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Cheap flights from San Jose, California to the Cayman Islands from $224

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 2/8. 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.
Delta Logo
10:45 pm - 12:40 pm
SJC
-
GCM
10h 55m1 stop
Delta Logo
1:54 pm - 9:18 pm
GCM
-
SJC
10h 24m1 stop
$552Delta
Sun, Feb 8 - Sat, Feb 14
Delta Logo
3:40 pm - 12:40 pm
SJC
-
GCM
18h 00m2 stops
Delta Logo
12:25 pm - 10:05 pm
GCM
-
SJC
12h 40m2 stops
$557Delta
Sun, Feb 8 - Sat, Feb 14
American Airlines Logo
2:06 pm - 3:25 pm
SJC
-
GCM
22h 19m1 stop
American Airlines Logo
12:50 pm - 9:24 am
GCM
-
SJC
23h 34m2 stops
$569American Airlines
Sun, Jan 4 - Mon, Jan 12
United Airlines Logo
2:29 pm - 4:00 pm
SJC
-
GCM
22h 31m2 stops
United Airlines Logo
2:50 pm - 1:39 pm
GCM
-
SJC
25h 49m2 stops
$604United Airlines
Sun, Jan 4 - Mon, Jan 12
Southwest Logo
9:15 pm - 11:40 am
SJC
-
GCM
12h 25m2 stops
Southwest Logo
1:05 pm - 11:30 pm
GCM
-
SJC
12h 25m2 stops
$608Southwest
Sun, Apr 5 - Mon, Apr 13
American Airlines Logo
11:51 am - 12:05 pm
SJC
-
GCM
21h 14m2 stops
American Airlines Logo
1:05 pm - 9:24 am
GCM
-
SJC
23h 19m2 stops
$667American Airlines
Mon, Feb 2 - Fri, Feb 6
Delta Logo
10:30 pm - 12:29 pm
SJC
-
GCM
10h 59m1 stop
Delta Logo
1:54 pm - 9:18 pm
GCM
-
SJC
10h 24m1 stop
$671Delta
Wed, Feb 25 - Tue, Mar 3
Delta Logo
6:25 pm - 12:40 pm
SJC
-
GCM
15h 15m2 stops
Delta Logo
2:05 pm - 1:34 pm
GCM
-
SJC
26h 29m2 stops
$676Delta
Tue, Feb 3 - Fri, Feb 6
Delta Logo
10:55 pm - 12:40 pm
SJC
-
GCM
10h 45m1 stop
Delta Logo
2:05 pm - 9:20 pm
GCM
-
SJC
10h 15m1 stop
$679Delta
Sun, Jan 4 - Mon, Jan 12
United Airlines Logo
8:50 am - 1:15 pm
SJC
-
GCM
25h 25m2 stops
United Airlines Logo
2:50 pm - 1:41 pm
GCM
-
SJC
49h 51m2 stops
$687United Airlines
Mon, Feb 23 - Thu, Feb 26

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
Jan 4
SJC2:06 pmSan Jose
22h 19m
1 stop
GCM3:25 pmGeorge Town Owen Roberts Intl
Jan 12
GCM12:50 pmGeorge Town Owen Roberts Intl
23h 34m
2 stops
SJC9:24 amSan Jose
$569
Find similar
American Airlines
Feb 2
SJC11:51 amSan Jose
21h 14m
2 stops
GCM12:05 pmGeorge Town Owen Roberts Intl
Feb 6
GCM1:05 pmGeorge Town Owen Roberts Intl
23h 19m
2 stops
SJC9:24 amSan Jose
$667
Find similar
American Airlines
Apr 5
SJC2:08 pmSan Jose
22h 17m
1 stop
GCM2:25 pmGeorge Town Owen Roberts Intl
Apr 13
GCM2:50 pmGeorge Town Owen Roberts Intl
22h 52m
2 stops
SJC11:42 amSan Jose
$700
Find similar

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
Jan 4
SJC2:29 pmSan Jose
22h 31m
2 stops
GCM4:00 pmGeorge Town Owen Roberts Intl
Jan 12
GCM2:50 pmGeorge Town Owen Roberts Intl
25h 49m
2 stops
SJC1:39 pmSan Jose
$604
Find similar
United Airlines
Feb 23
SJC8:50 amSan Jose
25h 25m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Feb 26
GCM2:50 pmGeorge Town Owen Roberts Intl
49h 51m
2 stops
SJC1:41 pmSan Jose
$687
Find similar
United Airlines
Feb 25
SJC8:50 amSan Jose
25h 25m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Mar 3
GCM2:25 pmGeorge Town Owen Roberts Intl
26h 16m
2 stops
SJC1:41 pmSan Jose
$688
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 December 4, 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

Sun 2/8

10:45 pm-12:40 pm

1 stop10h 55m

George Town Owen Roberts Intl

Sat 2/14

1:54 pm-9:18 pm

1 stop10h 24m

$552

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 2/8

3:40 pm-12:40 pm

2 stops18h 00m

George Town Owen Roberts Intl

Sat 2/14

12:25 pm-10:05 pm

2 stops12h 40m

$557

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 1/4

2:06 pm-3:25 pm

1 stop22h 19m

George Town Owen Roberts Intl

Mon 1/12

12:50 pm-9:24 am

2 stops23h 34m

$569

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 1/4

2:29 pm-4:00 pm

2 stops22h 31m

George Town Owen Roberts Intl

Mon 1/12

2:50 pm-1:39 pm

2 stops25h 49m

$604

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 4/5

9:15 pm-11:40 am

2 stops12h 25m

George Town Owen Roberts Intl

Mon 4/13

1:05 pm-11:30 pm

2 stops12h 25m

$608

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 2/2

11:51 am-12:05 pm

2 stops21h 14m

George Town Owen Roberts Intl

Fri 2/6

1:05 pm-9:24 am

2 stops23h 19m

$667

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 2/25

10:30 pm-12:29 pm

1 stop10h 59m

George Town Owen Roberts Intl

Tue 3/3

1:54 pm-9:18 pm

1 stop10h 24m

$671

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 2/3

6:25 pm-12:40 pm

2 stops15h 15m

George Town Owen Roberts Intl

Fri 2/6

2:05 pm-1:34 pm

2 stops26h 29m

$676

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 1/4

10:55 pm-12:40 pm

1 stop10h 45m

George Town Owen Roberts Intl

Mon 1/12

2:05 pm-9:20 pm

1 stop10h 15m

$679

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 2/23

8:50 am-1:15 pm

2 stops25h 25m

George Town Owen Roberts Intl

Thu 2/26

2:50 pm-1:41 pm

2 stops49h 51m

$687

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 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

Fastest flight time

10h 55m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 10h 55m
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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