$321+ Cheap flights from San Jose, CA (SJC) to the Cayman Islands
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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Mar 31 — Apr 71
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from San Jose to Cayman IslandsExplore 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 March 1, 2026.
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 March 1, 2026.
This Southwest deal was found by Cheapflights users on 2/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/149:25 pm
SJC
- GCM
2 stops12h 45m
Southwest
Tue 4/211:05 pm
GCM
- SJC
2 stops11h 55m
Southwest
Deal found 2/27![Southwest logo]()
$487
This Delta deal was found by Cheapflights users on 2/27. 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 4/1411:00 pm
SJC
- GCM
1 stop11h 00m
Delta
Tue 4/211:25 pm
GCM
- SJC
1 stop10h 20m
Delta
Deal found 2/27![Delta logo]()
$556
This Delta deal was found by Cheapflights users on 2/25. 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 8/410:20 pm
SJC
- GCM
1 stop11h 06m
Delta
Thu 8/1312:56 pm
GCM
- SJC
1 stop11h 45m
Delta
Deal found 2/25![Delta logo]()
$603
This Delta deal was found by Cheapflights users on 2/25. 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 8/43:45 pm
SJC
- GCM
2 stops17h 41m
Delta
Tue 8/1112:56 pm
GCM
- SJC
2 stops25h 13m
Delta
Deal found 2/25![Delta logo]()
$608
This Delta deal was found by Cheapflights users on 2/25. 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.
Sat 8/85:00 pm
SJC
- GCM
2 stops16h 26m
Delta
Tue 8/1112:56 pm
GCM
- SJC
1 stop11h 45m
Delta
Deal found 2/25![Delta logo]()
$649
This Delta deal was found by Cheapflights users on 2/25. 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 8/710:20 pm
SJC
- GCM
1 stop11h 22m
Delta
Mon 8/1012:56 pm
GCM
- SJC
1 stop11h 45m
Delta
Deal found 2/25![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 2/25. 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 8/410:20 pm
SJC
- GCM
1 stop11h 06m
Delta
Wed 8/1212:56 pm
GCM
- SJC
1 stop11h 45m
Delta
Deal found 2/25![Delta logo]()
$697
This United Airlines deal was found by Cheapflights users on 2/26. 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 10/276:30 pm
SJC
- GCM
2 stops19h 00m
United Airlines
Thu 10/294:45 pm
GCM
- SJC
2 stops22h 41m
United Airlines
Deal found 2/26![United Airlines logo]()
$718
This American Airlines deal was found by Cheapflights users on 2/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:48 am
SJC
- GCM
1 stop23h 49m
American Airlines
Sat 6/274:07 pm
GCM
- SJC
2 stops20h 49m
American Airlines
Deal found 2/26![American Airlines logo]()
$737
Best flights from San Jose to Cayman IslandsDiscover carefully curated flight deals from San Jose to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 1, 2026.
Discover carefully curated flight deals from San Jose to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 1, 2026.
This Southwest deal was found by Cheapflights users on 2/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/149:25 pm
SJC
- GCM
2 stops12h 45m
Southwest
Tue 4/211:05 pm
GCM
- SJC
2 stops11h 55m
Southwest
Deal found 2/27![Southwest logo]()
$487
This Delta deal was found by Cheapflights users on 2/27. 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 4/1411:00 pm
SJC
- GCM
1 stop11h 00m
Delta
Tue 4/211:25 pm
GCM
- SJC
1 stop10h 20m
Delta
Deal found 2/27![Delta logo]()
$556
This American Airlines deal was found by Cheapflights users on 2/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:48 am
SJC
- GCM
1 stop23h 49m
American Airlines
Sat 6/274:07 pm
GCM
- SJC
2 stops20h 49m
American Airlines
Deal found 2/26![American Airlines logo]()
$737
This Delta deal was found by Cheapflights users on 2/25. 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 8/57:00 am
SJC
- GCM
2 stops26h 26m
Delta
Mon 8/1012:56 pm
GCM
- SJC
1 stop11h 45m
Delta
Deal found 2/25![Delta logo]()
$608
This Delta deal was found by Cheapflights users on 2/25. 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 8/41:50 pm
SJC
- GCM
2 stops19h 36m
Delta
Thu 8/1312:56 pm
GCM
- SJC
1 stop11h 45m
Delta
Deal found 2/25![Delta logo]()
$608
This Delta deal was found by Cheapflights users on 2/25. 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.
Sat 8/81:35 pm
SJC
- GCM
2 stops19h 51m
Delta
Thu 8/1312:56 pm
GCM
- SJC
1 stop11h 45m
Delta
Deal found 2/25![Delta logo]()
$608
This Delta deal was found by Cheapflights users on 2/25. 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 8/76:10 pm
SJC
- GCM
2 stops15h 32m
Delta
Mon 8/1012:56 pm
GCM
- SJC
1 stop11h 45m
Delta
Deal found 2/25![Delta logo]()
$690
This Delta deal was found by Cheapflights users on 2/25. 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.
