$153 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 5/2. 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, Apr 26 - Fri, May 1
Delta Logo
10:30 pm - 12:00 pm
SAN
-
GCM
11h 30m
1 stop
Delta Logo
1:25 pm - 9:20 pm
GCM
-
SAN
9h 55m
1 stop
$425Delta
Sun, Apr 26 - Fri, May 1
American Airlines Logo
10:05 pm - 11:00 am
SAN
-
GCM
10h 55m
1 stop
American Airlines Logo
2:10 pm - 8:15 am
GCM
-
SAN
20h 05m
2 stops
$430American Airlines
Wed, May 6 - Wed, May 13
United Airlines Logo
10:40 pm - 12:30 pm
SAN
-
GCM
11h 50m
2 stops
United Airlines Logo
1:35 pm - 8:04 pm
GCM
-
SAN
8h 29m
1 stop
$435United Airlines
Wed, May 6 - Wed, May 13
United Airlines Logo
10:40 pm - 12:30 pm
SAN
-
GCM
11h 50m
2 stops
United Airlines Logo
1:35 pm - 10:09 am
GCM
-
SAN
22h 34m
2 stops
$440United Airlines
Sat, May 2 - Mon, May 11
American Airlines Logo
9:45 pm - 11:31 am
SAN
-
GCM
11h 46m
1 stop
American Airlines Logo
2:10 pm - 10:28 pm
GCM
-
SAN
10h 18m
1 stop
$446American Airlines
Sat, Apr 18 - Wed, Apr 22
American Airlines Logo
10:05 pm - 11:00 am
SAN
-
GCM
10h 55m
1 stop
American Airlines Logo
12:35 pm - 8:50 pm
GCM
-
SAN
10h 15m
1 stop
$469American Airlines
Sat, Apr 18 - Wed, Apr 22
American Airlines Logo
7:20 pm - 11:31 am
SAN
-
GCM
14h 11m
2 stops
American Airlines Logo
12:35 pm - 8:50 pm
GCM
-
SAN
10h 15m
1 stop
$474American Airlines
Wed, May 27 - Mon, Jun 1
American Airlines Logo
7:15 pm - 11:30 am
SAN
-
GCM
14h 15m
2 stops
American Airlines Logo
5:12 pm - 10:07 am
GCM
-
SAN
18h 55m
2 stops
$479American Airlines
Sun, Apr 26 - Fri, May 1
American Airlines Logo
9:45 pm - 1:10 pm
SAN
-
GCM
13h 25m
2 stops
American Airlines Logo
2:10 pm - 8:15 am
GCM
-
SAN
20h 05m
2 stops
$503American Airlines
Sat, Jul 4 - Thu, Jul 9
American Airlines Logo
10:25 pm - 4:08 pm
SAN
-
GCM
15h 43m
1 stop
American Airlines Logo
2:45 pm - 8:16 am
GCM
-
SAN
19h 31m
1 stop
$519American 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 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 ($425) and American Airlines ($446).

Good to know

Low seasonSeptember
Cheapest flight$153
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 9461 reviews
7.3Comfort
7.7Boarding
7.1Entertainment
8.1Crew
6.6Food
Airline reviews

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

2.0 MediocreLa Vetra, Mar 2026
LAX - IAH
Read more United Airlines reviews

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

Business class seats felt very cramped compared to other airlines.

OK, we were delayed and had to de plane and reboard.

The 777’s economy seat’s legroom was more tolerable than expected. I appreciate the reclining mechanism which slides the seat forward to minimize cannibalizing the space behind. The food was terrible: very salty.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

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

Flight delayed for more than 16 hrs and no effort was spent to provide an alternate

We had turbulence ever 1/2 hr or so and the captains announcements were SOOOO LOUD

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

The experience at checkin for my American Airlines flight from Sacramento to LAX was very good including the assistance I received in getting my bags checked in and boarding passes printed. Was pleasantly surprised the my bags were checked through all the way to my destination at Clark International Airport in Angeles, Philippines.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Not good. One of my luggage is missing. And until now they can’t find it

My 9:50AM flight was delayed to 3:40PM "due to incoming aircraft delay". No aircraft is "delayed" that long. Found out once we did board (after several changes in times) that the aircraft had a maintenance issue and we had to wait for another aircraft. Just tell us that. The aircraft we did get was old and the seats need to be updated. I have been traveling for several weeks with AA and you should refresh your entertainment content as frequent flyers have gone through most of your new content. I have Celiac and a shellfish allergy and continue to have struggles with meals on business and first class flights. Please keep this in mind. Sorry - was a long travel day yesterday and a bit cranky this morning with my experience comments. Still an AA fan.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

Dloght delayed by 2.5 hrs . Common theme in my last four american floghts

They are rarely on time! Very hard to plan your travels when flights or connections keep getting delayed.

My seat was assigned last row behind restrooms No legroom’s I’m very Pettit Still was not comfortable Food choice was excellent

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

Information on your arrival and departure airports