
$127 Cheap Flights from Cayman Islands
One-way
Departing from
Cayman Islands
Going to
anywhere
Fort Lauderdale (FLL)
United States • January, 2026
86% AI deal score
$523 $152
Toronto (YYZ)
Canada • November, 2025
84% AI deal score
$400 $127
Halifax (YHZ)
Canada • December, 2025
82% AI deal score
$750 $170
Top Destinations Where Can You Fly from Cayman Islands
Cheap flights from Cayman Islands

Fort Lauderdale, United States
TOP
Jan • Direct
$523
$152
-$371
71%

Toronto, Canada
TOP
Nov • Direct
$400
$127
-$273
68%

Toronto, Canada
TOP
Nov • Direct
$400
$128
-$272
68%

Fort Lauderdale, United States
TOP
Dec • Direct
$523
$145
-$378
72%

Halifax, Canada
TOP
Dec • 1 stop • New York (EWR)
$750
$170
-$580
77%

Fort Lauderdale, United States
TOP
Dec • Direct
$523
$157
-$366
70%
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
Friday, Wednesday
For the best flight deals from Owen Roberts International airport, focus your search on Fridays, as they have the highest number of discounted flights. Saturdays tend to have the fewest deals from Owen Roberts International airport, so it's best to avoid booking flights on this day.
Avg. deal survival time
14.9 hours
The average deal originating from Owen Roberts International Airport lasts about 14.9 hours. Therefore, if you see a good deal from {{Owen Roberts International airport}}, it is best to book it quickly.
Rare deal frequency
16 deals
We found 16 rare deals originating from Owen Roberts International airport in the past month. These rare deals, with an AI Deal Score of 90+, are usually mistake fares, special promotions, or ultra-discounts.
Average price drop
-62%
Deals from Owen Roberts International Airport see an average price drop of 62.0%. Travelers can find significant savings on flights departing from Owen Roberts International Airport.
Next 4 weeks: deal forecast
GCM Flight Deals Next Month
Looking ahead to next month, flight deals from Owen Roberts International Airport, {{airport}}, are expected to remain relatively stable. While there aren't significant price drops anticipated, a slight increase in prices is possible due to the upcoming holiday season.
Top 5 biggest price drops (last 3 months)
Found on November 12
GCM - Plattsburgh
$1,950 → $255
87%
Found on November 12
GCM - Tupelo
$2,075 → $279
87%
Found on November 12
GCM - Moab
$2,275 → $310
86%
Found on November 11
GCM - Lewisburg
$1,875 → $286
85%
Found on November 11
GCM - Beckley
$1,900 → $286
85%
Check these nearby airports too
Looking for more options? These airports near GCM sometimes drop rare deals too:
Cancún International (CUN)
~7 rare deals/month
Norman Manley International (KIN)
~13 rare deals/month
If you’re flexible with departure cities, it’s worth keeping an eye on nearby airports — especially CUN and KIN 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:














