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Grand Cayman

$562+ Cheap flights from San Jose, CA (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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Dec 29 — Jan 51
Mon 12/29
Mon 1/5
1 adult, Economy
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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 November 29, 2025.

This Delta deal was found by Cheapflights users on 11/27. 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 12/173:43 pmSJC - GCM
2 stops17h 52mDelta
Tue 12/231:52 pmGCM - SJC
2 stops13h 01mDelta
Deal found 11/27$944
This United Airlines deal was found by Cheapflights users on 11/26. 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.
Tue 12/232:29 pmSJC - GCM
2 stops22h 31mUnited Airlines
Wed 12/315:45 pmGCM - SJC
2 stops22h 48mUnited Airlines
Deal found 11/26$1,049
This United Airlines deal was found by Cheapflights users on 11/27. 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.
Tue 12/164:00 pmSJC - GCM
2 stops42h 45mUnited Airlines
Mon 12/225:10 pmGCM - SJC
2 stops31h 06mUnited Airlines
Deal found 11/27$1,250
This American Airlines deal was found by Cheapflights users on 11/27. 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.
Tue 12/169:50 amSJC - GCM
2 stops23h 34mAmerican Airlines
Tue 12/2312:50 pmGCM - SJC
2 stops26h 34mAmerican Airlines
Deal found 11/27$1,284
This American Airlines deal was found by Cheapflights users on 11/27. 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.
Wed 12/179:57 amSJC - GCM
2 stops31h 21mAmerican Airlines
Tue 12/2312:50 pmGCM - SJC
2 stops26h 34mAmerican Airlines
Deal found 11/27$1,333
This American Airlines deal was found by Cheapflights users on 11/27. 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.
Wed 12/176:00 amSJC - GCM
2 stops35h 18mAmerican Airlines
Mon 12/2212:50 pmGCM - SJC
2 stops35h 23mAmerican Airlines
Deal found 11/27$1,356
This Delta deal was found by Cheapflights users on 11/27. 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.
Tue 12/1610:25 pmSJC - GCM
1 stop11h 10mDelta
Mon 12/221:52 pmGCM - SJC
1 stop10h 42mDelta
Deal found 11/27$3,380
This United Airlines deal was found by Cheapflights users on 11/27. 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.
Tue 12/164:00 pmSJC - GCM
2 stops21h 30mUnited Airlines
Tue 12/235:45 pmGCM - SJC
2 stops22h 48mUnited Airlines
Deal found 11/27$5,515

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 November 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$562
(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.
Search Deals
From San Jose to Grand Cayman
Search Deals

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 November 29, 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 4/11

2:34 pm-10:45 am

2 stops18h 11m

George Town Owen Roberts Intl

Sun 4/19

2:50 pm-9:27 am

2 stops20h 37m

$562

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 2/23

2:26 pm-12:03 pm

2 stops18h 37m

George Town Owen Roberts Intl

Thu 2/26

12:55 pm-10:11 am

2 stops24h 16m

$667

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 2/23

1:55 pm-12:29 pm

2 stops19h 34m

George Town Owen Roberts Intl

Thu 2/26

1:54 pm-9:18 pm

1 stop10h 24m

$676

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 4/21

10:30 pm-11:24 am

1 stop10h 54m

George Town Owen Roberts Intl

Mon 4/27

12:45 pm-9:15 pm

1 stop10h 30m

$679

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 4/21

3:49 pm-11:45 am

2 stops17h 56m

George Town Owen Roberts Intl

Mon 4/27

1:35 pm-10:50 pm

2 stops35h 15m

$690

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/27

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, California to Grand Cayman?

Currently, February is the cheapest month in which you can book a flight from San Jose, California to Grand Cayman (average of $416). Flying from San Jose, California to Grand Cayman in August is currently the most expensive (average of $553). 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.

  • How long is the flight from San Jose, California to Grand Cayman?

    For as low as $562, American Airlines can have you in Grand Cayman from San Jose, California in 18h 11m. The distance between San Jose, California and Grand Cayman is about 2735 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, California to Grand Cayman?

    Currently, February is the cheapest month in which you can book a flight from San Jose, California to Grand Cayman (average of $416). Flying from San Jose, California to Grand Cayman in August is currently the most expensive (average of $553). 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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