$488 Find Cheap Flights from San Diego to the Cayman Islands

This is the cheapest round-trip 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 1/22. 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

Thu, Jan 22 - Wed, Jan 28
American Airlines Logo
7:30 pm - 11:26 am
SAN
-
GCM
12h 56m2 stops
American Airlines Logo
1:05 pm - 10:50 pm
GCM
-
SAN
12h 45m2 stops
$488American Airlines
Sat, Feb 14 - Fri, Feb 20
United Airlines Logo
4:10 pm - 1:45 pm
SAN
-
GCM
18h 35m2 stops
United Airlines Logo
2:50 pm - 10:44 pm
GCM
-
SAN
10h 54m1 stop
$496United Airlines
Sat, Feb 14 - Fri, Feb 20
United Airlines Logo
6:10 pm - 1:45 pm
SAN
-
GCM
16h 35m2 stops
United Airlines Logo
2:50 pm - 10:07 am
GCM
-
SAN
22h 17m2 stops
$501United Airlines
Sat, Feb 14 - Fri, Feb 20
United Airlines Logo
2:10 pm - 1:45 pm
SAN
-
GCM
20h 35m1 stop
United Airlines Logo
2:50 pm - 10:44 pm
GCM
-
SAN
10h 54m1 stop
$507United Airlines
Sun, Feb 15 - Sat, Feb 21
American Airlines Logo
1:37 pm - 12:08 pm
SAN
-
GCM
19h 31m1 stop
American Airlines Logo
4:25 pm - 8:39 am
GCM
-
SAN
19h 14m1 stop
$521American Airlines
Sat, Mar 28 - Thu, Apr 2
United Airlines Logo
5:50 pm - 12:30 pm
SAN
-
GCM
16h 40m1 stop
United Airlines Logo
1:35 pm - 8:05 pm
GCM
-
SAN
8h 30m1 stop
$524United Airlines
Sun, Feb 15 - Sat, Feb 21
American Airlines Logo
9:57 pm - 11:50 am
SAN
-
GCM
10h 53m2 stops
American Airlines Logo
4:25 pm - 8:39 am
GCM
-
SAN
19h 14m1 stop
$526American Airlines
Sat, Mar 28 - Thu, Apr 2
United Airlines Logo
5:50 pm - 12:30 pm
SAN
-
GCM
16h 40m1 stop
United Airlines Logo
1:35 pm - 10:20 am
GCM
-
SAN
22h 45m2 stops
$529United Airlines
Sun, Jan 25 - Sun, Feb 1
American Airlines Logo
6:20 am - 8:20 pm
SAN
-
GCM
11h 00m2 stops
American Airlines Logo
8:50 am - 11:09 pm
GCM
-
SAN
17h 19m1 stop
$561American 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
$564Multiple 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 United Airlines ($496) and Delta ($496).

Good to know

Low seasonSeptember
Cheapest flight$488
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 7% increase 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.

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 9120 reviews
7.1Entertainment
6.6Food
8.1Crew
7.3Comfort
7.7Boarding
Airline reviews

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

10.0 ExcellentSandra, Dec 2025
SMF - IAH
Read more United Airlines reviews

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?

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

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

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.

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

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