Latest deals
Insights
FAQs
Price Alerts

Cheap flights from San Jose, California to the Cayman Islands from $286

1 adult
1 adult, Economy, 0 bags

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
2:57 pm - 12:05 pmSJC  San Jose-GCM George Town Owen Roberts Intl
18h 08m2 stops Dallas/Fort Worth Miami
American Airlines Logo
8:45 am - 10:49 pmGCM  George Town Owen Roberts Intl-SJC San Jose
17h 04m2 stops Miami Phoenix Sky Harbor Intl
$532American Airlines
Thu, Jan 7 - Thu, Jan 21
United Airlines Logo
4:00 pm - 1:45 pmSJC  San Jose-GCM George Town Owen Roberts Intl
18h 45m2 stops Denver Intl Chicago O'Hare Intl
United Airlines Logo
2:50 pm - 10:36 pmGCM  George Town Owen Roberts Intl-SJC San Jose
10h 46m1 stop Chicago O'Hare Intl
$557United Airlines
Thu, Jan 7 - Thu, Jan 21
United Airlines Logo
6:30 am - 1:45 pmSJC  San Jose-GCM George Town Owen Roberts Intl
28h 15m1 stop Chicago O'Hare Intl
United Airlines Logo
2:50 pm - 10:36 pmGCM  George Town Owen Roberts Intl-SJC San Jose
10h 46m1 stop Chicago O'Hare Intl
$564United Airlines
Thu, Jan 7 - Thu, Jan 21
United Airlines Logo
4:10 pm - 4:30 pmSJC  San Jose-GCM George Town Owen Roberts Intl
21h 20m2 stops Denver Intl Houston George Bush Intcntl
United Airlines Logo
5:45 pm - 3:08 pmGCM  George Town Owen Roberts Intl-SJC San Jose
24h 23m2 stops Houston George Bush Intcntl Denver Intl
$652United Airlines
Mon, Nov 2 - Thu, Nov 5
Southwest Logo
7:30 pm - 12:35 pmSJC  San Jose-GCM George Town Owen Roberts Intl
14h 05m2 stops Phoenix Sky Harbor Intl Orlando
Southwest Logo
1:30 pm - 7:30 amGCM  George Town Owen Roberts Intl-SJC San Jose
21h 00m2 stops Orlando Las Vegas Harry Reid Intl
$682Southwest
Thu, Nov 12 - Mon, Nov 16
Southwest Logo
7:20 pm - 1:00 pmSJC  San Jose-GCM George Town Owen Roberts Intl
14h 40m2 stops San Diego Orlando
Southwest Logo
1:30 pm - 7:30 amGCM  George Town Owen Roberts Intl-SJC San Jose
21h 00m2 stops Orlando Las Vegas Harry Reid Intl
$682Southwest
Fri, Nov 13 - Mon, Nov 16
American Airlines Logo
2:50 pm - 2:30 pmSJC  San Jose-GCM George Town Owen Roberts Intl
20h 40m1 stop Dallas/Fort Worth
American Airlines Logo
3:45 pm - 11:06 amGCM  George Town Owen Roberts Intl-SJC San Jose
22h 21m2 stops Miami Dallas/Fort Worth
$743American Airlines
Fri, Nov 13 - Mon, Nov 16
American Airlines Logo
7:19 pm - 2:35 pmSJC  San Jose-GCM George Town Owen Roberts Intl
16h 16m2 stops Phoenix Sky Harbor Intl Charlotte Douglas
American Airlines Logo
1:05 pm - 9:24 amGCM  George Town Owen Roberts Intl-SJC San Jose
23h 19m2 stops Miami Phoenix Sky Harbor Intl
$757American Airlines
Tue, Dec 29 - Fri, Jan 8
United Airlines Logo
8:30 am - 4:35 pmSJC  San Jose-GCM George Town Owen Roberts Intl
29h 05m2 stops Denver Intl Washington, D.C. Dulles Intl
United Airlines Logo
2:25 pm - 9:11 pmGCM  George Town Owen Roberts Intl-SJC San Jose
33h 46m2 stops Newark Denver Intl
$757United Airlines
Tue, Dec 29 - Fri, Jan 8
Delta Logo
2:56 pm - 11:40 amSJC  San Jose-GCM George Town Owen Roberts Intl
18h 44m2 stops Los Angeles Atlanta Hartsfield-Jackson
Delta Logo
1:00 pm - 9:22 pmGCM  George Town Owen Roberts Intl-SJC San Jose
10h 22m1 stop Atlanta Hartsfield-Jackson
$772Delta
Thu, Sep 10 - Sun, Sep 13

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from San Jose, California to Cayman Islands

