Grand Cayman, Cayman Islands

Bargain Rates on Flights to the Cayman Islands 🍹⛵️

Fly to the Cayman Island from $275 Round Trip—Regularly $500+

from $275

Published by

We've come across a fantastic deal on flights to the Cayman Islands—winter & spring dates included. You would usually pay $500+ for similar flights, but you can book them today starting from $275 round trip.

Travel Period

January 2023 - April 2023


  • New York
  • Boston
  • Miami
  • Los Angeles
  • Austin
  • Nashville
  • Orlando


  • Cayman Islands


Here are some of the dates and departure airports we found for you, but there are many more available.

These flights and prices are based on short layovers, or nonstop journeys.

Click on the links below to change your departure city and date.

🔻 Departing from New York

🔻 Departing from Miami

🔻 Departing from Boston

🔻 Departing from Nashville

🔻 Departing from Austin

🔻 Departing from Orlando

🔻 Departing from Los Angeles

Example of Cheapest Flight

Other Options

Also looking for a place to stay? Try our Hotel Booking tool.

Additional Information

Digging our deals? Sign up for our newsletter to get more delivered straight to your inbox, and sign up for our app for a bespoke mobile experience, with all the latest deals sent to you if you so desire.

*All of our deals are available at the time of publishing, but prices are subject to fluctuations and changes at any time.

Looking for a Hotel?



Early BirdBeach VacationsRomanticFallWinterHoney Moon