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Cheap flights from San Jose, California to the Cayman Islands from $256

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 5/1. 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.
Delta Logo
10:50 pm - 12:00 pm
SJC
-
GCM
11h 10m
1 stop
Delta Logo
1:25 pm - 8:47 am
GCM
-
SJC
21h 22m
2 stops
$462Delta
Sun, Apr 12 - Tue, Apr 21
Delta Logo
10:50 pm - 12:00 pm
SJC
-
GCM
11h 10m
1 stop
Delta Logo
1:25 pm - 9:45 pm
GCM
-
SJC
10h 20m
1 stop
$467Delta
Sun, Apr 12 - Tue, Apr 21
United Airlines Logo
3:45 pm - 12:30 pm
SJC
-
GCM
18h 45m
2 stops
United Airlines Logo
1:35 pm - 1:28 pm
GCM
-
SJC
25h 53m
2 stops
$492United Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
8:45 am - 11:45 am
SJC
-
GCM
25h 00m
2 stops
United Airlines Logo
1:35 pm - 12:00 pm
GCM
-
SJC
24h 25m
1 stop
$499United Airlines
Tue, Apr 28 - Tue, May 5
Delta Logo
6:11 pm - 11:54 am
SJC
-
GCM
15h 43m
2 stops
Delta Logo
1:19 pm - 11:41 pm
GCM
-
SJC
12h 22m
2 stops
$560Delta
Fri, May 15 - Wed, May 20
American Airlines Logo
7:09 pm - 3:03 pm
SJC
-
GCM
17h 54m
2 stops
American Airlines Logo
2:05 pm - 11:55 am
GCM
-
SJC
23h 50m
2 stops
$575American Airlines
Fri, May 15 - Wed, May 20
Southwest Logo
9:45 pm - 12:05 pm
SJC
-
GCM
12h 20m
1 stop
Southwest Logo
1:05 pm - 11:00 pm
GCM
-
SJC
11h 55m
2 stops
$591Southwest
Fri, May 15 - Wed, May 20
Southwest Logo
9:45 pm - 12:10 pm
SJC
-
GCM
12h 25m
2 stops
Southwest Logo
1:05 pm - 11:00 pm
GCM
-
SJC
11h 55m
2 stops
$611Southwest
Sun, Apr 12 - Tue, Apr 21
Delta Logo
11:00 pm - 12:00 pm
SJC
-
GCM
11h 00m
1 stop
Delta Logo
1:25 pm - 9:45 pm
GCM
-
SJC
10h 20m
1 stop
$644Delta
Tue, Apr 28 - Tue, May 5
American Airlines Logo
1:09 pm - 11:10 am
SJC
-
GCM
20h 01m
2 stops
American Airlines Logo
12:25 pm - 9:18 am
GCM
-
SJC
22h 53m
2 stops
$648American Airlines
Fri, Sep 4 - Mon, Sep 7

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Apr 12
SJC10:50 pmSan Jose
11h 10m
1 stop
GCM12:00 pmGeorge Town Owen Roberts Intl
Apr 21
GCM1:25 pmGeorge Town Owen Roberts Intl
21h 22m
2 stops
SJC8:47 amSan Jose
$462
Delta
Apr 12
SJC10:50 pmSan Jose
11h 10m
1 stop
GCM12:00 pmGeorge Town Owen Roberts Intl
Apr 21
GCM1:25 pmGeorge Town Owen Roberts Intl
10h 20m
1 stop
SJC9:45 pmSan Jose
$467
Delta
May 15
SJC6:11 pmSan Jose
15h 43m
2 stops
GCM11:54 amGeorge Town Owen Roberts Intl
May 20
GCM1:19 pmGeorge Town Owen Roberts Intl
12h 22m
2 stops
SJC11:41 pmSan Jose
$560

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
May 15
SJC7:09 pmSan Jose
17h 54m
2 stops
GCM3:03 pmGeorge Town Owen Roberts Intl
May 20
GCM2:05 pmGeorge Town Owen Roberts Intl
23h 50m
2 stops
SJC11:55 amSan Jose
$575
American Airlines
Sep 4
SJC1:09 pmSan Jose
20h 01m
2 stops
GCM11:10 amGeorge Town Owen Roberts Intl
Sep 7
GCM12:25 pmGeorge Town Owen Roberts Intl
22h 53m
2 stops
SJC9:18 amSan Jose
$648
American Airlines
Sep 4
SJC8:00 amSan Jose
25h 25m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Sep 7
GCM12:25 pmGeorge Town Owen Roberts Intl
22h 53m
2 stops
SJC9:18 amSan Jose
$662

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 March 15, 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

Sun 4/12

10:50 pm-12:00 pm

1 stop11h 10m

George Town Owen Roberts Intl

Tue 4/21

1:25 pm-8:47 am

2 stops21h 22m

$462

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 4/12

10:50 pm-12:00 pm

1 stop11h 10m

George Town Owen Roberts Intl

Tue 4/21

1:25 pm-9:45 pm

1 stop10h 20m

$467

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 4/28

3:45 pm-12:30 pm

2 stops18h 45m

George Town Owen Roberts Intl

Tue 5/5

1:35 pm-1:28 pm

2 stops25h 53m

$492

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 4/28

8:45 am-11:45 am

2 stops25h 00m

George Town Owen Roberts Intl

Tue 5/5

1:35 pm-12:00 pm

1 stop24h 25m

$499

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 5/15

6:11 pm-11:54 am

2 stops15h 43m

George Town Owen Roberts Intl

Wed 5/20

1:19 pm-11:41 pm

2 stops12h 22m

$560

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 5/15

7:09 pm-3:03 pm

2 stops17h 54m

George Town Owen Roberts Intl

Wed 5/20

2:05 pm-11:55 am

2 stops23h 50m

$575

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 5/15

9:45 pm-12:05 pm

1 stop12h 20m

George Town Owen Roberts Intl

Wed 5/20

1:05 pm-11:00 pm

2 stops11h 55m

$591

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 4/12

9:45 pm-12:10 pm

2 stops12h 25m

George Town Owen Roberts Intl

Tue 4/21

1:05 pm-11:00 pm

2 stops11h 55m

$611
Quickest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 4/28

11:00 pm-12:00 pm

1 stop11h 00m

George Town Owen Roberts Intl

Tue 5/5

1:25 pm-9:45 pm

1 stop10h 20m

$644

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 9/4

1:09 pm-11:10 am

2 stops20h 01m

George Town Owen Roberts Intl

Mon 9/7

12:25 pm-9:18 am

2 stops22h 53m

$648

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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?

Southwest and United Airlines are the most popular carriers operating from San Jose to Cayman Islands

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 21m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 11h 21m
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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