Our best Delta deals on San Jose, California to Cayman Islands flight tickets
Delta
Sep 10
SJC2:56 pmSan Jose
18h 44m
2 stops
GCM11:40 amGeorge Town Owen Roberts Intl
Sep 13
GCM1:00 pmGeorge Town Owen Roberts Intl
10h 22m
1 stop
SJC9:22 pmSan Jose
$772
Delta
Dec 29
SJC10:30 pmSan Jose
11h 10m
1 stop
GCM12:40 pmGeorge Town Owen Roberts Intl
Jan 8
GCM2:05 pmGeorge Town Owen Roberts Intl
9h 53m
1 stop
SJC8:58 pmSan Jose
$792
Delta
Nov 12
SJC7:25 pmSan Jose
14h 00m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
Nov 16
GCM1:40 pmGeorge Town Owen Roberts Intl
11h 32m
1 stop
SJC10:12 pmSan Jose
$797

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 7
SJC2:57 pmSan Jose
18h 08m
2 stops
GCM12:05 pmGeorge Town Owen Roberts Intl
Jan 21
GCM8:45 amGeorge Town Owen Roberts Intl
17h 04m
2 stops
SJC10:49 pmSan Jose
$532
American Airlines
Nov 13
SJC2:50 pmSan Jose
20h 40m
1 stop
GCM2:30 pmGeorge Town Owen Roberts Intl
Nov 16
GCM3:45 pmGeorge Town Owen Roberts Intl
22h 21m
2 stops
SJC11:06 amSan Jose
$743
American Airlines
Dec 29
SJC2:53 pmSan Jose
20h 57m
1 stop
GCM2:50 pmGeorge Town Owen Roberts Intl
Jan 8
GCM1:05 pmGeorge Town Owen Roberts Intl
23h 19m
2 stops
SJC9:24 amSan Jose
$777

momondo Fare Finder

 
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 San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Thu 1/7

2:57 pm-12:05 pm

2 stops18h 08m

George Town Owen Roberts Intl

Thu 1/21

8:45 am-10:49 pm

2 stops17h 04m

$532

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Thu 1/7

4:00 pm-1:45 pm

2 stops18h 45m

George Town Owen Roberts Intl

Thu 1/21

2:50 pm-10:36 pm

1 stop10h 46m

$557

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Thu 1/7

6:30 am-1:45 pm

1 stop28h 15m

George Town Owen Roberts Intl

Thu 1/21

2:50 pm-10:36 pm

1 stop10h 46m

$564

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Mon 11/2

4:10 pm-4:30 pm

2 stops21h 20m

George Town Owen Roberts Intl

Thu 11/5

5:45 pm-3:08 pm

2 stops24h 23m

$652

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Thu 11/12

7:30 pm-12:35 pm

2 stops14h 05m

George Town Owen Roberts Intl

Mon 11/16

1:30 pm-7:30 am

2 stops21h 00m

$682

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Fri 11/13

7:20 pm-1:00 pm

2 stops14h 40m

George Town Owen Roberts Intl

Mon 11/16

1:30 pm-7:30 am

2 stops21h 00m

$682

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Fri 11/13

2:50 pm-2:30 pm

1 stop20h 40m

George Town Owen Roberts Intl

Mon 11/16

3:45 pm-11:06 am

2 stops22h 21m

$743

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Tue 12/29

7:19 pm-2:35 pm

2 stops16h 16m

George Town Owen Roberts Intl

Fri 1/8

1:05 pm-9:24 am

2 stops23h 19m

$757

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Tue 12/29

8:30 am-4:35 pm

2 stops29h 05m

George Town Owen Roberts Intl

Fri 1/8

2:25 pm-9:11 pm

2 stops33h 46m

$757
Quickest round-trip

San JoseGeorge Town

SJC San Jose - GCM George Town Owen Roberts Intl

SJCGCM

San Jose

Thu 9/10

2:56 pm-11:40 am

2 stops18h 44m

George Town Owen Roberts Intl

Sun 9/13

1:00 pm-9:22 pm

1 stop10h 22m

$772

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

What airlines fly to Cayman Islands?

American Airlines, United Airlines and JetBlue are the top three most popular airlines that fly to Cayman Islands from San Jose, California according to our data. American Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 3 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

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

Best Price Found

$286

Fastest flight time

11h 10m

Direct flights

None
The best one-way flight to Cayman Islands from San Jose, California in the past 72 hours is $286. The best round-trip flight deal from San Jose, California to Cayman Islands found on momondo in the last 72 hours is $532.
The fastest flight from San Jose, California to Cayman Islands takes 11h 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

Frequently asked questions about flying from San Jose, California to the Cayman Islands

  • 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.

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 9/29
Tue 10/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Flights to George Townfrom $252
Flights to Cayman Bracfrom $318
Flights to Little Caymanfrom $399