Shopping

Shopping

Shopping

Chicago, Illinois

Provided byAdam Alexander/Choose Chicago

PDF Guide

Our travel guides are free to read and explore online. If you want to get your own copy, the full travel guide for this destination is available to you offline* to bring along anywhere or print for your trip.

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ShoppingGuide was updated: June 25, 2025

Shopping is a big deal in Chicago. Don’t miss Michigan Avenue’s 13-block stretch, The Magnificent Mile, with more than 300 stores to explore, including major department stores, luxury boutiques and the can't-miss, multi-level Water Tower Place mall.

The Magnificent Mile

The Magnificent Mile

A mile of exclusive luxury shops along North Michigan Avenue: Gucci, Escada, Prada, Cartier and all the other internationally famous high-end shops are represented here.

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Bloomingdale’s Building

Bloomingdale’s Building

This is an eight-story shopping structure with upscale, luxury shops, including the Chicago flagship Bloomingdale’s location. It also houses restaurants and cinemas.

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Water Tower Place

Water Tower Place

The Water Tower Place is a sophisticated shopping center in a spectacular eight-level atrium building. Situated across from the Chicago Water tower, which is one of the only surviving structures of the 1871 great Chicago fire. There are restaurants and a cinema on-site.

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Broadway & Clark Street

Broadway & Clark Street

An assortment of chic, funky shops extend for several blocks west on Broadway, and north and south on Clark Street. Vintage clothing shops, stylish one-of-a-kind boutiques, and edgy shops with motorcycle gear inspired clothes and accessories all converge in these few blocks.

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Piper's Alley

Piper's Alley

Having undergone several renovations over the years, this four-story mall located in historical Old Town Chicago was originally built in the 1970s. In addition to containing restaurants and shops, it is also the home to Second City, the renowned improvisational comedy group that has launched the careers of several famous comedians, such as SNL stars Chris Farley, John Belushi, Dan Akroyd and Tina Fey as well as "The Office" star Steve Carell. Catch a show today to glimpse tomorrow's comedy stars.

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Andersonville Galleria

Andersonville Galleria

Part gallery, part boutique mall — find virtually everything at one of the nearly 100 locally-owned shops located at Andersonville Galleria. Located in Chicago's Andersonville neighborhood, it features a deli, clothing, accessories, and home furnishings at some of its unique stores.

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Block 37

Block 37

Five stories and an entire city block of shopping, dining and entertainment, Block 37 (also known as 108 North State Street) is located in the heart of the Loop in downtown Chicago. Browse contemporary goods at shops like Akira, Eileen Fisher, and Sabon.

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Randolph Street Market

Randolph Street Market

Vintage is always vogue at the Randolph Street Market Festival, home to the Chicago Antique Market, Indie Designer Market, Modern Vintage Chicago and the Holiday Market. Enjoy music, food and drinks as you browse.

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ikram

ikram

High-end women's boutique carrying a mix of American, European and Japanese designs and named after owner Ikram Goldman, who has styled Chicago's elites.

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Leaders 1354

Leaders 1354

Leaders 1354 has been Chicago's leading source for stylish street wear since 2002. Located in Wicker Park, Leaders 1354 also has a web-based store where you can order online.

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Chicago Premium Outlets

Chicago Premium Outlets

Enjoy discounts on your favorite brands at 120 outlet stores, such as Banana Republic, Calvin Klein, J. Crew and Kenneth Cole.

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The Shops at Northbridge

The Shops at Northbridge

These four levels of world-class shops and restaurants encompass seven blocks of the Magnificent Mile.

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Woodfield Mall

Woodfield Mall

Surround yourself with fashion, food, and fun with the most distinctive collection of shopping, dining and entertainment. Woodfield has the finest collection of department stores and specialty shops in the Great Lakes region including Nordstrom, Macy's, Lord & Taylor, JCPenney, Sears and nearly 300 stores and restaurants.

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Garrett Popcorn Shops

Garrett Popcorn Shops

What makes Garrett Popcorn special? They hot air pop their signature blend of kernels, which they then mix into their secret family recipes. Every batch is handmade daily and the result is an irresistible snacking sensation, which has generated lines of historic proportions outside of their retail locations for decades.

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American Girl Place

American Girl Place

If you have a fan of dolls in your life, you must stop and visit the American Girl Place while in Chicago. Specializing in custom dolls to fit given physical descriptions as well as story-centric dolls, American Girl has the perfect gift for any little girl. Choose from hundreds of options including skin color, hair color and style, outfit, eye color, and a plethora of other options. Also on-site is a restaurant, photo studio, doll hair salon, and plenty of souvenirs. Check their website before visiting for special offers.

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Fashion Outlets of Chicago

Fashion Outlets of Chicago

Dive headfirst into some of the best shopping in town at the Fashion Outlets of Chicago, located only 24 kilometers from downtown Chicago. This expansive, indoor outlet destination is packed with over 130 designer stores featuring savings of up to 75% off. Anchored by Bloomingdale’s The Outlet Store, Neiman Marcus Last Call, Nordstrom Rack, Saks Fifth Avenue Off 5th and Forever 21, the Fashion Outlets stands apart as the only multi-level shopping outlet in the U.S. Midwest.

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