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A pocket of charm among the high-rises of the Loop, the streets of Old Town are filled with many of the city's beautiful Victorian-era buildings. This near north side neighbourhood is a hub of interesting, one-of-a-kind shops and restaurants. It's also home to the world-renowned Steppenwolf Theatre, the Second City improvisation group and notable off-loop theaters. View the map


Etre - A bit like a Parisian shopping experience, Etre offers chic, elegant fashions for men and women displayed in a pleasantly clutter-free environment. (Don't miss the jewellery by Chicago designer Vicki Stauber.) 1361 N. Wells

Fabrice - Favoured by uber-fashionistas, Fabrice offers a fabulous collection of jewellery, from the serious and exquisite to the fun and whimsical. The collection includes the legendary Parisian collection of “fantasie bijoux” as well as an eclectic assortment of bags, small leather goods, wraps and shawls. 1714 N. Wells

Josephine - The owners of this inventive, ultra-elegant shoe salon believe fashion is about showcasing your personality and boosting your self-esteem. This shoe collection, featuring designers from Stella McCartney and Christian Lacroix to Emma Hope and D Squared is sure to do the trick. 1405 N. Wells

Jumbalia - One-of-a-kind is the name of the game in this eclectic, ultra-funky shop offering gifts, crafts, jewellery and antiques you definitely won't see anywhere else. 1429 N. Wells

Occhiali - Update your image at an optical boutique where style meets vision. Featuring the latest eyewear from around the world, Occhiali's dedicated and friendly staff will help you find a look to define your personal style. New frames by designers Oliver Peoples, Persol, Marc Jacobs, Takumi and many, many more. 1640 N. Wells

Sara Jane - Billy Blue, June and Triple Five Soul are some of the up-and-coming designers whose work is featured at this edgy, hip boutique. It's a one-stop-shop for the perfect cocktail dress, pair of jeans, or fun pair of cowboy boots. New merchandise arrives daily, meaning you may want to visit more than once. 1343 N. Wells

Up Down Tobacco Shop - Chicago's most famous cigar shop is a gorgeous store that also features a huge assortment of lighters, cigarette cases and hand-carved ivory pipes. They also have a “blending bar” where you can mix and match your choice of fresh tobaccos together. 1550 N. Wells



















Shopping Insider Tips

My Chicago - Melissa Gamble

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.

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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.

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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.

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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 Street—which 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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