$178 Find Cheap Flights from San Diego to the Cayman Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Diego to the Cayman Islands departing on 12/31. 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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Book Cheap San Diego to the Cayman Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Diego to the Cayman Islands 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 San Diego to the Cayman Islands

Sun, Dec 14 - Wed, Dec 24
American Airlines Logo
1:44 pm - 11:59 amSAN-GCM
19h 15m1 stop
American Airlines Logo
7:30 am - 10:55 pmGCM-SAN
18h 25m1 stop
$490American Airlines
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Sun, Dec 14 - Wed, Dec 24
Delta Logo
10:30 pm - 12:35 pmSAN-GCM
11h 05m1 stop
Delta Logo
1:52 pm - 8:56 pmGCM-SAN
10h 04m1 stop
$493Delta
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Wed, Jan 7 - Wed, Jan 14
United Airlines Logo
10:40 pm - 1:15 pmSAN-GCM
11h 35m1 stop
United Airlines Logo
2:25 pm - 9:20 amGCM-SAN
21h 55m2 stops
$495United Airlines
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Thu, Apr 9 - Fri, Apr 17
American Airlines Logo
10:15 pm - 10:45 amSAN-GCM
10h 30m1 stop
American Airlines Logo
2:50 pm - 8:30 amGCM-SAN
19h 40m2 stops
$501American Airlines
Find Deal
Thu, Apr 9 - Fri, Apr 17
American Airlines Logo
10:15 pm - 10:45 amSAN-GCM
10h 30m1 stop
American Airlines Logo
2:50 pm - 9:15 amGCM-SAN
20h 25m1 stop
$509American Airlines
Find Deal
Tue, Jan 13 - Sun, Jan 18
American Airlines Logo
7:00 am - 8:20 pmSAN-GCM
10h 20m2 stops
American Airlines Logo
12:16 pm - 9:58 pmGCM-SAN
12h 42m2 stops
$528American Airlines
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Thu, Dec 25 - Wed, Dec 31
United Airlines Logo
3:00 pm - 4:00 pmSAN-GCM
22h 00m1 stop
United Airlines Logo
2:50 pm - 10:51 pmGCM-SAN
11h 01m1 stop
$555United Airlines
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Thu, Feb 12 - Sun, Feb 15
American Airlines Logo
6:20 am - 8:16 pmSAN-GCM
10h 56m2 stops
American Airlines Logo
12:55 pm - 9:37 pmGCM-SAN
11h 42m2 stops
$556American Airlines
Find Deal
Thu, Feb 12 - Sun, Feb 15
American Airlines Logo
4:38 pm - 3:25 pmSAN-GCM
19h 47m1 stop
American Airlines Logo
4:25 pm - 10:06 pmGCM-SAN
8h 41m1 stop
$564American Airlines
Find Deal
Thu, Dec 18 - Wed, Dec 24
American Airlines Logo
7:30 pm - 11:47 amSAN-GCM
13h 17m2 stops
American Airlines Logo
7:30 am - 10:55 pmGCM-SAN
18h 25m1 stop
$573American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for San Diego to the Cayman Islands flights

Get data-powered insights and trends into flights from San Diego to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

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

The average price of all round-trip flights from San Diego to the Cayman Islands clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Cayman Islands on a Tuesday and more expensive on a Friday. On your return trip to San Diego, you should consider flying back on a Saturday, and avoid Fridays for better deals.

Good to know

Low seasonSeptember
Cheapest flight$178
Best time to beat the crowds with an average 19% drop in price.
Flight from San Diego to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from San Diego to the Cayman Islands?

    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 San Diego to the Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Diego to the Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Diego to the Cayman 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 San Diego to the Cayman Islands?

    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 from San Diego to the Cayman Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Diego to the Cayman Islands?

    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 from San Diego to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $567 on average. Morning departures are around 8% cheaper than evening flights, on average. The most expensive time of day to fly to the Cayman Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $617.

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.
7.4
United AirlinesOverall score based on 9046 reviews
8.1Crew
7.3Comfort
6.6Food
7.7Boarding
7.1Entertainment
Airline reviews

This was an older airplane. The cabin was constantly warm to hot throughout the 10 hour flight and there were no vents to personalize air flow. Also since it was an older plane, the material and comfort of the chairs were very uncomfortable. I left my flight with major soreness on my tailbone.

4.0 OkayAlvin, Nov 2025SFO - HND
Read more United Airlines reviews

This was an older airplane. The cabin was constantly warm to hot throughout the 10 hour flight and there were no vents to personalize air flow. Also since it was an older plane, the material and comfort of the chairs were very uncomfortable. I left my flight with major soreness on my tailbone.

Older aircraft, no meal, only food was for purchase. Not impressed United.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

Premium Plus is a really good idea for longer flights

Same as last comment. Food sucks. Quality. Not surprising most people have no clue about nourishment Clearly

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

We were in business class. the angled seats in that class do not have a real window view & the placement of the controls are bad. But we knew that. But the food options were mediocre. The taste was fine, but the size was for a child. It’s just really feels like United is skimping on everything. Even when we were in the Polaris lounge they did not have diet sodas. They said they were out no Coke zero no Diet Coke, etc. I do not think the portion of nuts they serve on the plane could get any smaller. Really a minimal service and offer for what you’re paying for in business.

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.

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

The flight was flawless and we even arrived between 20 and 25 minutes early!

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

Very crowded flight but what can you expect these days?? Crew was accommodating.

The seats in economy were appeared to be quite thin and lack sufficient cushioning to be comfortable. Perhaps it was my seating position but the plane seemed notably load.

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.

Everything you need to know for your flight from San Diego to the Cayman Islands

Information on your arrival and departure airports