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Cayman Islands

$531+ Cheap flights from San Diego (SAN) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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Cheap 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 25, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$531
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$572
Provider with most accurate pricing for San Diego-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for San Diego-George Town Owen Roberts Intl flights.
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From San Diego to Cayman Islands
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Highest demand for flights based on searches. 8% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find 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 25, 2025.

This American Airlines deal was found by Cheapflights users on 4/25. 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.
Fri 7/259:10 pmSAN - GCM
1 stop10h 45mAmerican Airlines
Sat 8/23:30 pmGCM - SAN
1 stop10h 39mAmerican Airlines
Deal found 4/25$531
This United Airlines deal was found by Cheapflights users on 4/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1310:00 amSAN - GCM
3 stops24h 30mUnited Airlines
Tue 5/201:35 pmGCM - SAN
2 stops12h 24mUnited Airlines
Deal found 4/25$664
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2510:45 pmSAN - GCM
1 stop13h 00mMultiple Airlines
Mon 5/266:05 pmGCM - SAN
2 stops41h 19mMultiple Airlines
Deal found 4/25$1,050

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 25, 2025.
Use the filters below to find and compare flights from San Diego to the Cayman Islands that are best for you.

Fly from

San Diego

Fly to

Cayman Islands

Route

Depart

Return

Price

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Fri 7/25

9:10 pm-9:55 am

1 stop10h 45m

George Town Owen Roberts Intl

Sat 8/2

3:30 pm-12:09 am

1 stop10h 39m

$531

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 5/13

10:00 am-12:30 pm

3 stops24h 30m

George Town Owen Roberts Intl

Tue 5/20

1:35 pm-11:59 pm

2 stops12h 24m

$664

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sun 5/25

10:45 pm-1:45 pm

1 stop13h 00m

George Town Owen Roberts Intl

Mon 5/26

6:05 pm-9:24 am

2 stops41h 19m

$1,050

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

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

What is the cheapest month to book a flight from San Diego to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from San Diego to Cayman Islands (average of $467). Flying from San Diego to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SAN to KY?

Find hourly flight availability from San Diego to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2025.

When flying from San Diego to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 25, 2025.
United Airlines
7.4
Good
8,685 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

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??
United Airlines
7.4
Good
8,685 reviews
United Airlines
7.4
Good
8,685 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

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??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,685 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

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.

  • 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.

  • What is the cheapest month to book a flight from San Diego to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from San Diego to Cayman Islands (average of $467). Flying from San Diego to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for San Diego to Cayman Islands

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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 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$458Average$589FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$468Average$609FlexibilityNo cancel feeOn-time71%

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