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  • Writer's picturePrivate Label Playbook


We Have A Windy City Winner.

The readers of Condé Nast Traveler have spoken and for the fifth straight year Chicago, was voted the best big city. With home bases in New York, Miami and, of course, Chicago we have a little bit of PLM competition on which city wins out. Yet, it's not hard to see why the Windy City continues to top this list year after year.

Though summer often gets all the shout-outs, thanks to the impressive lakefront and beach scene, fall is an equally amazing time to visit. Below, check out our picks for the top things to do in Chicago, inspired by the CNT accolade, which notes the “impressive architecture, first-rate museums, brilliant chefs, and massive brewing scene.”


The Chicago Architecture Biennial returns for the fourth straight year under the theme of The Available City, which asks us to consider the impact collective space can have in cities today. Through a reinvented platform, the Biennial creates opportunities for conversations about the intersection of architecture and design and such critical issues as health, sustainability, equity and racial justice.


No visit to Chicago is complete without a visit to the Art Institute of Chicago. Founded in 1879, it is one of the oldest and largest museums in the United States. This fall they welcome a limited time exhibition featuring iconic American artist Barbara Kruger, who has been a has been a consistent, critical observer of the ways that images circulate through our culture.

It’s a massive show with Kruger’s work filling the 18,000 square-foot Regenstein Hall, and it also expands to encompass Griffin Court – an 8,000-square-foot atrium running the length of the Modern Wing.


The talented team of our friends over at Chicago Athletic Association Hotel and Cherry Circle Room are combining two of our favorite things this Halloween: scary movies and savory eats. Taking place on Halloween night, the moody vibes at CCR are the perfect backdrop for sips and a scare.


The Festival of Barrel-Aged Beers, or FoBAB as insiders lovingly refer to it, returns this November 12 and 13 with two exclusive tasting sessions. Come to celebrate wood and barrel-aged beers, featuring over 90 breweries and 300 individual beers poured at tables spread within an expanded 23,000 square foot space in UIC Forum.

Your fall ticket to Chicago awaits!


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