$154 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 4/4. 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

KAYAK searches hundreds of travel sites at once for deals on flights to the Cayman Islands

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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

Wed, Apr 29 - Tue, May 5
American Airlines Logo
10:05 pm - 1:10 pm
SAN
-
GCM
13h 05m
1 stop
American Airlines Logo
12:00 pm - 10:28 pm
GCM
-
SAN
12h 28m
1 stop
$398American Airlines
Wed, Apr 29 - Tue, May 5
American Airlines Logo
10:05 pm - 1:10 pm
SAN
-
GCM
13h 05m
1 stop
American Airlines Logo
2:10 pm - 8:15 am
GCM
-
SAN
20h 05m
2 stops
$403American Airlines
Sun, May 17 - Sat, May 23
United Airlines Logo
8:45 pm - 12:30 pm
SAN
-
GCM
13h 45m
2 stops
United Airlines Logo
1:35 pm - 7:50 pm
GCM
-
SAN
8h 15m
1 stop
$418United Airlines
Sun, May 17 - Fri, May 22
American Airlines Logo
1:16 pm - 11:31 am
SAN
-
GCM
20h 15m
2 stops
American Airlines Logo
5:12 pm - 9:04 am
GCM
-
SAN
17h 52m
2 stops
$426American Airlines
Tue, May 19 - Fri, May 22
American Airlines Logo
9:45 pm - 11:31 am
SAN
-
GCM
11h 46m
1 stop
American Airlines Logo
2:42 pm - 7:19 pm
GCM
-
SAN
30h 37m
1 stop
$431American Airlines
Sun, May 17 - Fri, May 22
American Airlines Logo
7:15 am - 11:00 am
SAN
-
GCM
25h 45m
2 stops
American Airlines Logo
2:42 pm - 3:46 pm
GCM
-
SAN
27h 04m
1 stop
$435American Airlines
Sun, May 17 - Wed, May 20
American Airlines Logo
7:15 am - 11:00 am
SAN
-
GCM
25h 45m
2 stops
American Airlines Logo
12:35 pm - 1:05 pm
GCM
-
SAN
26h 30m
1 stop
$437American Airlines
Tue, May 19 - Thu, May 21
American Airlines Logo
12:51 pm - 11:31 am
SAN
-
GCM
20h 40m
2 stops
American Airlines Logo
5:12 pm - 6:47 pm
GCM
-
SAN
27h 35m
2 stops
$444American Airlines
Tue, May 19 - Sat, May 23
American Airlines Logo
9:45 pm - 11:31 am
SAN
-
GCM
11h 46m
1 stop
American Airlines Logo
11:22 am - 8:07 pm
GCM
-
SAN
10h 45m
1 stop
$459American Airlines
Thu, May 14 - Fri, May 22
American Airlines Logo
3:21 pm - 11:31 am
SAN
-
GCM
18h 10m
2 stops
American Airlines Logo
5:12 pm - 9:04 am
GCM
-
SAN
17h 52m
2 stops
$464American 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.

How long does a flight from San Diego to the Cayman Islands take?

The duration of a flight to the Cayman Islands depends on your arrival airport. The shortest route to the Cayman Islands from San Diego is to George Town, which takes 11h 00m.

Good to know

Low seasonSeptember
Cheapest flight$154
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 3% 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 9403 reviews
6.6Food
7.7Boarding
7.1Entertainment
8.1Crew
7.3Comfort
Airline reviews

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.

6.0 GoodAnonymous, Mar 2026
SFO - DEN
Read more United Airlines reviews

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

it was a very short flight so my expectations were low.

Entertainment kept turning itself off. Gave up on watching a movie.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

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

The worst Airline ever. They centered my second flight and leave me in NY. They don’t have any representatives at the airport and they don’t respond to calls. Basically I got stuck. I will never purchase through there again.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Massimo, flight attendant was very authentic, attentive - wonderful. Food/wrap was just okay.

Experience was great. The best part is the free Wi-Fi connection which helps me to work on the flight

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

The flight was really crowded. Flight attendants were just ok.

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

Information on your arrival and departure airports