Where is the best shopping in Chicago?

Answers from Our Experts (2)

Jaydine Sayer

If it’s luxury and big names your after, take a stroll down North Michigan Avenue to shop large boutiques (Chanel, Cole Haan, Tiffany, and the huge new Burberry) and trend-driven mega-stores (Zara, Forever 21, H&M). Just a couple blocks away in the Gold Coast neighborhood you’ll find more super luxe shops — think Prada, Barneys and Hermès.

But if you’re after a more cutting-edge shopping scene, head to Wicker Park and Bucktown. These neighborhoods have an interesting mix of brand names (Marc by Marc Jacobs) and independent boutiques (Sprout Home, Roslyn). Hip restaurants and bars line the streets as well, so if you need some liquid courage to splurge on a killer pair of boots, head to Big Star before buying.

For a leisurely shopping experience with a pleasant neighborhood vibe, head to Armitage Avenue in Lincoln Park or to the Southport Corridor to shop local and brand name boutiques. Both of these hoods are less of a scene, but great shopping and eating options still abound.

Kevin Aeh

Of course, Michigan Avenue is a must-visit. The shopping street, dubbed the "Magnificent Mile" offers just about every major store from the Apple Store to Top Shop/Top Man and Nordstrom to Neiman Marcus. Just around the corner from Michigan Avenue is the Gold Coast neighborhood, which offers spendier designer names and stores (think Barneys, Prada and Tom Ford) and a few local shops like the trendy women's boutique Sofia.

Bucktown is another great spot to find designer boutiques: Marc by Marc Jacobs, Cynthia Rowley and more. The hood also offers great indie shops such as upscale men's store Apartment Number 9, Roslyn (a great women's boutique) and Virtu (a nice spot for gifts).

If you're looking for items for the home, head to Andersonville. The northside 'hood has become the city's unofficial home decor district, filled with great antique and vintage decor shops with a heavy focus on Mid-Century Modern looks. Standout shops in the area include Room Service, Scout and Brimfield.

Related Questions