• 2023-06-15 17:15:42
  • Giovanni

Cheap flights from Chicago to Cayman Islands for $286

American Airlines are offering cheap flights from Chicago to the Cayman Islands! Book a ticket from only $286 for a round trip!

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The Cayman Islands are nestled in the turquoise waters of the western Caribbean. Cosmopolitan Grand Cayman Island is the largest of the three Cayman Islands. Whether you are looking for relaxation, exquisite dining, exciting nightlife or awesome underwater sights, there’s something for everyone.

Travel dates:
August – November 2023 (every Tuesday and Wednesday)

Route:
Chicago – Grand Cayman – Chicago

Baggage allowance:
One personal item per passenger

Please note: All the information on this page is correct at the time of publication. If you are checking out the deal at a later date, the price and the availability may no longer be as advertised. Prices are subject to change. To ensure you never miss our deal again, sign up for DEAL ALERTS: download our App on Google Play or App Store. You can also opt for email notifications >> or Telegram alerts >>
Hotel $299/double

We encourage you to stay in the top-rated The Locale Hotel Grand Cayman. This boutique hotel is located just a few minute walk from Seven Mile Beach. It offers a swimming pool and air-conditioned rooms with flat-screen TV and free Wi-Fi.

Car

If you plan to hire a car for your trip, we encourage you to book it on Kayak >>

eSIM

Traveling soon? Get your Holafly eSIM for unlimited internet access in any destination. No more worrying about roaming charges or finding local SIM cards. Enjoy unlimited data and stay connected with ease. Order your Holafly eSIM now »

Travel insurance

Heymondo offers a wide range of travel assistance insurance policies. They combine the best quality, service and price with various levels of coverage, so you’re covered on your weekend getaways and long trips. Buy insurance »

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