Sat 8/85:00 pm
SJC
- GCM
2 stops16h 26m
Delta
Tue 8/1112:56 pm
GCM
- SJC
2 stops12h 53m
Delta
Deal found 2/25![Delta logo]()
$793
This Delta deal was found by Cheapflights users on 2/27. 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 6/307:00 pm
SJC
- GCM
2 stops14h 25m
Delta
Thu 7/212:40 pm
GCM
- SJC
2 stops24h 13m
Delta
Deal found 2/27![Delta logo]()
$846
This Delta deal was found by Cheapflights users on 2/25. 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.
Thu 8/610:20 pm
SJC
- GCM
1 stop11h 06m
Delta
Sun 8/912:40 pm
GCM
- SJC
1 stop12h 13m
Delta
Deal found 2/25![Delta logo]()
$882
This Delta deal was found by Cheapflights users on 2/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1110:50 pm
SJC
- GCM
1 stop10h 57m
Delta
Mon 3/161:12 pm
GCM
- SJC
1 stop10h 21m
Delta
Deal found 2/26![Delta logo]()
$896
Last-minute flights from San Jose to Cayman IslandsDiscover last-minute flight deals from San Jose to Cayman Islands. Data last updated March 1, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Cayman Islands. Data last updated March 1, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1110:50 pm
SJC
- GCM
1 stop10h 57m
Delta
Mon 3/161:12 pm
GCM
- SJC
1 stop10h 21m
Delta
Deal found 2/26![Delta logo]()
$896
This United Airlines deal was found by Cheapflights users on 2/26. 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.
Wed 3/113:49 pm
SJC
- GCM
2 stops18h 56m
United Airlines
Mon 3/164:45 pm
GCM
- SJC
2 stops32h 14m
United Airlines
Deal found 2/26![United Airlines logo]()
$902
This United Airlines deal was found by Cheapflights users on 2/26. 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.
Thu 3/128:45 am
SJC
- GCM
2 stops28h 45m
United Airlines
Mon 3/161:50 pm
GCM
- SJC
1 stop11h 09m
United Airlines
Deal found 2/26![United Airlines logo]()
$979
One-way flights from San Jose to Cayman IslandsSearch for one-way flight options from San Jose to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated March 1, 2026.
Search for one-way flight options from San Jose to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated March 1, 2026.
This Delta deal was found by Cheapflights users on 2/27. 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.
Sun 3/1510:55 pm
SJC
- GCM
1 stop10h 52m
Delta
Deal found 2/27![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 2/25. 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.
Sun 3/1510:55 pm
SJC
- GCM
1 stop11h 50m
United Airlines
Deal found 2/25![United Airlines logo]()
$376
This KAYAK deal was found by Cheapflights users on 2/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:00 am
SJC
- GCM
3 stops56h 50m
British Airways
Deal found 2/26![British Airways logo]()
$5,211
Find 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 March 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $487 (Southwest) |
One-way from | $321 (Delta) |
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 March 1, 2026.
Use the filters below to find and compare flights from San Jose to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Tue 4/14
9:25 pm-12:10 pm
2 stops12h 45m
George Town Owen Roberts Intl
Tue 4/21
1:05 pm-11:00 pm
2 stops11h 55m
$487
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Tue 4/14
11:00 pm-12:00 pm
1 stop11h 00m
George Town Owen Roberts Intl
Tue 4/21
1:25 pm-9:45 pm
1 stop10h 20m
$556
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Wed 8/5
7:00 am-11:26 am
2 stops26h 26m
George Town Owen Roberts Intl
Mon 8/10
12:56 pm-10:41 pm
1 stop11h 45m
$608
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Tue 8/4
1:50 pm-11:26 am
2 stops19h 36m
George Town Owen Roberts Intl
Thu 8/13
12:56 pm-10:41 pm
1 stop11h 45m
$608
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Sat 8/8
1:35 pm-11:26 am
2 stops19h 51m
George Town Owen Roberts Intl
Thu 8/13
12:56 pm-10:41 pm
1 stop11h 45m
$608
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Fri 8/7
6:10 pm-11:42 am
2 stops15h 32m
George Town Owen Roberts Intl
Mon 8/10
12:56 pm-10:41 pm
1 stop11h 45m
$690
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Thu 6/18
11:48 am-1:37 pm
1 stop23h 49m
George Town Owen Roberts Intl
Sat 6/27
4:07 pm-10:56 am
2 stops20h 49m
$737
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Sat 8/8
5:00 pm-11:26 am
2 stops16h 26m
George Town Owen Roberts Intl
Tue 8/11
12:56 pm-11:49 pm
2 stops12h 53m
$793
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Tue 6/30
7:00 pm-11:25 am
2 stops14h 25m
George Town Owen Roberts Intl
Thu 7/2
12:40 pm-10:53 am
2 stops24h 13m
$846
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Thu 8/6
10:20 pm-11:26 am
1 stop11h 06m
George Town Owen Roberts Intl
Sun 8/9
12:40 pm-10:53 pm
1 stop12h 13m
$882
Showing 1-10 of 15 resultsSorted by cheapest first
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.
SJC-GCM
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
SJC-KY0
SJC-GCM
What is the cheapest month to book a flight from San Jose, California to Cayman Islands?
Currently, February is the cheapest month in which you can book a flight from San Jose, California to Cayman Islands (average of $405). Flying from San Jose, California to Cayman Islands in August is currently the most expensive (average of $549). 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 Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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