As one of the country's wealthiest neighborhoods, Chicago's Gold Coast rivals Madison Avenue in the luxurious quality of its commerce. But don't let the designer boutiques and fancy apartment buildings along beautiful Lake Shore Drive dissuade you; there are options here for everyone. True, the shopping tends towards the high-end, but there are certainly great deals to be had—and fantastic contemporary styles to scoop up—and some of our favorite Chicago area boutiques. On North Rush Street, Jake (pictured at left)is not to be missed. Here, you'll find a dreamy selection of sky high heels, gorgeous handbags and the latest hot designers, all in a stunning space. For lingerie that runs the gamut from basic to bold; t-shirt bras to bustiers, head to Intimacy. The shop's expert bra fitters will slide you into the perfect style—it's an (pardon the pun) uplifting experience. Celebs (and in the know shoppers) flock to Samantha to scoop up Alice + Olivia, Genetic Denim, Vince, and LNA, and chill in the massive dressing rooms.

View and print our Gold Coast shopping map here!

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