Chicago

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

A Classic Chicago Dog with Fries and a Beer

Restaurants & Bars

A Local’s Guide to the Best Cheap Eats in Chicago

From a hot dog stand (founded in 1946) to the unicorn of sushi spots

Woman hanging picture frame on wall at home

Top Chicago Art Specialist Zachary Wirsum on How to Start Your Own Collection

Couple on dinner date night eating healthy food with quinoa salad and drinking red wine

The Sexiest Restaurants in the Windy City, As Picked by Chicago’s Top Relationship Expert

Route 66 Historic Badge

Tracing the Path of Historic Route 66, Just Outside of Chicago

Cocktails from El Che Steakhouse & Bar

El Che’s Cocktail Experts Have Some Tips for Your Holiday Drinks

The Latest

Spread from Irene's, one of the best new restaurants in Chicago that opened in October 2022

Restaurants & Bars

The Best New Chicago Restaurants Cover All Hours of the Day

Start with a modern diner, move to an Indian spot with a gin-and-tonic trolley, then see where the night takes you

Dottie May's Cream Liqueur

This Chicago Duo Wants Your Cocktails to Be Just a Little Bit Healthier

The perfect liqueur for a nightcap at the fire, inspired by your morning coffee

Wisconsin Brandy Old Fashioned Sweet

Why the Wisconsin Old Fashioned Should Be Your Go-To Winter Cocktail

Here’s how to prepare this famous regional speciality

Julia Momosé

Kumiko Just Landed Chicago on the 50 Best Bars List for the First Time Since 2018

Bartender Julia Momosé shares her best recs for homestyle cooking and the best ramen in the city

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Our Favorite Movies of 2022

The 15 Best Stocking Stuffers for Her

Why You Should Never Go to Bed With the Lights On

12 Perfect Stocking Stuffers for Men

Our Favorite Albums of 2022

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

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Storefront of Ghareeb Nawaz

Here’s How a Family Indian-Pakistani Restaurant Became a Twitter Sensation

Pouring a Champagne bottle in front of Pops for Champagne in Chicago

Restaurants & Bars

How a Classic Chicago Champagne Bar Has Remained Relevant for 40 Years

apple pies from above

Chicago’s James Beard Award Winner Shares His Favorite Pie Spots

An employee at Barrels and Billets hands over a bottle of custom bourbon to a customer

These Are the Best New Bourbon Experiences in Louisville

The college town of Iowas City is pictured here behind the Iowa River

There’s Actually Never Been a Better Time to Visit Iowa City

A sunset on the Great Lawn at Mission Point Resort on Mackinac Island.

This Is Your Last Chance for a Perfect Mackinac Island Weekend

Omakase waygu beef at Sushi By Bou in Chicago

Go Ahead, Order Off the Secret Menu at These Chicago Restaurants

Lumiere cocktail from The Deer Path Inn

This Chicago-Area Bar Serves Cocktails in Lightbulbs and Cereal Boxes

View Of Trees On Field Against Sky During Autumn, Galena Illinois

The Top 5 Stays for Midwestern Fall Foliage Viewing

Corey Grupe (left) took home the Judges' Choice Award at the Hamburger Hop while Kwame Onwuachi scored People's Choice.

Chicago’s Top Burger Chefs Share Their Tips for the Perfect Patty

The bar at Hide + Seek in Chicago, Illinois. It's one of the best new restaurants in 2022.

Food Hall Fine Dining Tops Chicago's Best New Restaurants

A person holding a Rainbow Kong Dog, a corn dog with fruity rice puffs and powdered sugar. It's part of the sweet hot dog trend.

Defying the Chicago Style, the Sweet Hot Dog Is Having a Moment

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