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San Jose

$315+ Cheap flights from Grand Cayman to San Jose, CA (SJC)

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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — SJC
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Grand Cayman to San Jose

Keep the following information in mind while searching for Grand Cayman to San Jose flight deals. Data was last updated January 15, 2026.

Round-trip from

$682
(American Airlines)

One-way from

$315
(Kiwi.com)
From Grand Cayman to San Jose
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One-way flight from Grand Cayman to San Jose
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Find flight deals from Grand Cayman to San Jose

Cheapest flights from Grand Cayman to San Jose
Explore the most affordable flight options available from Grand Cayman to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This American Airlines deal was found by Cheapflights users on 1/15. 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 2/143:45 pm
GCM
-
SJC
2 stops21h 26m
American Airlines
Sat 2/2112:52 pm
SJC
-
GCM
2 stops19h 58m
American Airlines
Deal found 1/15$559
This United Airlines deal was found by Cheapflights users on 1/15. 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.
Sat 2/145:30 pm
GCM
-
SJC
3 stops30h 35m
United Airlines
Sat 2/218:50 am
SJC
-
GCM
2 stops25h 55m
United Airlines
Deal found 1/15$564
This Delta deal was found by Cheapflights users on 1/15. 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.
Sat 2/1412:25 pm
GCM
-
SJC
1 stop11h 53m
Delta
Sat 2/2110:35 pm
SJC
-
GCM
1 stop10h 54m
Delta
Deal found 1/15$630
This American Airlines deal was found by Cheapflights users on 1/15. 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 2/214:25 pm
GCM
-
SJC
1 stop20h 46m
American Airlines
Thu 2/2611:01 am
SJC
-
GCM
1 stop25h 24m
American Airlines
Deal found 1/15$682
This United Airlines deal was found by Cheapflights users on 1/14. 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.
Sat 2/285:45 pm
GCM
-
SJC
2 stops54h 20m
United Airlines
Sat 3/73:49 pm
SJC
-
GCM
2 stops17h 56m
United Airlines
Deal found 1/14$753

Cheapflights Fare Finder

 
Customize your flight search to find flights from Grand Cayman to San Jose 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 January 15, 2026.
Use the filters below to find and compare flights from Grand Cayman to San Jose that are best for you.

Fly from

Grand Cayman

Fly to

San Jose

Route

Depart

Return

Price

George TownSan Jose

GCM - SJC

GCMSJC

George Town Owen Roberts Intl

Sat 2/14

3:45 pm-10:11 am

2 stops21h 26m

San Jose

Sat 2/21

12:52 pm-11:50 am

2 stops19h 58m

$559

George TownSan Jose

GCM - SJC

GCMSJC

George Town Owen Roberts Intl

Sat 2/14

5:30 pm-9:05 pm

3 stops30h 35m

San Jose

Sat 2/21

8:50 am-1:45 pm

2 stops25h 55m

$564

George TownSan Jose

GCM - SJC

GCMSJC

George Town Owen Roberts Intl

Sat 2/14

12:25 pm-9:18 pm

1 stop11h 53m

San Jose

Sat 2/21

10:35 pm-12:29 pm

1 stop10h 54m

$630

George TownSan Jose

GCM - SJC

GCMSJC

George Town Owen Roberts Intl

Sat 2/21

4:25 pm-10:11 am

1 stop20h 46m

San Jose

Thu 2/26

11:01 am-3:25 pm

1 stop25h 24m

$682

George TownSan Jose

GCM - SJC

GCMSJC

George Town Owen Roberts Intl

Sat 2/28

5:45 pm-9:05 pm

2 stops54h 20m

San Jose

Sat 3/7

3:49 pm-12:45 pm

2 stops17h 56m

$753

George TownSan Jose

GCM - SJC

GCMSJC

George Town Owen Roberts Intl

Sun 2/8

2:49 pm-9:42 am

2 stops21h 53m

$315

George TownSan Jose

GCM - SJC

GCMSJC

George Town Owen Roberts Intl

Sun 2/8

2:50 pm-8:53 am

1 stop21h 03m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

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

Have a flexible travel schedule? Discover the best time to fly to San Jose from Grand Cayman 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 Grand Cayman to San Jose
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 Grand Cayman to San Jose. 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 into for flights to San Jose from Grand Cayman?

    Most people fly into San Jose (SJC) if they book a flight to San Jose from Grand Cayman. San Jose is conveniently located just 2.9 mi from San Jose’s city center.

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

    For as low as $630, American Airlines can have you in San Jose, California from Grand Cayman in 11h 53m. Grand Cayman and San Jose, California are separated by a distance of 2735 mi. This flight may include one or multiple stops.

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

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

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

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

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

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