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Chicago is an up and coming hub for finance, and is a major cultural contributor to the jazz, blues and soul movements. Our elite companions can show you the sites such as the Arts Institute of Chicago, Chicago Theatre or the Museum of Contemporary Art.

Perhaps you would rather spend the evenings at the iconic Green Mill for some downtime after hours. Steeped in history, Al Capone and other gangsters used to hang here in the 1920s. Now it is the epicentre for up and coming jazz talent, wild nights out sipping gin and blow your mind music. Maybe after a wild night out you could head back to The Waldorf-Astoria which offers top-of-the-line luxury. With an intimate, boutique feel, you and your date could have a naughty night in. We have the most beautiful girls in Chicago waiting for you!