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Cayman Islands

$533+ Cheap flights from San Jose (SJC) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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Cheap flight deals from San Jose to Cayman Islands

Keep the following information in mind while searching for San Jose to Cayman Islands flight deals. Data was last updated septiembre 17, 2025.

Round-trip from

$533
(Delta)
From San Jose to Cayman Islands
Search Deals

Find flight deals from San Jose to Cayman Islands

Cheapest flights from San Jose to Cayman Islands
Explore the most affordable flight options available from San Jose to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/14:05 pmSJC - GCM
2 stops22h 25mUnited Airlines
sáb. 11/85:45 pmGCM - SJC
2 stops19h 20mUnited Airlines
Deal found 9/17$556
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/16:00 amSJC - GCM
2 stops11h 20mAmerican Airlines
sáb. 11/84:25 pmGCM - SJC
1 stop20h 51mAmerican Airlines
Deal found 9/17$569
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/166:00 amSJC - GCM
2 stops11h 20mAmerican Airlines
jue. 10/2312:25 pmGCM - SJC
2 stops12h 20mAmerican Airlines
Deal found 9/16$577
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/314:05 pmSJC - GCM
2 stops20h 55mUnited Airlines
vie. 11/75:45 pmGCM - SJC
2 stops19h 20mUnited Airlines
Deal found 9/16$647
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/146:40 pmSJC - GCM
2 stops15h 35mUnited Airlines
sáb. 11/225:45 pmGCM - SJC
2 stops19h 20mUnited Airlines
Deal found 9/16$666
This Expedia deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/110:48 amSJC - GCM
1 stop26h 42mMultiple Airlines
sáb. 11/84:00 pmGCM - SJC
1 stop9h 56mMultiple Airlines
Deal found 9/17$789
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/163:22 pmSJC - GCM
2 stops18h 13mDelta
jue. 10/2312:55 pmGCM - SJC
1 stop12h 03mDelta
Deal found 9/16$826
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/1410:25 pmSJC - GCM
1 stop11h 00mDelta
sáb. 11/221:50 pmGCM - SJC
1 stop12h 06mDelta
Deal found 9/16$1,002
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/236:00 amSJC - GCM
2 stops11h 28mAmerican Airlines
dom. 11/303:36 pmGCM - SJC
2 stops20h 46mAmerican Airlines
Deal found 9/16$1,046

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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, Cheapflights users made 2,558,603 searches. Data last updated septiembre 17, 2025.
Use the filters below to find and compare flights from San Jose to the Cayman Islands that are best for you.

Fly from

San Jose

Fly to

Cayman Islands

Route

Depart

Return

Price

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mar. 3/3

10:30 pm-12:35 pm

1 stop11h 05m

George Town Owen Roberts Intl

jue. 3/5

2:00 pm-9:32 pm

1 stop10h 32m

$533

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

sáb. 11/1

4:05 pm-4:30 pm

2 stops22h 25m

George Town Owen Roberts Intl

sáb. 11/8

5:45 pm-10:05 am

2 stops19h 20m

$556

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

sáb. 11/1

6:00 am-7:20 pm

2 stops11h 20m

George Town Owen Roberts Intl

sáb. 11/8

4:25 pm-10:16 am

1 stop20h 51m

$569

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

jue. 10/16

6:00 am-7:20 pm

2 stops11h 20m

George Town Owen Roberts Intl

jue. 10/23

12:25 pm-10:45 pm

2 stops12h 20m

$577

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

vie. 10/31

4:05 pm-3:00 pm

2 stops20h 55m

George Town Owen Roberts Intl

vie. 11/7

5:45 pm-10:05 am

2 stops19h 20m

$647

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

mar. 3/3

5:52 am-7:51 pm

2 stops10h 59m

George Town Owen Roberts Intl

jue. 3/5

1:35 pm-12:16 pm

2 stops25h 41m

$647

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Best time to book a flight from San Jose to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from San Jose with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Jose to the Cayman Islands

What is the cheapest month to book a flight from San Jose to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from San Jose to Cayman Islands (average of $467). Flying from San Jose to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San Jose to Cayman Islands?

    For a flight from San Jose to Cayman Islands, you will be flying from San Jose. San Jose (SJC) is just 2.9 mi from the center of the city.

  • How long is the flight from San Jose to Cayman Islands?

    A quick flight from San Jose to Cayman Islands can take about 11h 05m. Delta provides one of the quickest options available for as low as $533. The distance from San Jose to Cayman Islands is about 2735 mi.

  • Can I find deals for flights from San Jose to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on San Jose to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Cayman Islands.

  • Can I find deals for business class flights from San Jose to Cayman Islands?

    Yes. Cheapflights offers flight deals from San Jose to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Jose to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from San Jose to Cayman Islands (average of $467). Flying from San Jose to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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