About Us

A Century in the Making


Located just south of Downtown Chicago, nestled in historical, vibrant Hyde Park, The Penthouse sits atop the former Piccadilly Hotel at the southeast corner of South Blackstone Avenue and East Hyde Park Blvd. Steps from CTA Bus stops and the Metra Electric Train Line, The Penthouse Hyde Park is easily accessible, with parking available in the adjacent lot. You and your attendees will come alive in our breathtaking ballroom with show-stopping, 20′ arched windows and extensive rooftop terrace with spectacular views of the city and lake as far as the eye can see. Take a step back in time as we invite you to The Penthouse Hyde Park. Staying the night? The Penthouse is a brief 5 minute walk from the Hyatt Place Chicago-South.

Photo courtesy of dallasmovietheaters


The famed Piccadilly Building played a key role in the vibrant Hyde Park culture for much of the early 20th century. The University of Chicago was founded in Hyde Park in1890 by the American Baptist Education Society and John D. Rockefeller. Hyde Park subsequently became a hub of arts and social activity, and a sought-after residential area and place of architectural renown. As part of this evolution, a building boom ensued for decades in Hyde Park and included the introduction of the Piccadilly Building in 1926. The Piccadilly Building offered the sumptuous Piccadilly Theatre which enchanted theatre-goers from 1927 through 1963. With an ornate combination of French Renaissance style and Art Deco touches, the theatre was a jewel of Hyde Park. The Piccadilly Building also housed the beautiful Piccadilly Hotel and many shops.


Though the theatre no longer remains, the rest of the Piccadilly Building has undergone substantial improvements with several of it’s most stunning spaces being renovated and repurposed. The suites of the Piccadilly Hotel were reimagined into high-end residential apartments and the shops continue to serve the community. In 2020, The Penthouse proudly claimed the gorgeous top floor of the building along with an attached, two-story suite which now serves our VIPs. Because of our respect for the historical and architectural significance of the Piccadilly Building, we at The Penthouse have gone to great lengths to allow the art deco flair of the 1920’s Piccadilly to feature prominently in the new design of The Penthouse. This evolution embodies the best of the 1920’s and the 2020’s and we look forward to hosting you soon.

The Penthouse Lobby