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Cheap flights from San Jose, California to the Cayman Islands from $605

This is the cheapest round-trip 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 2/23. 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.
American Airlines Logo
2:12 pm - 12:04 pmSJC-GCM
18h 52m2 stops
American Airlines Logo
12:54 pm - 10:11 amGCM-SJC
24h 17m2 stops
$605American Airlines
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Mon, Feb 23 - Thu, Feb 26
Delta Logo
1:26 pm - 12:35 pmSJC-GCM
20h 09m2 stops
Delta Logo
2:00 pm - 9:20 pmGCM-SJC
10h 20m1 stop
$645Delta
Find Deal
Mon, Feb 23 - Thu, Feb 26
Delta Logo
10:35 pm - 12:35 pmSJC-GCM
11h 00m1 stop
Delta Logo
2:00 pm - 9:20 pmGCM-SJC
10h 20m1 stop
$705Delta
Find Deal
Mon, Feb 23 - Thu, Feb 26
Southwest Logo
7:35 pm - 12:30 pmSJC-GCM
13h 55m2 stops
Southwest Logo
1:50 pm - 8:15 amGCM-SJC
21h 25m2 stops
$951Southwest
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Fri, Feb 13 - Sun, Feb 22
American Airlines Logo
2:12 pm - 3:30 pmSJC-GCM
22h 18m1 stop
American Airlines Logo
3:45 pm - 10:11 amGCM-SJC
21h 26m2 stops
$986American Airlines
Find Deal
Fri, Feb 13 - Sun, Feb 22
American Airlines Logo
2:12 pm - 3:30 pmSJC-GCM
22h 18m1 stop
American Airlines Logo
4:30 pm - 10:11 amGCM-SJC
20h 41m1 stop
$1,189American Airlines
Find Deal
Fri, Feb 13 - Sun, Feb 22
United Airlines Logo
10:55 pm - 12:45 pmSJC-GCM
11h 50m1 stop
United Airlines Logo
4:45 pm - 1:41 pmGCM-SJC
22h 56m2 stops
$1,331United Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
12:28 pm - 1:19 pmSJC-GCM
22h 51m1 stop
American Airlines Logo
3:35 pm - 11:54 amGCM-SJC
22h 19m1 stop
$2,724American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Dec 15
SJC3:43 pmSan Jose
17h 57m
2 stops
GCM12:40 pmGeorge Town Owen Roberts Intl
Dec 24
GCM3:42 pmGeorge Town Owen Roberts Intl
20h 28m
2 stops
SJC9:10 amSan Jose
$512
Find similar
Delta
Feb 23
SJC1:15 pmSan Jose
20h 20m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
Feb 26
GCM2:00 pmGeorge Town Owen Roberts Intl
10h 20m
1 stop
SJC9:20 pmSan Jose
$645
Find similar
Delta
Feb 23
SJC10:35 pmSan Jose
11h 00m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Feb 26
GCM2:00 pmGeorge Town Owen Roberts Intl
10h 20m
1 stop
SJC9:20 pmSan Jose
$705
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
Jan 4
SJC2:06 pmSan Jose
22h 19m
1 stop
GCM3:25 pmGeorge Town Owen Roberts Intl
Jan 11
GCM3:45 pmGeorge Town Owen Roberts Intl
20h 39m
2 stops
SJC9:24 amSan Jose
$563
Find similar
American Airlines
Feb 23
SJC2:12 pmSan Jose
18h 52m
2 stops
GCM12:04 pmGeorge Town Owen Roberts Intl
Feb 26
GCM12:54 pmGeorge Town Owen Roberts Intl
24h 17m
2 stops
SJC10:11 amSan Jose
$605
Find similar
American Airlines
Feb 13
SJC2:12 pmSan Jose
22h 18m
1 stop
GCM3:30 pmGeorge Town Owen Roberts Intl
Feb 22
GCM3:45 pmGeorge Town Owen Roberts Intl
21h 26m
2 stops
SJC10:11 amSan Jose
$986
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 November 20, 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

Mon 2/23

2:12 pm-12:04 pm

2 stops18h 52m

George Town Owen Roberts Intl

Thu 2/26

12:54 pm-10:11 am

2 stops24h 17m

$605

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 2/23

1:26 pm-12:35 pm

2 stops20h 09m

George Town Owen Roberts Intl

Thu 2/26

2:00 pm-9:20 pm

1 stop10h 20m

$645

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 2/23

10:35 pm-12:35 pm

1 stop11h 00m

George Town Owen Roberts Intl

Thu 2/26

2:00 pm-9:20 pm

1 stop10h 20m

$705

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 2/13

7:35 pm-12:30 pm

2 stops13h 55m

George Town Owen Roberts Intl

Sun 2/22

1:50 pm-8:15 am

2 stops21h 25m

$951

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 2/13

2:12 pm-3:30 pm

1 stop22h 18m

George Town Owen Roberts Intl

Sun 2/22

3:45 pm-10:11 am

2 stops21h 26m

$986

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 2/13

2:12 pm-3:30 pm

1 stop22h 18m

George Town Owen Roberts Intl

Sun 2/22

4:30 pm-10:11 am

1 stop20h 41m

$1,189

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 3/10

10:55 pm-12:45 pm

1 stop11h 50m

George Town Owen Roberts Intl

Wed 3/11

4:45 pm-1:41 pm

2 stops22h 56m

$1,331

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 3/10

12:28 pm-1:19 pm

1 stop22h 51m

George Town Owen Roberts Intl

Wed 3/11

3:35 pm-11:54 am

1 stop22h 19m

$2,724

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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.
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  • 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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