Chicago

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

Chicago’s Biggest TikTok Sensation Is a Dad Who Works for the Electric Company

Chicago’s Biggest TikTok Sensation Is a Dad Who Works for the Electric Company

Sherman "Dilla" Thomas's history lessons on Chicagoland are attracting eyeballs from everyone — including Netflix

The Bean in Millennium Park

25 Very Fun, Very Chicago Things to Look Forward to in 2022

a christmas tree lit up at night in chicago

8 Superlative Gifts That Were Made — and Can Be Bought — in Chicago

Frank Lloyd Wright’s 1908 Meyer May House is one of the master’s finest Prairie Style residences, built for a local clothier in Grand Rapids.

A Weekend in Grand Rapids, An Underrated Hub for American Design

An aerial over Bronzeville, past the Prairie Shores apartment buildings

Remembering Bronzeville’s Luminous History, And Predicting Its Uncertain Future

The Latest

The Chicago Costume store that's in the middle of a cultural controversy.

Checking in on the Chicago Costume Shop at the Middle of a Culture War

The debate over capitalism’s ills turns to a 45-year-old store and the billboard that now enshrouds it

Bayless is now exercising his playwriting chops again at Windy City Playhouse, where he’s joined Amy Rubenstein and Carl Menninger in penning A Recipe for Disaster.

Chicago Chef Rick Bayless Is Here to Next-Level Your Dinner Theater

"A Recipe for Disaster" comes to Windy City Playhouse

a black walnut tree after being halved by a tree-removal service

How to Turn the Dead Tree in Your Yard Into a Wooden Heirloom

Chicago's Wood Urban Design won't just remove your tree. They'll help you convert it into a literal treasure.

How I Spent an Afternoon at a Wisconsin Nudist Farm

How I Spent an Afternoon at a Wisconsin Nudist Farm

Pretty comfortably, as it turns out

Popular

Three Atlantic Islands That Are Great Alternatives to the Caribbean

A Wordle Alternative for People Who Want to Play All Day Long

Doctors Publish Open Letter Condemning Joe Rogan's "Devastating" Impact on Public Health

First Drive: The One Problem With Ford's Beastly Bronco Wildtrak

Could Sitting in Salt Caves Once a Week Be the Key to a Longer Life?

Subscribe to Insidehook Chicago

Recommendations on where to go, what to do, who to see and what to wear in the Windy City.

Keep Reading

Atman yoga for men in chicago

Health & Fitness

Men Are Approaching Yoga All Wrong. Here’s How to Fix It.

Tyler in Chicago designer Ten Speed Hero kit

Is This the Year You Become a Badass Chicago Road Cyclist?

Ronnie Baker Brooks

How a Second-Generation Chicago Bluesman Survived a Year Without Gigs

catch co mystery tackle box

How Chicago's Catch Co. Is Cashing in on the Millennial Fishing Boom

Max's Take Out

One Year Later: Six Chicago Business Owners on Their Pandemic Pivots

The Bean in Millennium Park

These Are Chicago’s Superior Late-Pandemic Non-Virtual Date Ideas

The Suburban Chicago Coke Bars of the 1980s

How Suburban Chicago Became the Unlikeliest Clubbing Scene of the 1980s

The Morton Arboretum

The Best Day Hikes for Chicagoans

rent private movie theater

I Rented Out an Entire Movie Theater for $100. You Can, Too.

given castle open house

How Does a "No Entry" Open House Chicago Even Work?

Chicago

How Chicago Photographer Barry Butler Shoots “The Greatest City in America”

cook county hospital

An Iconic Chicago Building Gets a New Lease on Life

Show More

Recommended

Suggested for you

Three Atlantic Islands That Are Great Alternatives to the Caribbean

A Wordle Alternative for People Who Want to Play All Day Long

Doctors Publish Open Letter Condemning Joe Rogan's "Devastating" Impact on Public Health

First Drive: The One Problem With Ford's Beastly Bronco Wildtrak

Could Sitting in Salt Caves Once a Week Be the Key to a Longer Life?

Review: Keen's Hybrid Slip-On Adventure Shoe Is Casual Footwear Perfection