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Cheap flights from San Jose, California to the Cayman Islands from $307

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 8/8. 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.
Southwest Logo
6:00 pm - 11:55 am
SJC
-
GCM
15h 55m
2 stops
Southwest Logo
11:30 am - 10:50 pm
GCM
-
SJC
13h 20m
2 stops
$682Southwest
sáb., may. 30 - sáb., jun. 6
American Airlines Logo
7:24 pm - 4:11 pm
SJC
-
GCM
18h 47m
2 stops
American Airlines Logo
11:23 am - 11:00 pm
GCM
-
SJC
13h 37m
1 stop
$687American Airlines
mié., jun. 24 - sáb., jul. 4
American Airlines Logo
11:48 am - 1:39 pm
SJC
-
GCM
23h 51m
1 stop
American Airlines Logo
2:42 pm - 11:13 pm
GCM
-
SJC
10h 31m
1 stop
$692American Airlines
jue., may. 28 - jue., jun. 4
Delta Logo
8:15 pm - 11:34 am
SJC
-
GCM
13h 19m
2 stops
Delta Logo
12:59 pm - 10:57 pm
GCM
-
SJC
11h 58m
1 stop
$727Delta
lun., jun. 22 - mié., jul. 1
Multiple Airlines Logo
12:57 pm - 4:00 pm
SJC
-
GCM
25h 03m
1 stop
Multiple Airlines Logo
4:00 pm - 11:59 am
GCM
-
SJC
21h 59m
1 stop
$738Multiple Airlines
sáb., may. 30 - sáb., jun. 6
American Airlines Logo
2:34 pm - 1:35 pm
SJC
-
GCM
21h 01m
1 stop
American Airlines Logo
3:45 pm - 11:00 pm
GCM
-
SJC
9h 15m
1 stop
$744American Airlines
mié., jun. 24 - sáb., jul. 4
United Airlines Logo
2:46 pm - 12:30 pm
SJC
-
GCM
19h 44m
2 stops
United Airlines Logo
1:35 pm - 12:00 pm
GCM
-
SJC
24h 25m
1 stop
$747United Airlines
lun., may. 4 - jue., may. 7
American Airlines Logo
2:34 pm - 1:35 pm
SJC
-
GCM
21h 01m
1 stop
American Airlines Logo
5:12 pm - 11:56 am
GCM
-
SJC
20h 44m
2 stops
$748American Airlines
mié., jun. 24 - mar., jun. 30
United Airlines Logo
2:46 pm - 12:30 pm
SJC
-
GCM
19h 44m
2 stops
United Airlines Logo
1:35 pm - 5:23 pm
GCM
-
SJC
29h 48m
2 stops
$753United Airlines
lun., may. 4 - jue., may. 7
Multiple Airlines Logo
12:57 pm - 4:00 pm
SJC
-
GCM
25h 03m
1 stop
Multiple Airlines Logo
8:15 am - 9:45 am
GCM
-
SJC
27h 30m
2 stops
$761Multiple Airlines
sáb., may. 30 - dom., jun. 7

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
May 13
SJC6:19 pmSan Jose
16h 11m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 20
GCM1:35 pmGeorge Town Owen Roberts Intl
24h 28m
1 stop
SJC12:03 pmSan Jose
$653
United Airlines
May 4
SJC2:46 pmSan Jose
19h 44m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 7
GCM1:35 pmGeorge Town Owen Roberts Intl
24h 25m
1 stop
SJC12:00 pmSan Jose
$747
United Airlines
May 4
SJC2:46 pmSan Jose
19h 44m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 7
GCM1:35 pmGeorge Town Owen Roberts Intl
29h 48m
2 stops
SJC5:23 pmSan Jose
$753

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
May 28
SJC2:49 pmSan Jose
19h 05m
2 stops
GCM11:54 amGeorge Town Owen Roberts Intl
Jun 4
GCM1:19 pmGeorge Town Owen Roberts Intl
11h 36m
1 stop
SJC10:55 pmSan Jose
$682
Delta
May 13
SJC10:00 pmSan Jose
11h 54m
1 stop
GCM11:54 amGeorge Town Owen Roberts Intl
May 20
GCM1:19 pmGeorge Town Owen Roberts Intl
11h 36m
1 stop
SJC10:55 pmSan Jose
$881

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 abril 15, 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

sáb. 5/30

6:00 pm-11:55 am

2 stops15h 55m

George Town Owen Roberts Intl

sáb. 6/6

11:30 am-10:50 pm

2 stops13h 20m

$682

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mié. 6/24

7:24 pm-4:11 pm

2 stops18h 47m

George Town Owen Roberts Intl

sáb. 7/4

11:23 am-11:00 pm

1 stop13h 37m

$687

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

jue. 5/28

11:48 am-1:39 pm

1 stop23h 51m

George Town Owen Roberts Intl

jue. 6/4

2:42 pm-11:13 pm

1 stop10h 31m

$692
Quickest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

lun. 6/22

8:15 pm-11:34 am

2 stops13h 19m

George Town Owen Roberts Intl

mié. 7/1

12:59 pm-10:57 pm

1 stop11h 58m

$727

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

sáb. 5/30

12:57 pm-4:00 pm

1 stop25h 03m

George Town Owen Roberts Intl

sáb. 6/6

4:00 pm-11:59 am

1 stop21h 59m

$738

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mié. 6/24

2:34 pm-1:35 pm

1 stop21h 01m

George Town Owen Roberts Intl

sáb. 7/4

3:45 pm-11:00 pm

1 stop9h 15m

$744

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

lun. 5/4

2:46 pm-12:30 pm

2 stops19h 44m

George Town Owen Roberts Intl

jue. 5/7

1:35 pm-12:00 pm

1 stop24h 25m

$747

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mié. 6/24

2:34 pm-1:35 pm

1 stop21h 01m

George Town Owen Roberts Intl

mar. 6/30

5:12 pm-11:56 am

2 stops20h 44m

$748

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

lun. 5/4

2:46 pm-12:30 pm

2 stops19h 44m

George Town Owen Roberts Intl

jue. 5/7

1:35 pm-5:23 pm

2 stops29h 48m

$753

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

sáb. 5/30

12:57 pm-4:00 pm

1 stop25h 03m

George Town Owen Roberts Intl

dom. 6/7

8:15 am-9:45 am

2 stops27h 30m

$761

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 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 50% 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

19h 44m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 19h 44m
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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Find better results for your trip to the Cayman Islands

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