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The Stylist

Maybe it's the architecture. Maybe it's the theatre. Maybe it's the jazz, the food, or the art. Whatever the reason, this has always been a gathering point for the sophisticated, fashionable, and urbane. As such, the nest shopping areas in Chicago leave nothing to be desired - expect maybe a few extra arms for carrying home your treasures. 

Kyle Hocking

Kyle Hocking is a Chicago-based writer behind The Simple Child, a lifestyle blog covering street-style, travel, fitness and everything in between. The Simple Child was created to fill a gap in men's style coverage - tips for the casual guy. His notes on style & travel are meant to inspire and help keep it simple.

Bonobos

Bonobos

Brick-&-mortar branch of the online retailer, featuring stylish menswear & in-store fittings.

Una Mae’s

Una Mae’s

Rustic-hip boutique for new & vintage men's & women's clothing, plus personal items & accessories.

SUITSUPPLY

SUITSUPPLY

Men's and Women's - Find your own perfect fitting suit. Suits, shoes, tailoring, fitting. Ranked "#1 suit" by Wall Street Journal.

Saint Alfred

Saint Alfred

Specializing in providing the best streetwear and footwear from around the world.

Independence Chicago

Independence Chicago

Upscale clothing shop features a hip selection of American-made designer fashions & accessories for men.

Cowboys and Astronauts

Cowboys and Astronauts

Welcome to Cowboys and Astronauts, a men's lifestyle and supplies shop where everyone who clicks or walks through our door—no matter what age, gender, size, or way of life—should feel welcome, excited, and inspired

Ted Baker

Ted Baker

Discover designer clothing and accessories for men and women.

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