$165 Find Cheap Flights from San Diego to Grand Cayman

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 Grand Cayman departing on 4/25. 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 Grand Cayman

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Grand Cayman, as well as popular online travel agencies
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Flight Deals

Book Cheap San Diego to Grand Cayman 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 Grand Cayman 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 Grand Cayman

Sat, Feb 28 - Sat, Mar 7
American Airlines Logo
1:37 pm - 12:08 pm
SAN
-
GCM
19h 31m
1 stop
American Airlines Logo
3:45 pm - 10:40 pm
GCM
-
SAN
9h 55m
1 stop
$435American Airlines
Sat, Feb 28 - Sat, Mar 7
American Airlines Logo
9:57 pm - 2:45 pm
SAN
-
GCM
13h 48m
2 stops
American Airlines Logo
12:50 pm - 10:40 pm
GCM
-
SAN
12h 50m
1 stop
$440American Airlines
Tue, Mar 10 - Tue, Mar 17
Delta Logo
9:55 pm - 11:47 am
SAN
-
GCM
11h 52m
1 stop
Delta Logo
1:12 pm - 11:09 pm
GCM
-
SAN
11h 57m
1 stop
$476Delta
Sun, Mar 8 - Sun, Mar 15
United Airlines Logo
10:30 pm - 12:45 pm
SAN
-
GCM
12h 15m
1 stop
United Airlines Logo
1:50 pm - 10:40 pm
GCM
-
SAN
10h 50m
1 stop
$479United Airlines
Tue, Mar 10 - Tue, Mar 17
United Airlines Logo
5:55 pm - 12:15 pm
SAN
-
GCM
16h 20m
2 stops
United Airlines Logo
4:45 pm - 9:20 am
GCM
-
SAN
18h 35m
2 stops
$481United Airlines
Sun, Mar 8 - Sun, Mar 15
United Airlines Logo
8:50 pm - 12:45 pm
SAN
-
GCM
13h 55m
2 stops
United Airlines Logo
1:50 pm - 10:40 pm
GCM
-
SAN
10h 50m
1 stop
$484United Airlines
Sun, Mar 1 - Wed, Mar 4
United Airlines Logo
6:10 pm - 1:45 pm
SAN
-
GCM
16h 35m
2 stops
United Airlines Logo
2:25 pm - 9:20 am
GCM
-
SAN
21h 55m
2 stops
$500United Airlines
Mon, Apr 6 - Mon, Apr 13
Southwest Logo
10:40 pm - 12:10 pm
SAN
-
GCM
11h 30m
1 stop
Southwest Logo
1:05 pm - 8:55 am
GCM
-
SAN
21h 50m
2 stops
$506Southwest
Sun, Mar 8 - Sun, Mar 15
American Airlines Logo
10:43 pm - 11:10 am
SAN
-
GCM
10h 27m
1 stop
American Airlines Logo
2:15 pm - 10:59 pm
GCM
-
SAN
10h 44m
1 stop
$511American Airlines
Wed, Mar 25 - Tue, Mar 31
United Airlines Logo
8:50 pm - 3:30 pm
SAN
-
GCM
16h 40m
2 stops
United Airlines Logo
1:50 pm - 10:59 pm
GCM
-
SAN
11h 09m
1 stop
$517United Airlines
Booking Insights

KAYAK's insights & trends for San Diego to Grand Cayman flights

Get data-powered insights and trends into flights from San Diego to Grand Cayman to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from San Diego to Grand Cayman?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $383, prices are generally cheapest when you fly direct.

Good to know

Low seasonSeptember
Cheapest flight$165
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 Grand Cayman flights

  • How does KAYAK find such low prices on flights from San Diego to Grand Cayman?

    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 Grand Cayman.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Diego to Grand Cayman?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Diego to Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying from San Diego to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Diego to Grand Cayman? 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 9194 reviews
8.1Crew
7.1Entertainment
7.3Comfort
7.7Boarding
6.6Food
Airline reviews

The flight crew where really good. Better then the crew from BNE to SFO

10.0 ExcellentVanessa, Jan 2026
SFO - IAD
Read more United Airlines reviews

The flight crew where really good. Better then the crew from BNE to SFO

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

left on time, reasonable boarding process arrived early luggage came out quickly

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.

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.

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!

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports