$151 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 9/28. 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

Thu, Oct 22 - Tue, Oct 27
United Airlines Logo
10:30 pm - 12:25 pm
SAN
-
GCM
35h 55m
2 stops
United Airlines Logo
4:45 pm - 9:55 am
GCM
-
SAN
19h 10m
2 stops
$416United Airlines
Thu, Oct 22 - Tue, Oct 27
American Airlines Logo
7:52 pm - 11:00 am
SAN
-
GCM
13h 08m
2 stops
American Airlines Logo
12:40 pm - 8:08 pm
GCM
-
SAN
9h 28m
1 stop
$475American Airlines
Thu, Oct 22 - Tue, Oct 27
American Airlines Logo
2:09 pm - 11:00 am
SAN
-
GCM
18h 51m
1 stop
American Airlines Logo
12:40 pm - 8:08 pm
GCM
-
SAN
9h 28m
1 stop
$537American Airlines
Wed, May 20 - Wed, May 27
American Airlines Logo
7:20 pm - 11:30 am
SAN
-
GCM
14h 10m
2 stops
American Airlines Logo
5:12 pm - 8:22 am
GCM
-
SAN
17h 10m
2 stops
$564American Airlines
Wed, May 20 - Wed, May 27
American Airlines Logo
12:53 pm - 11:01 am
SAN
-
GCM
20h 08m
1 stop
American Airlines Logo
2:42 pm - 11:59 pm
GCM
-
SAN
11h 17m
1 stop
$581American Airlines
Sun, Jul 26 - Sat, Aug 1
American Airlines Logo
9:25 pm - 11:25 am
SAN
-
GCM
12h 00m
1 stop
American Airlines Logo
11:23 am - 11:59 pm
GCM
-
SAN
14h 36m
1 stop
$636American Airlines
Sun, Jul 26 - Sat, Aug 1
American Airlines Logo
10:28 pm - 11:25 am
SAN
-
GCM
10h 57m
1 stop
American Airlines Logo
11:56 am - 9:34 pm
GCM
-
SAN
11h 38m
2 stops
$690American Airlines
Sat, Jun 27 - Sat, Jul 4
American Airlines Logo
7:15 pm - 11:30 am
SAN
-
GCM
14h 15m
2 stops
American Airlines Logo
4:07 pm - 8:51 am
GCM
-
SAN
18h 44m
2 stops
$707American Airlines
Sat, Jun 27 - Sat, Jul 4
American Airlines Logo
4:36 pm - 1:35 pm
SAN
-
GCM
18h 59m
1 stop
American Airlines Logo
4:07 pm - 8:51 am
GCM
-
SAN
18h 44m
2 stops
$721American Airlines
Sun, Jul 26 - Sat, Aug 1
United Airlines Logo
6:30 am - 12:30 pm
SAN
-
GCM
28h 00m
2 stops
United Airlines Logo
4:45 pm - 10:08 am
GCM
-
SAN
19h 23m
2 stops
$738United 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 $438, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from San Diego to Grand Cayman?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Diego to Grand Cayman, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San Diego to Grand Cayman is October, when tickets cost $0 (return) on average. On the other hand, the most expensive months are February and March, when the average cost of round-trip tickets is $574 and $568 respectively.

Good to know

Low seasonSeptember
Cheapest flight$151
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 6% 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 9684 reviews
8.1Crew
7.7Boarding
6.6Food
7.1Entertainment
7.3Comfort
Airline reviews

I liked that my son and I were reseated next to each other (we had different bookings). I liked that it was a directg flight and mostly on time. I liked that you provided pillows and blankets. Flight attendants were generally courteous. The messaging through wifi did not work well. The food was not good. Seats are very narrow and I felt slightly claustraphobic in the window seat.

8.0 ExcellentLILLY, May 2026
SFO - HKG
Read more United Airlines reviews

I liked that my son and I were reseated next to each other (we had different bookings). I liked that it was a directg flight and mostly on time. I liked that you provided pillows and blankets. Flight attendants were generally courteous. The messaging through wifi did not work well. The food was not good. Seats are very narrow and I felt slightly claustraphobic in the window seat.

Some crew were unfriendly or in some cases just straight up rude.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

United Airline crews were very friendly and very attentive. 12 hours flight was gone like in a shorter one.

Food was surprisingly delicious. Space in the seat is horrible when the seating front is reclined. Movie offerings were terrible. Crew was friendly and helpful.

Flight itself excellent, but delayed so missed connection & got to destination 2 hrs later

Due to cancellation of connecting flight (Lufthansa) I didn’t fly with United

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Boarding was again a "free for all". We were boarding group 4, and almost the entire plane was able to board before us. It's a shame that someone who follows the rules, gets the short end of the stick. Not fair.

The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

Boarding gate at LAX was too crowded—two gates next to one another

On time departure and early arrival. Flight attendant very nice.

The business class layout of chairs was weired. You are sitting directly across stranger.,

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

Friendly crew is the only nice thing. Seats uncomfortable. Food and snacks horrible. Movies were the same as the first 10 hour flight two weeks before

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports