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Cheap flights from San Diego to the Cayman Islands from $196

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Diego to the Cayman Islands departing on 1/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from San Diego to the Cayman Islands

Cheap round-trip flights

American Airlines Logo
10:23 pm - 12:03 pmSAN-GCM
10h 40m1 stop
American Airlines Logo
1:25 pm - 11:00 pmGCM-SAN
12h 35m1 stop
$496American Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
American Airlines Logo
10:23 pm - 2:42 pmSAN-GCM
13h 19m2 stops
American Airlines Logo
8:45 am - 11:00 pmGCM-SAN
17h 15m1 stop
$500American Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
United Airlines Logo
12:08 pm - 4:30 pmSAN-GCM
25h 22m1 stop
United Airlines Logo
2:50 pm - 10:51 pmGCM-SAN
11h 01m1 stop
$507United Airlines
Find Deal
Sun, Dec 14 - Thu, Dec 18
American Airlines Logo
10:45 pm - 7:20 pmSAN-GCM
18h 35m1 stop
American Airlines Logo
12:10 pm - 10:22 pmGCM-SAN
12h 12m1 stop
$511American Airlines
Find Deal
Thu, Oct 16 - Thu, Oct 23
American Airlines Logo
10:23 pm - 2:42 pmSAN-GCM
13h 19m2 stops
American Airlines Logo
8:45 am - 10:21 pmGCM-SAN
16h 36m2 stops
$557American Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
United Airlines Logo
5:45 pm - 4:30 pmSAN-GCM
19h 45m3 stops
United Airlines Logo
5:45 pm - 10:40 amGCM-SAN
19h 55m2 stops
$610United Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
United Airlines Logo
12:42 pm - 4:35 pmSAN-GCM
24h 53m2 stops
United Airlines Logo
5:45 pm - 4:01 pmGCM-SAN
25h 16m1 stop
$624United Airlines
Find Deal
Thu, Dec 18 - Wed, Dec 24
American Airlines Logo
4:38 pm - 3:25 pmSAN-GCM
19h 47m1 stop
American Airlines Logo
4:26 pm - 2:34 pmGCM-SAN
25h 08m1 stop
$682American Airlines
Find Deal
Thu, Dec 18 - Wed, Dec 24
American Airlines Logo
10:01 pm - 11:57 amSAN-GCM
10h 56m1 stop
American Airlines Logo
4:26 pm - 2:34 pmGCM-SAN
25h 08m1 stop
$699American Airlines
Find Deal
Thu, Dec 18 - Wed, Dec 24
Multiple Airlines Logo
6:01 pm - 9:15 pmSAN-GCM
24h 14m2 stops
Multiple Airlines Logo
11:55 am - 4:56 pmGCM-SAN
32h 01m3 stops
$785Multiple Airlines
Find Deal
Sun, Dec 14 - Thu, Dec 18

United Airlines flights from San Diego to Cayman Islands

Our best United Airlines deals on San Diego to Cayman Islands flight tickets
United Airlines
Dec 14
SAN12:08 pmSan Diego
25h 22m
1 stop
GCM4:30 pmGeorge Town Owen Roberts Intl
Dec 18
GCM2:50 pmGeorge Town Owen Roberts Intl
11h 01m
1 stop
SAN10:51 pmSan Diego
$507
Find similar
United Airlines
Dec 2
SAN5:45 pmSan Diego
19h 45m
3 stops
GCM4:30 pmGeorge Town Owen Roberts Intl
Dec 8
GCM5:45 pmGeorge Town Owen Roberts Intl
19h 55m
2 stops
SAN10:40 amSan Diego
$610
Find similar
United Airlines
Dec 18
SAN12:42 pmSan Diego
24h 53m
2 stops
GCM4:35 pmGeorge Town Owen Roberts Intl
Dec 24
GCM5:45 pmGeorge Town Owen Roberts Intl
25h 16m
1 stop
SAN4:01 pmSan Diego
$624
Find similar

