$440 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 1/16. 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

Fri, Feb 6 - Fri, Feb 13
Delta Logo
10:00 pm - 11:19 am
SAN
-
GCM
10h 19m1 stop
Delta Logo
1:54 pm - 8:37 pm
GCM
-
SAN
9h 43m1 stop
$440Delta
Fri, Feb 6 - Fri, Feb 13
Delta Logo
7:55 pm - 11:19 am
SAN
-
GCM
12h 24m2 stops
Delta Logo
1:54 pm - 10:48 pm
GCM
-
SAN
11h 54m1 stop
$445Delta
Fri, Feb 6 - Fri, Feb 13
United Airlines Logo
7:52 pm - 1:45 pm
SAN
-
GCM
14h 53m2 stops
United Airlines Logo
2:50 pm - 10:07 am
GCM
-
SAN
22h 17m2 stops
$461United Airlines
Mon, Feb 23 - Sat, Feb 28
United Airlines Logo
10:30 pm - 1:15 pm
SAN
-
GCM
11h 45m1 stop
United Airlines Logo
5:45 pm - 9:47 am
GCM
-
SAN
19h 02m2 stops
$486United Airlines
Mon, Feb 23 - Sat, Feb 28
United Airlines Logo
10:30 pm - 1:15 pm
SAN
-
GCM
11h 45m1 stop
United Airlines Logo
5:45 pm - 11:14 am
GCM
-
SAN
20h 29m1 stop
$492United Airlines
Sun, Feb 22 - Sun, Mar 1
United Airlines Logo
5:00 pm - 1:45 pm
SAN
-
GCM
17h 45m1 stop
United Airlines Logo
2:50 pm - 10:44 pm
GCM
-
SAN
10h 54m1 stop
$524United Airlines
Sun, Jan 25 - Sun, Feb 1
Multiple Airlines Logo
12:15 pm - 12:25 pm
SAN
-
GCM
21h 10m1 stop
Multiple Airlines Logo
3:40 pm - 8:05 pm
GCM
-
SAN
31h 25m1 stop
$567Multiple Airlines
Sun, Feb 22 - Sun, Mar 1
United Airlines Logo
6:10 pm - 1:45 pm
SAN
-
GCM
16h 35m2 stops
United Airlines Logo
2:50 pm - 10:24 am
GCM
-
SAN
22h 34m2 stops
$596United Airlines
Sun, Jan 25 - Sun, Feb 1
American Airlines Logo
7:30 pm - 11:50 am
SAN
-
GCM
13h 20m2 stops
American Airlines Logo
8:50 am - 11:09 pm
GCM
-
SAN
17h 19m1 stop
$646American Airlines
Sun, Jan 25 - Sun, Feb 1
United Airlines Logo
11:10 am - 1:45 pm
SAN
-
GCM
23h 35m2 stops
United Airlines Logo
2:50 pm - 8:37 am
GCM
-
SAN
20h 47m2 stops
$680United Airlines
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.

Which airlines fly non-stop between San Diego and Cayman Islands?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from San Diego to the Cayman Islands.

There are 2 airlines that fly nonstop from San Diego to the Cayman Islands. They are American Airlines and United Airlines. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $475 and arriving in George Town (GCM). On average, American Airlines offers the best prices for nonstop flights between San Diego and Cayman Islands.

Which airlines provide the cheapest flights from San Diego to the Cayman Islands?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from San Diego to the Cayman Islands were found on Delta ($440) and United Airlines ($461).

Good to know

Low seasonSeptember
Cheapest flight$218
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 7% lower on average.
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.

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 9142 reviews
7.7Boarding
7.3Comfort
8.1Crew
6.6Food
7.1Entertainment
Airline reviews

Some flight attendants were great others were cranky. Seats were very tight and sitting on an aisle was very hard as the carts and people walking constantly bumped shoulder and arm.

10.0 ExcellentTrish, Jan 2026
SFO - LHR
Read more United Airlines reviews

Some flight attendants were great others were cranky. Seats were very tight and sitting on an aisle was very hard as the carts and people walking constantly bumped shoulder and arm.

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

I boarded flight UA#1318 at Sacramento International Airport going back to Houston TX. The flight was scheduled at 5:10am. I was able to check in virtually using the United Airlines app. When I entered the airport, there was no one outside assisting with checked bags as it was for Delta Airlines. Immediately upon entering, there was a LONG, EXTREMELY LONG line to the kiosks to get boarding passes. I stand in line to get boarding passes then had to move to ANOTHER EXTREMELY LONG line to get my bags checked in. While standing in this line, we noticed an agent taking customers to 3 at a time to her station to check their bags in. Lucky for me, she called me back, checked my bags for me and I was on my way. I then encountered another long line at the TSA check and to avoid I ending up having to sign up for CLEAR to bypass it. So glad, I did.,...Both of my flights were great with no issues, butthe check in progress at Bush Airport was so much smoother. Check-in at SMF airport needs to be anaylzed and corrected. Do better United, I know you can....thanks

Pushed back only to get deplaned due to a tire damaged by ground crew. They did at least go pretty fast. The bathrooms should be banned under the Geneva convention. No room to even sit straight on the toilet. The under-seat entertainment units block what little leg room there is.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

from SFO-> FRA flight, AVML meal was significantly less compared to regular meal, especially no Desert, no Bread, no sides.

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?

The flight was on time and arrived early. The crew were friendly and helpful.

While I didn’t watch much tv I would have liked a few more options of TV series from Apple TV or hbo max ..

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

The flight was very smooth and the meal in business class was great.

I requested a low sodium meal. Reason being, I take medicine for high blood pressure and I wear compression socks on long flights to help with leg swelling. Having less sodium in meals really helps me feel better on long flights. I received my initial low sodium meal after takeoff. Just before landing, the crew came through with the meal cart and offered me what was being served. I said no thank you and then noticed my low sodium meal in the meal cart, with my name and seat assignment on it. I motioned to the crew member, but he grabbed the meal cart and proceeded to move to the rear of the aircraft. He didn’t see me or other passengers who had attempted to get this attention. He was more concerned about completing meal service since we were due to land in under 45 minutes. I pressed the call light five times from my seat to receive help, but no crew member responded to me. So, I didn’t receive a second meal, one that I requested (the low sodium option). This led me to have a migraine from only eating one meal on an 11-hour flight. This is why I’m not a fan of flying US-based airlines overseas. The crew members continue to show the absolute worst customer service experience. I would not recommend flying American for overseas flights.

Not great. Booked Extra seats and got nothing extra at all. It’s basically a big budget airline.

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

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

Information on your arrival and departure airports