Where did Chicago go wrong? Chicago at the Crossroad tells the story of a city caught in the aftermath of a policy of mass displacement shaded by a long history of segregation.Where did Chicago go wrong? Chicago at the Crossroad tells the story of a city caught in the aftermath of a policy of mass displacement shaded by a long history of segregation.Where did Chicago go wrong? Chicago at the Crossroad tells the story of a city caught in the aftermath of a policy of mass displacement shaded by a long history of segregation.