$496 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 12/2. 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

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Best Cayman Islands Flight Deals from San Diego

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town1 stop$496
George Town
George Town1 stop$496

Cheap Flights from San Diego to the Cayman Islands

 
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

Tue, Dec 2 - Mon, Dec 8
American Airlines Logo
2:22 pm - 12:05 pmSAN-GCM
18h 43m1 stop
American Airlines Logo
8:30 am - 11:46 pmGCM-SAN
18h 16m1 stop
$496American Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
American Airlines Logo
7:58 pm - 11:46 amSAN-GCM
12h 48m2 stops
American Airlines Logo
8:30 am - 6:08 pmGCM-SAN
12h 38m1 stop
$500American Airlines
Find Deal
Wed, Sep 17 - Sun, Sep 21
American Airlines Logo
10:32 pm - 11:22 amSAN-GCM
10h 50m1 stop
American Airlines Logo
12:10 pm - 9:58 pmGCM-SAN
11h 48m1 stop
$501American Airlines
Find Deal
Wed, Sep 17 - Sun, Sep 21
American Airlines Logo
10:32 pm - 11:22 amSAN-GCM
10h 50m1 stop
American Airlines Logo
12:10 pm - 8:24 amGCM-SAN
22h 14m2 stops
$505American Airlines
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Wed, Jul 23 - Sun, Jul 27
 Logo
3:57 pm - 11:40 amSAN-GCM
17h 43m2 stops
 Logo
4:45 pm - 5:55 pmGCM-SAN
27h 10m2 stops
Tue, Dec 2 - Mon, Dec 8
United Airlines Logo
5:15 pm - 4:30 pmSAN-GCM
20h 15m3 stops
United Airlines Logo
5:45 pm - 3:45 pmGCM-SAN
25h 00m2 stops
$600United Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
United Airlines Logo
5:15 pm - 4:30 pmSAN-GCM
20h 15m3 stops
United Airlines Logo
5:45 pm - 9:40 amGCM-SAN
18h 55m2 stops
$620United Airlines
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Mon, Jul 28 - Thu, Jul 31
Southwest Logo
8:55 pm - 11:50 amSAN-GCM
12h 55m2 stops
Southwest Logo
12:45 pm - 10:15 pmGCM-SAN
11h 30m2 stops
$626Southwest
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Wed, Jul 23 - Sun, Jul 27
 Logo
3:57 pm - 11:40 amSAN-GCM
17h 43m2 stops
 Logo
7:00 am - 9:55 amGCM-SAN
28h 55m3 stops
Mon, Aug 25 - Sat, Aug 30
WestJet Logo
2:05 pm - 12:45 pmSAN-GCM
20h 40m3 stops
WestJet Logo
1:45 pm - 12:09 pmGCM-SAN
24h 24m3 stops
$828WestJet
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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.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Diego to the Cayman Islands, 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 the Cayman Islands is January, when tickets cost $499 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $825 and $787 respectively.

What’s the cheapest day of the week to fly from San Diego to Cayman Islands?

The average price of all round-trip flights from San Diego to the Cayman Islands clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Cayman Islands on a Tuesday and more expensive on a Friday. On your return trip to San Diego, you should consider flying back on a Saturday, and avoid Fridays for better deals.


Good to know

Low seasonFebruary
High seasonJune
Cheapest flight$496
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 2% increase in price.
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.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $567 on average. Morning departures are around 8% cheaper than evening flights, on average. The most expensive time of day to fly to the Cayman Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $617.

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 8846 reviews
7.3Comfort
6.6Food
8.1Crew
7.7Boarding
7.0Entertainment
Airline reviews

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

10.0 ExcellentLawrence, Jul 2025SFO - BWI
Read more United Airlines reviews

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

Boarded plane and then delayed 1.5 hours while on the plane

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

Really good 😊 the woman at the gate entrance was a little rude checking in our carry-on but i dont think she worked for the airline, she worked for the airport at sacramento, other than that amazing.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

The food was the worst I’ve had on any flight I’ve ever been on.

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Flight was late as pilot crew had to land at different airport in their previous flight. Passengers boarded and had to wait for pilots inside plane. Series of incomplete and unnecessary announcements by an annoying voice, rather than complete, informative announcements.

Breakfast was not loaded at SFO due to catering company change. Seems like a major airline at a major hub would have thought of something else or warned passengers to pick up food before boarding a 3 hour flight.

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

Bad food, small seats that didn’t recline. I thought I was buying a quantas ticket so I feel like I got scammed

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

Cramped seats. FAA should make airlines have more legroom, for even short people complain

Flight was full, and would have preferred an aisle seat, but due to getting a late ticket ,the seat I had was adequate. The flight crew were very help full and hard working. Food and drink were excellent for the 11hr flight. Overall I was pleased with flight, and would recommend British Airways again.

Eventless. It was a good flight and good crew. Can’t complaint.

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

British Airways staff are very polite and willing to help.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

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

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