$286+ 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 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Jun 25 — Jul 21
Round-trip
1 adult, Economy
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Find cheap flights from San Jose to Cayman Islands with Cheapflights
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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 May 26, 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 May 26, 2026.
This Delta deal was found by Cheapflights users on 5/26. 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.
Sun 9/2010:10 pm
SJC
- GCM
1 stop11h 30m
Delta
Sat 9/2612:55 pm
GCM
- SJC
1 stop10h 54m
Delta
Deal found 5/26![Delta logo]()
$627
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/182:35 pm
SJC
- GCM
2 stops18h 55m
American Airlines
Sat 6/2711:22 am
GCM
- SJC
1 stop13h 50m
American Airlines
Deal found 5/26![American Airlines logo]()
$682
This American Airlines deal was found by Cheapflights users on 5/24. 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 7/82:23 pm
SJC
- GCM
1 stop21h 13m
American Airlines
Wed 7/152:41 pm
GCM
- SJC
1 stop10h 17m
American Airlines
Deal found 5/24![American Airlines logo]()
$697
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/2112:38 pm
SJC
- GCM
2 stops20h 23m
American Airlines
Sun 6/285:12 pm
GCM
- SJC
2 stops22h 29m
American Airlines
Deal found 5/22![American Airlines logo]()
$700
This Faresmojo deal was found by Cheapflights users on 5/22. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/2110:00 pm
SJC
- GCM
1 stop11h 34m
JetBlue
Sun 6/2812:59 pm
GCM
- SJC
1 stop11h 58m
JetBlue
Deal found 5/22![JetBlue logo]()
$708
This Delta deal was found by Cheapflights users on 5/23. 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 7/1910:00 pm
SJC
- GCM
1 stop11h 31m
Delta
Fri 7/2412:56 pm
GCM
- SJC
2 stops22h 01m
Delta
Deal found 5/23![Delta logo]()
$727
This Southwest deal was found by Cheapflights users on 5/22. 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.
Fri 6/199:40 pm
SJC
- GCM
1 stop10h 50m
Southwest
Fri 6/2612:50 pm
GCM
- SJC
2 stops22h 35m
Southwest
Deal found 5/22![Southwest logo]()
$757
This American Airlines deal was found by Cheapflights users on 5/23. 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 7/172:23 pm
SJC
- GCM
1 stop18h 00m
American Airlines
Mon 7/272:41 pm
GCM
- SJC
1 stop10h 18m
American Airlines
Deal found 5/23![American Airlines logo]()
$792
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 May 26, 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 May 26, 2026.
This Delta deal was found by Cheapflights users on 5/26. 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.
Sun 9/2010:10 pm
SJC
- GCM
1 stop11h 30m
Delta
Sat 9/2612:55 pm
GCM
- SJC
1 stop10h 54m
Delta
Deal found 5/26![Delta logo]()
$627
This American Airlines deal was found by Cheapflights users on 5/23. 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 9/207:13 pm
SJC
- GCM
2 stops13h 37m
American Airlines
Sat 9/261:20 pm
GCM
- SJC
2 stops26h 19m
American Airlines
Deal found 5/23![American Airlines logo]()
$632
This Southwest deal was found by Cheapflights users on 5/22. 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.
Fri 6/197:40 pm
SJC
- GCM
2 stops14h 30m
Southwest
Fri 6/2612:50 pm
GCM
- SJC
2 stops22h 35m
Southwest
Deal found 5/22![Southwest logo]()
$682
This Faresmojo deal was found by Cheapflights users on 5/22. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/2110:00 pm
SJC
- GCM
1 stop11h 34m
JetBlue
Sun 6/2812:59 pm
GCM
- SJC
1 stop11h 58m
JetBlue
Deal found 5/22![JetBlue logo]()
$708
This American Airlines deal was found by Cheapflights users on 5/26. 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.
