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Cheap flights from San Jose, California to the Cayman Islands from $696

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 8/17. 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

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
12:03 pm - 11:00 am
SJC
-
GCM
20h 57m
2 stops
American Airlines Logo
3:17 pm - 10:32 pm
GCM
-
SJC
9h 15m
1 stop
$696American Airlines
Mon, Aug 17 - Sat, Aug 22
Delta Logo
10:20 pm - 2:30 pm
SJC
-
GCM
13h 10m
1 stop
Delta Logo
2:05 pm - 8:58 pm
GCM
-
SJC
9h 53m
1 stop
$801Delta
Tue, Dec 29 - Fri, Jan 8
Delta Logo
3:00 pm - 12:25 pm
SJC
-
GCM
18h 25m
2 stops
Delta Logo
1:50 pm - 10:54 am
GCM
-
SJC
24h 04m
2 stops
$806Delta
Tue, Nov 10 - Sun, Nov 15
Southwest Logo
6:20 pm - 11:55 am
SJC
-
GCM
15h 35m
2 stops
Southwest Logo
11:25 am - 10:55 pm
GCM
-
SJC
13h 30m
2 stops
$812Southwest
Wed, Jul 15 - Sat, Jul 18
United Airlines Logo
9:00 am - 1:45 pm
SJC
-
GCM
25h 45m
2 stops
United Airlines Logo
2:50 pm - 9:11 pm
GCM
-
SJC
33h 21m
2 stops
$826United Airlines
Tue, Dec 29 - Fri, Jan 8
United Airlines Logo
1:10 pm - 12:30 pm
SJC
-
GCM
21h 20m
1 stop
United Airlines Logo
4:15 pm - 12:03 pm
GCM
-
SJC
21h 48m
2 stops
$837United Airlines
Wed, Jul 15 - Sat, Jul 18
Delta Logo
10:20 pm - 12:40 pm
SJC
-
GCM
11h 20m
1 stop
Delta Logo
2:05 pm - 8:58 pm
GCM
-
SJC
9h 53m
1 stop
$841Delta
Tue, Dec 29 - Fri, Jan 8
American Airlines Logo
7:17 pm - 2:50 pm
SJC
-
GCM
16h 33m
2 stops
American Airlines Logo
8:45 am - 10:49 pm
GCM
-
SJC
17h 04m
2 stops
$846American Airlines
Tue, Dec 29 - Fri, Jan 8
American Airlines Logo
10:53 am - 3:25 pm
SJC
-
GCM
25h 32m
1 stop
American Airlines Logo
8:45 am - 10:49 pm
GCM
-
SJC
17h 04m
2 stops
$867American Airlines
Tue, Dec 29 - Fri, Jan 8
United Airlines Logo
1:10 pm - 12:30 pm
SJC
-
GCM
21h 20m
1 stop
United Airlines Logo
1:50 pm - 10:43 pm
GCM
-
SJC
10h 53m
1 stop
$1,417United Airlines
Wed, Jul 15 - Sat, Jul 18

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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 17
SJC12:03 pmSan Jose
20h 57m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
Aug 22
GCM3:17 pmGeorge Town Owen Roberts Intl
9h 15m
1 stop
SJC10:32 pmSan Jose
$696
American Airlines
Dec 29
SJC7:17 pmSan Jose
16h 33m
2 stops
GCM2:50 pmGeorge Town Owen Roberts Intl
Jan 8
GCM8:45 amGeorge Town Owen Roberts Intl
17h 04m
2 stops
SJC10:49 pmSan Jose
$846
American Airlines
Dec 29
SJC10:53 amSan Jose
25h 32m
1 stop
GCM3:25 pmGeorge Town Owen Roberts Intl
Jan 8
GCM8:45 amGeorge Town Owen Roberts Intl
17h 04m
2 stops
SJC10:49 pmSan Jose
$867

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Dec 29
SJC10:20 pmSan Jose
13h 10m
1 stop
GCM2:30 pmGeorge Town Owen Roberts Intl
Jan 8
GCM2:05 pmGeorge Town Owen Roberts Intl
9h 53m
1 stop
SJC8:58 pmSan Jose
$801
Delta
Nov 10
SJC3:00 pmSan Jose
18h 25m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
Nov 15
GCM1:50 pmGeorge Town Owen Roberts Intl
24h 04m
2 stops
SJC10:54 amSan Jose
$806
Delta
Dec 29
SJC10:20 pmSan Jose
11h 20m
1 stop
GCM12:40 pmGeorge Town Owen Roberts Intl
Jan 8
GCM2:05 pmGeorge Town Owen Roberts Intl
9h 53m
1 stop
SJC8:58 pmSan Jose
$841

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 July 4, 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

Mon 8/17

12:03 pm-11:00 am

2 stops20h 57m

George Town Owen Roberts Intl

Sat 8/22

3:17 pm-10:32 pm

1 stop9h 15m

$696

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 12/29

10:20 pm-2:30 pm

1 stop13h 10m

George Town Owen Roberts Intl

Fri 1/8

2:05 pm-8:58 pm

1 stop9h 53m

$801

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 11/10

3:00 pm-12:25 pm

2 stops18h 25m

George Town Owen Roberts Intl

Sun 11/15

1:50 pm-10:54 am

2 stops24h 04m

$806

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 7/15

6:20 pm-11:55 am

2 stops15h 35m

George Town Owen Roberts Intl

Sat 7/18

11:25 am-10:55 pm

2 stops13h 30m

$812

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 12/29

9:00 am-1:45 pm

2 stops25h 45m

George Town Owen Roberts Intl

Fri 1/8

2:50 pm-9:11 pm

2 stops33h 21m

$826

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 7/15

1:10 pm-12:30 pm

1 stop21h 20m

George Town Owen Roberts Intl

Sat 7/18

4:15 pm-12:03 pm

2 stops21h 48m

$837
Quickest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 12/29

10:20 pm-12:40 pm

1 stop11h 20m

George Town Owen Roberts Intl

Fri 1/8

2:05 pm-8:58 pm

1 stop9h 53m

$841

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 12/29

7:17 pm-2:50 pm

2 stops16h 33m

George Town Owen Roberts Intl

Fri 1/8

8:45 am-10:49 pm

2 stops17h 04m

$846

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 12/29

10:53 am-3:25 pm

1 stop25h 32m

George Town Owen Roberts Intl

Fri 1/8

8:45 am-10:49 pm

2 stops17h 04m

$867

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 7/15

1:10 pm-12:30 pm

1 stop21h 20m

George Town Owen Roberts Intl

Sat 7/18

1:50 pm-10:43 pm

1 stop10h 53m

$1,417

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?

American Airlines, United Airlines and JetBlue are the top three most popular airlines that fly to Cayman Islands from San Jose, California according to our data. American Airlines is the first choice among our users, with 52% 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

15h 13m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 15h 13m
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.

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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