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Cheap flights from San Jose, California to the Cayman Islands from $312

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 11/23. 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.
United Airlines Logo
2:29 pm - 4:00 pmSJC-GCM
22h 31m2 stops
United Airlines Logo
5:45 pm - 1:33 pmGCM-SJC
22h 48m2 stops
$597United Airlines
Find Deal
mié., dic. 24 - mié., dic. 31
American Airlines Logo
10:53 am - 3:25 pmSJC-GCM
25h 32m1 stop
American Airlines Logo
1:05 pm - 9:16 amGCM-SJC
23h 11m2 stops
$636American Airlines
Find Deal
mié., dic. 24 - mié., dic. 31
Delta Logo
5:55 am - 12:36 pmSJC-GCM
27h 41m2 stops
Delta Logo
1:52 pm - 9:34 pmGCM-SJC
10h 42m1 stop
$642Delta
Find Deal
mié., dic. 24 - lun., dic. 29
American Airlines Logo
10:53 am - 3:25 pmSJC-GCM
25h 32m1 stop
American Airlines Logo
4:26 pm - 10:00 amGCM-SJC
20h 34m1 stop
$644American Airlines
Find Deal
mié., dic. 24 - mié., dic. 31
American Airlines Logo
6:00 am - 3:25 pmSJC-GCM
30h 25m1 stop
American Airlines Logo
12:55 pm - 10:20 pmGCM-SJC
12h 25m2 stops
$706American Airlines
Find Deal
mié., dic. 24 - mar., dic. 30
United Airlines Logo
2:29 pm - 4:00 pmSJC-GCM
22h 31m2 stops
United Airlines Logo
5:45 pm - 1:33 pmGCM-SJC
22h 48m2 stops
$707United Airlines
Find Deal
mié., dic. 24 - lun., dic. 29
American Airlines Logo
6:00 am - 3:25 pmSJC-GCM
30h 25m1 stop
American Airlines Logo
3:45 pm - 9:16 amGCM-SJC
20h 31m2 stops
$711American Airlines
Find Deal
mié., dic. 24 - dom., dic. 28
American Airlines Logo
9:56 am - 2:21 pmSJC-GCM
25h 25m2 stops
American Airlines Logo
12:55 pm - 10:03 amGCM-SJC
24h 08m2 stops
$714American Airlines
Find Deal
lun., dic. 22 - mar., dic. 30
Delta Logo
10:55 pm - 12:36 pmSJC-GCM
10h 41m1 stop
Delta Logo
1:52 pm - 9:34 pmGCM-SJC
10h 42m1 stop
$798Delta
Find Deal
lun., dic. 22 - lun., dic. 29
Delta Logo
10:55 pm - 12:36 pmSJC-GCM
10h 41m1 stop
Delta Logo
1:52 pm - 9:34 pmGCM-SJC
10h 42m1 stop
$877Delta
Find Deal
lun., dic. 22 - dom., dic. 28

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
Dec 24
SJC2:29 pmSan Jose
22h 31m
2 stops
GCM4:00 pmGeorge Town Owen Roberts Intl
Dec 31
GCM5:45 pmGeorge Town Owen Roberts Intl
22h 48m
2 stops
SJC1:33 pmSan Jose
$597
Find similar
United Airlines
Dec 24
SJC2:29 pmSan Jose
22h 31m
2 stops
GCM4:00 pmGeorge Town Owen Roberts Intl
Dec 29
GCM5:45 pmGeorge Town Owen Roberts Intl
22h 48m
2 stops
SJC1:33 pmSan Jose
$707
Find similar
United Airlines
Dec 27
SJC10:30 pmSan Jose
38h 30m
2 stops
GCM4:00 pmGeorge Town Owen Roberts Intl
Dec 30
GCM5:10 pmGeorge Town Owen Roberts Intl
23h 23m
2 stops
SJC1:33 pmSan Jose
$772
Find similar

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
Dec 24
SJC10:53 amSan Jose
25h 32m
1 stop
GCM3:25 pmGeorge Town Owen Roberts Intl
Dec 31
GCM1:05 pmGeorge Town Owen Roberts Intl
23h 11m
2 stops
SJC9:16 amSan Jose
$636
Find similar
American Airlines
Dec 24
SJC10:53 amSan Jose
25h 32m
1 stop
GCM3:25 pmGeorge Town Owen Roberts Intl
Dec 31
GCM4:26 pmGeorge Town Owen Roberts Intl
20h 34m
1 stop
SJC10:00 amSan Jose
$644
Find similar
American Airlines
Dec 24
SJC6:00 amSan Jose
30h 25m
1 stop
GCM3:25 pmGeorge Town Owen Roberts Intl
Dec 30
GCM12:55 pmGeorge Town Owen Roberts Intl
12h 25m
2 stops
SJC10:20 pmSan Jose
$706
Find similar

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 octubre 22, 2025.
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

mié. 12/24

2:29 pm-4:00 pm

2 stops22h 31m

George Town Owen Roberts Intl

mié. 12/31

5:45 pm-1:33 pm

2 stops22h 48m

$597

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mié. 12/24

10:53 am-3:25 pm

1 stop25h 32m

George Town Owen Roberts Intl

mié. 12/31

1:05 pm-9:16 am

2 stops23h 11m

$636

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mié. 12/24

5:55 am-12:36 pm

2 stops27h 41m

George Town Owen Roberts Intl

lun. 12/29

1:52 pm-9:34 pm

1 stop10h 42m

$642

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mié. 12/24

10:53 am-3:25 pm

1 stop25h 32m

George Town Owen Roberts Intl

mié. 12/31

4:26 pm-10:00 am

1 stop20h 34m

$644

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mié. 12/24

6:00 am-3:25 pm

1 stop30h 25m

George Town Owen Roberts Intl

mar. 12/30

12:55 pm-10:20 pm

2 stops12h 25m

$706

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mié. 12/24

2:29 pm-4:00 pm

2 stops22h 31m

George Town Owen Roberts Intl

lun. 12/29

5:45 pm-1:33 pm

2 stops22h 48m

$707

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mié. 12/24

6:00 am-3:25 pm

1 stop30h 25m

George Town Owen Roberts Intl

dom. 12/28

3:45 pm-9:16 am

2 stops20h 31m

$711

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

lun. 12/22

9:56 am-2:21 pm

2 stops25h 25m

George Town Owen Roberts Intl

mar. 12/30

12:55 pm-10:03 am

2 stops24h 08m

$714

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

lun. 12/22

10:55 pm-12:36 pm

1 stop10h 41m

George Town Owen Roberts Intl

lun. 12/29

1:52 pm-9:34 pm

1 stop10h 42m

$798

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

lun. 12/22

10:55 pm-12:36 pm

1 stop10h 41m

George Town Owen Roberts Intl

dom. 12/28

1:52 pm-9:34 pm

1 stop10h 42m

$877

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 day to depart on your flight to Cayman Islands?

Our data shows that Monday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $594. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Thursday is $677.

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

Direct flights

None
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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vie. 11/21
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