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Grand Cayman

$741+ 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 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$741
(American Airlines)
Provider with most accurate pricing for San Jose-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-George Town Owen Roberts Intl flights.
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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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 6/141:13 pmSJC - GCM
2 stops19h 51mAmerican Airlines
Sat 6/213:30 pmGCM - SJC
1 stop21h 23mAmerican Airlines
Deal found 4/29$741
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/146:00 amSJC - GCM
2 stops31h 30mMultiple Airlines
Sat 6/218:50 amGCM - SJC
2 stops27h 16mMultiple Airlines
Deal found 4/30$781
This United Airlines deal was found by Cheapflights users on 4/30. 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 6/146:26 pmSJC - GCM
2 stops40h 04mUnited Airlines
Sat 6/214:45 pmGCM - SJC
1 stop21h 05mUnited Airlines
Deal found 4/30$846
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:51 pmSJC - GCM
1 stop12h 29mDelta
Mon 1/51:55 pmGCM - SJC
1 stop10h 43mDelta
Deal found 4/30$979

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 May 1, 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

Sat 6/14

1:13 pm-11:04 am

2 stops19h 51m

George Town Owen Roberts Intl

Sat 6/21

3:30 pm-10:53 am

1 stop21h 23m

$741

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 6/14

6:00 am-3:30 pm

2 stops31h 30m

George Town Owen Roberts Intl

Sat 6/21

8:50 am-10:06 am

2 stops27h 16m

$781

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sat 6/14

6:26 pm-12:30 pm

2 stops40h 04m

George Town Owen Roberts Intl

Sat 6/21

4:45 pm-11:50 am

1 stop21h 05m

$846

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 May 1, 2025.
United Airlines
7.4
Good
8,696 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,696 reviews
United Airlines
7.4
Good
8,696 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,696 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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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