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Grand Cayman

$623+ Cheap flights from San Jose (SJC) to Grand Cayman

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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$623
(American Airlines)
From San Jose to Grand Cayman
Search Deals

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 June 18, 2025.

This American Airlines deal was found by Cheapflights users on 6/18. 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 8/107:17 pmSJC - GCM
2 stops15h 55mAmerican Airlines
Mon 8/182:10 pmGCM - SJC
2 stops24h 09mAmerican Airlines
Deal found 6/18$623
This Delta deal was found by Cheapflights users on 6/18. 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.
Sun 8/1011:00 pmSJC - GCM
1 stop10h 37mDelta
Mon 8/1812:52 pmGCM - SJC
1 stop11h 58mDelta
Deal found 6/18$634
This Mytrip deal was found by Cheapflights users on 6/18. 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 8/104:22 pmSJC - GCM
3 stops22h 58mMultiple Airlines
Mon 8/1812:40 pmGCM - SJC
2 stops11h 50mMultiple Airlines
Deal found 6/18$765
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Mon 6/307:00 amSJC - GCM
2 stops27h 30mUnited Airlines
Fri 7/41:35 pmGCM - SJC
2 stops35h 00mUnited Airlines
Deal found 6/16$900

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 June 18, 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

Sun 8/10

7:17 pm-1:12 pm

2 stops15h 55m

George Town Owen Roberts Intl

Mon 8/18

2:10 pm-12:19 pm

2 stops24h 09m

$623

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 8/10

11:00 pm-11:37 am

1 stop10h 37m

George Town Owen Roberts Intl

Mon 8/18

12:52 pm-10:50 pm

1 stop11h 58m

$634

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 8/10

4:22 pm-5:20 pm

3 stops22h 58m

George Town Owen Roberts Intl

Mon 8/18

12:40 pm-10:30 pm

2 stops11h 50m

$765

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 6/30

7:00 am-12:30 pm

2 stops27h 30m

George Town Owen Roberts Intl

Fri 7/4

1:35 pm-10:35 pm

2 stops35h 00m

$900

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

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.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated June 18, 2025.
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

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
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

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
8,810 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

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
7,964 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

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 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.

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