American Airlines flights from San Diego to Cayman Islands

Our best American Airlines deals on San Diego to Cayman Islands flight tickets
American Airlines
Dec 2
SAN10:23 pmSan Diego
10h 40m
1 stop
GCM12:03 pmGeorge Town Owen Roberts Intl
Dec 8
GCM1:25 pmGeorge Town Owen Roberts Intl
12h 35m
1 stop
SAN11:00 pmSan Diego
$496
Find similar
American Airlines
Dec 2
SAN10:23 pmSan Diego
13h 19m
2 stops
GCM2:42 pmGeorge Town Owen Roberts Intl
Dec 8
GCM8:45 amGeorge Town Owen Roberts Intl
17h 15m
1 stop
SAN11:00 pmSan Diego
$500
Find similar
American Airlines
Oct 16
SAN10:45 pmSan Diego
18h 35m
1 stop
GCM7:20 pmGeorge Town Owen Roberts Intl
Oct 23
GCM12:10 pmGeorge Town Owen Roberts Intl
12h 12m
1 stop
SAN10:22 pmSan Diego
$511
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Diego to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from San Diego to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 12/2

10:23 pm-12:03 pm

1 stop10h 40m

George Town Owen Roberts Intl

Mon 12/8

1:25 pm-11:00 pm

1 stop12h 35m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 12/2

10:23 pm-2:42 pm

2 stops13h 19m

George Town Owen Roberts Intl

Mon 12/8

8:45 am-11:00 pm

1 stop17h 15m

$500

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sun 12/14

12:08 pm-4:30 pm

1 stop25h 22m

George Town Owen Roberts Intl

Thu 12/18

2:50 pm-10:51 pm

1 stop11h 01m

$507

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Thu 10/16

10:45 pm-7:20 pm

1 stop18h 35m

George Town Owen Roberts Intl

Thu 10/23

12:10 pm-10:22 pm

1 stop12h 12m

$511

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 12/2

10:23 pm-2:42 pm

2 stops13h 19m

George Town Owen Roberts Intl

Mon 12/8

8:45 am-10:21 pm

2 stops16h 36m

$557

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 12/2

5:45 pm-4:30 pm

3 stops19h 45m

George Town Owen Roberts Intl

Mon 12/8

5:45 pm-10:40 am

2 stops19h 55m

$610

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Thu 12/18

12:42 pm-4:35 pm

2 stops24h 53m

George Town Owen Roberts Intl

Wed 12/24

5:45 pm-4:01 pm

1 stop25h 16m

$624

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Thu 12/18

4:38 pm-3:25 pm

1 stop19h 47m

George Town Owen Roberts Intl

Wed 12/24

4:26 pm-2:34 pm

1 stop25h 08m

$682

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Thu 12/18

10:01 pm-11:57 am

1 stop10h 56m

George Town Owen Roberts Intl

Wed 12/24

4:26 pm-2:34 pm

1 stop25h 08m

$699

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sun 12/14

6:01 pm-9:15 pm

2 stops24h 14m

George Town Owen Roberts Intl

Thu 12/18

11:55 am-4:56 pm

3 stops32h 01m

$785

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from San Diego to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of September, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $548.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $478. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Friday is $697.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the morning. momondo users have found flights departing from San Diego to Cayman Islands in the morning for as low as $567. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $617 on average. Flights to Cayman Islands from San Diego in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Cheap San Diego to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Diego to Cayman Islands

Direct flights

None
There are no direct flights from San Diego to Cayman Islands. There are no popular flight routes from San Diego to Cayman Islands.
Search flight deals

  • When did momondo last update prices for flights from San Diego Airport to Cayman Islands?

    Prices for flights from San Diego Airport to Cayman Islands refresh daily.

  • How many operators does momondo search for flights from San Diego Airport to Cayman Islands?

  • How old do you have to be to fly from San Diego Airport to Cayman Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Diego Airport to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The required travel and health documents for your Cayman Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from San Diego to Cayman Islands

Compare and see reviews for airlines that fly from San Diego to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $468Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $526Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from San Diego to Cayman Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Diego to Cayman Islands. momondo saves you time and could save you money on your trip.

Can I find flights from San Diego to Cayman Islands with flexible booking policies on momondo?

All flight searches from San Diego to Cayman Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from San Diego to Cayman Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Diego to Cayman Islands.

I’m not ready to book a flight from San Diego to Cayman Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cayman Islands from San Diego. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Cayman Islands trip

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Find better results for your trip to the Cayman Islands

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