Cayman Islands

$467+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
Nov 29 — Dec 61
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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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$488
(Delta)

One-way from

$467
(United Airlines)

Popular in

October

Cheapest in

September

Average price

$956
Provider with most accurate pricing for San Diego-George Town Owen Roberts Intl flight deals.
Provider most trusted by Cheapflights users for San Diego-George Town Owen Roberts Intl flights.
From San Diego to Cayman Islands
One-way flight from San Diego to Cayman Islands
Highest demand for flights based on searches. 3% potential increase in price ($25 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
Average for round-trip flights in October 2025

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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 12/210:23 pmSAN - GCM
1 stop10h 42mAmerican Airlines
Mon 12/83:45 pmGCM - SAN
1 stop10h 15mAmerican Airlines
Deal found 10/30$496
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 11/169:54 pmSAN - GCM
1 stop11h 02mAmerican Airlines
Sat 11/2212:55 pmGCM - SAN
1 stop11h 09mAmerican Airlines
Deal found 10/28$580
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/182:23 pmSAN - GCM
1 stop22h 02mAmerican Airlines
Wed 12/247:30 amGCM - SAN
1 stop18h 25mAmerican Airlines
Deal found 10/28$584
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 11/1610:30 pmSAN - GCM
2 stops15h 00mUnited Airlines
Sat 11/225:45 pmGCM - SAN
2 stops18h 29mUnited Airlines
Deal found 10/28$585
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/1210:23 pmSAN - GCM
1 stop10h 06mAmerican Airlines
Fri 12/194:30 pmGCM - SAN
1 stop19h 03mAmerican Airlines
Deal found 10/28$586
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Wed 12/35:08 pmSAN - GCM
2 stops20h 22mUnited Airlines
Mon 12/85:45 pmGCM - SAN
3 stops24h 17mUnited Airlines
Deal found 10/30$611
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Thu 12/1811:00 amSAN - GCM
2 stops26h 00mUnited Airlines
Wed 12/245:10 pmGCM - SAN
2 stops29h 47mUnited Airlines
Deal found 10/29$668
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/810:35 pmSAN - GCM
1 stop10h 38mAmerican Airlines
Tue 11/119:00 amGCM - SAN
1 stop17h 07mAmerican Airlines
Deal found 10/27$702

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 October 30, 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

Tue 3/3

10:40 pm-12:35 pm

1 stop10h 55m

George Town Owen Roberts Intl

Mon 3/9

1:00 pm-11:11 pm

1 stop12h 11m

$488

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 3/3

10:40 pm-12:35 pm

1 stop10h 55m

George Town Owen Roberts Intl

Tue 3/10

1:00 pm-11:11 pm

1 stop12h 11m

$488

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Wed 3/4

7:50 pm-1:45 pm

2 stops14h 55m

George Town Owen Roberts Intl

Wed 3/11

1:50 pm-10:40 pm

1 stop10h 50m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 12/2

10:15 pm-12:24 pm

1 stop11h 09m

George Town Owen Roberts Intl

Mon 12/8

12:50 pm-7:43 pm

1 stop9h 53m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Wed 1/7

4:00 pm-1:15 pm

2 stops18h 15m

George Town Owen Roberts Intl

Fri 1/16

2:50 pm-10:33 pm

1 stop10h 43m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Wed 1/7

10:30 pm-12:40 pm

1 stop11h 10m

George Town Owen Roberts Intl

Fri 1/16

2:05 pm-10:47 pm

1 stop11h 42m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Wed 12/3

10:30 pm-12:35 pm

1 stop11h 05m

George Town Owen Roberts Intl

Mon 12/8

1:50 pm-11:35 pm

1 stop12h 45m

$496

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Fri 12/12

5:23 pm-4:35 pm

2 stops20h 12m

$467

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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 $456). Flying from San Diego to Cayman Islands in October is currently the most expensive (average of $807). 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 October 30, 2025.

When flying from San Diego to Cayman Islands, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 8% versus a flight in the afternoon.

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 October 30, 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.

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Boarding

7.7

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??

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Boarding

7.7

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??

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Boarding

7.7

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 Delta and United Airlines fly from San Diego to Cayman Islands in about 10h 55m. The time it takes to get you to your destination can typically vary by up to 5h 40m. 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 $456). Flying from San Diego to Cayman Islands in October is currently the most expensive (average of $807). 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

See prices for flight routes from nearby airports that may be better suited for you.

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$465Average$587FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$526Average$662FlexibilityNo cancel feeOn-time69%

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