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Cheap flights from San Jose, California to the Cayman Islands from $335

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 3/15. 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
1:00 pm - 12:30 pm
SJC
-
GCM
21h 30m
1 stop
United Airlines Logo
4:45 pm - 10:36 pm
GCM
-
SJC
31h 51m
2 stops
$915United Airlines
Thu, Jun 18 - Sat, Jun 27
United Airlines Logo
1:00 pm - 12:30 pm
SJC
-
GCM
21h 30m
1 stop
United Airlines Logo
4:45 pm - 10:36 pm
GCM
-
SJC
31h 51m
2 stops
$964United Airlines
Thu, Jun 18 - Sat, Jun 27
United Airlines Logo
6:30 pm - 1:30 pm
SJC
-
GCM
41h 00m
2 stops
United Airlines Logo
4:45 pm - 10:36 pm
GCM
-
SJC
31h 51m
2 stops
$968United Airlines
Thu, Jun 18 - Sat, Jun 27
United Airlines Logo
6:30 pm - 3:35 pm
SJC
-
GCM
43h 05m
2 stops
United Airlines Logo
4:45 pm - 10:36 pm
GCM
-
SJC
31h 51m
2 stops
$970United Airlines
Thu, Jun 18 - Sat, Jun 27
United Airlines Logo
6:30 pm - 12:30 pm
SJC
-
GCM
16h 00m
2 stops
United Airlines Logo
4:45 pm - 10:36 pm
GCM
-
SJC
31h 51m
2 stops
$1,026United Airlines
Thu, Jun 18 - Sat, Jun 27
United Airlines Logo
6:40 am - 12:30 pm
SJC
-
GCM
51h 50m
2 stops
United Airlines Logo
4:09 pm - 1:26 pm
GCM
-
SJC
23h 17m
2 stops
$1,095United Airlines
Sat, May 23 - Sat, May 30
Delta Logo
10:20 pm - 11:25 am
SJC
-
GCM
11h 05m
1 stop
Delta Logo
1:10 pm - 10:53 pm
GCM
-
SJC
11h 43m
1 stop
$1,151Delta
Thu, Jun 18 - Sat, Jun 27
Delta Logo
5:05 pm - 11:54 am
SJC
-
GCM
16h 49m
2 stops
Delta Logo
1:19 pm - 10:53 pm
GCM
-
SJC
11h 34m
1 stop
$1,156Delta
Sat, May 23 - Sat, May 30
Delta Logo
8:35 pm - 1:30 pm
SJC
-
GCM
14h 55m
2 stops
Delta Logo
11:10 am - 10:18 pm
GCM
-
SJC
13h 08m
2 stops
$1,675Delta
Thu, Apr 2 - Sat, Apr 11
Delta Logo
10:50 pm - 11:47 am
SJC
-
GCM
10h 57m
1 stop
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m
1 stop
$1,840Delta
Thu, Apr 2 - Sat, Apr 11

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
Jun 18
SJC1:00 pmSan Jose
21h 30m
1 stop
GCM12:30 pmGeorge Town Owen Roberts Intl
Jun 27
GCM4:45 pmGeorge Town Owen Roberts Intl
31h 51m
2 stops
SJC10:36 pmSan Jose
$915
United Airlines
Jun 18
SJC1:00 pmSan Jose
21h 30m
1 stop
GCM12:30 pmGeorge Town Owen Roberts Intl
Jun 27
GCM4:45 pmGeorge Town Owen Roberts Intl
31h 51m
2 stops
SJC10:36 pmSan Jose
$964
United Airlines
Jun 18
SJC6:30 pmSan Jose
41h 00m
2 stops
GCM1:30 pmGeorge Town Owen Roberts Intl
Jun 27
GCM4:45 pmGeorge Town Owen Roberts Intl
31h 51m
2 stops
SJC10:36 pmSan Jose
$968

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Jun 18
SJC10:20 pmSan Jose
11h 05m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Jun 27
GCM1:10 pmGeorge Town Owen Roberts Intl
11h 43m
1 stop
SJC10:53 pmSan Jose
$1,151
Delta
May 23
SJC5:05 pmSan Jose
16h 49m
2 stops
GCM11:54 amGeorge Town Owen Roberts Intl
May 30
GCM1:19 pmGeorge Town Owen Roberts Intl
11h 34m
1 stop
SJC10:53 pmSan Jose
$1,156
Delta
Apr 2
SJC8:35 pmSan Jose
14h 55m
2 stops
GCM1:30 pmGeorge Town Owen Roberts Intl
Apr 11
GCM11:10 amGeorge Town Owen Roberts Intl
13h 08m
2 stops
SJC10:18 pmSan Jose
$1,675

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 24, 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

Thu 6/18

1:00 pm-12:30 pm

1 stop21h 30m

George Town Owen Roberts Intl

Sat 6/27

4:45 pm-10:36 pm

2 stops31h 51m

$915

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

1:00 pm-12:30 pm

1 stop21h 30m

George Town Owen Roberts Intl

Sat 6/27

4:45 pm-10:36 pm

2 stops31h 51m

$964

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

6:30 pm-1:30 pm

2 stops41h 00m

George Town Owen Roberts Intl

Sat 6/27

4:45 pm-10:36 pm

2 stops31h 51m

$968

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

6:30 pm-3:35 pm

2 stops43h 05m

George Town Owen Roberts Intl

Sat 6/27

4:45 pm-10:36 pm

2 stops31h 51m

$970

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

6:30 pm-12:30 pm

2 stops16h 00m

George Town Owen Roberts Intl

Sat 6/27

4:45 pm-10:36 pm

2 stops31h 51m

$1,026

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 5/23

6:40 am-12:30 pm

2 stops51h 50m

George Town Owen Roberts Intl

Sat 5/30

4:09 pm-1:26 pm

2 stops23h 17m

$1,095

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

$1,151

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 5/23

5:05 pm-11:54 am

2 stops16h 49m

George Town Owen Roberts Intl

Sat 5/30

1:19 pm-10:53 pm

1 stop11h 34m

$1,156

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 4/2

8:35 pm-1:30 pm

2 stops14h 55m

George Town Owen Roberts Intl

Sat 4/11

11:10 am-10:18 pm

2 stops13h 08m

$1,675

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 4/2

10:50 pm-11:47 am

1 stop10h 57m

George Town Owen Roberts Intl

Sat 4/11

1:12 pm-9:33 pm

1 stop10h 21m

$1,840

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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?

United Airlines and American Airlines are the most popular carriers 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 46% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 4 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

18h 35m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 18h 35m
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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