Chicago Loop Insights

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

Treat your dad to a day in the Loop

June 10, 2025

3 MIN READ – Take your dad for a day out in the town, downtown to be more specific! Enjoy some iconic Chicago events downtown on Father’s Day, cruise on a boat ride, go to dinner, play darts or pingpong, or shop for gifts. Make the day memorable and celebrate Father’s day in the Loop.

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A city in motion needs a transit authority that moves, too

May 9, 2025

Chicago Loop Alliance has been working closely with RTA and other transit partners to advocate for legislative support of the $1.5 billion request to maintain and enhance our transit system. CLA recently penned an op-ed from Michael Edwards that was published in Crain’s Chicago Business yesterday. Please take a moment to read the commentary. All …

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Celebrate Mother’s Day in the Loop

May 6, 2025

5 MIN READ – Celebrate this Mother’s Day in the Loop. Go out to brunch and drink specialty cocktails. Appreciate the spring weather with a boat ride on the Chicago River. For a scenic view, dine at a rooftop bar. To relax, rejuvenate at the spa. Give gifts, sweet treats, and floral arrangements. Regardless of how you spend your day downtown in the Loop, you will bond with Mom, and that’s all that matters.

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