A Long Time Passing follows a man's journey from a teenage thief to a private detective and into disillusionment. The detective calls himself a creature of the past. He laments the twilight of streetcars and classical architecture, walks the streets of Chicago in the early morning, treasures his close friendships and works cases with a police lieutenant, his closest friend since childhood. Prosperous and set in his ways, he is drawn into a brutal murder case he cannot refuse or ever forget. The case will reveal that the price of success has been a shocking indifference to deception, violence and murder. Falling into disillusionment, he boards an overnight train with the only woman in his life and in the privacy of their compartment, he comes to an understanding of truths long suppressed and hopes to find peace of mind in an old dream.