$403 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 5/17. 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, May 17 - Sat, May 23
United Airlines Logo
5:00 pm - 12:30 pm
SAN
-
GCM
17h 30m
1 stop
United Airlines Logo
1:35 pm - 7:50 pm
GCM
-
SAN
8h 15m
1 stop
$403United 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
Fri, May 1 - Sat, May 9
United Airlines Logo
10:40 pm - 1:30 pm
SAN
-
GCM
12h 50m
1 stop
United Airlines Logo
1:50 pm - 10:39 pm
GCM
-
SAN
10h 49m
1 stop
$423United Airlines
Mon, May 18 - Thu, May 21
American Airlines Logo
3:21 pm - 11:31 am
SAN
-
GCM
18h 10m
2 stops
American Airlines Logo
12:02 pm - 8:22 am
GCM
-
SAN
22h 20m
2 stops
$426American Airlines
Fri, May 1 - Sat, May 9
United Airlines Logo
10:40 pm - 3:05 pm
SAN
-
GCM
14h 25m
2 stops
United Airlines Logo
4:10 pm - 9:15 am
GCM
-
SAN
19h 05m
2 stops
$428United Airlines
Sun, May 17 - Sat, May 23
United Airlines Logo
4:49 pm - 12:30 pm
SAN
-
GCM
17h 41m
2 stops
United Airlines Logo
1:35 pm - 9:24 pm
GCM
-
SAN
9h 49m
1 stop
$433United Airlines
Mon, May 18 - Fri, May 22
American Airlines Logo
9:45 pm - 11:31 am
SAN
-
GCM
11h 46m
1 stop
American Airlines Logo
5:11 pm - 10:58 am
GCM
-
SAN
19h 47m
1 stop
$434American Airlines
Sat, May 16 - Fri, May 22
American Airlines Logo
6:15 am - 11:00 am
SAN
-
GCM
26h 45m
2 stops
American Airlines Logo
5:11 pm - 10:58 am
GCM
-
SAN
19h 47m
1 stop
$438American Airlines
Tue, Mar 24 - Fri, Mar 27
United Airlines Logo
5:00 pm - 12:45 pm
SAN
-
GCM
17h 45m
1 stop
United Airlines Logo
4:45 pm - 10:22 am
GCM
-
SAN
19h 37m
2 stops
$444United Airlines
Wed, Mar 25 - Wed, Apr 1
United Airlines Logo
8:50 pm - 3:30 pm
SAN
-
GCM
16h 40m
2 stops
United Airlines Logo
1:35 pm - 8:05 pm
GCM
-
SAN
8h 30m
1 stop
$445United 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 ($403) and American Airlines ($490).

Good to know

Low seasonSeptember
Cheapest flight$403
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 4% 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 9370 reviews
8.1Crew
6.6Food
7.3Comfort
7.7Boarding
7.1Entertainment
Airline reviews

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.

8.0 ExcellentJack, Feb 2026
SFO - PDX
Read more United Airlines reviews

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.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

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.

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

It would be nice to have some low carb options in the snacks.

The entertainment options were at best, fair. It was exactly the same as my outbound flight. It would have been more entertaining if there were some series from Apple TV, HBO, Showtime or other carriers for me to catch up with.

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

Information on your arrival and departure airports