$299 Cheap flights to the Cayman Islands

Of the 7 airlines that fly to Cayman Islands, American Airlines, United Airlines and Cayman Airways happen to be the most favored based on our user data. American Airlines is the most popular among the three airlines, with 49% of users choosing them for their travels to Cayman Islands.

If you’re unsure where to fly to in Cayman Islands, we recommend booking a flight that arrives at the popular George Town Owen Roberts Intl airport, which services George Town and its surrounding areas. In the last 12 months, 97% of momondo travelers booking flights to Cayman Islands chose to fly into George Town Owen Roberts Intl.

The cheapest flight to Cayman Islands recently found on momondo was $99. If you’re unable to find a flight deal this cheap, keep in mind that anything less than $494 is considered a good price for flights to Cayman Islands. $552 is the average cost to fly to Cayman Islands, while $2,752 is the most expensive.

If you're headed to Cayman Islands, consider flying into George Town Owen Roberts Intl airport in George Town for the best deals, with an average airfare of $99. Alternatively, Cayman Brac Gerrard-Smith airport in Cayman Brac is a close second for cheapest flights to Cayman Islands with an average airfare of $287.

Prices for flights to Cayman Islands refresh daily.

As of June 2026, there are 12 operators available to choose from for flights to Cayman Islands.

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Cayman Islands.

The required travel and health documents for your Cayman Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.