Fri 6/197:24 pm
SJC
- GCM
2 stops17h 43m
American Airlines
Mon 6/295:12 pm
GCM
- SJC
2 stops22h 29m
American Airlines
Deal found 5/26![American Airlines logo]()
$682
This Delta deal was found by Cheapflights users on 5/23. 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 7/1910:00 pm
SJC
- GCM
1 stop11h 31m
Delta
Fri 7/2412:56 pm
GCM
- SJC
2 stops22h 01m
Delta
Deal found 5/23![Delta logo]()
$727
This American Airlines deal was found by Cheapflights users on 5/22. 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 7/112:26 pm
SJC
- GCM
2 stops18h 59m
American Airlines
Sat 7/184:07 pm
GCM
- SJC
2 stops20h 43m
American Airlines
Deal found 5/22![American Airlines logo]()
$682
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/182:35 pm
SJC
- GCM
2 stops18h 55m
American Airlines
Sat 6/2711:22 am
GCM
- SJC
1 stop13h 50m
American Airlines
Deal found 5/26![American Airlines logo]()
$682
Last-minute flights from San Jose to Cayman IslandsDiscover last-minute flight deals from San Jose to Cayman Islands. Data last updated May 26, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Cayman Islands. Data last updated May 26, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/24. 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 5/3110:00 pm
SJC
- GCM
1 stop11h 54m
Delta
Tue 6/912:59 pm
GCM
- SJC
1 stop11h 58m
Delta
Deal found 5/24![Delta logo]()
$817
This Delta deal was found by Cheapflights users on 5/24. 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 5/312:49 pm
SJC
- GCM
2 stops19h 05m
Delta
Sat 6/61:19 pm
GCM
- SJC
2 stops21h 55m
Delta
Deal found 5/24![Delta logo]()
$872
This Delta deal was found by Cheapflights users on 5/24. 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 6/24:12 pm
SJC
- GCM
2 stops17h 42m
Delta
Wed 6/1012:59 pm
GCM
- SJC
2 stops23h 44m
Delta
Deal found 5/24![Delta logo]()
$822
This Delta deal was found by Cheapflights users on 5/24. 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 6/210:00 pm
SJC
- GCM
1 stop11h 54m
Delta
Sat 6/61:19 pm
GCM
- SJC
1 stop11h 36m
Delta
Deal found 5/24![Delta logo]()
$887
This Delta deal was found by Cheapflights users on 5/24. 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 6/41:40 pm
SJC
- GCM
2 stops20h 14m
Delta
Sat 6/61:19 pm
GCM
- SJC
1 stop11h 36m
Delta
Deal found 5/24![Delta logo]()
$892
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/182:35 pm
SJC
- GCM
2 stops18h 55m
American Airlines
Sat 6/2711:22 am
GCM
- SJC
1 stop13h 50m
American Airlines
Deal found 5/26![American Airlines logo]()
$682
This Southwest deal was found by Cheapflights users on 5/22. 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.
Fri 6/199:40 pm
SJC
- GCM
1 stop10h 50m
Southwest
Fri 6/2612:50 pm
GCM
- SJC
2 stops22h 35m
Southwest
Deal found 5/22![Southwest logo]()
$757
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/192:35 pm
SJC
- GCM
1 stop17h 47m
American Airlines
Fri 6/262:42 pm
GCM
- SJC
1 stop20h 29m
American Airlines
Deal found 5/22![American Airlines logo]()
$811
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/2112:38 pm
SJC
- GCM
2 stops20h 23m
American Airlines
Sun 6/285:12 pm
GCM
- SJC
2 stops22h 29m
American Airlines
Deal found 5/22![American Airlines logo]()
$700
This Faresmojo deal was found by Cheapflights users on 5/22. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/2110:00 pm
SJC
- GCM
1 stop11h 34m
JetBlue
Sun 6/2812:59 pm
GCM
- SJC
1 stop11h 58m
JetBlue
Deal found 5/22![JetBlue logo]()
$708
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 May 26, 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 May 26, 2026.
This Delta deal was found by Cheapflights users on 5/23. 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 7/1910:00 pm
SJC
- GCM
1 stop11h 31m
Delta
Deal found 5/23![Delta logo]()
$286
This American Airlines deal was found by Cheapflights users on 5/23. 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 7/1611:46 am
SJC
- GCM
2 stops21h 39m
American Airlines
Deal found 5/23![American Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 5/23. 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 7/172:23 pm
SJC
- GCM
2 stops20h 53m
American Airlines
Deal found 5/23![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 5/23. 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 7/182:23 pm
SJC
- GCM
1 stop21h 13m
American Airlines
Deal found 5/23![American Airlines logo]()
$489
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 May 26, 2026.
Round-trip from | $627 (Delta) |
|---|---|
One-way from | $286 (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 May 26, 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
Sun 9/20
10:10 pm-11:40 am
1 stop11h 30m
George Town Owen Roberts Intl
Sat 9/26
12:55 pm-9:49 pm
1 stop10h 54m
$627
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Sun 9/20
7:13 pm-10:50 am
2 stops13h 37m
George Town Owen Roberts Intl
Sat 9/26
1:20 pm-1:39 pm
2 stops26h 19m
$632
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Fri 6/19
7:40 pm-12:10 pm
2 stops14h 30m
George Town Owen Roberts Intl
Fri 6/26
12:50 pm-9:25 am
2 stops22h 35m
$682
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Fri 6/19
7:24 pm-3:07 pm
2 stops17h 43m
George Town Owen Roberts Intl
Mon 6/29
5:12 pm-1:41 pm
2 stops22h 29m
$682
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Sat 7/11
2:26 pm-11:25 am
2 stops18h 59m
George Town Owen Roberts Intl
Sat 7/18
4:07 pm-10:50 am
2 stops20h 43m
$682
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Thu 6/18
2:35 pm-11:30 am
2 stops18h 55m
George Town Owen Roberts Intl
Sat 6/27
11:22 am-11:12 pm
1 stop13h 50m
$682
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Sun 6/21
10:00 pm-11:34 am
1 stop11h 34m
George Town Owen Roberts Intl
Sun 6/28
12:59 pm-10:57 pm
1 stop11h 58m
$708
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Sun 7/19
10:00 pm-11:31 am
1 stop11h 31m
George Town Owen Roberts Intl
Fri 7/24
12:56 pm-8:57 am
2 stops22h 01m
$727
Cheapest one-way
Quickest one-way
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Sun 7/19
6:12 pm-11:31 am
2 stops15h 19m
$286
San JoseGeorge Town
SJC - GCM
SJCGCM
San Jose
Thu 7/16
11:33 am-11:31 am
2 stops21h 58m
$286
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.
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