
$110 Cheap Flights from Cayman Islands
One-way
Departing from
Cayman Islands
Going to
anywhere
Toronto (YYZ)
Canada • February, 2026
83% AI deal score
$458 $164
Halifax (YHZ)
Canada • March, 2026
77% AI deal score
$645 $233
Fort Lauderdale (FLL)
United States • March, 2026
76% AI deal score
$373 $161
Top Destinations Where Can You Fly from Cayman Islands
Cheap flights from Cayman Islands
Find flights from Cayman Islands to anywhere
Looking for inspiration on destinations? Here are some popular flight deals from Cayman Islands one-way fares:
See more destinations you can fly to from Cayman Islands – anywhere in the world at the best prices.
See More DestinationsFacts About Flights from Cayman Islands
Nearby airport(s)
Insights for flights from Cayman Islands
Most popular airlines from Cayman Islands
American Airlines
Air Canada
British Airways
Copa Airlines
Japan Airlines Domestic
KLM
Cayman Airways
GCM Airport Deal Stats
Current most discounted routes
Avg. most discounted routes (last 3 months)
GCM airport insights
Best days to catch a deal
Saturday, Monday
The best days to find a flight deal from Owen Roberts International Airport are Sunday and Tuesday. Sunday has the highest count of cheap deals followed by Tuesday, so you have a better chance of finding a low price on those days.
Avg. deal survival time
9.9 hours
Deals from Owen Roberts International airport last an average of 9.9 hours. Make sure to book quickly, as deals tend to disappear in under 10 hours.
Rare deal frequency
18 deals
We found 18 rare flight deals originating from Owen Roberts International Airport in the past month. These rare deals, which scored 90+ on our AI Deal Score, typically include mistake fares, special promotions, or ultra-discounts.
Average price drop
-53%
Deals that originate from Owen Roberts International Airport see an average price drop of 52.5%. Travelers can save significantly on flights from Owen Roberts International Airport by monitoring deal prices.
Next 4 weeks: deal forecast
Owen Roberts International Airport Flight Forecast
Based on current trends, flight deals from Owen Roberts International Airport are expected to remain relatively stable next month. There are no significant price drops or increases anticipated at this time.
Top 5 biggest price drops (last 3 months)
Found on February 16
GCM - London
$3,375 → $515
85%
Found on February 20
GCM - London
$2,225 → $395
82%
Found on February 20
GCM - Paris
$2,775 → $527
81%
Found on February 20
GCM - Kathmandu
$10,200 → $2,301
77%
Found on February 18
GCM - Johannesburg
$8,250 → $2,074
75%
Check these nearby airports too
Looking for more options? These airports near GCM sometimes drop rare deals too:
Charles Kirkconnell International (CYB)
~3 rare deals/month
Owen Roberts International (GCM)
~14 rare deals/month
If you’re flexible with departure cities, it’s worth keeping an eye on nearby airports — especially CYB and GCM for long-haul deal surprises.
Travel Trends: Popular Destinations from Cayman Islands
Every month, we analyze search and booking data to see where travelers from Cayman Islands are heading. Here are the current hot destinations from Cayman Islands:
Top domestic destinations
These cities are seeing the most searches and bookings from Cayman Islands this month.
Top international destinations
Travelers from Cayman Islands are flocking here, possibly due to seasonal events or great deals.
Travel trend insight
Grand Cayman travelers are increasingly drawn to major urban hubs like Toronto, London, and New York, indicating a preference for destinations offering diverse cultural experiences and strong business opportunities. These cities' popularity likely stems from their robust economies, world-class attractions, and excellent connectivity, making them attractive for both leisure and professional pursuits.
Booking Flights from Cayman Islands: Frequently Asked Questions
Pro Tips for Finding Cheap Flights from Cayman Islands
Finding the cheapest airfare from Cayman Islands is easier if you use a few smart strategies. Here are our top tips to help you score a great deal:
Be a Date Daredevil: Flights wildly fluctuate based on the day. Being flexible, even by a day or two, can unlock significantly cheaper options. Mid-week flights are often your best bet for snagging a deal.
Destination: ANYWHERE!: Not sure where to go? Set your destination to 'Anywhere' on flight search engines. You might discover a crazy-good deal to a place you've never even considered. Embrace the spontaneity!
Explore More Destinations from Cayman Islands
Looking for more options? Here are some popular routes and related travel deals:

















