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Cheap flights from San Jose, California to the Cayman Islands from $294

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
7:00 am - 11:47 am
SJC
-
GCM
26h 47m
2 stops
Delta Logo
1:25 pm - 9:45 pm
GCM
-
SJC
10h 20m
1 stop
$418Delta
Mon, Apr 6 - Tue, Apr 14
Delta Logo
10:50 pm - 11:47 am
SJC
-
GCM
10h 57m
1 stop
Delta Logo
1:25 pm - 9:45 pm
GCM
-
SJC
10h 20m
1 stop
$427Delta
Mon, Apr 6 - Tue, Apr 14
American Airlines Logo
2:02 pm - 11:00 am
SJC
-
GCM
18h 58m
2 stops
American Airlines Logo
2:10 pm - 10:10 am
GCM
-
SJC
22h 00m
2 stops
$482American Airlines
Sat, May 9 - Sat, May 16
United Airlines Logo
3:45 pm - 11:45 am
SJC
-
GCM
18h 00m
2 stops
United Airlines Logo
1:50 pm - 9:07 pm
GCM
-
SJC
33h 17m
2 stops
$640United Airlines
Wed, Apr 8 - Mon, Apr 13
American Airlines Logo
2:02 pm - 1:10 pm
SJC
-
GCM
21h 08m
2 stops
American Airlines Logo
3:13 pm - 10:10 am
GCM
-
SJC
20h 57m
1 stop
$648American Airlines
Sat, May 9 - Sat, May 16
United Airlines Logo
3:45 pm - 12:45 pm
SJC
-
GCM
19h 00m
2 stops
United Airlines Logo
1:35 pm - 10:36 pm
GCM
-
SJC
35h 01m
2 stops
$649United Airlines
Wed, Apr 8 - Mon, Apr 13
Delta Logo
10:35 pm - 12:29 pm
SJC
-
GCM
10h 54m
1 stop
Delta Logo
1:54 pm - 9:18 pm
GCM
-
SJC
10h 24m
1 stop
$747Delta
Fri, Feb 27 - Mon, Mar 2
Delta Logo
6:30 pm - 12:29 pm
SJC
-
GCM
14h 59m
2 stops
Delta Logo
1:54 pm - 9:18 pm
GCM
-
SJC
10h 24m
1 stop
$752Delta
Thu, Feb 26 - Tue, Mar 3
American Airlines Logo
11:01 am - 3:25 pm
SJC
-
GCM
25h 24m
1 stop
American Airlines Logo
4:25 pm - 1:17 pm
GCM
-
SJC
23h 52m
1 stop
$780American Airlines
Thu, Feb 26 - Tue, Mar 3
American Airlines Logo
2:35 pm - 11:28 am
SJC
-
GCM
18h 53m
2 stops
American Airlines Logo
4:07 pm - 10:56 am
GCM
-
SJC
20h 49m
2 stops
$784American Airlines
Thu, Jun 18 - Sat, Jun 27

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
Apr 8
SJC3:45 pmSan Jose
18h 00m
2 stops
GCM11:45 amGeorge Town Owen Roberts Intl
Apr 13
GCM1:50 pmGeorge Town Owen Roberts Intl
33h 17m
2 stops
SJC9:07 pmSan Jose
$640
United Airlines
Apr 8
SJC3:45 pmSan Jose
19h 00m
2 stops
GCM12:45 pmGeorge Town Owen Roberts Intl
Apr 13
GCM1:35 pmGeorge Town Owen Roberts Intl
35h 01m
2 stops
SJC10:36 pmSan Jose
$649
United Airlines
Apr 14
SJC6:30 amSan Jose
28h 15m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
Apr 18
GCM1:35 pmGeorge Town Owen Roberts Intl
26h 00m
2 stops
SJC1:35 pmSan Jose
$817

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Apr 6
SJC7:00 amSan Jose
26h 47m
2 stops
GCM11:47 amGeorge Town Owen Roberts Intl
Apr 14
GCM1:25 pmGeorge Town Owen Roberts Intl
10h 20m
1 stop
SJC9:45 pmSan Jose
$418
Delta
Apr 6
SJC10:50 pmSan Jose
10h 57m
1 stop
GCM11:47 amGeorge Town Owen Roberts Intl
Apr 14
GCM1:25 pmGeorge Town Owen Roberts Intl
10h 20m
1 stop
SJC9:45 pmSan Jose
$427
Delta
Feb 27
SJC10:35 pmSan Jose
10h 54m
1 stop
GCM12:29 pmGeorge Town Owen Roberts Intl
Mar 2
GCM1:54 pmGeorge Town Owen Roberts Intl
10h 24m
1 stop
SJC9:18 pmSan Jose
$747

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 February 14, 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

Mon 4/6

7:00 am-11:47 am

2 stops26h 47m

George Town Owen Roberts Intl

Tue 4/14

1:25 pm-9:45 pm

1 stop10h 20m

$418

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 4/6

10:50 pm-11:47 am

1 stop10h 57m

George Town Owen Roberts Intl

Tue 4/14

1:25 pm-9:45 pm

1 stop10h 20m

$427

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 5/9

2:02 pm-11:00 am

2 stops18h 58m

George Town Owen Roberts Intl

Sat 5/16

2:10 pm-10:10 am

2 stops22h 00m

$482

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 4/8

3:45 pm-11:45 am

2 stops18h 00m

George Town Owen Roberts Intl

Mon 4/13

1:50 pm-9:07 pm

2 stops33h 17m

$640

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 5/9

2:02 pm-1:10 pm

2 stops21h 08m

George Town Owen Roberts Intl

Sat 5/16

3:13 pm-10:10 am

1 stop20h 57m

$648

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 4/8

3:45 pm-12:45 pm

2 stops19h 00m

George Town Owen Roberts Intl

Mon 4/13

1:35 pm-10:36 pm

2 stops35h 01m

$649

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 2/27

10:35 pm-12:29 pm

1 stop10h 54m

George Town Owen Roberts Intl

Mon 3/2

1:54 pm-9:18 pm

1 stop10h 24m

$747

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 2/26

6:30 pm-12:29 pm

2 stops14h 59m

George Town Owen Roberts Intl

Tue 3/3

1:54 pm-9:18 pm

1 stop10h 24m

$752

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 2/26

11:01 am-3:25 pm

1 stop25h 24m

George Town Owen Roberts Intl

Tue 3/3

4:25 pm-1:17 pm

1 stop23h 52m

$780

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

2:35 pm-11:28 am

2 stops18h 53m

George Town Owen Roberts Intl

Sat 6/27

4:07 pm-10:56 am

2 stops20h 49m

$784

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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?

United Airlines is the most popular carrier operating from San Jose to Cayman Islands

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 45% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 4 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

10h 54m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 10h 54m
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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