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Cayman Islands

$496+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
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 septiembre 11, 2025.

Round-trip from

$496
(American Airlines)

Popular in

March

Cheapest in

February

Average price

$550
From San Diego to Cayman Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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 septiembre 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/9. 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.
lun. 12/11:44 pmSAN - GCM
1 stop19h 13mAmerican Airlines
sáb. 12/61:25 pmGCM - SAN
1 stop12h 35mAmerican Airlines
Deal found 9/9$496
This United Airlines deal was found by Cheapflights users on 9/11. 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.
lun. 12/110:30 pmSAN - GCM
2 stops15h 00mUnited Airlines
lun. 12/85:45 pmGCM - SAN
2 stops19h 55mUnited Airlines
Deal found 9/11$500
This American Airlines deal was found by Cheapflights users on 9/11. 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.
dom. 10/267:36 pmSAN - GCM
2 stops13h 49mAmerican Airlines
dom. 11/212:55 pmGCM - SAN
1 stop11h 09mAmerican Airlines
Deal found 9/11$505
This American Airlines deal was found by Cheapflights users on 9/9. 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.
mar. 12/27:30 pmSAN - GCM
2 stops13h 31mAmerican Airlines
lun. 12/88:45 amGCM - SAN
2 stops16h 36mAmerican Airlines
Deal found 9/9$557
This United Airlines deal was found by Cheapflights users on 9/11. 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.
jue. 12/184:10 pmSAN - GCM
2 stops21h 25mUnited Airlines
mié. 12/242:25 pmGCM - SAN
2 stops22h 14mUnited Airlines
Deal found 9/11$610
This American Airlines deal was found by Cheapflights users on 9/11. 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.
jue. 12/1810:01 pmSAN - GCM
1 stop13h 20mAmerican Airlines
mié. 12/247:30 amGCM - SAN
1 stop18h 25mAmerican Airlines
Deal found 9/11$655
This Mytrip deal was found by Cheapflights users on 9/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/268:10 amSAN - GCM
2 stops26h 34mMultiple Airlines
dom. 11/22:50 pmGCM - SAN
3 stops23h 55mMultiple Airlines
Deal found 9/11$840
This Mytrip deal was found by Cheapflights users on 9/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/2610:00 amSAN - GCM
3 stops24h 44mWestJet
dom. 11/22:50 pmGCM - SAN
3 stops23h 55mWestJet
Deal found 9/11$1,036

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 septiembre 11, 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

dom. 1/11

8:37 pm-1:45 pm

2 stops14h 08m

George Town Owen Roberts Intl

dom. 1/18

2:50 pm-10:33 pm

1 stop10h 43m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

lun. 12/1

1:44 pm-11:57 am

1 stop19h 13m

George Town Owen Roberts Intl

sáb. 12/6

1:25 pm-11:00 pm

1 stop12h 35m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

dom. 10/26

9:48 pm-11:35 am

1 stop11h 47m

George Town Owen Roberts Intl

dom. 11/2

2:00 pm-11:14 pm

1 stop12h 14m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

mié. 12/3

10:35 pm-12:10 pm

1 stop10h 35m

George Town Owen Roberts Intl

lun. 12/8

8:45 am-11:00 pm

1 stop17h 15m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

lun. 12/1

10:30 pm-4:30 pm

2 stops15h 00m

George Town Owen Roberts Intl

lun. 12/8

5:45 pm-10:40 am

2 stops19h 55m

$500

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

mar. 12/2

6:46 am-8:28 pm

2 stops10h 42m

George Town Owen Roberts Intl

lun. 12/8

1:25 pm-11:00 pm

1 stop12h 35m

$500

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

lun. 12/1

10:30 pm-4:30 pm

2 stops15h 00m

George Town Owen Roberts Intl

sáb. 12/6

5:45 pm-9:40 am

2 stops18h 55m

$500

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

dom. 10/26

10:30 pm-3:30 pm

2 stops15h 00m

George Town Owen Roberts Intl

dom. 11/2

5:45 pm-10:21 am

2 stops19h 36m

$500

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

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 septiembre 11, 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 septiembre 11, 2025.
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.
United Airlines
7.4
Good
8,937 reviews

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

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
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

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
8,937 reviews

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

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 United Airlines, American Airlines, and Delta fly from San Diego to Cayman Islands in about 11h 47m. The time it takes to get you to your destination can typically vary by up to 7h 26m. 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.

  • 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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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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$468Average$609FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$526Average$669FlexibilityNo cancel feeOn-time69%

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