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Half scavenger hunt and half walking tour, Stray Boots Chicago takes you through the sights and history of the windy city in a unique, self-guided experience.Whether you prefer the Loop's urban canyons, the glitz of the Magnificent Mile, or the hidden treasures of Navy Pier, we have a tour for you. From the Chicago Theater to the Old Water Tower and the Hancock Tower, you’ll see the real Chicago from the inside out.