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Cheap flights from San Jose, California to the Cayman Islands from $224

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.
Delta Logo
6:25 pm - 9:45 am
SJC
-
GCM
13h 20m2 stops
Delta Logo
2:30 pm - 8:16 am
GCM
-
SJC
19h 46m2 stops
$558Delta
Fri, Mar 13 - Sat, Mar 21
Delta Logo
6:25 pm - 9:45 am
SJC
-
GCM
13h 20m2 stops
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m1 stop
$624Delta
Fri, Mar 13 - Sun, Mar 22
American Airlines Logo
2:08 pm - 1:13 pm
SJC
-
GCM
21h 05m2 stops
American Airlines Logo
2:35 pm - 9:30 pm
GCM
-
SJC
32h 55m2 stops
$673American Airlines
Sun, Mar 15 - Sun, Mar 22
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
$680Delta
Sat, Mar 14 - Mon, Mar 16
Delta Logo
10:45 pm - 11:47 am
SJC
-
GCM
11h 02m1 stop
Delta Logo
2:30 pm - 8:16 am
GCM
-
SJC
19h 46m2 stops
$685Delta
Sat, Mar 14 - Sat, Mar 21
Delta Logo
6:10 am - 11:47 am
SJC
-
GCM
27h 37m2 stops
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m1 stop
$690Delta
Sat, Mar 14 - Sun, Mar 22
United Airlines Logo
3:49 pm - 12:45 pm
SJC
-
GCM
42h 56m2 stops
United Airlines Logo
4:45 pm - 9:16 pm
GCM
-
SJC
30h 31m2 stops
$728United Airlines
Sat, Mar 14 - Sun, Mar 22
American Airlines Logo
2:08 pm - 1:13 pm
SJC
-
GCM
21h 05m2 stops
American Airlines Logo
5:16 pm - 10:11 am
GCM
-
SJC
18h 55m1 stop
$734American Airlines
Sun, Mar 15 - Sat, Mar 21
American Airlines Logo
6:00 am - 4:14 pm
SJC
-
GCM
8h 14m1 stop
American Airlines Logo
5:16 pm - 10:11 am
GCM
-
SJC
18h 55m1 stop
$744American Airlines
Sat, Mar 14 - Sat, Mar 21
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
$746Delta
Sat, Mar 14 - Sun, Mar 22

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Mar 13
SJC6:25 pmSan Jose
13h 20m
2 stops
GCM9:45 amGeorge Town Owen Roberts Intl
Mar 21
GCM2:30 pmGeorge Town Owen Roberts Intl
19h 46m
2 stops
SJC8:16 amSan Jose
$558
Find similar
Delta
Mar 13
SJC10:45 pmSan Jose
9h 00m
1 stop
GCM9:45 amGeorge Town Owen Roberts Intl
Mar 21
GCM2:30 pmGeorge Town Owen Roberts Intl
19h 46m
2 stops
SJC8:16 amSan Jose
$624
Find similar
Delta
Mar 14
SJC10:45 pmSan Jose
11h 02m
1 stop
GCM11:47 amGeorge Town Owen Roberts Intl
Mar 16
GCM1:12 pmGeorge Town Owen Roberts Intl
10h 21m
1 stop
SJC9:33 pmSan Jose
$680
Find similar

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 15
SJC2:08 pmSan Jose
21h 05m
2 stops
GCM1:13 pmGeorge Town Owen Roberts Intl
Mar 22
GCM2:35 pmGeorge Town Owen Roberts Intl
32h 55m
2 stops
SJC9:30 pmSan Jose
$673
Find similar
American Airlines
Mar 15
SJC2:08 pmSan Jose
21h 05m
2 stops
GCM1:13 pmGeorge Town Owen Roberts Intl
Mar 21
GCM5:16 pmGeorge Town Owen Roberts Intl
18h 55m
1 stop
SJC10:11 amSan Jose
$734
Find similar
American Airlines
Mar 14
SJC6:00 amSan Jose
8h 14m
1 stop
GCM4:14 pmGeorge Town Owen Roberts Intl
Mar 21
GCM5:16 pmGeorge Town Owen Roberts Intl
18h 55m
1 stop
SJC10:11 amSan Jose
$744
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 6, 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

Fri 3/13

6:25 pm-9:45 am

2 stops13h 20m

George Town Owen Roberts Intl

Sat 3/21

2:30 pm-8:16 am

2 stops19h 46m

$558

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 3/13

6:25 pm-9:45 am

2 stops13h 20m

George Town Owen Roberts Intl

Sun 3/22

1:12 pm-9:33 pm

1 stop10h 21m

$624

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 3/15

2:08 pm-1:13 pm

2 stops21h 05m

George Town Owen Roberts Intl

Sun 3/22

2:35 pm-9:30 pm

2 stops32h 55m

$673

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 3/14

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Mon 3/16

1:12 pm-9:33 pm

1 stop10h 21m

$680

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 3/14

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Sat 3/21

2:30 pm-8:16 am

2 stops19h 46m

$685

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 3/14

6:10 am-11:47 am

2 stops27h 37m

George Town Owen Roberts Intl

Sun 3/22

1:12 pm-9:33 pm

1 stop10h 21m

$690

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 3/14

3:49 pm-12:45 pm

2 stops42h 56m

George Town Owen Roberts Intl

Sun 3/22

4:45 pm-9:16 pm

2 stops30h 31m

$728

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 3/15

2:08 pm-1:13 pm

2 stops21h 05m

George Town Owen Roberts Intl

Sat 3/21

5:16 pm-10:11 am

1 stop18h 55m

$734

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 3/14

6:00 am-4:14 pm

1 stop8h 14m

George Town Owen Roberts Intl

Sat 3/21

5:16 pm-10:11 am

1 stop18h 55m

$744

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 3/14

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Sun 3/22

1:12 pm-9:33 pm

1 stop10h 21m

$746

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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, 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 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 55m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 11h 55m
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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