$546 Find Cheap Flights from San Diego to the Cayman Islands - Compare and Save

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Price, demand and travel trends for San Diego to the Cayman Islands flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from San Diego to the Cayman Islands right now?

The cheapest fare from San Diego to the Cayman Islands in the last week was $546 round-trip, to George Town Owen Roberts Intl (GCM).

What’s the cheapest month to fly from San Diego to the Cayman Islands?

December is the cheapest time of year to fly, with average fares of $579. Prices are highest in October, when average flight costs increase to around $1,117.

Which airport in the Cayman Islands is the cheapest to fly to from San Diego?

All flights from San Diego to the Cayman Islands arrive at George Town Owen Roberts Intl (GCM). On average, round-trip fares are around $684.

What’s the cheapest day to fly from San Diego to the Cayman Islands?

Thursday tends to be the cheapest day to fly from San Diego to the Cayman Islands, while Saturday is the most expensive. Fares run about 14% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from San Diego to the Cayman Islands?

Data from the past 12 months shows it's cheapest to fly to the Cayman Islands during the night with average prices of $667. The afternoon is the most expensive time to fly, with average prices of $1,066.

Key details for San Diego to the Cayman Islands flights

Low season

September

Cheapest flight

$546
Beat the crowds with an average 51% drop in travelers.
The most popular month to fly with an average 66% increase in travelers.
Round-trip flight from San Diego to George Town

Your San Diego to the Cayman Islands flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from San Diego to the Cayman Islands?

    Yes. Fares from San Diego to the Cayman Islands are low right now. As a rule of thumb, a round-trip under $580 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from San Diego to the Cayman Islands?

    Over the past 12 months, round-trip fares from San Diego to the Cayman Islands have ranged from $580 to $850.

  • What airlines fly nonstop from San Diego to the Cayman Islands?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from San Diego to the Cayman Islands. One-stop options include:

    • American Airlines
    • Delta
    • Southwest

  • Which cabin classes are available on flights from San Diego to the Cayman Islands?

    On flights from San Diego to the Cayman Islands you can book Economy Class or First Class.

Your guide to booking San Diego to the Cayman Islands flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for December when flights are typically cheapest and avoid October when prices are at their highest.
  • Flying on Thursday is usually the cheapest. Flights on Saturday cost about 14% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in George Town, which is the most popular destination in the Cayman Islands. From there, it's easy to continue on to other popular destinations such as West Bay, East End and North Side.

Reviews of the top airlines flying from San Diego to the Cayman Islands

 
Need help choosing which airline to fly with from San Diego to the Cayman Islands? 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.
7.3
United AirlinesOverall score based on 10388 reviews
8.1Crew
7.7Boarding
7.3Comfort
6.7Food
7.1Entertainment
Airline reviews

Entertainment was great. Seats were good. They did not have my pre-ordered hot food product available but did comp me something cold in place of the item.

8.0 ExcellentLisa Michelle, Oct 2026
Read more United Airlines reviews

Entertainment was great. Seats were good. They did not have my pre-ordered hot food product available but did comp me something cold in place of the item.

Food was good. Clean aircraft. But why do the airlines make the seats so narrow?! Your executives should have ride in a seat so restrictive for 11 hours and see how miserable it is! When.we got to MUC they changed my boarding gate 3 times for my next flight!!!!

Flight was on time, clean, etc. Despite connecting to your wi fi I was unable to use your app to watch entertainment.

The back to back mechanical delays from Denver to San Diego and then on my return flight from Denver to Great Falls it added extra time both ways

Service was professional and quick. Premium economy seat was comfortable given the class

The staff was extremely helpful and friendly at all times! They went above and beyond to get us into an earlier flight in San Diego to make our connection in SFO possible, because our original flight did actually not make it! I did so much appreciate the UA team and how they made this possible. We also didn’t have seats together on the long flight to Singapore, but they found us seats together last moment with no additional cost! Nobody sat next to us, so that we were able to sleep! Thanks to UA for improving their service and Underpricer for booking this trip! Please be careful: 1,5 hrs for transfer in San Francisco might not be enough time in the future

Over 2.5 hour maintenance delay on first morning flight with no acknowledgement, compensation or even gesture of good will. Aircraft had overnighted at airport so issue should have been addressed prior to boarding. Over 3.5 hours before first slow and deliberate beverage service.

Complimentary light meal would be appreciated. But great flight crew service on all legs

The food was terrible this time. Otherwise pleasant, quiet, on-time.

I was in first class. The outlets at my seat did not work. The plane was shabby and run down. I had prepurchsed a day subscription for internet that was not redeemable. I had to repurchase the internet for my flight and then it didn’t work anyway. Quite disappointed in what was supposed to be the launch of a great vacation.

first leg from san diego to chicago, only had cookies for snack. 1 flavor of sparkling water chicago to washington dc had option of cookies, pretzels, or gold fish. had 2 flavors of sparkling water. 2nd flight better however the best part was there was no delays!!! Got to chicago and washington dc early. That was wonderful!!!!

I was truly shocked at how poor this flight went. The crew was not friendly during the checking process. The asked for people to gate check and were rude about it. They didn't handle my luggage with care. When I got to my seat I noticed a large section of the ceiling vent area was, no joke, TAPED TOGETHER WITH CLEAR PACKING TAPE! To add insult to injury, the back rest button was disabled on my seat and all the seats I could see. The wifi, never connected for me, despite troubleshooting it for a while. I did everything from restarting my wifi/phone to forgetting the network and restarting the app. But that didn't stop the mandatory 2 ads from playing every single time. Even the bags took over 45 mins to arrive at the carousel. Everything about this flight was a flop and I am beginning to notice that some of these events are becoming a trend. Perhaps it's time I switch loyalty programs.

Had to pay for WiFi, delayed start, and sat on the runway forever.

More space for economy, and the bathroom size is only for people with size XS

Well, true to American Airlines, both of my flights were delayed. But it’s a good thing that American is so consistently incompetent because if the first flight was delayed in the second flight was on time then I might’ve had a problem..

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

Flight was full, and would have preferred an aisle seat, but due to getting a late ticket ,the seat I had was adequate. The flight crew were very help full and hard working. Food and drink were excellent for the 11hr flight. Overall I was pleased with flight, and would recommend British Airways again.

More options for your flight from San Diego to the Cayman Islands

Complete your trip to the Cayman Islands with a hotel stay or car rental