$696+ Cheap flights from San Jose, CA (SJC) to the Cayman Islands
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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Aug 7 — Aug 141
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from San Jose to Cayman Islands with Cheapflights
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Jose to Cayman Islands
Cheapest
Best
Last-minute
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 July 8, 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 July 8, 2026.
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Fri 8/212:30 pm
SJC
- GCM
2 stops18h 25m
American Airlines
Fri 8/2812:30 pm
GCM
- SJC
2 stops24h 20m
American Airlines
Deal found 7/7![American Airlines logo]()
$696
This American Airlines deal was found by Cheapflights users on 7/7. 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 10/152:41 pm
SJC
- GCM
2 stops18h 14m
American Airlines
Sun 10/182:10 pm
GCM
- SJC
2 stops22h 54m
American Airlines
Deal found 7/7![American Airlines logo]()
$701
This American Airlines deal was found by Cheapflights users on 7/7. 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 10/147:16 pm
SJC
- GCM
2 stops15h 54m
American Airlines
Sun 10/182:10 pm
GCM
- SJC
2 stops22h 54m
American Airlines
Deal found 7/7![American Airlines logo]()
$706
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:03 pm
SJC
- GCM
1 stop16h 57m
Multiple Airlines
Sun 10/46:10 pm
GCM
- SJC
2 stops30h 41m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$780
This Delta deal was found by Cheapflights users on 7/6. 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 9/2510:40 pm
SJC
- GCM
1 stop11h 00m
Delta
Sun 10/41:00 pm
GCM
- SJC
1 stop10h 22m
Delta
Deal found 7/6![Delta logo]()
$801
This Delta deal was found by Cheapflights users on 7/6. 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 9/256:10 am
SJC
- GCM
2 stops27h 30m
Delta
Mon 10/51:00 pm
GCM
- SJC
1 stop10h 22m
Delta
Deal found 7/6![Delta logo]()
$806
This United Airlines deal was found by Cheapflights users on 7/7. 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 10/254:10 pm
SJC
- GCM
2 stops21h 20m
United Airlines
Thu 10/294:45 pm
GCM
- SJC
2 stops32h 06m
United Airlines
Deal found 7/7![United Airlines logo]()
$816
This United Airlines deal was found by Cheapflights users on 7/8. 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 12/299:00 am
SJC
- GCM
2 stops52h 35m
United Airlines
Fri 1/82:50 pm
GCM
- SJC
2 stops25h 36m
United Airlines
Deal found 7/8![United Airlines logo]()
$841
This American Airlines deal was found by Cheapflights users on 7/7. 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 12/297:17 pm
SJC
- GCM
2 stops16h 33m
American Airlines
Fri 1/88:45 am
GCM
- SJC
2 stops17h 04m
American Airlines
Deal found 7/7![American Airlines logo]()
$846
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 July 8, 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 July 8, 2026.
This Delta deal was found by Cheapflights users on 7/5. 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 12/2910:20 pm
SJC
- GCM
1 stop13h 10m
Delta
Fri 1/82:05 pm
GCM
- SJC
1 stop9h 53m
Delta
Deal found 7/5![Delta logo]()
$801
This United Airlines deal was found by Cheapflights users on 7/8. 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 10/254:10 pm
SJC
- GCM
2 stops21h 20m
United Airlines
Thu 10/294:45 pm
GCM
- SJC
2 stops32h 06m
United Airlines
Deal found 7/8![United Airlines logo]()
$816
This Delta deal was found by Cheapflights users on 7/7. 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 8/2110:20 pm
SJC
- GCM
1 stop11h 19m
Delta
Fri 8/281:04 pm
GCM
- SJC
1 stop11h 54m
Delta
Deal found 7/7![Delta logo]()
$801
This Delta deal was found by Cheapflights users on 7/6. 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 9/258:33 pm
SJC
- GCM
2 stops13h 07m
Delta
Mon 10/51:00 pm
GCM
- SJC
2 stops23h 43m
Delta
Deal found 7/6![Delta logo]()
$806
This Delta deal was found by Cheapflights users on 7/5. 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 10/282:59 pm
SJC
- GCM
2 stops18h 41m
Delta
Tue 11/101:50 pm
GCM
- SJC
1 stop12h 08m
Delta
Deal found 7/5![Delta logo]()
$806
This Delta deal was found by Cheapflights users on 7/6. 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 9/268:33 pm
SJC
- GCM
2 stops13h 07m
Delta
Sun 10/41:00 pm
GCM
- SJC
2 stops25h 50m
Delta
Deal found 7/6![Delta logo]()
$806
This Delta deal was found by Cheapflights users on 7/6. 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 9/2510:40 pm
SJC
- GCM
1 stop11h 00m
Delta
Fri 10/912:55 pm
GCM
- SJC
2 stops22h 12m
Delta
Deal found 7/6![Delta logo]()
$806
This Delta deal was found by Cheapflights users on 7/5. 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 10/234:27 pm
SJC
- GCM
2 stops17h 13m
Delta
Tue 11/101:50 pm
GCM
- SJC
1 stop12h 08m
Delta
Deal found 7/5![Delta logo]()
$806
This Delta deal was found by Cheapflights users on 7/6. 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 9/274:25 pm
SJC
- GCM
2 stops17h 15m
Delta
Sun 10/41:00 pm
GCM
- SJC
2 stops22h 02m
Delta
Deal found 7/6![Delta logo]()
$806
This Delta deal was found by Cheapflights users on 7/7. 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 10/156:11 pm
SJC
- GCM
2 stops15h 29m
Delta
Sun 10/1812:55 pm
GCM
- SJC
1 stop10h 30m
Delta
Deal found 7/7![Delta logo]()
