Cheap flights from Orlando to the Cayman Islands from $144

If you aren’t able to travel to Cayman Islands during the month of June, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $231.

Our data shows that Friday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $582. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Tuesday is $672.

According to our data, the cheapest time of day to fly to Cayman Islands is at noon. momondo users have found flights departing from Orlando to Cayman Islands at noon for as low as $489. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $622 on average. Flights to Cayman Islands from Orlando in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

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

You could potentially save up to 63% on your flight if you consider stops on a Orlando to Cayman Islands flight.

1 flights are operational daily from Orlando to Cayman Islands as of June 2026. The most popular departure time for this route is 11:00AM, with 100% of flights per day taking off at noon.

As of June 2026, there are 7 flights per week flying from Orlando to Cayman Islands. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.