Cayman Islands

$175+ Cheap flights from San Diego (SAN) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
May 23 — May 301
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Cheap flight deals from San Diego to Cayman Islands

Cheapest flights from San Diego to Cayman Islands
Explore the most affordable flight options available from San Diego to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 23, 2026.

This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/19:40 pm
SAN
-
GCM
1 stop12h 00m
Delta
Fri 11/131:50 pm
GCM
-
SAN
1 stop12h 13m
Delta
Deal found 4/23$395
This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:25 pm
SAN
-
GCM
1 stop12h 05m
American Airlines
Fri 5/295:11 pm
GCM
-
SAN
2 stops18h 56m
American Airlines
Deal found 4/22$400
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:40 pm
SAN
-
GCM
1 stop13h 00m
Delta
Wed 11/111:50 pm
GCM
-
SAN
1 stop12h 13m
Delta
Deal found 4/23$430
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:40 pm
SAN
-
GCM
1 stop13h 00m
Delta
Mon 11/91:50 pm
GCM
-
SAN
1 stop10h 51m
Delta
Deal found 4/23$465
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2410:25 pm
SAN
-
GCM
1 stop11h 29m
Delta
Sat 5/301:19 pm
GCM
-
SAN
1 stop12h 09m
Delta
Deal found 4/19$472
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:02 pm
SAN
-
GCM
1 stop11h 38m
American Airlines
Thu 11/123:14 pm
GCM
-
SAN
1 stop10h 08m
American Airlines
Deal found 4/23$475
This American Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/259:25 pm
SAN
-
GCM
1 stop12h 05m
American Airlines
Mon 6/15:11 pm
GCM
-
SAN
2 stops18h 56m
American Airlines
Deal found 4/19$477
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:30 pm
SAN
-
GCM
1 stop15h 50m
American Airlines
Tue 11/101:40 pm
GCM
-
SAN
2 stops11h 18m
American Airlines
Deal found 4/23$480
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2510:28 pm
SAN
-
GCM
1 stop11h 02m
American Airlines
Wed 7/15:12 pm
GCM
-
SAN
1 stop20h 00m
American Airlines
Deal found 4/21$482
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:02 pm
SAN
-
GCM
1 stop14h 18m
American Airlines
Wed 11/114:10 pm
GCM
-
SAN
1 stop24h 05m
American Airlines
Deal found 4/23$488
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:25 pm
SAN
-
GCM
1 stop11h 29m
Delta
Fri 6/1212:59 pm
GCM
-
SAN
1 stop10h 21m
Delta
Deal found 4/20$489
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:02 pm
SAN
-
GCM
1 stop11h 38m
American Airlines
Wed 11/119:00 am
GCM
-
SAN
1 stop29h 25m
American Airlines
Deal found 4/23$490

Find flight deals from San Diego to Cayman Islands

Keep the following information in mind while searching for San Diego to Cayman Islands flight deals. Data was last updated April 23, 2026.

Round-trip from

$395
(Delta)

One-way from

$175
(Delta)

Popular in

November

Cheapest in

September

Average price

$647
From San Diego to Cayman Islands
One-way flight from San Diego to Cayman Islands
Highest demand for flights based on searches. 9% potential increase in price ($66 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in April 2026

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated April 23, 2026.
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

Cheapest round-trip

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 5/26

10:25 pm-11:54 am

1 stop11h 29m

George Town Owen Roberts Intl

Fri 5/29

1:19 pm-11:27 pm

1 stop12h 08m

$395

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 5/26

6:45 pm-11:30 am

2 stops14h 45m

George Town Owen Roberts Intl

Fri 5/29

5:11 pm-10:07 am

2 stops18h 56m

$400

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 5/26

10:25 pm-11:54 am

1 stop11h 29m

George Town Owen Roberts Intl

Thu 6/4

1:19 pm-11:27 pm

1 stop12h 08m

$472

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sun 5/24

10:25 pm-11:54 am

1 stop11h 29m

George Town Owen Roberts Intl

Thu 6/4

1:19 pm-11:27 pm

1 stop12h 08m

$472

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Wed 6/3

10:25 pm-11:54 am

1 stop11h 29m

George Town Owen Roberts Intl

Thu 6/11

12:59 pm-11:00 pm

1 stop12h 01m

$489

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Wed 7/22

9:55 pm-11:50 am

1 stop11h 55m

George Town Owen Roberts Intl

Wed 7/29

12:45 pm-10:55 pm

2 stops12h 10m

$522

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sat 7/4

10:30 pm-11:34 am

1 stop11h 04m

George Town Owen Roberts Intl

Mon 7/13

12:56 pm-9:12 pm

1 stop10h 16m

$551

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Thu 6/4

6:35 am-12:30 pm

2 stops27h 55m

George Town Owen Roberts Intl

Thu 6/11

1:35 pm-7:50 pm

1 stop8h 15m

$597

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Mon 7/6

5:15 pm-12:30 pm

1 stop17h 15m

George Town Owen Roberts Intl

Mon 7/13

1:35 pm-7:50 pm

1 stop8h 15m

$609

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Thu 6/25

10:40 pm-11:50 am

2 stops11h 10m

George Town Owen Roberts Intl

Wed 7/1

12:45 pm-11:25 pm

2 stops12h 40m

$649

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/19

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

Best time to book a flight from San Diego to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from San Diego with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Diego to the Cayman Islands
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated April 23, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from San Diego to the Cayman Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.1

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Crew

8.1

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Crew

8.1

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from San Diego to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from San Diego to Cayman Islands?

    Located just 2.6 mi from the city center, San Diego (SAN) is the airport most travelers will use when flying to Cayman Islands from San Diego.

  • How long is the flight from San Diego to Cayman Islands?

    Airlines like Delta and American Airlines fly from San Diego to Cayman Islands in about 11h 29m. The time it takes to get you to your destination can typically vary by up to 3h 16m. The distance from San Diego to Cayman Islands is about 2395 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from San Diego to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on San Diego to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Diego to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Diego to Cayman Islands.

  • Can I find deals for business class flights from San Diego to Cayman Islands?

    Yes. Cheapflights offers flight deals from San Diego to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top 2 airlines flying from San Diego to Cayman Islands

Discover the top 2 airlines that operate flights from San Diego to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$485Average$626FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$568Average$669FlexibilityNo cancel feeOn-time69%

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