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Grand Cayman

$284+ Cheap flights from San Jose (SJC) to Grand Cayman

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from San Jose to Grand Cayman

Keep the following information in mind while searching for San Jose to Grand Cayman flight deals. Data was last updated August 14, 2025.

Round-trip from

$503
(Delta)

One-way from

$284
(Kiwi.com)
From San Jose to Grand Cayman
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One-way flight from San Jose to Grand Cayman
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Find flight deals from San Jose to Grand Cayman

Cheapest flights from San Jose to Grand Cayman
Explore the most affordable flight options available from San Jose to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Delta deal was found by Cheapflights users on 8/12. 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 9/2610:30 pmSJC - GCM
1 stop11h 06mDelta
Fri 10/312:52 pmGCM - SJC
1 stop11h 58mDelta
Deal found 8/12$503
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 12/104:00 pmSJC - GCM
2 stops21h 30mUnited Airlines
Tue 12/165:45 pmGCM - SJC
2 stops27h 06mUnited Airlines
Deal found 8/12$568
This Mytrip deal was found by Cheapflights users on 8/12. 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.
Fri 9/266:35 amSJC - GCM
2 stops12h 40mMultiple Airlines
Fri 10/34:45 pmGCM - SJC
3 stops29h 15mMultiple Airlines
Deal found 8/12$650
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Mon 8/251:09 pmSJC - GCM
2 stops20h 01mAmerican Airlines
Thu 8/2812:25 pmGCM - SJC
2 stops22h 54mAmerican Airlines
Deal found 8/12$770
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 12/1010:20 pmSJC - GCM
1 stop11h 17mDelta
Tue 12/162:02 pmGCM - SJC
1 stop11h 56mDelta
Deal found 8/12$923
This Mytrip deal was found by Cheapflights users on 8/12. 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.
Mon 8/2512:39 pmSJC - GCM
3 stops25h 06mMultiple Airlines
Thu 8/284:45 pmGCM - SJC
3 stops20h 59mMultiple Airlines
Deal found 8/12$1,003

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Grand Cayman 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 August 14, 2025.
Use the filters below to find and compare flights from San Jose to Grand Cayman that are best for you.

Fly from

San Jose

Fly to

Grand Cayman

Route

Depart

Return

Price

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 9/26

10:30 pm-11:36 am

1 stop11h 06m

George Town Owen Roberts Intl

Fri 10/3

12:52 pm-10:50 pm

1 stop11h 58m

$503

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 9/26

12:45 pm-11:10 am

2 stops20h 25m

George Town Owen Roberts Intl

Fri 10/3

12:25 pm-12:39 pm

2 stops26h 14m

$507

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 12/10

4:00 pm-4:30 pm

2 stops21h 30m

George Town Owen Roberts Intl

Tue 12/16

5:45 pm-5:51 pm

2 stops27h 06m

$568

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 9/26

6:35 am-9:15 pm

2 stops12h 40m

George Town Owen Roberts Intl

Fri 10/3

4:45 pm-8:00 pm

3 stops29h 15m

$650

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 8/25

1:09 pm-11:10 am

2 stops20h 01m

George Town Owen Roberts Intl

Thu 8/28

12:25 pm-9:19 am

2 stops22h 54m

$770

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Wed 12/10

10:20 pm-12:37 pm

1 stop11h 17m

George Town Owen Roberts Intl

Tue 12/16

2:02 pm-10:58 pm

1 stop11h 56m

$923

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 8/25

12:39 pm-3:45 pm

3 stops25h 06m

George Town Owen Roberts Intl

Thu 8/28

4:45 pm-11:44 am

3 stops20h 59m

$1,003

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 8/26

4:41 pm-11:40 am

3 stops40h 59m

$284

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 8/26

1:09 pm-11:20 am

2 stops20h 11m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

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

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman

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

Currently, January is the cheapest month in which you can book a flight from San Jose to Grand Cayman (average of $467). Flying from San Jose to Grand Cayman 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 Grand Cayman. 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 Grand Cayman?

    Located just 2.9 mi from the city center, San Jose (SJC) is the airport most travelers will use when flying to Grand Cayman from San Jose.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Jose to Grand Cayman 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 Grand Cayman?

    Currently, January is the cheapest month in which you can book a flight from San Jose to Grand Cayman (average of $467). Flying from San Jose to Grand Cayman 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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