Fly Chicago to Grand Cayman

Please note the Best Available Rate search does not include affiliation or senior rates.

Fly direct from Chicago to Grand Cayman

Chicago, the Windy City, is the third largest urban area in the United States, with an estimated population approaching 10 million people. Located on the shores of Lake Michigan, Chicago is home to the Cubs and White Sox, the Bears and the Bulls.
By contrast Grand Cayman Beach Suites are located on an island whose population is just over 50 thousand, relaxing in the sunshine.
Why not swap the cold, snowy, and windy winters of Chicago for the warmth and luxury of a Caribbean island paradise. Grand Cayman Beach Suites offers luxury suite accommodation, all along the sparkling sands of Seven Mile Beach.
On landing in Grand Cayman, a taxi to Grand Cayman Beach Suites takes about 15 minutes and costs about $20.

Distance from Chicago to Grand Cayman: 1596 miles or 2569km
Flight time from Chicago to Grand Cayman: 3 hours 55 minutes
Fly from Chicago to Grand Cayman with: Cayman Airways, a seasonal service from O'Hare




Escape to the Grand Cayman Beach Suites for your vacation…

Spring and Summer Early Booking Bonus up to 40% off on rates

Book now and save!

We're making your vacation affordable again!

Do you use an Ipad? We have an app -  email us at and we'll send it to you. It's a great way to plan your on island activities.

You can also try our
Interactive Mobile Website
Now you can use your mobile phone to see the latest rates, offers and availability. Make, view, or cancel your reservations. And get maps, directions, and photos. It’s the perfect way to book your stay when you’re on the go - and just another way we’re making it easier for you to be
our guest.




Check-In / Check-Out

Check-In Time: 4:00 PM

Check-Out Time: 12:00 Noon


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