Chicago

Events, dining, nightlife, menswear and regional travel for the Windy City gent.

Harry Caray statue outside Wrigley Field

A DIY Tour of 150 Years of Chicago Baseball History

Statues, plaques, markers, monuments, bars and a museum you didn’t know existed

Collection of art from Chicago artist Joe Mills

Where the Man Behind the Best Bears Shirt Loves to Eat, Drink and Hang Out in Chicago

A collage featuring Pierce The Veil, Adam Lambert and Queen, Bonnie Raitt, Thundercat, Run the Jewels and Matt and Kim

Your Guide to Chicago’s 26 Most In-Demand Fall Concerts

A general stadium view during Game 4 of the ALDS between the Houston Astros and the Chicago White Sox at Guaranteed Rate Field on Tuesday, October 12, 2021

The White Sox Ketchup Bell of Shame is Dumb, Fun and Perfect

Local Chicago artist Nate Otto in front of mural

Artist Nate Otto Talks Chicago’s Best Pizza, Buildings, Bookshops and More

The Latest

collage of minor league baseball teams logos on a baseball field.

A Definitive Ranking of the Upper Midwest’s Finest Minor League Baseball Teams

From the Lansing Lugnuts to the Lake County Captains

people jumping into lake to swim.

Chicago’s Friday Morning Swim Club Is Worth Diving Into

Kick off your summertime weekends by jumping into Lake Michigan with hundreds of strangers

Jeremy Allen White as "Carmy" in "The Bear" writing on a box in a kitchen

30 Chicagoans Respond to the Most Unrealistic Moment From “The Bear”

And it has nothing to do with a sandwich

two baseball players high fiving

The Cubs Are Chicago’s Best Chance for a Playoff Appearance in 2023

They're only a few games out of first, and their division is awful

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The Best Microbrand Watches – A Brief Guide

The Complete Guide to Oktoberfest Beer

Everything Wrong With the iPhone 15, According to Early Reviews

10 Wildly Underrated Wine Grape Varieties, According to Sommeliers

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The InsideHook Newsletter.

News, advice and insights for the most interesting man in the room.

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Rob Harvilla posing against a brick wall with musical notes.

This Podcast Reminds Us How Moving ’90s Musical Nostalgia Can Be

announcer Harry Caray talking into a microphone.

Baseball Belongs on Free TV — Especially the Cubs

close up of art

SAIC’s Graduate Exhibition Offers a Primer on Chicago’s Best Emerging Artists

Al Scorch, one of the two Chicago natives who discovered "Chonkosaurus," a giant snapping turtle living in the Chicago River that went viral

This Man Discovered "Chonkosaurus," Chicago's Viral Turtle

The Chicago Bears stadium

Let the Bears Crawl to Arlington Heights

Daniel Pelaez standing behind his displayed candles and other products for Golden Home

This Chicago Luxury Home Goods Entrepreneur Is in 7th Grade

"Jeppson’s Malört: The Book" is a new coffee table book about Chicago's famous bottle of booze

Kevin Ryan Wrote the Book on Malört, the Liquor for Two-Fisted Drinkers

Fried potatoes with sausages, tomato on metal plate at table, unrecognizable people toasting with beer

Why You'll Want to Celebrate Something Called Dyngus Day

Chicago's Wrigley Field Granted National Historic Landmark Status

MLB’s New Rules Are Making Baseball’s Announcers Better

Entrance to Michael Jordan's house

How One of Chicago’s Top Real Estate Brokers Would Sell Michael Jordan’s Mansion

Milwaukee Art Museum in Wisconsin

The Endless Influence of Scandinavian Design Gets Its Due in Wisconsin

An ornate glass bottle of half empty whisky with a set of glasses and tumblers on a serving tray, in atmospherically lit on an old-fashioned, classy wood-panelled bar.

The 7 Most Exclusive Members-Only Clubs in Chicago — And How to Join

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