Cayman Islands

$212+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
Jan 13 — Jan 201
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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 December 14, 2025.

This United Airlines deal was found by Cheapflights users on 12/13. 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 12/218:45 pmSAN - GCM
2 stops16h 15mUnited Airlines
Mon 12/295:45 pmGCM - SAN
2 stops18h 54mUnited Airlines
Deal found 12/13$707
This Delta deal was found by Cheapflights users on 12/13. 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 12/2110:30 pmSAN - GCM
1 stop12h 57mDelta
Mon 12/291:52 pmGCM - SAN
1 stop10h 08mDelta
Deal found 12/13$740
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/149:54 pmSAN - GCM
1 stop11h 05mAmerican Airlines
Wed 12/2412:55 pmGCM - SAN
1 stop11h 07mAmerican Airlines
Deal found 12/14$798
This American Airlines deal was found by Cheapflights users on 12/12. 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 12/1810:30 pmSAN - GCM
1 stop18h 48mAmerican Airlines
Wed 12/2412:55 pmGCM - SAN
1 stop11h 07mAmerican Airlines
Deal found 12/12$873
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/148:00 pmSAN - GCM
2 stops17h 30mUnited Airlines
Wed 12/245:45 pmGCM - SAN
3 stops24h 13mUnited Airlines
Deal found 12/14$913
This United Airlines deal was found by Cheapflights users on 12/12. 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 12/1811:12 amSAN - GCM
2 stops25h 48mUnited Airlines
Wed 12/245:45 pmGCM - SAN
3 stops24h 13mUnited Airlines
Deal found 12/12$1,029

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 December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$464
(United Airlines)

One-way from

$212
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$667
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. 15% potential increase in price ($114 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 December 14, 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

Thu 4/16

10:25 pm-12:45 pm

1 stop12h 20m

George Town Owen Roberts Intl

Thu 4/23

1:35 pm-9:25 pm

1 stop9h 50m

$464

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 3/3

10:30 pm-1:15 pm

1 stop11h 45m

George Town Owen Roberts Intl

Thu 3/5

2:50 pm-10:40 pm

1 stop10h 50m

$574

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Tue 4/21

7:44 pm-12:45 pm

2 stops15h 01m

George Town Owen Roberts Intl

Thu 4/23

1:35 pm-9:25 pm

1 stop9h 50m

$574

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sat 4/4

2:18 pm-2:25 pm

1 stop22h 07m

$212

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sat 4/4

7:00 pm-12:30 pm

2 stops15h 30m

$257

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sat 4/4

5:30 pm-12:44 pm

3 stops41h 14m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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 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 December 14, 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 December 14, 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.

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Entertainment

7.1

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??

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Entertainment

7.1

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??

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Entertainment

7.1

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 fly from San Diego to Cayman Islands in about 12h 20m. The time it takes to get you to your destination can typically vary by up to . The distance from San Diego to Cayman Islands is about 2395 mi.

  • 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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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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$468Average$607FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$526Average$669FlexibilityNo cancel feeOn-time69%

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