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Cheap flights from San Jose, California to the Cayman Islands from $250

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.
1 adult
1 adult, Economy, 0 bags

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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.
United Airlines Logo
8:45 am - 12:45 pm
SJC
-
GCM
26h 00m
2 stops
United Airlines Logo
1:35 pm - 5:23 pm
GCM
-
SJC
29h 48m
2 stops
$526United Airlines
mar., abr. 28 - jue., abr. 30
United Airlines Logo
8:45 am - 12:45 pm
SJC
-
GCM
26h 00m
2 stops
United Airlines Logo
1:35 pm - 12:00 pm
GCM
-
SJC
24h 25m
1 stop
$586United Airlines
mar., abr. 28 - jue., abr. 30
American Airlines Logo
7:22 pm - 11:25 am
SJC
-
GCM
14h 03m
2 stops
American Airlines Logo
5:12 pm - 1:35 pm
GCM
-
SJC
22h 23m
2 stops
$673American Airlines
dom., jul. 26 - dom., ago. 2
Delta Logo
4:54 pm - 11:31 am
SJC
-
GCM
16h 37m
2 stops
Delta Logo
12:56 pm - 10:41 pm
GCM
-
SJC
11h 45m
1 stop
$691Delta
sáb., ago. 8 - sáb., ago. 15
American Airlines Logo
11:48 am - 1:36 pm
SJC
-
GCM
23h 48m
1 stop
American Airlines Logo
5:12 pm - 10:50 am
GCM
-
SJC
19h 38m
2 stops
$741American Airlines
dom., jul. 26 - dom., ago. 2
United Airlines Logo
6:37 pm - 1:30 pm
SJC
-
GCM
40h 53m
2 stops
United Airlines Logo
4:45 pm - 9:09 pm
GCM
-
SJC
30h 24m
2 stops
$800United Airlines
jue., jun. 18 - sáb., jun. 27
United Airlines Logo
8:45 am - 12:30 pm
SJC
-
GCM
25h 45m
2 stops
United Airlines Logo
1:35 pm - 12:00 pm
GCM
-
SJC
24h 25m
1 stop
$806United Airlines
mar., abr. 28 - jue., abr. 30
United Airlines Logo
6:37 pm - 1:30 pm
SJC
-
GCM
40h 53m
2 stops
United Airlines Logo
4:45 pm - 9:09 pm
GCM
-
SJC
30h 24m
2 stops
$810United Airlines
jue., jun. 18 - sáb., jun. 27
United Airlines Logo
8:45 am - 11:45 am
SJC
-
GCM
25h 00m
2 stops
United Airlines Logo
1:35 pm - 5:23 pm
GCM
-
SJC
29h 48m
2 stops
$812United Airlines
mar., abr. 28 - jue., abr. 30
United Airlines Logo
6:37 pm - 1:30 pm
SJC
-
GCM
40h 53m
2 stops
United Airlines Logo
4:45 pm - 12:03 pm
GCM
-
SJC
21h 18m
1 stop
$818United Airlines
jue., jun. 18 - sáb., jun. 27

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Aug 8
SJC4:54 pmSan Jose
16h 37m
2 stops
GCM11:31 amGeorge Town Owen Roberts Intl
Aug 15
GCM12:56 pmGeorge Town Owen Roberts Intl
11h 45m
1 stop
SJC10:41 pmSan Jose
$691
Delta
Jul 26
SJC10:00 pmSan Jose
11h 31m
1 stop
GCM11:31 amGeorge Town Owen Roberts Intl
Aug 2
GCM12:56 pmGeorge Town Owen Roberts Intl
11h 53m
1 stop
SJC10:49 pmSan Jose
$924
Delta
Jun 18
SJC10:00 pmSan Jose
11h 34m
1 stop
GCM11:34 amGeorge Town Owen Roberts Intl
Jun 27
GCM12:59 pmGeorge Town Owen Roberts Intl
10h 43m
1 stop
SJC9:42 pmSan Jose
$1,081

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 28
SJC8:45 amSan Jose
26h 00m
2 stops
GCM12:45 pmGeorge Town Owen Roberts Intl
Apr 30
GCM1:35 pmGeorge Town Owen Roberts Intl
29h 48m
2 stops
SJC5:23 pmSan Jose
$526
United Airlines
Apr 28
SJC8:45 amSan Jose
26h 00m
2 stops
GCM12:45 pmGeorge Town Owen Roberts Intl
Apr 30
GCM1:35 pmGeorge Town Owen Roberts Intl
24h 25m
1 stop
SJC12:00 pmSan Jose
$586
United Airlines
Jun 18
SJC6:37 pmSan Jose
40h 53m
2 stops
GCM1:30 pmGeorge Town Owen Roberts Intl
Jun 27
GCM4:45 pmGeorge Town Owen Roberts Intl
30h 24m
2 stops
SJC9:09 pmSan Jose
$800

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 marzo 28, 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

mar. 4/28

8:45 am-12:45 pm

2 stops26h 00m

George Town Owen Roberts Intl

jue. 4/30

1:35 pm-5:23 pm

2 stops29h 48m

$526

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mar. 4/28

8:45 am-12:45 pm

2 stops26h 00m

George Town Owen Roberts Intl

jue. 4/30

1:35 pm-12:00 pm

1 stop24h 25m

$586

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

dom. 7/26

7:22 pm-11:25 am

2 stops14h 03m

George Town Owen Roberts Intl

dom. 8/2

5:12 pm-1:35 pm

2 stops22h 23m

$673
Quickest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

sáb. 8/8

4:54 pm-11:31 am

2 stops16h 37m

George Town Owen Roberts Intl

sáb. 8/15

12:56 pm-10:41 pm

1 stop11h 45m

$691

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

dom. 7/26

11:48 am-1:36 pm

1 stop23h 48m

George Town Owen Roberts Intl

dom. 8/2

5:12 pm-10:50 am

2 stops19h 38m

$741

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

jue. 6/18

6:37 pm-1:30 pm

2 stops40h 53m

George Town Owen Roberts Intl

sáb. 6/27

4:45 pm-9:09 pm

2 stops30h 24m

$800

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mar. 4/28

8:45 am-12:30 pm

2 stops25h 45m

George Town Owen Roberts Intl

jue. 4/30

1:35 pm-12:00 pm

1 stop24h 25m

$806

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

jue. 6/18

6:37 pm-1:30 pm

2 stops40h 53m

George Town Owen Roberts Intl

sáb. 6/27

4:45 pm-9:09 pm

2 stops30h 24m

$810

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mar. 4/28

8:45 am-11:45 am

2 stops25h 00m

George Town Owen Roberts Intl

jue. 4/30

1:35 pm-5:23 pm

2 stops29h 48m

$812

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

jue. 6/18

6:37 pm-1:30 pm

2 stops40h 53m

George Town Owen Roberts Intl

sáb. 6/27

4:45 pm-12:03 pm

1 stop21h 18m

$818

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?

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

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 31m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 11h 31m
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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