Windy City Dreamin' | From the moment you take your first steps in this city, you feel as if you're in a dream. Architecture, culture, food, liveliness - it's all here. Needless to say, much isn't needed to fill the day and stay entertained. Simply walking down the streets creates a magical experience in itself. Some of the top areas to explore include the Magnificent Mile, Lake Shore Drive, Millennium Park, Grant Park & the Loop.