$774+ Cheap flights from Costa Rica 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — GCM
Sep 29 — Oct 61
Round-trip
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
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 Costa Rica to Cayman Islands
Cheapest
Best
Last-minute
Cheapest flights from Costa Rica to Cayman IslandsExplore the most affordable flight options available from Costa Rica to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
Explore the most affordable flight options available from Costa Rica to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
This Mytrip deal was found by Cheapflights users on 8/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:05 am -
2 stops10h 55m
Thu 9/2411:30 am -
1 stop25h 15m
Deal found 8/30![Multiple Airlines logo]()
$774
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:17 pm -
2 stops16h 18m
Mon 8/3111:30 am -
1 stop22h 34m
Deal found 8/25![Multiple Airlines logo]()
$1,127
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 August 30, 2026.
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 August 30, 2026.
This United Airlines deal was found by Cheapflights users on 8/26. 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 1/268:45 am -
2 stops27h 30m
Sat 1/305:30 pm -
2 stops25h 46m
Deal found 8/26![United Airlines logo]()
$810
This FlightHub deal was found by Cheapflights users on 8/29. 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.
Tue 1/125:10 am -
2 stops9h 55m
Sat 1/168:50 am -
3 stops15h 50m
Deal found 8/29![Multiple Airlines logo]()
$870
Last-minute flights from Costa Rica to Cayman IslandsDiscover last-minute flight deals from Costa Rica to Cayman Islands. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Costa Rica to Cayman Islands. Data last updated August 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:17 pm -
2 stops16h 18m
Mon 8/3111:30 am -
1 stop22h 34m
Deal found 8/25![Multiple Airlines logo]()
$1,127
This Mytrip deal was found by Cheapflights users on 8/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:05 am -
2 stops10h 55m
Thu 9/2411:30 am -
1 stop25h 15m
Deal found 8/30![Multiple Airlines logo]()
$774
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 August 30, 2026.
Round-trip from | $774 (Mytrip) |
|---|---|
Popular in | June |
Cheapest in | January |
Average price | $1,425 |
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 7,457,451 searches. Data last updated August 30, 2026.
Use the filters below to find and compare flights from Costa Rica to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoséGeorge Town
SJO San José Juan Santamaria Intl - GCM George Town Owen Roberts Intl
SJOGCM
San José Juan Santamaria Intl
Tue 1/26
8:45 am-1:15 pm
2 stops27h 30m
George Town Owen Roberts Intl
Sat 1/30
5:30 pm-6:16 pm
2 stops25h 46m
$810
Quickest round-trip
San JoséGeorge Town
SJO San José Juan Santamaria Intl - GCM George Town Owen Roberts Intl
SJOGCM
San José Juan Santamaria Intl
Tue 1/12
5:10 am-4:05 pm
2 stops9h 55m
George Town Owen Roberts Intl
Sat 1/16
8:50 am-11:40 pm
3 stops15h 50m
$870
Sorted by cheapest first
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.
SJO-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 Costa Rica to the Cayman Islands
CR0-KY0
SJO-GCM
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Cayman Islands
Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated August 30, 2026.
Read reviews from past customers who have flown American Airlines from Costa Rica to the Cayman Islands. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.9
Overall
7.1
Entertainment
6.8
Comfort
7.2
Food
6.4
Boarding
7.5
Reviews
1 / 20
4.0
Okaysohail,Dec 2024
DFW - EWR
Crew
7.9
Overall
7.1
Entertainment
6.8
Comfort
7.2
Food
6.4
Boarding
7.5
Reviews
1 / 20
4.0
Okaysohail,Dec 2024
DFW - EWR
Related info for your journey
Find useful and relevant information for your journey from Costa Rica 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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Alternative routes for Costa Rica to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Costa Rica to Cayman Islands by cabin class
Find flights from Costa Rica to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Costa Rica and Cayman Islands flights
Browse other Costa Rica and Cayman Islands flight options. Last updated on August 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top airline flying from Costa Rica to Cayman Islands
Discover the top airline that operate flights from Costa Rica to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$574 | Average$1,425 | FlexibilityNo cancel fee | On-time71% |