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Grand Cayman

$335+ Cheap flights from San Jose, CA (SJC) 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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
2月 18 — 2月 251
水 2/18
水 2/25
1 adult, Economy
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Cheap flight deals from San Jose to Grand Cayman

Keep the following information in mind while searching for San Jose to Grand Cayman flight deals. Data was last updated 1月 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$688
(United Airlines)

One-way from

$335
(United Airlines)
Provider with most accurate pricing for San Jose-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for San Jose-George Town Owen Roberts Intl flights.
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From San Jose to Grand Cayman
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One-way flight from San Jose to Grand Cayman
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Find flight deals from San Jose to Grand Cayman

Cheapest flights from San Jose to Grand Cayman
Explore the most affordable flight options available from San Jose to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 1月 19, 2026.

This American Airlines deal was found by Cheapflights users on 1/17. 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.
日 8/27:25 pm
SJC
-
GCM
2 stops15h 45m
American Airlines
日 8/912:10 pm
GCM
-
SJC
2 stops23h 08m
American Airlines
Deal found 1/17$583
This United Airlines deal was found by Cheapflights users on 1/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
水 3/43:55 pm
SJC
-
GCM
2 stops18h 20m
United Airlines
水 3/111:50 pm
GCM
-
SJC
1 stop11h 09m
United Airlines
Deal found 1/18$688
This Delta deal was found by Cheapflights users on 1/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
木 4/3010:45 pm
SJC
-
GCM
1 stop10h 39m
Delta
火 5/512:45 pm
GCM
-
SJC
2 stops13h 06m
Delta
Deal found 1/18$689
This United Airlines deal was found by Cheapflights users on 1/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
木 4/306:19 pm
SJC
-
GCM
2 stops16h 11m
United Airlines
火 5/51:35 pm
GCM
-
SJC
2 stops25h 53m
United Airlines
Deal found 1/18$728
This Delta deal was found by Cheapflights users on 1/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
水 5/2710:20 pm
SJC
-
GCM
1 stop11h 34m
Delta
月 6/11:19 pm
GCM
-
SJC
1 stop11h 34m
Delta
Deal found 1/18$823
This Delta deal was found by Cheapflights users on 1/17. 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.
日 8/210:20 pm
SJC
-
GCM
1 stop11h 06m
Delta
日 8/912:40 pm
GCM
-
SJC
1 stop12h 01m
Delta
Deal found 1/17$862
This United Airlines deal was found by Cheapflights users on 1/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
木 6/181:00 pm
SJC
-
GCM
1 stop21h 30m
United Airlines
土 6/274:45 pm
GCM
-
SJC
2 stops31h 51m
United Airlines
Deal found 1/18$935
This United Airlines deal was found by Cheapflights users on 1/17. 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.
火 1/204:00 pm
SJC
-
GCM
2 stops18h 15m
United Airlines
木 1/222:50 pm
GCM
-
SJC
2 stops25h 49m
United Airlines
Deal found 1/17$1,008

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 1月 19, 2026.
Use the filters below to find and compare flights from San Jose to Grand Cayman that are best for you.

Fly from

San Jose

Fly to

Grand Cayman

Route

Depart

Return

Price

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

水 3/4

3:55 pm-1:15 pm

2 stops18h 20m

George Town Owen Roberts Intl

水 3/11

1:50 pm-10:59 pm

1 stop11h 09m

$688

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

木 4/30

6:19 pm-12:30 pm

2 stops16h 11m

George Town Owen Roberts Intl

火 5/5

1:35 pm-1:28 pm

2 stops25h 53m

$728

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

水 5/27

10:20 pm-11:54 am

1 stop11h 34m

George Town Owen Roberts Intl

月 6/1

1:19 pm-10:53 pm

1 stop11h 34m

$823

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

木 4/30

10:45 pm-11:24 am

1 stop10h 39m

George Town Owen Roberts Intl

火 5/5

12:45 pm-9:34 pm

1 stop10h 49m

$851

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

木 6/18

1:00 pm-12:30 pm

1 stop21h 30m

George Town Owen Roberts Intl

土 6/27

4:45 pm-10:36 pm

2 stops31h 51m

$935

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

木 6/18

10:20 pm-11:25 am

1 stop11h 05m

George Town Owen Roberts Intl

土 6/27

1:10 pm-10:53 pm

1 stop11h 43m

$1,151

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

日 3/15

3:49 pm-3:30 pm

2 stops21h 41m

$335

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

日 3/15

6:00 am-4:50 pm

3 stops56h 50m

$5,186

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

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

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman

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

Currently, February is the cheapest month in which you can book a flight from San Jose, California to Grand Cayman (average of $408). Flying from San Jose, California to Grand Cayman 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 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 Jose to Grand Cayman?

    Located just 2.9 mi from the city center, San Jose (SJC) is the airport most travelers will use when flying to Grand Cayman from San Jose.

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

    For as low as $823, United Airlines can have you in Grand Cayman from San Jose, California in 11h 34m. The distance between San Jose, California and Grand Cayman is about 2735 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

    Yes. Cheapflights offers flight deals from San Jose 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.

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

    Currently, February is the cheapest month in which you can book a flight from San Jose, California to Grand Cayman (average of $408). Flying from San Jose, California to Grand Cayman 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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