 pm - 1:30 pmSAN-NAS
12h 50m1 stop
$447Delta
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Thu, Feb 5 - Wed, Feb 18
Delta Logo
4:26 pm - 1:18 pmSXM-SAN
24h 52m2 stops
Delta Logo
6:15 am - 12:15 pmSAN-SXM
26h 00m2 stops
$458Delta
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Tue, Nov 11 - Tue, Dec 2
Southwest Logo
8:55 am - 5:05 pmSJU-SAN
12h 10m2 stops
Southwest Logo
6:40 am - 10:05 pmSAN-SJU
11h 25m2 stops
$487Southwest
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Everything you should know

Cheapest round-trip
$295
Overall average: $520
American Airlines
Thu 11/6Mon 11/10
SJU - SAN • 1 stop
Cheapest one-way
$138
Typical prices: $201-$353
Frontier
Tue 11/4
SJU - SAN • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San Diego!
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$138
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from San Juan 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 11094 reviews
7.1Food
8.1Boarding
7.0Entertainment
8.5Crew
7.8Comfort
Airline reviews

Excellent service from staff at the gate as well as flight attendants on board. Seats had more room than many other airlines and if they were just a little better cushioned they would have been perfect.

10.0 ExcellentAnonymous, Oct 2025MRY - SAN
Read more Alaska Airlines reviews

Excellent service from staff at the gate as well as flight attendants on board. Seats had more room than many other airlines and if they were just a little better cushioned they would have been perfect.

Everything was great, your crew is always very pleasant. Your airplanes are always so cold though.

They cancelled like the flight at midnight, seven hours before the departure. Terrible.

The vibe and energy of the Alaska staff on ground in Redmond is some of the best we’ve seen!

All flights were on time. No crowded and had empty seats. All flight attendents were great.

Awesome. Great flight. Super nice people and I like the extra space

Seattle airport is a mess. New bag tag system has potential, but you need more signage to guide passengers through the process as to where to go next. Told to go in one direction and then met with a very rude agent when we did. He blamed his attitude on all the folks flying over labor day that were paying his salary. Gate area for D3 is a mess compared to the North terminal. Overall Alaska is number 1 in my book.

This time it is good, no delay and right on time

Agent boarding us in San Diego lectured me on showing up on time for the flight, and said that if I had been three minutes later, he would have denied myself and my wife boarding. Our trusted traveler numbers were not in the system, even though I entered them when I bought the tickets. Our food orders were not in the system, even though I entered them prior to the flight. My wife requires a wheelchair, and that was delayed on both flights.

Staff at Gate desk were helpful. My connecting flight from the first part of my trip Kona to Seattle was late. I had to run through SeaTac Seattle to catch my flight to San Jose. They made an exception to let me board. On my return trip San Jose to San Diego and San Diego to Honolulu the same thing happened. One flight arrived late and I had to run through the terminal to catch my connection. There are no Gluten-free & Vegan options meals and snacks to purchase.

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.

Food was surprisingly good but the WiFi was not great

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

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.

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

The internet service I paid for didn’t work at all and the flight crew was not very friendly.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

I understand that the food on the airplane wouldn’t be fantastic. However, it wasn’t good at all. 😭

The flight was comfortable with the exit row and great service

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

1. when we went to check in, our 2 first class seats had been CANCELED and the flight was sold out. This was done without our prior knowledge. It was all we could do to restore one first class seat for my wife and I flew economy. 2, Our flight home was scheduled to leave at 10:30 pm. Due to tsunami warnings, the roads were closed and our flight status was uncertain as to whether it would leave as scheduled. It was announced that it would now leave at 11:20 pm and the roads were now open since the tsunami had come and gone. We made a mad dash to the airport and checked in. Delays were announced at 12:30 pm, 1:30 am, 2:30 am and at 3:30 am it was canceled. Since this was a flight due to natural (tsunami) causes, there was no compensation. We were told to return at 1:00 pm the next day and our baggage would be kept on the plane since the same plane was going to leave at 1:00 pm. We had to return to our hotel for the rest of the night. The same plane did not leave at 1:00 pm and our baggage was gone! All in all, it was a miserable performance by UA. Information was hard to obtain and no one knew what was going on and what was going to happen. Hundreds of passengers slept on the floor, chairs, etc. No food and no water was made available to the passengers. It was a situation where UA could care less what was going on. As a one million mile flyer, I had not experienced anything like this before and it was hugely disappointing!

I found the staff to not be very attentive at all. When paying for Business Class you expect a certain type of service and that was not found. They were almost rude even

Ok. Get a different kosher caterer. The food was odd.

Our experience on United Airlines was extremely poor. The plane was extremely cold throughout our entire flight- which multiple people complained about- and we had to wait 2 hours to get a blanket which was too thin and barely helped warm us up. As well as this, none of the entertainment features were working so we had to sit through a roughly 10 hour flight with nothing to keep our attention, including the actual flight path screen. It was an extremely disappointing experience and I would hope that this gets fixed if we ever choose United Airlines again.

The business class seats are dated and uncomfortable. The space is bare minimum and there is absolutely no privacy. For $4K, this is not what I expect.

The flight crew was rude. We were in first class and no one even offered water until an hour after we were in the air. Horrible experience

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Did not get the seat I selected and paid for.

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.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

There is no room, no gluten free options, or any free internet/entertainment. You have to bring your own tablet or smartphone because there are no screens.

American Airlines is a mediocre airlines: they do not maintain the highest standard of cleanliness in the cabins, and the food is not well thought out. Service is not at top of mind compared to other international airlines such as Singapore Airlines, JAL or others.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

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