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Cayman Islands

$627+ Cheap flights from San Jose, CA (SJC) 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Jun 22 — Jun 291
Mon 6/22
Mon 6/29
1 adult, Economy
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Cheap flight deals from San Jose to Cayman Islands

Cheapest flights from San Jose to Cayman Islands
Explore the most affordable flight options available from San Jose to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2026.

This Delta deal was found by Cheapflights users on 5/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2010:20 pm
SJC
-
GCM
1 stop11h 20m
Delta
Sat 9/2612:55 pm
GCM
-
SJC
1 stop11h 46m
Delta
Deal found 5/19$627
This Delta deal was found by Cheapflights users on 5/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:20 pm
SJC
-
GCM
1 stop11h 20m
Delta
Mon 9/2812:55 pm
GCM
-
SJC
1 stop11h 46m
Delta
Deal found 5/21$677
This American Airlines deal was found by Cheapflights users on 5/23. 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 6/182:35 pm
SJC
-
GCM
2 stops18h 55m
American Airlines
Sat 6/2711:22 am
GCM
-
SJC
1 stop13h 50m
American Airlines
Deal found 5/23$682
This American Airlines deal was found by Cheapflights users on 5/18. 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 7/252:23 pm
SJC
-
GCM
2 stops19h 02m
American Airlines
Tue 8/42:41 pm
GCM
-
SJC
1 stop22h 07m
American Airlines
Deal found 5/18$697
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Sun 6/2112:38 pm
SJC
-
GCM
2 stops20h 23m
American Airlines
Sun 6/285:12 pm
GCM
-
SJC
2 stops22h 29m
American Airlines
Deal found 5/22$700
This Faresmojo deal was found by Cheapflights users on 5/22. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/2110:00 pm
SJC
-
GCM
1 stop11h 34m
JetBlue
Sun 6/2812:59 pm
GCM
-
SJC
1 stop11h 58m
JetBlue
Deal found 5/22$708
This Delta deal was found by Cheapflights users on 5/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:20 pm
SJC
-
GCM
1 stop11h 20m
Delta
Sun 9/2712:55 pm
GCM
-
SJC
1 stop11h 46m
Delta
Deal found 5/21$722
This Delta deal was found by Cheapflights users on 5/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/34:59 pm
SJC
-
GCM
2 stops16h 55m
Delta
Wed 6/1012:59 pm
GCM
-
SJC
2 stops25h 06m
Delta
Deal found 5/20$727
This American Airlines deal was found by Cheapflights users on 5/21. 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.
Thu 9/247:13 pm
SJC
-
GCM
2 stops13h 57m
American Airlines
Tue 9/291:20 pm
GCM
-
SJC
2 stops10h 55m
American Airlines
Deal found 5/21$752
This Southwest deal was found by Cheapflights users on 5/22. 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.
Fri 6/199:40 pm
SJC
-
GCM
1 stop10h 50m
Southwest
Fri 6/2612:50 pm
GCM
-
SJC
2 stops22h 35m
Southwest
Deal found 5/22$757

Find flight deals from San Jose to Cayman Islands

Keep the following information in mind while searching for San Jose to Cayman Islands flight deals. Data was last updated May 23, 2026.

Round-trip from

$627
(Delta)
From San Jose to Cayman Islands
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 May 23, 2026.
Use the filters below to find and compare flights from San Jose to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 9/20

10:10 pm-11:40 am

1 stop11h 30m

George Town Owen Roberts Intl

Sat 9/26

12:55 pm-9:49 pm

1 stop10h 54m

$627

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 9/20

7:13 pm-10:50 am

2 stops13h 37m

George Town Owen Roberts Intl

Sat 9/26

1:20 pm-1:39 pm

2 stops26h 19m

$632

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 9/25

10:20 pm-11:40 am

1 stop11h 20m

George Town Owen Roberts Intl

Mon 9/28

12:55 pm-10:41 pm

1 stop11h 46m

$677

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 6/19

7:40 pm-12:10 pm

2 stops14h 30m

George Town Owen Roberts Intl

Fri 6/26

12:50 pm-9:25 am

2 stops22h 35m

$682

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 6/19

7:24 pm-3:07 pm

2 stops17h 43m

George Town Owen Roberts Intl

Mon 6/29

5:12 pm-10:55 am

2 stops19h 43m

$682

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 7/25

2:23 pm-11:00 am

2 stops18h 37m

George Town Owen Roberts Intl

Tue 8/4

5:10 pm-11:57 am

2 stops20h 47m

$682

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 9/24

5:05 pm-11:40 am

2 stops16h 35m

George Town Owen Roberts Intl

Mon 9/28

12:55 pm-10:41 pm

1 stop11h 46m

$682

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 7/11

2:26 pm-11:25 am

2 stops18h 59m

George Town Owen Roberts Intl

Sat 7/18

4:07 pm-10:50 am

2 stops20h 43m

$682

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 9/26

3:45 pm-11:40 am

2 stops17h 55m

George Town Owen Roberts Intl

Mon 9/28

12:55 pm-10:41 pm

1 stop11h 46m

$682

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 6/21

10:00 pm-11:34 am

1 stop11h 34m

George Town Owen Roberts Intl

Sun 6/28

12:59 pm-10:57 pm

1 stop11h 58m

$708

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

Sorted by cheapest first

Best time to book a flight from San Jose to Cayman Islands

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

Related info for your journey

Find useful and relevant information for your journey from San Jose 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 Jose to Cayman Islands?

    For a flight from San Jose to Cayman Islands, you will be flying from San Jose. San Jose (SJC) is just 2.9 mi from the center of the city.

  • How long is the flight from San Jose, California to Cayman Islands?

    For as low as $627, Delta can have you in Cayman Islands from San Jose, California in 11h 30m. Airlines will cover a distance of 2735 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

  • How can I find direct flights from San Jose 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 Jose to Cayman Islands.

  • Can I find deals for business class flights from San Jose to Cayman Islands?

    Yes. Cheapflights offers flight deals from San Jose 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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