$148 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 10/8. 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

KAYAK searches hundreds of travel sites at once for deals on flights to San Diego

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
Flight Deals

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

Wed, Oct 8 - Tue, Oct 14
American Airlines Logo
4:45 pm - 9:09 amSJU-SAN
19h 24m1 stop
American Airlines Logo
6:20 am - 11:59 pmSAN-SJU
14h 39m1 stop
$295American Airlines
Find Deal
Sat, Oct 4 - Fri, Oct 17
American Airlines Logo
4:45 pm - 9:27 amSJU-SAN
19h 42m1 stop
American Airlines Logo
6:20 am - 11:59 pmSAN-SJU
14h 39m1 stop
$298American Airlines
Find Deal
Sat, Oct 25 - Mon, Nov 3
American Airlines Logo
5:25 am - 9:21 pmSJU-SAN
18h 56m1 stop
American Airlines Logo
10:23 pm - 1:43 pmSAN-SJU
11h 20m2 stops
$334American Airlines
Find Deal
Mon, Nov 10 - Tue, Dec 2
United Airlines Logo
2:05 am - 10:05 amSJU-SAN
12h 00m1 stop
United Airlines Logo
9:55 pm - 1:17 pmSAN-SJU
11h 22m1 stop
$376United Airlines
Find Deal
Mon, Nov 10 - Tue, Dec 2
United Airlines Logo
2:05 am - 10:05 amSJU-SAN
12h 00m1 stop
United Airlines Logo
8:40 pm - 1:17 pmSAN-SJU
12h 37m2 stops
$380United Airlines
Find Deal
Sun, Dec 7 - Sat, Dec 13
Southwest Logo
6:40 am - 6:35 pmSJU-SAN
15h 55m1 stop
Southwest Logo
6:25 am - 11:15 pmSAN-SJU
12h 50m1 stop
$414Southwest
Find Deal
Wed, Nov 12 - Sat, Nov 15
Delta Logo
8:40 pm - 1:06 pmSDQ-SAN
20h 26m2 stops
Delta Logo
7:00 am - 1:36 amSAN-SDQ
14h 36m1 stop
$419Delta
Find Deal
Fri, Sep 26 - Fri, Oct 3
Delta Logo
6:03 am - 8:33 pmSDQ-SAN
17h 30m1 stop
Delta Logo
7:00 am - 12:36 amSAN-SDQ
14h 36m1 stop
$458Delta
Find Deal
Mon, Sep 29 - Fri, Oct 3
JetBlue Logo
1:25 pm - 9:01 amSJU-SAN
22h 36m1 stop
JetBlue Logo
8:40 pm - 4:43 pmSAN-SJU
17h 03m1 stop
$458JetBlue
Find Deal
Tue, Nov 11 - Sat, Nov 15
JetBlue Logo
4:10 am - 12:48 pmSDQ-SAN
12h 38m1 stop
JetBlue Logo
8:42 pm - 4:58 pmSAN-SDQ
16h 16m1 stop
$477JetBlue
Find Deal

Everything you should know

Cheapest round-trip
$295
Overall average: $490
American Airlines
Wed 10/8Tue 10/14
SJU - SAN • 1 stop
Cheapest one-way
$148
Typical prices: $198-382
American Airlines
Wed 10/8
SJU - SAN • 1 stop
Start a new search
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 seasonFebruary
Cheapest flight$148
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 1% 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 10000 reviews
7.8Comfort
7.0Entertainment
8.1Boarding
7.1Food
8.5Crew
Airline reviews

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

10.0 ExcellentAnonymous, Sep 2025DCA - SAN
Read more Alaska Airlines reviews

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.

Very pleasant , a flight attendant Jo did a great job mixing me up a beverage and just brightened the trip .

Spent 30 minutes in tarmac bcoz arrived earlier and crew nit ready for us. Told that the airport is being renovated so limited arrival space. 6 hours flight should have not two snacks but one major meal.

Flight attendant was rude when I advised her that the bathroom had no paper towels or tissue paper.

Departing flight to San Diego was delayed. Return flight from SD to SBP was delayed. Not terrible but not ideal

Good leg room, no problem with overhead storage and the staff was super helpful.

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 entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

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.

I really enjoyed flying with United airlines amazing experience , good customer service and great food

1.It will be better if sandwich is warm. 2.The food is too salty. 3.Breakfast needs some vegetables or fruits.

Boarded plane and then delayed 1.5 hours while on the plane

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

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

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

I flew Business Class. Rory, one of the Cabin stewards, was attentive, explained the menu, provided appropriate drinks. was

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.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
Lemon Grove
Julian
National City
Borrego Springs
Poway
Alpine
Santee

Everything you need to know for your flight to San Diego

Information on the airport you'll fly into in San Diego

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.