$806
This Delta deal was found by Cheapflights users on 7/6. 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 9/2511:32 am
SJC
- GCM
2 stops22h 08m
Delta
Sat 10/1012:55 pm
GCM
- SJC
1 stop10h 30m
Delta
Deal found 7/6![Delta logo]()
$806
Last-minute flights from San Jose to Cayman IslandsDiscover last-minute flight deals from San Jose to Cayman Islands. Data last updated July 8, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Cayman Islands. Data last updated July 8, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/8. 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 7/236:37 pm
SJC
- GCM
2 stops40h 53m
United Airlines
Tue 8/41:35 pm
GCM
- SJC
2 stops33h 34m
United Airlines
Deal found 7/8![United Airlines logo]()
$940
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Fri 7/246:37 pm
SJC
- GCM
2 stops39h 53m
United Airlines
Tue 8/41:35 pm
GCM
- SJC
2 stops25h 49m
United Airlines
Deal found 7/8![United Airlines logo]()
$943
This United Airlines deal was found by Cheapflights users on 7/8. 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 7/254:00 pm
SJC
- GCM
2 stops18h 30m
United Airlines
Tue 8/41:35 pm
GCM
- SJC
2 stops25h 49m
United Airlines
Deal found 7/8![United Airlines logo]()
$929
This United Airlines deal was found by Cheapflights users on 7/8. 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 7/254:00 pm
SJC
- GCM
2 stops18h 30m
United Airlines
Sun 8/21:35 pm
GCM
- SJC
2 stops33h 34m
United Airlines
Deal found 7/8![United Airlines logo]()
$1,009
This Delta deal was found by Cheapflights users on 7/8. 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 7/267:00 am
SJC
- GCM
2 stops26h 31m
Delta
Tue 8/41:04 pm
GCM
- SJC
2 stops27h 01m
Delta
Deal found 7/8![Delta logo]()
$888
This Delta deal was found by Cheapflights users on 7/8. 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 7/269:55 am
SJC
- GCM
2 stops23h 36m
Delta
Mon 8/31:04 pm
GCM
- SJC
1 stop11h 54m
Delta
Deal found 7/8![Delta logo]()
$951
This Delta deal was found by Cheapflights users on 7/8. 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 7/267:00 am
SJC
- GCM
2 stops26h 31m
Delta
Wed 8/51:04 pm
GCM
- SJC
2 stops12h 40m
Delta
Deal found 7/8![Delta logo]()
$961
This Delta deal was found by Cheapflights users on 7/8. 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 7/2610:00 pm
SJC
- GCM
1 stop11h 31m
Delta
Thu 8/61:04 pm
GCM
- SJC
1 stop11h 54m
Delta
Deal found 7/8![Delta logo]()
$965
This Delta deal was found by Cheapflights users on 7/8. 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.
Mon 7/2710:00 pm
SJC
- GCM
1 stop11h 31m
Delta
Tue 8/41:04 pm
GCM
- SJC
2 stops22h 07m
Delta
Deal found 7/8![Delta logo]()
$970
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Fri 8/212:30 pm
SJC
- GCM
2 stops18h 25m
American Airlines
Fri 8/2812:30 pm
GCM
- SJC
2 stops24h 20m
American Airlines
Deal found 7/7![American Airlines logo]()
$696
This Delta deal was found by Cheapflights users on 7/7. 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 8/2110:20 pm
SJC
- GCM
1 stop11h 19m
Delta
Fri 8/281:04 pm
GCM
- SJC
1 stop11h 54m
Delta
Deal found 7/7![Delta logo]()
$801
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 July 8, 2026.
Round-trip from | $696 (American Airlines) |
|---|
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 July 8, 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
Cheapest round-trip
Quickest round-trip
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Tue 12/29
10:20 pm-2:30 pm
1 stop13h 10m
George Town Owen Roberts Intl
Fri 1/8
2:05 pm-8:58 pm
1 stop9h 53m
$801
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Fri 8/21
10:20 pm-11:39 am
1 stop11h 19m
George Town Owen Roberts Intl
Fri 8/28
1:04 pm-10:58 pm
1 stop11h 54m
$801
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Fri 9/25
8:33 pm-11:40 am
2 stops13h 07m
George Town Owen Roberts Intl
Mon 10/5
1:00 pm-10:43 am
2 stops23h 43m
$806
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Wed 10/28
2:59 pm-11:40 am
2 stops18h 41m
George Town Owen Roberts Intl
Tue 11/10
1:50 pm-10:58 pm
1 stop12h 08m
$806
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Sat 9/26
8:33 pm-11:40 am
2 stops13h 07m
George Town Owen Roberts Intl
Sun 10/4
1:00 pm-12:50 pm
2 stops25h 50m
$806
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Fri 9/25
10:40 pm-11:40 am
1 stop11h 00m
George Town Owen Roberts Intl
Fri 10/9
12:55 pm-9:07 am
2 stops22h 12m
$806
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Fri 10/23
4:27 pm-11:40 am
2 stops17h 13m
George Town Owen Roberts Intl
Tue 11/10
1:50 pm-10:58 pm
1 stop12h 08m
$806
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Sun 9/27
4:25 pm-11:40 am
2 stops17h 15m
George Town Owen Roberts Intl
Sun 10/4
1:00 pm-9:02 am
2 stops22h 02m
$806
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Thu 10/15
6:11 pm-11:40 am
2 stops15h 29m
George Town Owen Roberts Intl
Sun 10/18
12:55 pm-9:25 pm
1 stop10h 30m
$806
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Fri 9/25
11:32 am-11:40 am
2 stops22h 08m
George Town Owen Roberts Intl
Sat 10/10
12:55 pm-9:25 pm
1 stop10h 30m
$806
Showing 1-10 of 11 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
No data available for this route at this time. Please check back soon.
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top regions