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Cheap flights from San Jose, California to the Cayman Islands from $245

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 2/9. 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.
American Airlines Logo
2:32 pm - 11:50 am
SJC
-
GCM
18h 18m
2 stops
American Airlines Logo
3:15 pm - 10:11 am
GCM
-
SJC
21h 56m
2 stops
$520American Airlines
Sun, Feb 8 - Sun, Feb 15
American Airlines Logo
12:50 pm - 11:50 am
SJC
-
GCM
20h 00m
2 stops
American Airlines Logo
4:25 pm - 10:11 am
GCM
-
SJC
20h 46m
1 stop
$532American Airlines
Sun, Feb 8 - Sun, Feb 15
American Airlines Logo
2:36 pm - 11:00 am
SJC
-
GCM
18h 24m
2 stops
American Airlines Logo
2:10 pm - 11:02 am
GCM
-
SJC
22h 52m
2 stops
$558American Airlines
Sat, Jul 11 - Wed, Jul 15
Delta Logo
10:45 pm - 11:47 am
SJC
-
GCM
11h 02m
1 stop
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m
1 stop
$573Delta
Mon, Mar 23 - Tue, Mar 31
Delta Logo
6:25 pm - 11:47 am
SJC
-
GCM
15h 22m
2 stops
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m
1 stop
$578Delta
Mon, Mar 23 - Mon, Mar 30
American Airlines Logo
2:08 pm - 10:40 am
SJC
-
GCM
18h 32m
2 stops
American Airlines Logo
4:00 pm - 1:18 pm
GCM
-
SJC
23h 18m
1 stop
$591American Airlines
Thu, Mar 26 - Thu, Apr 2
United Airlines Logo
3:55 pm - 1:45 pm
SJC
-
GCM
18h 50m
2 stops
United Airlines Logo
2:25 pm - 1:41 pm
GCM
-
SJC
26h 16m
2 stops
$601United Airlines
Wed, Feb 25 - Wed, Mar 4
Delta Logo
7:15 am - 11:26 am
SJC
-
GCM
26h 11m
2 stops
Delta Logo
12:40 pm - 12:53 pm
GCM
-
SJC
26h 13m
2 stops
$624Delta
Sun, Jul 12 - Tue, Jul 14
Delta Logo
10:45 pm - 9:45 am
SJC
-
GCM
9h 00m
1 stop
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m
1 stop
$639Delta
Fri, Mar 27 - Mon, Mar 30
Delta Logo
7:00 am - 11:47 am
SJC
-
GCM
26h 47m
2 stops
Delta Logo
1:12 pm - 9:33 pm
GCM
-
SJC
10h 21m
1 stop
$644Delta
Thu, Mar 26 - Mon, Mar 30

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
Feb 25
SJC3:55 pmSan Jose
18h 50m
2 stops
GCM1:45 pmGeorge Town Owen Roberts Intl
Mar 4
GCM2:25 pmGeorge Town Owen Roberts Intl
26h 16m
2 stops
SJC1:41 pmSan Jose
$601
United Airlines
Mar 23
SJC10:55 pmSan Jose
14h 35m
2 stops
GCM3:30 pmGeorge Town Owen Roberts Intl
Mar 31
GCM1:50 pmGeorge Town Owen Roberts Intl
33h 18m
2 stops
SJC9:08 pmSan Jose
$708
United Airlines
Jul 12
SJC6:40 amSan Jose
27h 50m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
Jul 14
GCM1:35 pmGeorge Town Owen Roberts Intl
24h 33m
1 stop
SJC12:08 pmSan Jose
$724

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Mar 23
SJC10:45 pmSan Jose
11h 02m
1 stop
GCM11:47 amGeorge Town Owen Roberts Intl
Mar 30
GCM1:12 pmGeorge Town Owen Roberts Intl
10h 21m
1 stop
SJC9:33 pmSan Jose
$573
Delta
Mar 23
SJC6:25 pmSan Jose
15h 22m
2 stops
GCM11:47 amGeorge Town Owen Roberts Intl
Mar 30
GCM1:12 pmGeorge Town Owen Roberts Intl
10h 21m
1 stop
SJC9:33 pmSan Jose
$578
Delta
Jul 12
SJC7:15 amSan Jose
26h 11m
2 stops
GCM11:26 amGeorge Town Owen Roberts Intl
Jul 14
GCM12:40 pmGeorge Town Owen Roberts Intl
26h 13m
2 stops
SJC12:53 pmSan Jose
$624

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 13, 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

Sun 2/8

2:32 pm-11:50 am

2 stops18h 18m

George Town Owen Roberts Intl

Sun 2/15

3:15 pm-10:11 am

2 stops21h 56m

$520

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 2/8

12:50 pm-11:50 am

2 stops20h 00m

George Town Owen Roberts Intl

Sun 2/15

4:25 pm-10:11 am

1 stop20h 46m

$532

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 7/11

2:36 pm-11:00 am

2 stops18h 24m

George Town Owen Roberts Intl

Wed 7/15

2:10 pm-11:02 am

2 stops22h 52m

$558

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 3/23

10:45 pm-11:47 am

1 stop11h 02m

George Town Owen Roberts Intl

Tue 3/31

1:12 pm-9:33 pm

1 stop10h 21m

$573

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 3/23

6:25 pm-11:47 am

2 stops15h 22m

George Town Owen Roberts Intl

Mon 3/30

1:12 pm-9:33 pm

1 stop10h 21m

$578

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 3/26

2:08 pm-10:40 am

2 stops18h 32m

George Town Owen Roberts Intl

Thu 4/2

4:00 pm-1:18 pm

1 stop23h 18m

$591

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 2/25

3:55 pm-1:45 pm

2 stops18h 50m

George Town Owen Roberts Intl

Wed 3/4

2:25 pm-1:41 pm

2 stops26h 16m

$601

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 7/12

7:15 am-11:26 am

2 stops26h 11m

George Town Owen Roberts Intl

Tue 7/14

12:40 pm-12:53 pm

2 stops26h 13m

$624

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 3/27

10:45 pm-9:45 am

1 stop9h 00m

George Town Owen Roberts Intl

Mon 3/30

1:12 pm-9:33 pm

1 stop10h 21m

$639

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 3/26

7:00 am-11:47 am

2 stops26h 47m

George Town Owen Roberts Intl

Mon 3/30

1:12 pm-9:33 pm

1 stop10h 21m

$644

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?

American Airlines, Delta, and United 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 02m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 11h 02m
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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