The Fashion Outlets of Chicago

This enclosed outlet mall is the closest outlet to the city and easy to get to via public transportation. The posh shopping destination features high-end designer shops such as Gucci, Prada and Tory Burch as well as typical mall staples (but outlet versions, of course) such as Gap, Forever 21 and Banana Republic. Also worth checking out: The contemporary art. Colorful pieces under escalators, hanging from the ceiling and over entranceways are by artists such as Jen Stark and Cody Hudson and were curated by Miami-based Arts Initiative. And since the mall is so close to O'Hare, shoppers can check their bags and have them sent to the airport.