This weekend Spike Lee's provocative new flickChi-Raqexpands into theaters nationwide. It's a flick that really makes us stop and think: What ARE the best racks to come from Chicago? Some of the sexiest women in Hollywood have stared in flicks set in the Windy City, and we've compiled the best of the breasts for the enjoyment of your Handcock Tower.

5) Jennifer Aniston in The Break-Up (2006)