Cheap flights from the United States to the Cayman Islands from $94

If you aren’t able to travel to Cayman Islands during the month of January, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $489.

Our data shows that Sunday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $698. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Saturday is $799.

Fly from New York John F Kennedy Intl to George Town Owen Roberts Intl for the best United States - Cayman Islands flight prices

You are more likely to see cheaper flights to Cayman Islands from United States when booking weeks ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $429 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cayman Islands from United States for as low as $325 on momondo.

Cayman Airways, Delta, and Air Canada are the most popular carriers operating from United States to Cayman Islands

American Airlines, United Airlines and Cayman Airways are the top three most popular airlines that fly to Cayman Islands from United States according to our data. American Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 7 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

Historically, on average around 29% of flights between United States and Cayman Islands have experienced a delay on any given week. The average delay length over the past 12 months has been 115 minutes.

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Sunday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

According to our data, American Airlines have had the least number of delays on this route over the last 12 months; with about 19% of their flights experiencing any sort of delay.

As of August 2026, there are 5 flights per day flying from United States to Cayman Islands. The most common time of day flights depart is 10:00AM, with 70% of flights taking off at noon.

As of August 2026, there are 36 flights per week flying from United States to Cayman Islands. The most common day of the week flights depart is Mon, with 19% of flights taking off on this day.