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Cheap flights from San Jose, California to the Cayman Islands from $687

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 9/14. 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
2:48 pm - 11:00 am
SJC
-
GCM
18h 12m
2 stops
American Airlines Logo
12:00 pm - 10:53 am
GCM
-
SJC
24h 53m
2 stops
$687American Airlines
Mon, Sep 14 - Mon, Sep 21
United Airlines Logo
4:00 pm - 4:30 pm
SJC
-
GCM
21h 30m
2 stops
United Airlines Logo
5:45 pm - 9:11 pm
GCM
-
SJC
30h 26m
2 stops
$702United Airlines
Mon, Dec 7 - Thu, Dec 10
American Airlines Logo
12:03 pm - 11:30 am
SJC
-
GCM
21h 27m
2 stops
American Airlines Logo
12:00 pm - 10:50 am
GCM
-
SJC
24h 50m
2 stops
$716American Airlines
Sat, Aug 22 - Thu, Aug 27
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
$792Delta
Tue, Dec 29 - Fri, Jan 8
Delta Logo
10:20 pm - 11:39 am
SJC
-
GCM
11h 19m
1 stop
Delta Logo
1:04 pm - 10:58 pm
GCM
-
SJC
11h 54m
1 stop
$801Delta
Fri, Aug 21 - Sun, Aug 30
American Airlines Logo
2:30 pm - 1:10 pm
SJC
-
GCM
20h 40m
2 stops
American Airlines Logo
12:30 pm - 10:50 am
GCM
-
SJC
24h 20m
2 stops
$802American Airlines
Mon, Aug 10 - Thu, Aug 13
Delta Logo
2:59 pm - 11:39 am
SJC
-
GCM
18h 40m
2 stops
Delta Logo
1:04 pm - 10:43 am
GCM
-
SJC
23h 39m
2 stops
$806Delta
Thu, Aug 20 - Fri, Aug 28
United Airlines Logo
4:00 pm - 4:30 pm
SJC
-
GCM
21h 30m
2 stops
United Airlines Logo
5:45 pm - 9:11 pm
GCM
-
SJC
30h 26m
2 stops
$836United Airlines
Mon, Dec 7 - Thu, Dec 10
American Airlines Logo
7:17 pm - 11:57 am
SJC
-
GCM
13h 40m
2 stops
American Airlines Logo
3:40 pm - 10:57 am
GCM
-
SJC
22h 17m
2 stops
$837American Airlines
Tue, Dec 29 - Fri, Jan 8
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

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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
Sep 14
SJC2:48 pmSan Jose
18h 12m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
Sep 21
GCM12:00 pmGeorge Town Owen Roberts Intl
24h 53m
2 stops
SJC10:53 amSan Jose
$687
American Airlines
Aug 22
SJC12:03 pmSan Jose
21h 27m
2 stops
GCM11:30 amGeorge Town Owen Roberts Intl
Aug 27
GCM12:00 pmGeorge Town Owen Roberts Intl
24h 50m
2 stops
SJC10:50 amSan Jose
$716
American Airlines
Aug 10
SJC2:30 pmSan Jose
20h 40m
2 stops
GCM1:10 pmGeorge Town Owen Roberts Intl
Aug 13
GCM12:30 pmGeorge Town Owen Roberts Intl
24h 20m
2 stops
SJC10:50 amSan Jose
$802

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
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
$792
Delta
Aug 21
SJC10:20 pmSan Jose
11h 19m
1 stop
GCM11:39 amGeorge Town Owen Roberts Intl
Aug 26
GCM1:04 pmGeorge Town Owen Roberts Intl
10h 37m
1 stop
SJC9:41 pmSan Jose
$801
Delta
Aug 20
SJC2:59 pmSan Jose
18h 40m
2 stops
GCM11:39 amGeorge Town Owen Roberts Intl
Aug 28
GCM1:04 pmGeorge Town Owen Roberts Intl
23h 39m
2 stops
SJC10:43 amSan Jose
$806

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 31, 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 9/14

2:48 pm-11:00 am

2 stops18h 12m

George Town Owen Roberts Intl

Mon 9/21

12:00 pm-10:53 am

2 stops24h 53m

$687

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 12/7

4:00 pm-4:30 pm

2 stops21h 30m

George Town Owen Roberts Intl

Thu 12/10

5:45 pm-9:11 pm

2 stops30h 26m

$702

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 8/22

12:03 pm-11:30 am

2 stops21h 27m

George Town Owen Roberts Intl

Thu 8/27

12:00 pm-10:50 am

2 stops24h 50m

$716
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

$792

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 8/21

10:20 pm-11:39 am

1 stop11h 19m

George Town Owen Roberts Intl

Sun 8/30

1:04 pm-10:58 pm

1 stop11h 54m

$801

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 8/10

2:30 pm-1:10 pm

2 stops20h 40m

George Town Owen Roberts Intl

Thu 8/13

12:30 pm-10:50 am

2 stops24h 20m

$802

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 8/20

2:59 pm-11:39 am

2 stops18h 40m

George Town Owen Roberts Intl

Fri 8/28

1:04 pm-10:43 am

2 stops23h 39m

$806

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 12/7

4:00 pm-4:30 pm

2 stops21h 30m

George Town Owen Roberts Intl

Thu 12/10

5:45 pm-9:11 pm

2 stops30h 26m

$836

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 12/29

7:17 pm-11:57 am

2 stops13h 40m

George Town Owen Roberts Intl

Fri 1/8

3:40 pm-10:57 am

2 stops22h 17m

$837

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

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 51% 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 20m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 11h 20m
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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