Cheap flights from Washington, D.C. to the Cayman Islands from $101

If you aren’t able to travel to Cayman Islands during the month of January, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $471.

Our data shows that Wednesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $375. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Friday is $588.

Fly from Washington, D.C. Dulles Intl to George Town Owen Roberts Intl for the best Washington, D.C. - Cayman Islands flight prices

You are more likely to see cheaper flights to Cayman Islands from Washington, D.C. when booking weeks ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $545 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cayman Islands from Washington, D.C. for as low as $443 on momondo.

There are 2 cabin classes available to choose from on Washington, D.C. 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 15% on your flight if you consider stops on a Washington, D.C. to Cayman Islands flight.

Southwest, Delta, and American Airlines are the most popular carriers operating from Washington, D.C. to Cayman Islands

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Cayman Islands from Washington, D.C. according to our data. American Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 4 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

As of March 2026, there are 2 flights per week flying from Washington, D.C. to Cayman Islands. The most common day of the week flights depart is Sat, with 100% of flights taking off on this day.

Flight times vary depending on what airport in Washington, D.C. you fly out of and what airport in Cayman Islands you fly into. For example, flying from Baltimore to George Town takes 3h 25m on average. On the other hand, flying from Washington, D.C. to George Town takes 4h 39m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.