Chicago Loop Insights

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

The Perfect Fall Day in the Loop

October 11, 2023

4 MIN READ – Fall is arguably the best season in Chicago (or at least top two!). Cooler temps, light layers, and plenty of things to do encourage Chicagoans to step outside. If you want to paint with the colors of the wind, here are some ways to enjoy some of the vestiges of a perfect autumn day downtown in the Loop.

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Record-setting seventh win for Chicago as “Best Big City in U.S.”

October 3, 2023

2 MIN READ – Chicago has been named the Best Big City in the U.S. for the seventh straight year by Condé Nast Traveler through their annual Readers’ Choice Awards. This award, which is voted on by Condé Nast Traveler readers, has been bestowed on Chicago every year since 2017 and is a momentous achievement and a true testament to the enduring allure of our beautiful and dynamic city.

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