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Cheap flights from San Jose, California to the Cayman Islands from $581

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 8/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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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
7:11 pm - 11:25 am
SJC
-
GCM
14h 14m
2 stops
American Airlines Logo
2:55 pm - 10:53 am
GCM
-
SJC
21h 58m
2 stops
$581American Airlines
Sat, Aug 15 - Sat, Aug 22
Delta Logo
1:50 pm - 11:41 am
SJC
-
GCM
19h 51m
2 stops
Delta Logo
12:56 pm - 10:41 pm
GCM
-
SJC
11h 45m
1 stop
$604Delta
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
2:34 pm - 10:22 am
SJC
-
GCM
17h 48m
1 stop
American Airlines Logo
2:42 pm - 11:13 pm
GCM
-
SJC
10h 31m
1 stop
$663American Airlines
Fri, May 29 - Wed, Jun 3
Delta Logo
5:59 pm - 11:54 am
SJC
-
GCM
15h 55m
2 stops
Delta Logo
1:19 pm - 10:55 pm
GCM
-
SJC
11h 36m
1 stop
$668Delta
Fri, May 29 - Wed, Jun 3
United Airlines Logo
6:19 pm - 12:30 pm
SJC
-
GCM
16h 11m
2 stops
United Airlines Logo
1:35 pm - 12:00 pm
GCM
-
SJC
24h 25m
1 stop
$669United Airlines
Mon, May 4 - Wed, May 6
United Airlines Logo
2:46 pm - 12:30 pm
SJC
-
GCM
19h 44m
2 stops
United Airlines Logo
1:35 pm - 10:56 pm
GCM
-
SJC
35h 21m
2 stops
$677United Airlines
Tue, May 12 - Thu, May 14
United Airlines Logo
12:56 pm - 12:30 pm
SJC
-
GCM
21h 34m
1 stop
United Airlines Logo
1:35 pm - 10:56 pm
GCM
-
SJC
35h 21m
2 stops
$683United Airlines
Tue, May 12 - Thu, May 14
American Airlines Logo
2:35 pm - 1:36 pm
SJC
-
GCM
21h 01m
1 stop
American Airlines Logo
5:12 pm - 10:50 am
GCM
-
SJC
19h 38m
2 stops
$689American Airlines
Mon, Jul 6 - Sun, Jul 12
Multiple Airlines Logo
12:57 pm - 4:00 pm
SJC
-
GCM
25h 03m
1 stop
Multiple Airlines Logo
12:40 pm - 10:59 pm
GCM
-
SJC
12h 19m
2 stops
$771Multiple Airlines
Sat, May 30 - Thu, Jun 4
Multiple Airlines Logo
12:57 pm - 4:00 pm
SJC
-
GCM
25h 03m
1 stop
Multiple Airlines Logo
4:00 pm - 12:02 pm
GCM
-
SJC
22h 02m
1 stop
$801Multiple Airlines
Sat, Aug 15 - Sat, Aug 22

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
May 4
SJC6:19 pmSan Jose
16h 11m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 6
GCM1:35 pmGeorge Town Owen Roberts Intl
24h 25m
1 stop
SJC12:00 pmSan Jose
$669
United Airlines
May 12
SJC2:46 pmSan Jose
19h 44m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 14
GCM1:35 pmGeorge Town Owen Roberts Intl
35h 21m
2 stops
SJC10:56 pmSan Jose
$677
United Airlines
May 12
SJC12:56 pmSan Jose
21h 34m
1 stop
GCM12:30 pmGeorge Town Owen Roberts Intl
May 14
GCM1:35 pmGeorge Town Owen Roberts Intl
35h 21m
2 stops
SJC10:56 pmSan Jose
$683

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
Aug 15
SJC7:11 pmSan Jose
14h 14m
2 stops
GCM11:25 amGeorge Town Owen Roberts Intl
Aug 22
GCM2:55 pmGeorge Town Owen Roberts Intl
21h 58m
2 stops
SJC10:53 amSan Jose
$581
American Airlines
May 29
SJC2:34 pmSan Jose
17h 48m
1 stop
GCM10:22 amGeorge Town Owen Roberts Intl
Jun 3
GCM2:42 pmGeorge Town Owen Roberts Intl
10h 31m
1 stop
SJC11:13 pmSan Jose
$663
American Airlines
Jul 6
SJC7:22 pmSan Jose
13h 39m
2 stops
GCM11:01 amGeorge Town Owen Roberts Intl
Jul 12
GCM5:12 pmGeorge Town Owen Roberts Intl
19h 38m
2 stops
SJC10:50 amSan Jose
$689

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 April 3, 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

Cheapest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 8/15

7:11 pm-11:25 am

2 stops14h 14m

George Town Owen Roberts Intl

Sat 8/22

2:55 pm-10:53 am

2 stops21h 58m

$581

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 8/15

1:50 pm-11:41 am

2 stops19h 51m

George Town Owen Roberts Intl

Sat 8/22

12:56 pm-10:41 pm

1 stop11h 45m

$604

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 5/29

2:34 pm-10:22 am

1 stop17h 48m

George Town Owen Roberts Intl

Wed 6/3

2:42 pm-11:13 pm

1 stop10h 31m

$663
Quickest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 5/29

5:59 pm-11:54 am

2 stops15h 55m

George Town Owen Roberts Intl

Wed 6/3

1:19 pm-10:55 pm

1 stop11h 36m

$668

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 5/4

6:19 pm-12:30 pm

2 stops16h 11m

George Town Owen Roberts Intl

Wed 5/6

1:35 pm-12:00 pm

1 stop24h 25m

$669

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 5/12

2:46 pm-12:30 pm

2 stops19h 44m

George Town Owen Roberts Intl

Thu 5/14

1:35 pm-10:56 pm

2 stops35h 21m

$677

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 5/12

12:56 pm-12:30 pm

1 stop21h 34m

George Town Owen Roberts Intl

Thu 5/14

1:35 pm-10:56 pm

2 stops35h 21m

$683

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 7/6

2:35 pm-1:36 pm

1 stop21h 01m

George Town Owen Roberts Intl

Sun 7/12

5:12 pm-10:50 am

2 stops19h 38m

$689

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 5/30

12:57 pm-4:00 pm

1 stop25h 03m

George Town Owen Roberts Intl

Thu 6/4

12:40 pm-10:59 pm

2 stops12h 19m

$771

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 8/15

12:57 pm-4:00 pm

1 stop25h 03m

George Town Owen Roberts Intl

Sat 8/22

4:00 pm-12:02 pm

1 stop22h 02m

$801

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 57m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 10h 57m
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

Frequently asked questions about flying from San Jose, California to the Cayman Islands

  • 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.

Frequently asked questions about flying from San Jose, California to the Cayman Islands

  • How do I get Price Alerts for flights from San Jose, California to Cayman Islands?

    Confirm your travel details to search for the latest offers for flights from San Jose, California to Cayman Islands. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

  • How can I save money on flights from San Jose, California to Cayman Islands with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

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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