Chicago Shopping Tours

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Chicago is one hell of a shopping city. Of course, most visitors (and residents for that matter) beeline to Michigan Avenue so see what all the hoopla is all about. And no one will be disappointed by the Magnificent Mile, that’s for sure. But there’s more to shopping in Chicago than just the bustling streets of downtown. The city is home to countless numbers of unique and stylish boutiques, ranging from surprisingly affordable to high-end designer. But how does one go about finding these boutiques? Sure, you can google away and create your own treasure map of sorts… but why do all that work when there are shopping professionals (oh, yes) that are on hand to show you the best of the best when it comes to shopping in Chicago? These tours are created for you, to introduce you to the best local designers and shops and make sure you have fun while exploring the Chicago shopping scene. Check ’em out!


Bucktown & Wicker Park Shopping Tour
Bucktown and Wicker Park have become home to some of Chicago’s best local boutiques, offering a shopping experience that can’t be matched on Michigan Avenue. The stores are a reflection of the diverse and trendy residents that are the heart of these West Side villages. Whether you’re looking for local Chicago designers, high end retailers, or vintage boutiques there’s something for everyone in this eclectic shopping district.
Length: Choose from a 2 or 3.5 hour tour, depending on your shopping needs (and/or your credit card limit!)
Price: From $49.99


Lincoln Park Shopping Tour
Lincoln Park has long since been a local go-to shopping destination. There are mainstay boutiques that have been in the area for decades, located side by side with some of the city’s newest and trendiest shops. Whether you’re in the market for local designers or popular retailers like BCBG and Benetton, you’ll be in luck in the Lincoln Park shopping district.

Length: Choose from a 2 or 3.5 hour tour, depending on your shopping needs (and/or your credit card limit!)
Price: From $49.99


Aurora Premium Outlets Shopping Tour
This tour is fabulous for those of us with expensive taste but a tight budget. Among the designer outlets you’ll get to peruse are Ralph Lauren, Giorgio Armani, Versace, MaxMara, Kate Spade, Calvin Klein, Coach, Villeroy and Boch, Jones New York, Diesel, Dooney and Bourke, Salvatore Ferragamo, Nike, Miss Sixty/Energie, Waterford Wedgwood and more.
Length: Approximately 5 hours (so bring those walking shoes!)
Price: From $34.99. You will also receive a complimentary VIP coupon book featuring hundreds of dollars in additional savings at over 90 participating stores.




About UPchicago Team

Urban Philosophy is a way of thinking that you develop when you’re a true city person. Whether you’ve spent your whole life living in Manhattan, or you just moved from small-town Iowa to the city of Chicago, the longer you stay, the more you come to understand what it means to live in a city. Our Urban Philosophy is that no matter who you are, where you are from, and what your likes and dislikes may be, there’s something for everyone in city life.

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