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Cheap flights from San Jose, California to the Cayman Islands from $517

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose, California to the Cayman Islands departing on 1/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from San Jose, California to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
4:00 pm - 1:45 pm
SJC
-
GCM
18h 45m2 stops
United Airlines Logo
2:50 pm - 1:39 pm
GCM
-
SJC
25h 49m2 stops
$517United Airlines
Thu, Jan 15 - Thu, Jan 22
United Airlines Logo
3:55 pm - 1:15 pm
SJC
-
GCM
18h 20m2 stops
United Airlines Logo
2:50 pm - 1:41 pm
GCM
-
SJC
49h 51m2 stops
$597United Airlines
Mon, Feb 23 - Thu, Feb 26
Delta Logo
7:45 pm - 12:36 pm
SJC
-
GCM
13h 51m2 stops
Delta Logo
2:05 pm - 8:32 am
GCM
-
SJC
21h 27m2 stops
$813Delta
Mon, Dec 29 - Wed, Jan 7
Delta Logo
5:40 pm - 2:27 pm
SJC
-
GCM
17h 47m2 stops
Delta Logo
2:05 pm - 10:12 pm
GCM
-
SJC
35h 07m2 stops
$906Delta
Mon, Dec 29 - Tue, Jan 6
Delta Logo
10:55 pm - 12:36 pm
SJC
-
GCM
10h 41m1 stop
Delta Logo
2:05 pm - 9:20 pm
GCM
-
SJC
10h 15m1 stop
$943Delta
Sun, Dec 28 - Wed, Jan 7
Delta Logo
9:50 am - 12:36 pm
SJC
-
GCM
23h 46m2 stops
Delta Logo
2:05 pm - 10:12 pm
GCM
-
SJC
35h 07m2 stops
$946Delta
Sun, Dec 28 - Tue, Jan 6
Delta Logo
10:55 pm - 12:36 pm
SJC
-
GCM
10h 41m1 stop
Delta Logo
3:42 pm - 4:59 pm
GCM
-
SJC
28h 17m2 stops
$966Delta
Mon, Dec 29 - Thu, Jan 1
Delta Logo
10:55 pm - 12:36 pm
SJC
-
GCM
10h 41m1 stop
Delta Logo
2:05 pm - 12:56 pm
GCM
-
SJC
25h 51m1 stop
$997Delta
Mon, Dec 29 - Tue, Jan 6
Delta Logo
9:05 am - 2:27 pm
SJC
-
GCM
26h 22m2 stops
Delta Logo
2:05 pm - 12:56 pm
GCM
-
SJC
25h 51m1 stop
$1,002Delta
Wed, Dec 31 - Wed, Jan 7
Delta Logo
10:55 pm - 12:36 pm
SJC
-
GCM
10h 41m1 stop
Delta Logo
1:52 pm - 6:35 pm
GCM
-
SJC
31h 43m2 stops
$1,006Delta
Sun, Dec 28 - Thu, Jan 1

United Airlines flights from San Jose, California to Cayman Islands

Our best United Airlines deals on San Jose, California to Cayman Islands flight tickets
United Airlines
Jan 15
SJC4:00 pmSan Jose
18h 45m
2 stops
GCM1:45 pmGeorge Town Owen Roberts Intl
Jan 22
GCM2:50 pmGeorge Town Owen Roberts Intl
25h 49m
2 stops
SJC1:39 pmSan Jose
$517
Find similar
United Airlines
Feb 23
SJC3:55 pmSan Jose
18h 20m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Feb 26
GCM2:50 pmGeorge Town Owen Roberts Intl
49h 51m
2 stops
SJC1:41 pmSan Jose
$597
Find similar
United Airlines
Dec 19
SJC2:29 pmSan Jose
22h 51m
2 stops
GCM4:20 pmGeorge Town Owen Roberts Intl
Dec 29
GCM5:10 pmGeorge Town Owen Roberts Intl
23h 23m
2 stops
SJC1:33 pmSan Jose
$941
Find similar

