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Cheap flights from San Jose, California to the Cayman Islands from $552

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 3/9. 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.
Delta Logo
10:45 pm - 11:47 am
SJC
-
GCM
11h 02m1 stop
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m1 stop
$552Delta
Mon, Mar 9 - Tue, Mar 17
Delta Logo
6:25 pm - 11:47 am
SJC
-
GCM
15h 22m2 stops
Delta Logo
1:12 pm - 8:16 am
GCM
-
SJC
21h 04m2 stops
$557Delta
Mon, Mar 9 - Thu, Mar 19
American Airlines Logo
2:32 pm - 11:26 am
SJC
-
GCM
17h 54m2 stops
American Airlines Logo
3:45 pm - 10:11 am
GCM
-
SJC
21h 26m2 stops
$562American Airlines
Sun, Feb 8 - Sun, Feb 15
Delta Logo
10:45 pm - 12:40 pm
SJC
-
GCM
10h 55m1 stop
Delta Logo
1:54 pm - 9:18 pm
GCM
-
SJC
10h 24m1 stop
$582Delta
Sun, Feb 8 - Sun, Feb 15
United Airlines Logo
10:55 pm - 12:45 pm
SJC
-
GCM
10h 50m1 stop
United Airlines Logo
1:50 pm - 10:59 pm
GCM
-
SJC
11h 09m1 stop
$662United Airlines
Sat, Mar 7 - Tue, Mar 17
Delta Logo
10:45 pm - 11:47 am
SJC
-
GCM
11h 02m1 stop
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m1 stop
$671Delta
Wed, Mar 11 - Wed, Mar 18
Delta Logo
7:50 pm - 11:47 am
SJC
-
GCM
13h 57m2 stops
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m1 stop
$676Delta
Wed, Mar 11 - Wed, Mar 18
Delta Logo
10:35 pm - 11:47 am
SJC
-
GCM
10h 12m1 stop
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m1 stop
$679Delta
Sat, Mar 7 - Wed, Mar 18
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
$687United Airlines
Tue, Jan 20 - Thu, Jan 22
United Airlines Logo
10:55 pm - 12:45 pm
SJC
-
GCM
11h 50m1 stop
United Airlines Logo
1:50 pm - 10:59 pm
GCM
-
SJC
11h 09m1 stop
$692United Airlines
Sun, Mar 8 - Wed, Mar 18

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
Feb 8
SJC2:32 pmSan Jose
17h 54m
2 stops
GCM11:26 amGeorge Town Owen Roberts Intl
Feb 15
GCM3:45 pmGeorge Town Owen Roberts Intl
21h 26m
2 stops
SJC10:11 amSan Jose
$562
Find similar
American Airlines
Jun 18
SJC11:24 pmSan Jose
11h 51m
1 stop
GCM1:15 pmGeorge Town Owen Roberts Intl
Jun 27
GCM12:40 pmGeorge Town Owen Roberts Intl
11h 30m
2 stops
SJC10:10 pmSan Jose
$1,235
Find similar
American Airlines
Feb 8
SJC7:24 pmSan Jose
13h 26m
3 stops
GCM11:50 amGeorge Town Owen Roberts Intl
Feb 15
GCM3:15 pmGeorge Town Owen Roberts Intl
21h 56m
2 stops
SJC10:11 amSan Jose
$3,002
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
Mar 9
SJC10:45 pmSan Jose
11h 02m
1 stop
GCM11:47 amGeorge Town Owen Roberts Intl
Mar 17
GCM1:12 pmGeorge Town Owen Roberts Intl
10h 21m
1 stop
SJC9:33 pmSan Jose
$552
Find similar
Delta
Mar 9
SJC6:25 pmSan Jose
15h 22m
2 stops
GCM11:47 amGeorge Town Owen Roberts Intl
Mar 19
GCM1:12 pmGeorge Town Owen Roberts Intl
21h 04m
2 stops
SJC8:16 amSan Jose
$557
Find similar
Delta
Feb 8
SJC10:45 pmSan Jose
10h 55m
1 stop
GCM12:40 pmGeorge Town Owen Roberts Intl
Feb 15
GCM1:54 pmGeorge Town Owen Roberts Intl
10h 24m
1 stop
SJC9:18 pmSan Jose
$582
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 28, 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

Mon 3/9

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Tue 3/17

1:12 pm-9:33 pm

1 stop10h 21m

$552

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 3/9

6:25 pm-11:47 am

2 stops15h 22m

George Town Owen Roberts Intl

Thu 3/19

1:12 pm-8:16 am

2 stops21h 04m

$557

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 2/8

2:32 pm-11:26 am

2 stops17h 54m

George Town Owen Roberts Intl

Sun 2/15

3:45 pm-10:11 am

2 stops21h 26m

$562

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 2/8

10:45 pm-12:40 pm

1 stop10h 55m

George Town Owen Roberts Intl

Sun 2/15

1:54 pm-9:18 pm

1 stop10h 24m

$582

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 3/7

10:55 pm-12:45 pm

1 stop10h 50m

George Town Owen Roberts Intl

Tue 3/17

1:50 pm-10:59 pm

1 stop11h 09m

$662

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 3/11

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Wed 3/18

1:12 pm-9:33 pm

1 stop10h 21m

$671

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 3/11

7:50 pm-11:47 am

2 stops13h 57m

George Town Owen Roberts Intl

Wed 3/18

1:12 pm-9:33 pm

1 stop10h 21m

$676

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 3/7

10:35 pm-11:47 am

1 stop10h 12m

George Town Owen Roberts Intl

Wed 3/18

1:12 pm-9:33 pm

1 stop10h 21m

$679

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

$687

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 3/8

10:55 pm-12:45 pm

1 stop11h 50m

George Town Owen Roberts Intl

Wed 3/18

1:50 pm-10:59 pm

1 stop11h 09m

$692

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 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

11h 02m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 11h 02m
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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