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Cayman Islands

$572+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 July 1, 2025.

Round-trip from

$572
(American Airlines)
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 July 1, 2025.

This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sun 10/51:49 pmSJC - GCM
2 stops19h 21mAmerican Airlines
Sat 10/113:05 pmGCM - SJC
1 stop8h 56mAmerican Airlines
Deal found 7/1$572
This Delta deal was found by Cheapflights users on 7/1. 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.
Fri 8/1510:58 pmSJC - GCM
1 stop10h 39mDelta
Fri 8/2212:52 pmGCM - SJC
1 stop11h 58mDelta
Deal found 7/1$634
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/56:00 amSJC - GCM
2 stops13h 20mMultiple Airlines
Sat 10/1111:25 amGCM - SJC
3 stops13h 52mMultiple Airlines
Deal found 7/1$732
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Sat 11/221:16 pmSJC - GCM
1 stop24h 09mUnited Airlines
Sun 11/305:35 pmGCM - SJC
1 stop21h 43mUnited Airlines
Deal found 6/30$2,242

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 July 1, 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

Sun 10/5

1:49 pm-11:10 am

2 stops19h 21m

George Town Owen Roberts Intl

Sat 10/11

3:05 pm-10:01 pm

1 stop8h 56m

$572

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 8/15

10:58 pm-11:37 am

1 stop10h 39m

George Town Owen Roberts Intl

Fri 8/22

12:52 pm-10:50 pm

1 stop11h 58m

$634

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 10/5

6:00 am-9:20 pm

2 stops13h 20m

George Town Owen Roberts Intl

Sat 10/11

11:25 am-11:17 pm

3 stops13h 52m

$732

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 11/22

1:16 pm-4:25 pm

1 stop24h 09m

George Town Owen Roberts Intl

Sun 11/30

5:35 pm-12:18 pm

1 stop21h 43m

$2,242

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated July 1, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from San Jose to the Cayman Islands to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,973 reviews
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,858 reviews
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • 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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