Communities face powerful challenges that require powerful solutions: a high-school dropout epidemic, youth unemployment, teen pregnancy. In an era of limited resources, those solutions must help communities to achieve more with less. A new kind of community collaborative--an approach that aspires to significant community-wide progress by enlisting multiple sectors to work together toward a common goal--offers real promise for bringing about broader, more lasting change across the nation. This case study presents a window into Chicago's problems and how they effectively tackled them on their path to getting results. [See the full report at ED559643; and the Case Studies for: Cincinnati, Covington, Newport at ED559649; Nashville at ED559653; Parramore at ED559656; and Philadelphia at ED559658.]