Acting on a tip from Spencer Truman's ex-patient Miles Laurence, Todd decides to travel to Chicago in the hopes of finding the infant son he had with Margaret Cochran. Blair follows him onto the plane, determined to help. Still heartbroken over their breakup and hurt by Blair's tryst with Cristian, Todd is angry, but still allows Blair to stay with him. The two began a search for the baby, but are soon separated. Todd is stabbed by a mysterious stranger and disappears. A desperate and scared Blair searched for him for months, but she turns up nothing. Eventually, it is revealed that Todd is being drugged and held by a young man named Hunter, who had been hired by Miles Laurence. Hunter's girlfriend turns out to be none other than Sarah Roberts, Todd's niece. Once a horrified Sarah realizes that her uncle is near death, she secretly calls Blair and reveals Todd's whereabouts. By the time Blair gets back to Chicago, Hunter has taken the unconscious Todd and dumped him back in Llanview on Miles' doorstep. In turn, Miles hauls Todd down to the storage room of his apartment building and continues to drug him. After several days, Miles' stepson Cole Thornhart (boyfriend to Todd and Blair's daughter, Starr, and son to Marty) accidentally stumbles upon Todd. Miles begins blackmailing a frightened Cole, telling him that if he tells anyone about Todd, then Cole's mother, Marty, will go to jail for killing Spencer Truman. Torn between his loyalty to his mother and his love for Starr, Cole remains silent, but eventually confesses what he knows to his mother and to the police. By this time, Miles has dumped a drugged Todd in the woods, and then instructs Hunter to drag him to a sleazy motel. It is here that Blair and John McBain finally find Todd boozed up, drugged, naked, and in bed with a prostitute named Kandi who claims she had been partying with him for weeks. A furious Blair does not buy Kandi's story, and rushes Todd to the emergency room.