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Dec 23
SJC10:55 pmSan Jose
10h 41m
1 stop
GCM12:36 pmGeorge Town Owen Roberts Intl
Dec 28
GCM1:52 pmGeorge Town Owen Roberts Intl
10h 42m
1 stop
SJC9:34 pmSan Jose
$806
Find similar
Delta
Dec 23
SJC4:47 pmSan Jose
18h 40m
2 stops
GCM2:27 pmGeorge Town Owen Roberts Intl
Dec 28
GCM1:52 pmGeorge Town Owen Roberts Intl
10h 42m
1 stop
SJC9:34 pmSan Jose
$811
Find similar
Delta
Dec 29
SJC7:45 pmSan Jose
13h 51m
2 stops
GCM12:36 pmGeorge Town Owen Roberts Intl
Jan 7
GCM2:05 pmGeorge Town Owen Roberts Intl
21h 27m
2 stops
SJC8:32 amSan Jose
$813
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California 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, momondo users made 832,500 searches. Data last updated December 17, 2025.
Use the filters below to find and compare flights from San Jose, California to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 1/15

4:00 pm-1:45 pm

2 stops18h 45m

George Town Owen Roberts Intl

Thu 1/22

2:50 pm-1:39 pm

2 stops25h 49m

$517

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 2/23

3:55 pm-1:15 pm

2 stops18h 20m

George Town Owen Roberts Intl

Thu 2/26

2:50 pm-1:41 pm

2 stops49h 51m

$597

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 12/29

7:45 pm-12:36 pm

2 stops13h 51m

George Town Owen Roberts Intl

Wed 1/7

2:05 pm-8:32 am

2 stops21h 27m

$813

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 12/29

5:40 pm-2:27 pm

2 stops17h 47m

George Town Owen Roberts Intl

Tue 1/6

2:05 pm-10:12 pm

2 stops35h 07m

$906

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 12/28

10:55 pm-12:36 pm

1 stop10h 41m

George Town Owen Roberts Intl

Wed 1/7

2:05 pm-9:20 pm

1 stop10h 15m

$943

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 12/28

9:50 am-12:36 pm

2 stops23h 46m

George Town Owen Roberts Intl

Tue 1/6

2:05 pm-10:12 pm

2 stops35h 07m

$946

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 12/29

10:55 pm-12:36 pm

1 stop10h 41m

George Town Owen Roberts Intl

Thu 1/1

3:42 pm-4:59 pm

2 stops28h 17m

$966

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 12/29

10:55 pm-12:36 pm

1 stop10h 41m

George Town Owen Roberts Intl

Tue 1/6

2:05 pm-12:56 pm

1 stop25h 51m

$997

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 12/31

9:05 am-2:27 pm

2 stops26h 22m

George Town Owen Roberts Intl

Wed 1/7

2:05 pm-12:56 pm

1 stop25h 51m

$1,002

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 12/28

10:55 pm-12:36 pm

1 stop10h 41m

George Town Owen Roberts Intl

Thu 1/1

1:52 pm-6:35 pm

2 stops31h 43m

$1,006

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from San Jose, California to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Monday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $594. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Thursday is $677.

Cheap San Jose, California to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Jose, California to Cayman Islands

Fastest flight time

10h 41m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 10h 41m
There are no direct flights from San Jose, California to Cayman Islands. There are no popular flight routes from San Jose, California to Cayman Islands.
Search flight deals

  • When did momondo last update prices for flights from San Jose Airport to Cayman Islands?

    Prices for flights from San Jose Airport to Cayman Islands refresh daily.

  • How old do you have to be to fly from San Jose Airport to Cayman Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Jose Airport to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from San Jose to Cayman Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Cayman Islands from San Jose.

Can I find flights from San Jose to Cayman Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Cayman Islands from San Jose which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from San Jose to Cayman Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Jose to Cayman Islands.

I’m not ready to book a flight from San Jose to Cayman Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of San Jose to Cayman Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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