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Cheap flights from San Jose, California to the Cayman Islands from $226

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 4/10. 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.
American Airlines Logo
7:09 pm - 3:03 pm
SJC
-
GCM
17h 54m
2 stops
American Airlines Logo
12:00 pm - 10:56 am
GCM
-
SJC
24h 56m
2 stops
$527American Airlines
Fri, May 15 - Wed, May 20
Delta Logo
3:45 pm - 11:41 am
SJC
-
GCM
17h 56m
2 stops
Delta Logo
12:56 pm - 10:41 pm
GCM
-
SJC
11h 45m
1 stop
$572Delta
Sat, Aug 29 - Tue, Sep 8
Southwest Logo
7:45 pm - 12:10 pm
SJC
-
GCM
14h 25m
2 stops
Southwest Logo
12:50 pm - 11:15 pm
GCM
-
SJC
12h 25m
2 stops
$611Southwest
Sun, May 3 - Sun, May 10
United Airlines Logo
6:19 pm - 12:30 pm
SJC
-
GCM
16h 11m
2 stops
United Airlines Logo
1:35 pm - 5:23 pm
GCM
-
SJC
53h 48m
2 stops
$622United Airlines
Mon, May 4 - Mon, May 11
United Airlines Logo
2:46 pm - 12:30 pm
SJC
-
GCM
19h 44m
2 stops
United Airlines Logo
1:35 pm - 10:56 pm
GCM
-
SJC
35h 21m
2 stops
$623United Airlines
Tue, May 12 - Thu, May 14
United Airlines Logo
12:56 pm - 12:30 pm
SJC
-
GCM
21h 34m
1 stop
United Airlines Logo
1:35 pm - 10:56 pm
GCM
-
SJC
35h 21m
2 stops
$629United Airlines
Tue, May 12 - Thu, May 14
American Airlines Logo
7:11 pm - 11:25 am
SJC
-
GCM
14h 14m
2 stops
American Airlines Logo
2:10 pm - 12:05 pm
GCM
-
SJC
23h 55m
2 stops
$630American Airlines
Sat, Aug 29 - Tue, Sep 8
American Airlines Logo
2:34 pm - 11:01 am
SJC
-
GCM
18h 27m
2 stops
American Airlines Logo
5:12 pm - 1:42 pm
GCM
-
SJC
22h 30m
2 stops
$668American Airlines
Thu, Jun 11 - Fri, Jun 19
American Airlines Logo
2:02 pm - 2:13 pm
SJC
-
GCM
22h 11m
1 stop
American Airlines Logo
2:05 pm - 10:56 am
GCM
-
SJC
22h 51m
2 stops
$721American Airlines
Fri, May 15 - Wed, May 20
United Airlines Logo
3:45 pm - 12:30 pm
SJC
-
GCM
18h 45m
2 stops
United Airlines Logo
1:50 pm - 10:41 pm
GCM
-
SJC
10h 51m
1 stop
$746United Airlines
Mon, Apr 20 - Thu, Apr 23

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
May 15
SJC7:09 pmSan Jose
17h 54m
2 stops
GCM3:03 pmGeorge Town Owen Roberts Intl
May 20
GCM12:00 pmGeorge Town Owen Roberts Intl
24h 56m
2 stops
SJC10:56 amSan Jose
$527
American Airlines
Aug 29
SJC7:11 pmSan Jose
14h 14m
2 stops
GCM11:25 amGeorge Town Owen Roberts Intl
Sep 8
GCM2:10 pmGeorge Town Owen Roberts Intl
23h 55m
2 stops
SJC12:05 pmSan Jose
$630
American Airlines
Jun 11
SJC2:34 pmSan Jose
18h 27m
2 stops
GCM11:01 amGeorge Town Owen Roberts Intl
Jun 19
GCM5:12 pmGeorge Town Owen Roberts Intl
22h 30m
2 stops
SJC1:42 pmSan Jose
$668

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 4
SJC6:19 pmSan Jose
16h 11m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 11
GCM1:35 pmGeorge Town Owen Roberts Intl
53h 48m
2 stops
SJC5:23 pmSan Jose
$622
United Airlines
May 12
SJC2:46 pmSan Jose
19h 44m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 14
GCM1:35 pmGeorge Town Owen Roberts Intl
35h 21m
2 stops
SJC10:56 pmSan Jose
$623
United Airlines
May 12
SJC12:56 pmSan Jose
21h 34m
1 stop
GCM12:30 pmGeorge Town Owen Roberts Intl
May 14
GCM1:35 pmGeorge Town Owen Roberts Intl
35h 21m
2 stops
SJC10:56 pmSan Jose
$629

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 March 22, 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

Fri 5/15

7:09 pm-3:03 pm

2 stops17h 54m

George Town Owen Roberts Intl

Wed 5/20

12:00 pm-10:56 am

2 stops24h 56m

$527

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 8/29

3:45 pm-11:41 am

2 stops17h 56m

George Town Owen Roberts Intl

Tue 9/8

12:56 pm-10:41 pm

1 stop11h 45m

$572
Quickest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 5/3

7:45 pm-12:10 pm

2 stops14h 25m

George Town Owen Roberts Intl

Sun 5/10

12:50 pm-11:15 pm

2 stops12h 25m

$611

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 5/4

6:19 pm-12:30 pm

2 stops16h 11m

George Town Owen Roberts Intl

Mon 5/11

1:35 pm-5:23 pm

2 stops53h 48m

$622

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 5/12

2:46 pm-12:30 pm

2 stops19h 44m

George Town Owen Roberts Intl

Thu 5/14

1:35 pm-10:56 pm

2 stops35h 21m

$623

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 5/12

12:56 pm-12:30 pm

1 stop21h 34m

George Town Owen Roberts Intl

Thu 5/14

1:35 pm-10:56 pm

2 stops35h 21m

$629

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 8/29

7:11 pm-11:25 am

2 stops14h 14m

George Town Owen Roberts Intl

Tue 9/8

2:10 pm-12:05 pm

2 stops23h 55m

$630

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/11

2:34 pm-11:01 am

2 stops18h 27m

George Town Owen Roberts Intl

Fri 6/19

5:12 pm-1:42 pm

2 stops22h 30m

$668

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 5/15

2:02 pm-2:13 pm

1 stop22h 11m

George Town Owen Roberts Intl

Wed 5/20

2:05 pm-10:56 am

2 stops22h 51m

$721

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 4/20

3:45 pm-12:30 pm

2 stops18h 45m

George Town Owen Roberts Intl

Thu 4/23

1:50 pm-10:41 pm

1 stop10h 51m

$746

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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

14h 10m

Direct flights

None
The fastest flight from San Jose, California to Cayman Islands takes 14h 10m
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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