$380+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — GCM
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Costa Rica 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 Costa Rica to Cayman Islands
Cheapest
Best
Last-minute
One-way
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 September 17, 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 September 17, 2026.
This FlightHub deal was found by Cheapflights users on 9/15. 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.
Thu 10/15:05 am -
2 stops10h 55m
Thu 10/811:30 am -
2 stops22h 20m
Deal found 9/15![Multiple Airlines logo]()
$788
This FlightHub deal was found by Cheapflights users on 9/15. 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.
Wed 9/231:50 am -
2 stops14h 10m
Thu 10/111:30 am -
2 stops13h 25m
Deal found 9/15![Multiple Airlines logo]()
$816
This FlightHub deal was found by Cheapflights users on 9/13. 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 10/137:45 am -
1 stop7h 20m
Tue 10/2011:30 am -
3 stops13h 10m
Deal found 9/13![Multiple Airlines logo]()
$875
This Priceline deal was found by Cheapflights users on 9/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:10 pm -
3 stops19h 25m
Wed 11/411:30 am -
1 stop28h 35m
Deal found 9/12![Multiple Airlines logo]()
$898
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/283:01 pm -
1 stop26h 59m
Wed 11/48:15 am -
1 stop7h 34m
Deal found 9/12![American Airlines logo]()
$907
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 September 17, 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 September 17, 2026.
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Mon 1/251:15 am -
2 stops35h 00m
Sat 1/305:10 pm -
2 stops26h 06m
Deal found 9/17![United Airlines logo]()
$848
This FlightHub deal was found by Cheapflights users on 9/13. 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 10/137:45 am -
1 stop7h 20m
Tue 10/2011:30 am -
3 stops13h 10m
Deal found 9/13![Multiple Airlines logo]()
$875
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/283:01 pm -
1 stop26h 59m
Wed 11/48:15 am -
1 stop7h 34m
Deal found 9/12![American Airlines logo]()
$907
This FlightHub deal was found by Cheapflights users on 9/14. 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 1/265:10 am -
2 stops9h 55m
Sat 1/308:50 am -
1 stop7h 15m
Deal found 9/14![Multiple Airlines logo]()
$907
Last-minute flights from Costa Rica to Cayman IslandsDiscover last-minute flight deals from Costa Rica to Cayman Islands. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Costa Rica to Cayman Islands. Data last updated September 17, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 9/15. 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.
Wed 9/231:50 am -
2 stops14h 10m
Thu 10/111:30 am -
2 stops13h 25m
Deal found 9/15![Multiple Airlines logo]()
$816
This FlightHub deal was found by Cheapflights users on 9/15. 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.
Thu 10/15:05 am -
2 stops10h 55m
Thu 10/811:30 am -
2 stops22h 20m
Deal found 9/15![Multiple Airlines logo]()
$788
This FlightHub deal was found by Cheapflights users on 9/13. 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 10/137:45 am -
1 stop7h 20m
Tue 10/2011:30 am -
3 stops13h 10m
Deal found 9/13![Multiple Airlines logo]()
$875
This Priceline deal was found by Cheapflights users on 9/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:10 pm -
3 stops19h 25m
Wed 11/411:30 am -
1 stop28h 35m
Deal found 9/12![Multiple Airlines logo]()
$898
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/283:01 pm -
1 stop26h 59m
Wed 11/48:15 am -
1 stop7h 34m
Deal found 9/12![American Airlines logo]()
$907
One-way flights from Costa Rica to Cayman IslandsSearch for one-way flight options from Costa Rica to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Costa Rica to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Fri 10/2311:25 am -
2 stops24h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/236:00 am -
1 stop12h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$491
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 September 17, 2026.
Round-trip from | $788 (FlightHub) |
|---|---|
One-way from | $380 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
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 September 17, 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
Fri 10/23
11:25 am-12:45 pm
2 stops24h 20m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$380
Quickest round-trip
San JoséGeorge Town
SJO San José Juan Santamaria Intl - GCM George Town Owen Roberts Intl
SJOGCM
San José Juan Santamaria Intl
Fri 10/23
6:00 am-7:00 pm
1 stop12h 00m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$491
San JoséGeorge Town
SJO San José Juan Santamaria Intl - GCM George Town Owen Roberts Intl
SJOGCM
San José Juan Santamaria Intl
Mon 1/25
1:15 am-1:15 pm
2 stops35h 00m
George Town Owen Roberts Intl
Sat 1/30
5:10 pm-6:16 pm
2 stops26h 06m
$848
San JoséGeorge Town
SJO San José Juan Santamaria Intl - GCM George Town Owen Roberts Intl
SJOGCM
San José Juan Santamaria Intl
Tue 10/13
7:45 am-4:05 pm
1 stop7h 20m
George Town Owen Roberts Intl
Tue 10/20
11:30 am-11:40 pm
3 stops13h 10m
$875
San JoséGeorge Town
SJO San José Juan Santamaria Intl - GCM George Town Owen Roberts Intl
SJOGCM
San José Juan Santamaria Intl
Wed 10/28
3:01 pm-7:00 pm
1 stop26h 59m
George Town Owen Roberts Intl
Wed 11/4
8:15 am-2:49 pm
1 stop7h 34m
$907
San JoséGeorge Town
SJO San José Juan Santamaria Intl - GCM George Town Owen Roberts Intl
SJOGCM
San José Juan Santamaria Intl
Tue 1/26
5:10 am-4:05 pm
2 stops9h 55m
George Town Owen Roberts Intl
Sat 1/30
8:50 am-3:05 pm
1 stop7h 15m
$907
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 September 17, 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
Boarding
7.4
Comfort
7.2
Food
6.4
Overall
7.1
Entertainment
6.8
Reviews
1 / 20
4.0
Okaysohail,Dec 2024
DFW - EWR
Crew
7.9
Boarding
7.4
Comfort
7.2
Food
6.4
Overall
7.1
Entertainment
6.8
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 September 17, 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 September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$574 | Average$1,425 | FlexibilityNo cancel fee | On-time71% |