Cowperwood moves to Chicago with his new wife Aileen. He decides to take over the street-railway system. He bankrupts several opponents with the help of John J. McKenty and other political allies. Meanwhile, Chicago society finds out about his past in Philadelphia and the couple are no longer invited to dinner parties; after a while, the press turns on him too. Cowperwood is unfaithful many times. Aileen finds out about a certain Rita and beats her up. She gives up on him and has an affair with Polk Lynde, a man of privilege; she eventually loses faith in him...