Cheap flights from the Cayman Islands to Orlando from $249

The month of September is, on average, the cheapest month to fly to Orlando from Cayman Islands, with most prices found around $442. If you’re not able to fly to Orlando in September, then October is your next best option. Flight prices from Cayman Islands to Orlando during October average around $511.

Our data shows that Tuesday is the least expensive day to fly to Orlando. Tickets to fly out on this day can be as low as $470. On the other hand, Friday is the most expensive day to depart from Cayman Islands because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $687.

The cheapest time of day to fly to Orlando is at noon when flights can be purchased for as low as $552. In contrast, the most expensive time of day to depart to Orlando is in the morning when prices are around $592.

Fly from George Town Owen Roberts Intl to Orlando for the best Cayman Islands - Orlando flight prices

There is only 1 cabin class available to choose from on Cayman Islands to Orlando flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Cayman Islands to Orlando.

As of July 2026, there are 1 flights per day flying from Cayman Islands to Orlando. The most common time of day flights depart is 12:00PM, with 85% of flights taking off in the afternoon.

The number of flights available between Cayman Islands and Orlando is 7 per week as of July 2026. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.