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Cayman Islands

$357+ Cheap flights from San Jose, CA (SJC) 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Sep 6 — Sep 131
Sun 9/6
Sun 9/13
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 August 7, 2026.

This American Airlines deal was found by Cheapflights users on 8/4. 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 9/1912:02 pm -
2 stops21h 28m
Sat 9/2612:36 pm -
2 stops24h 17m
Deal found 8/4$582
This Delta deal was found by Cheapflights users on 8/6. 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 12/2910:20 pm -
1 stop11h 20m
Fri 1/82:05 pm -
1 stop9h 53m
Deal found 8/6$722
This American Airlines deal was found by Cheapflights users on 8/3. 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 12/297:17 pm -
2 stops13h 40m
Fri 1/83:40 pm -
2 stops22h 17m
Deal found 8/3$782
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Fri 8/142:30 pm -
2 stops20h 40m
Sat 8/223:17 pm -
1 stop9h 15m
Deal found 8/5$822
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:39 am -
2 stops28h 21m
Sat 9/264:00 pm -
1 stop29h 53m
Deal found 8/4$890
This Delta deal was found by Cheapflights users on 8/5. 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 9/24:30 pm -
2 stops17h 09m
Fri 9/41:04 pm -
2 stops12h 40m
Deal found 8/5$899
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:23 pm -
1 stop17h 37m
Sat 8/224:00 pm -
1 stop29h 19m
Deal found 8/5$1,453
This Delta deal was found by Cheapflights users on 8/7. 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 11/2210:30 pm -
1 stop10h 55m
Mon 11/301:50 pm -
1 stop11h 18m
Deal found 8/7$1,979

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 August 7, 2026.

Round-trip from

$582
(American Airlines)

One-way from

$357
(United Airlines)
From San Jose to Cayman Islands
Search Deals
One-way flight 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 August 7, 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

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Sat 9/19

12:02 pm-11:30 am

2 stops21h 28m

George Town Owen Roberts Intl

Sat 9/26

12:36 pm-10:53 am

2 stops24h 17m

$582

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Thu 10/22

12:59 pm-11:00 am

2 stops20h 01m

George Town Owen Roberts Intl

Fri 10/30

8:00 am-10:43 pm

2 stops16h 43m

$582

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Mon 2/1

6:30 am-1:15 pm

2 stops27h 45m

George Town Owen Roberts Intl

Wed 2/3

2:55 pm-10:36 pm

1 stop10h 41m

$702
Quickest round-trip

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Tue 12/29

10:20 pm-12:40 pm

1 stop11h 20m

George Town Owen Roberts Intl

Fri 1/8

2:05 pm-8:58 pm

1 stop9h 53m

$722
Cheapest one-way
Quickest one-way

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Fri 1/1

2:19 pm-4:20 pm

2 stops23h 01m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/7

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 $582, American Airlines can have you in Cayman Islands from San Jose, California in 21h 28m. 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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