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Cayman Islands

$552+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from San Jose to Cayman Islands

Best flights from San Jose to Cayman Islands
Discover carefully curated flight deals from San Jose to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 28, 2025.

This Delta deal was found by Cheapflights users on 12/26. 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.
Tue 3/1010:45 pmSJC - GCM
1 stop11h 02mDelta
Thu 3/191:12 pmGCM - SJC
1 stop10h 21mDelta
Deal found 12/26$552
This American Airlines deal was found by Cheapflights users on 12/28. 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.
Tue 1/206:00 amSJC - GCM
2 stops11h 20mAmerican Airlines
Thu 1/228:50 amGCM - SJC
2 stops16h 59mAmerican Airlines
Deal found 12/28$557
This Delta deal was found by Cheapflights users on 12/26. 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.
Mon 3/910:45 pmSJC - GCM
1 stop11h 02mDelta
Thu 3/191:12 pmGCM - SJC
1 stop10h 21mDelta
Deal found 12/26$552
This Delta deal was found by Cheapflights users on 12/26. 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.
Tue 3/1010:45 pmSJC - GCM
1 stop11h 02mDelta
Mon 3/161:12 pmGCM - SJC
1 stop10h 21mDelta
Deal found 12/26$552
This Delta deal was found by Cheapflights users on 12/26. 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.
Tue 3/1010:45 pmSJC - GCM
1 stop11h 02mDelta
Wed 3/181:12 pmGCM - SJC
1 stop10h 21mDelta
Deal found 12/26$552
This Delta deal was found by Cheapflights users on 12/26. 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.
Mon 3/910:45 pmSJC - GCM
1 stop11h 02mDelta
Tue 3/171:12 pmGCM - SJC
1 stop10h 21mDelta
Deal found 12/26$552
This Delta deal was found by Cheapflights users on 12/26. 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 3/133:37 pmSJC - GCM
2 stops16h 08mDelta
Mon 3/161:12 pmGCM - SJC
2 stops21h 04mDelta
Deal found 12/26$557
This Delta deal was found by Cheapflights users on 12/26. 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.
Tue 3/103:37 pmSJC - GCM
2 stops18h 10mDelta
Tue 3/171:12 pmGCM - SJC
1 stop10h 21mDelta
Deal found 12/26$557
This Delta deal was found by Cheapflights users on 12/26. 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.
Mon 3/96:25 pmSJC - GCM
2 stops15h 22mDelta
Wed 3/181:12 pmGCM - SJC
2 stops21h 36mDelta
Deal found 12/26$557
This Delta deal was found by Cheapflights users on 12/26. 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.
Mon 3/94:50 pmSJC - GCM
2 stops16h 57mDelta
Sat 3/142:30 pmGCM - SJC
2 stops19h 46mDelta
Deal found 12/26$557

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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$552
(Delta)
Provider with most accurate pricing for San Jose-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-George Town Owen Roberts Intl flights.
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From San Jose to Cayman Islands
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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 December 28, 2025.
Use the filters below to find and compare flights from San Jose to the Cayman Islands that are best for you.

Fly from

San Jose

Fly to

Cayman Islands

Route

Depart

Return

Price

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 3/10

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Thu 3/19

1:12 pm-9:33 pm

1 stop10h 21m

$552

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 3/9

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Thu 3/19

1:12 pm-9:33 pm

1 stop10h 21m

$552

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 3/10

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Mon 3/16

1:12 pm-9:33 pm

1 stop10h 21m

$552

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 3/10

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Wed 3/18

1:12 pm-9:33 pm

1 stop10h 21m

$552

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 3/9

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Tue 3/17

1:12 pm-9:33 pm

1 stop10h 21m

$552

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 1/20

6:00 am-8:20 pm

2 stops11h 20m

George Town Owen Roberts Intl

Thu 1/22

8:50 am-10:49 pm

2 stops16h 59m

$557

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 3/13

3:37 pm-9:45 am

2 stops16h 08m

George Town Owen Roberts Intl

Mon 3/16

1:12 pm-8:16 am

2 stops21h 04m

$557

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 3/10

3:37 pm-11:47 am

2 stops18h 10m

George Town Owen Roberts Intl

Tue 3/17

1:12 pm-9:33 pm

1 stop10h 21m

$557

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 3/9

6:25 pm-11:47 am

2 stops15h 22m

George Town Owen Roberts Intl

Wed 3/18

1:12 pm-8:48 am

2 stops21h 36m

$557

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 3/9

4:50 pm-11:47 am

2 stops16h 57m

George Town Owen Roberts Intl

Sat 3/14

2:30 pm-8:16 am

2 stops19h 46m

$557

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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

What is the cheapest month to book a flight from San Jose, California to Cayman Islands?

Currently, February is the cheapest month in which you can book a flight from San Jose, California to Cayman Islands (average of $409). Flying from San Jose, California to Cayman Islands in August is currently the most expensive (average of $553). 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.

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 $552, Delta can have you in Cayman Islands from San Jose, California in 11h 02m. Airlines will cover a distance of 2735 mi.

  • 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.

  • What is the cheapest month to book a flight from San Jose, California to Cayman Islands?

    Currently, February is the cheapest month in which you can book a flight from San Jose, California to Cayman Islands (average of $409). Flying from San Jose, California to Cayman Islands in August is currently the most expensive (average of $553). 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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