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From major department stores to chic designer boutiques, Chicago's boulevards and tree-lined streets are a haven for serious shoppers. Thanks to the city's convenient public transport, it couldn't be easier to get from one unique neighbourhood to another. CTA trains and buses run regularly, and cabs are there for the hailing on virtually every corner.
Click on the neighbourhoods below for a peek at some of the world-class stores and fashion-forward boutiques creating major buzz around the world.
Want to shop like a pro? Then book a shopping tour designed by Chicago experts who guide you to shopping destinations based on your individual style.
Bookable Shopping Tours
Heather Kenny - A successful fashion journalist and regular contributor on shopping and style to many high-profile Chicago publications, Heather Kenny uses her insider knowledge of the city's clothing and accessories boutiques to serve as your guide to the best shopping in the city and its nearby suburbs.
SeeMore Shopping Tours - SeeMore Shopping will take you to some of our favorite fashion destinations. These locally-owned boutiques and Chicago designer showrooms are truly hidden treasures located off the Magnificent Mile.
Chicago ShopWalk - It is ShopWalk's mission to take you to all the hard-to-find boutiques that you won't find back home or on the Magnificent Mile. Tours are guided, so you can walk the streets without a map and free your hands for shopping!
Urban Shopping Tours - Tour Chicago's greatest boutiques. Spend time in the vibrant neighbourhoods and uncover fashion only a savvy local would know.
Chicago Premium Outlets - Just beyond Chicago is a shoppers' paradise. Here you will find an unparalleled collection of 120 designer and name brand stores offering savings of 25% - 65% everyday. Book your exclusive transportation with Gray Line and save your energy for shopping!
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Hold onto your wallet with Chicago's Shopping Sherpa Melissa Gamble.
Upscale Shopping at
Discount Prices
Planning to shop on the Magnificent Mile? Then be sure to get your Exclusively 900 Card to receive special savings and incentives at The 900 Shops on Michigan Avenue.
Special Offers for Over
50 Stores
Shopping in Chicago often takes you to Water Tower Place on Michigan Avenue, so remember to print a Premier Perks voucher for exclusive savings at the 50+ stores in this Chicago shopping landmark.
The Shops at North Bridge
Shopping & Dining
Visitor Rewards
Visitors to Chicago are treated like VIPs at The Shops at North Bridge, located on Michigan Avenue. Simply prove you're visiting from out of town (with a driver's license, passport, etc.) and you will receive a Shopping & Dining Visitors Reward Book featuring shopping, dining, and entertainment savings at participating merchants.
Free Macy's Visitor
Savings Pass
Download a Macy’s Visitor Savings Pass to take advantage of added savings at the Macy’s flagship store on State Streetwhich happens to be the second largest department store in the world! You can even take an architectural tour of this historic building by visiting the seventh floor.
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