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Cheap flights from San Jose, California to the Cayman Islands from $351

This is the cheapest one-way 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 1/11. 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.
American Airlines Logo
7:15 pm - 11:50 am
SJC
-
GCM
13h 35m2 stops
American Airlines Logo
3:45 pm - 10:11 am
GCM
-
SJC
21h 26m2 stops
$588American Airlines
Sun, Feb 15 - Sun, Feb 22
American Airlines Logo
2:07 pm - 3:25 pm
SJC
-
GCM
22h 18m1 stop
American Airlines Logo
3:45 pm - 10:11 am
GCM
-
SJC
21h 26m2 stops
$600American Airlines
Sun, Feb 15 - Sun, Feb 22
American Airlines Logo
11:01 am - 3:25 pm
SJC
-
GCM
25h 24m1 stop
American Airlines Logo
4:25 pm - 10:11 am
GCM
-
SJC
20h 46m1 stop
$678American Airlines
Sun, Feb 15 - Sun, Feb 22
United Airlines Logo
8:40 am - 1:15 pm
SJC
-
GCM
25h 35m2 stops
United Airlines Logo
2:50 pm - 1:39 pm
GCM
-
SJC
25h 49m2 stops
$687United Airlines
Tue, Jan 20 - Thu, Jan 22
United Airlines Logo
4:00 pm - 1:15 pm
SJC
-
GCM
18h 15m2 stops
United Airlines Logo
2:50 pm - 8:56 pm
GCM
-
SJC
33h 06m2 stops
$774United Airlines
Tue, Jan 20 - Thu, Jan 22
United Airlines Logo
8:40 am - 1:15 pm
SJC
-
GCM
25h 35m2 stops
United Airlines Logo
2:50 pm - 8:56 pm
GCM
-
SJC
33h 06m2 stops
$775United Airlines
Tue, Jan 20 - Thu, Jan 22
United Airlines Logo
7:00 am - 12:30 pm
SJC
-
GCM
27h 30m2 stops
United Airlines Logo
4:45 pm - 10:36 pm
GCM
-
SJC
31h 51m2 stops
$976United Airlines
Thu, Jun 18 - Sat, Jun 27
Delta Logo
10:20 pm - 11:25 am
SJC
-
GCM
11h 05m1 stop
Delta Logo
1:10 pm - 10:53 pm
GCM
-
SJC
11h 43m1 stop
$1,035Delta
Thu, Jun 18 - Sat, Jun 27
United Airlines Logo
7:00 am - 12:30 pm
SJC
-
GCM
27h 30m2 stops
United Airlines Logo
4:45 pm - 10:36 pm
GCM
-
SJC
31h 51m2 stops
$1,049United Airlines
Thu, Jun 18 - Sat, Jun 27
Delta Logo
2:35 pm - 11:25 am
SJC
-
GCM
18h 50m2 stops
Delta Logo
1:10 pm - 10:53 pm
GCM
-
SJC
11h 43m1 stop
$1,135Delta
Thu, Jun 18 - Sat, Jun 27

American Airlines flights from San Jose, California to Cayman Islands

Our best American Airlines deals on San Jose, California to Cayman Islands flight tickets
American Airlines
Mar 19
SJC11:01 amSan Jose
25h 24m
1 stop
GCM2:25 pmGeorge Town Owen Roberts Intl
Apr 9
GCM2:10 pmGeorge Town Owen Roberts Intl
22h 08m
2 stops
SJC10:18 amSan Jose
$557
Find similar
American Airlines
Feb 15
SJC7:15 pmSan Jose
13h 35m
2 stops
GCM11:50 amGeorge Town Owen Roberts Intl
Feb 22
GCM3:45 pmGeorge Town Owen Roberts Intl
21h 26m
2 stops
SJC10:11 amSan Jose
$588
Find similar
American Airlines
Feb 15
SJC2:07 pmSan Jose
22h 18m
1 stop
GCM3:25 pmGeorge Town Owen Roberts Intl
Feb 22
GCM3:45 pmGeorge Town Owen Roberts Intl
21h 26m
2 stops
SJC10:11 amSan Jose
$600
Find similar

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 20
SJC8:40 amSan Jose
25h 35m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Jan 22
GCM2:50 pmGeorge Town Owen Roberts Intl
49h 48m
2 stops
SJC1:38 pmSan Jose
$687
Find similar
United Airlines
Jan 29
SJC8:40 amSan Jose
25h 35m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Feb 5
GCM2:50 pmGeorge Town Owen Roberts Intl
33h 16m
2 stops
SJC9:06 pmSan Jose
$717
Find similar
United Airlines
Jan 20
SJC4:00 pmSan Jose
18h 15m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Jan 22
GCM2:50 pmGeorge Town Owen Roberts Intl
33h 06m
2 stops
SJC8:56 pmSan Jose
$774
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 January 2, 2026.
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

Sun 2/15

7:15 pm-11:50 am

2 stops13h 35m

George Town Owen Roberts Intl

Sun 2/22

3:45 pm-10:11 am

2 stops21h 26m

$588

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 2/15

2:07 pm-3:25 pm

1 stop22h 18m

George Town Owen Roberts Intl

Sun 2/22

3:45 pm-10:11 am

2 stops21h 26m

$600

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 2/15

11:01 am-3:25 pm

1 stop25h 24m

George Town Owen Roberts Intl

Sun 2/22

4:25 pm-10:11 am

1 stop20h 46m

$678

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 1/20

8:40 am-1:15 pm

2 stops25h 35m

George Town Owen Roberts Intl

Thu 1/22

2:50 pm-1:39 pm

2 stops25h 49m

$687

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 1/20

4:00 pm-1:15 pm

2 stops18h 15m

George Town Owen Roberts Intl

Thu 1/22

2:50 pm-8:56 pm

2 stops33h 06m

$774

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 1/20

8:40 am-1:15 pm

2 stops25h 35m

George Town Owen Roberts Intl

Thu 1/22

2:50 pm-8:56 pm

2 stops33h 06m

$775

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

7:00 am-12:30 pm

2 stops27h 30m

George Town Owen Roberts Intl

Sat 6/27

4:45 pm-10:36 pm

2 stops31h 51m

$976

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

10:20 pm-11:25 am

1 stop11h 05m

George Town Owen Roberts Intl

Sat 6/27

1:10 pm-10:53 pm

1 stop11h 43m

$1,035

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

7:00 am-12:30 pm

2 stops27h 30m

George Town Owen Roberts Intl

Sat 6/27

4:45 pm-10:36 pm

2 stops31h 51m

$1,049

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

2:35 pm-11:25 am

2 stops18h 50m

George Town Owen Roberts Intl

Sat 6/27

1:10 pm-10:53 pm

1 stop11h 43m

$1,135

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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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 airline that flies from San Jose to Cayman Islands?

Delta is the most popular carrier operating from San Jose to Cayman Islands

What airlines fly to Cayman Islands?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Cayman Islands from San Jose, California according to our data. United Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 3 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

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 54m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 10h 54m
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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