$159+ Cheap flights from Costa Rica 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — GCM
Jan 22 — Jan 291
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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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 Costa Rica to Cayman Islands
Best flights from Costa Rica to Cayman IslandsDiscover carefully curated flight deals from Costa Rica to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.
Discover carefully curated flight deals from Costa Rica to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Mon 1/198:00 amSJO - GCM
1 stop11h 20mAmerican Airlines
Mon 2/212:50 pmGCM - SJO
1 stop7h 54mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$496
This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/197:45 amSJO - GCM
1 stop12h 30mMultiple Airlines
Mon 2/27:00 amGCM - SJO
3 stops17h 40mMultiple Airlines
Deal found 12/21![Multiple Airlines logo]()
$559
This American Airlines deal was found by Cheapflights users on 12/21. 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 2/187:45 amSJO - GCM
1 stop11h 30mAmerican Airlines
Tue 2/248:45 amGCM - SJO
1 stop13h 13mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$496
Find flight deals from Costa Rica to Cayman Islands
Keep the following information in mind while searching for Costa Rica to Cayman Islands flight deals. Data was last updated December 23, 2025.
Round-trip from | $496 (American Airlines) |
|---|---|
One-way from | $159 (Kiwi.com) |
Popular in | May |
Cheapest in | September |
Average price | $635 |
Cheapflights Fare Finder
Customize your flight search to find flights from Costa Rica 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 December 23, 2025.
Use the filters below to find and compare flights from Costa Rica to the Cayman Islands that are best for you.
Fly from
Costa Rica
Fly to
Cayman Islands
Route
Depart
Return
Price
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Mon 1/19
8:00 am-8:20 pm
1 stop11h 20m
George Town Owen Roberts Intl
Mon 2/2
12:50 pm-7:44 pm
1 stop7h 54m
$496
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Wed 2/18
7:45 am-8:15 pm
1 stop11h 30m
George Town Owen Roberts Intl
Tue 2/24
8:45 am-8:58 pm
1 stop13h 13m
$496
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Mon 1/19
7:45 am-9:15 pm
1 stop12h 30m
George Town Owen Roberts Intl
Mon 2/2
7:00 am-11:40 pm
3 stops17h 40m
$559
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Sat 1/31
1:30 pm-1:53 pm
1 stop23h 23m
$159
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Fri 1/30
1:30 pm-1:38 pm
1 stop23h 08m
$162
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Mon 2/2
8:00 am-8:20 pm
1 stop11h 20m
$220
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Sat 1/31
6:00 am-2:45 pm
1 stop7h 45m
$220
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Sun 2/1
7:45 am-11:35 am
1 stop26h 50m
$223
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Fri 1/30
7:45 am-2:50 pm
2 stops30h 05m
$223
San JoséGeorge Town
SJO - GCM
SJOGCM
San José Juan Santamaria Intl
Mon 2/2
5:00 am-9:15 pm
2 stops15h 15m
$224
Showing 1-10 of 12 results
Best time to book a flight from Costa Rica to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Costa Rica 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 Costa Rica to the Cayman Islands
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