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Grand Cayman

$145+ Cheap flights from San Diego (SAN) to Grand Cayman

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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap flight deals from San Diego to Grand Cayman

Cheapest flights from San Diego to Grand Cayman
Explore the most affordable flight options available from San Diego to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2026.

This United Airlines deal was found by Cheapflights users on 2/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/1510:30 pm
SAN
-
GCM
1 stop12h 15m
United Airlines
Tue 3/244:45 pm
GCM
-
SAN
2 stops19h 37m
United Airlines
Deal found 2/21$400
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Sun 3/1510:30 pm
SAN
-
GCM
1 stop13h 05m
American Airlines
Tue 3/243:30 pm
GCM
-
SAN
1 stop9h 00m
American Airlines
Deal found 2/21$471
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:00 pm
SAN
-
GCM
1 stop17h 30m
United Airlines
Wed 4/81:35 pm
GCM
-
SAN
1 stop9h 51m
United Airlines
Deal found 2/19$505
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/169:05 pm
SAN
-
GCM
2 stops13h 51m
JetBlue
Thu 3/192:40 pm
GCM
-
SAN
1 stop31h 12m
JetBlue
Deal found 2/20$513
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2610:30 pm
SAN
-
GCM
1 stop11h 40m
Southwest
Sun 5/312:50 pm
GCM
-
SAN
1 stop9h 35m
Southwest
Deal found 2/22$530
This American Airlines deal was found by Cheapflights users on 2/22. 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 4/1412:53 pm
SAN
-
GCM
1 stop22h 17m
American Airlines
Sun 4/192:10 pm
GCM
-
SAN
2 stops20h 28m
American Airlines
Deal found 2/22$544
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/161:37 pm
SAN
-
GCM
1 stop19h 33m
American Airlines
Thu 3/197:45 am
GCM
-
SAN
1 stop17h 05m
American Airlines
Deal found 2/20$547
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:45 pm
SAN
-
GCM
1 stop11h 48m
American Airlines
Sat 4/253:13 pm
GCM
-
SAN
1 stop19h 02m
American Airlines
Deal found 2/20$555
This United Airlines deal was found by Cheapflights users on 2/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:40 pm
SAN
-
GCM
2 stops14h 50m
United Airlines
Sun 4/191:35 pm
GCM
-
SAN
1 stop8h 30m
United Airlines
Deal found 2/22$558

Find flight deals from San Diego to Grand Cayman

Keep the following information in mind while searching for San Diego to Grand Cayman flight deals. Data was last updated February 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$400
(United Airlines)

One-way from

$145
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$669
Provider with most accurate pricing for San Diego-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-George Town Owen Roberts Intl flights.
Search Deals
From San Diego to Grand Cayman
Search Deals
One-way flight from San Diego to Grand Cayman
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego to Grand Cayman 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 February 22, 2026.
Use the filters below to find and compare flights from San Diego to Grand Cayman that are best for you.

Fly from

San Diego

Fly to

Grand Cayman

Route

Depart

Return

Price

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sun 3/15

10:30 pm-12:45 pm

1 stop12h 15m

George Town Owen Roberts Intl

Tue 3/24

4:45 pm-10:22 am

2 stops19h 37m

$400

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sun 3/15

10:30 pm-1:35 pm

1 stop13h 05m

George Town Owen Roberts Intl

Tue 3/24

3:30 pm-10:30 pm

1 stop9h 00m

$471

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Wed 4/1

5:00 pm-12:30 pm

1 stop17h 30m

George Town Owen Roberts Intl

Wed 4/8

1:35 pm-9:26 pm

1 stop9h 51m

$505

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Mon 3/16

1:37 pm-11:10 am

1 stop19h 33m

George Town Owen Roberts Intl

Thu 3/19

7:45 am-10:50 pm

1 stop17h 05m

$547

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Wed 4/15

7:40 pm-12:30 pm

2 stops14h 50m

George Town Owen Roberts Intl

Sun 4/19

1:35 pm-8:05 pm

1 stop8h 30m

$558

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sat 4/18

7:20 pm-11:33 am

2 stops14h 13m

George Town Owen Roberts Intl

Sat 4/25

4:03 pm-8:15 am

2 stops18h 12m

$560

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sat 3/28

6:25 am-7:10 pm

1 stop10h 45m

George Town Owen Roberts Intl

Sun 3/29

5:05 pm-11:27 pm

2 stops32h 22m

$981

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sat 4/25

9:45 pm-11:31 am

1 stop11h 46m

$145

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Sat 4/25

7:15 am-11:35 am

3 stops26h 20m

$211

San DiegoGeorge Town

SAN - GCM

SANGCM

San Diego

Mon 6/15

9:40 pm-11:50 am

2 stops12h 10m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 15 results
1
2

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

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated February 22, 2026.
Read through reviews of airlines operating flights from San Diego to Grand Cayman, such as United Airlines and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,341 reviews

Overall

7.4

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Crew

8.1

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??
United Airlines
7.4
Good
9,341 reviews
United Airlines
7.4
Good
9,341 reviews

Overall

7.4

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Crew

8.1

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??
American Airlines
7.2
Good
11,338 reviews
United Airlines
7.4
Good
9,341 reviews

Overall

7.4

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Crew

8.1

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 Grand Cayman. 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 Grand Cayman?

    San Diego (SAN) is the airport you will fly out of if you book a flight from San Diego to Grand Cayman. It is only a 2.6 mi journey to San Diego (SAN) from San Diego’s city center.

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

    There are many flights that can get you from San Diego to Grand Cayman in 12h. Fly via United Airlines, American Airlines, or Southwest to get the fastest option. The distance between San Diego and Grand Cayman is about 2395 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Diego to Grand Cayman 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 Grand Cayman

Discover the top 2 airlines that operate flights from San Diego to Grand Cayman. 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 February 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$485Average$611FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$526Average$669FlexibilityNo cancel feeOn-time69%

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