Chicago Loop Insights

Your insider's guide to the best things to do, see, and experience in Chicago.

How The Skyscraper Guy Is Bringing the Pittsfield Building Back to Life

August 4, 2026

5 MINUTE READ — Meet Tom Liravongsa, better known as The Skyscraper Guy, and discover how he’s helping restore Chicago’s iconic Pittsfield Building while sharing the stories that keep the city’s architectural history alive. From Medical Offices to Modern Living The Pittsfield Building, one of Chicago’s most iconic skyscrapers, is entering a new and exciting …

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2026 New to the Loop

July 27, 2026

5 MIN READ — Big things are on the horizon for the Loop! From brand-new storefronts to exciting expansions, a wave of businesses is set to open their doors. Here’s a sneak peek at what’s coming soon to the heart of Chicago in 2026.

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Why Mr. South Loop Loves Chicago’s Loop

May 19, 2026

5 MIN READ — This month for our People of the Loop series, we caught up with Alex Linardos — better known to many as “Mr. South Loop.” The Chicago-based content creator took us around the Loop to share his favorite hidden gems, insider tips, and what makes downtown Chicago such a special place to live, work, and explore. From local recommendations to his perspective on the neighborhood’s energy and growth, Alex gives an inside look at why the Loop continues to inspire him. Read the full Q&A below, and don’t forget to check out the video feature on our social channels.

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Chicago Loop Alliance names new President & CEO

April 16, 2026

2 MIN READ — Chicago Loop Alliance (CLA) announced its new President and CEO, Suzet McKinney. Her career spans public health, public safety, real estate, corporate, tech and government sectors and will provide strategic implementation in expanding the organization’s impact, increasing confidence in the Loop while ensuring it is everyone’s neighborhood, and creating a complete urban district.

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Adapting The House on Mango Street for the Stage

March 24, 2026

6 MIN READ – When I began creating House on Mango Street, I knew the work had to be rooted in listening. Not just to the text, but to the lives and memories that surround it. I was not interested in a literal translation of Sandra Cisneros’s stories. I wanted to understand the world that shaped them and the ways those stories continue to live in the body.

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