McGinty's is asked to cater the wedding of Gary's ex-girlfriend, his high school sweetheart. Her romantic feelings are still somewhat directed at Gary, and what's worse, her father has been under police's witness protection for three weeks and the paper warns of criminal and violent actions at the wedding.

Gary must help a young boy who is ill with leukimia, but is refusing treatment. Gary wants him to meet Jenny Sloane, Chicago's sweetheart who is ill with cancer. A Sun-Times columnist writes a column about Jenny Sloane.

Sister Mary works with inner-city youths but begins to question her effectiveness and faith after witnessing too many young people ruin their lives through crime and violence. Gary tries to help her keep a young boy named Marcus on the straight and narrow path after his older brother, Kareem, is released from prison. Kareem has plans to tutor Marcus in the ways of crime and he has no patience for Gary's interference.

The newspaper arrives with an article written in Russian. Gary saves a cab driver in a seemingly unrelated article written in English. The cab driver is able to read the Russian article to Gary. Gary then must save a beautiful Russian violinist from being murdered and brings her together to her long lost father.

After learning that a leader of a racist movement will be assasinated during a march, Gary begans to debate whether he should save his life or let him die. Marissa manages to convince him to save him, but the dilemma is further compromised when the leader's comrades attack and vandalize McGinty's. Now Gary has to stop the sniper from killing the leader of the movement. The situation is further complicated when the leader's son befriends a young African-American kid.

Gary is stressed out and just wants a regular life. He is having recurring dreams about a psychiatrist who encourages him to take Sundays off from the paper. Gary decides to take that advice. However, he finds out that he needs to convince a famous quarterback to stop playing in order to avoid a serious injury.

Gary comes between his cook and an accident-prone librarian. Chuck turns truthful while dating a Rabbi.

Gary's search for a missing child makes him a suspect. When the police won't listen to him, he goes into the flooding underground sewer to try to rescue the little girl before it's too late.

Gary must deal with a stowaway princess who hid in his trunk.

Gary tries to use his nomination to a public job to get a light put at a dangerous crossroad.

Three weeks before he is due to retire, Detective Crumb comes under investigation by the city's District Attorney under suspicion that he may be corrupt.

Gary takes Marissa, who poses as an Egyptian princess, to gain admission to an exclusive museum exhibition so that he can save an archeaologist from being killed by an ancient Egyptian stone artifact. Gary pushes the man out of the way only to see that someone wanted the archeaologist killed. The day after, Gary reads in the newspaper that there'll be a fire in the museum, so he checks up on a journalist who was at the museum the night the archeaologist was almost killed. When the eyes are stolen from a cat mummy, a curse is released, causing everyone involved, including Marissa, to fall seriously ill.

After Gary is injured in a fall, he becomes housebound while his broken leg heals. In a "Rear Window" style plot, he watches people in the apartment building across the street and is attracted to a new neighbor who seems to have been the victim of a murder almost 50 years ago.

Gary's parents receive the paper when Gary is trapped in an absndoned theater trying to save a monkey. Gary's parents and Crumb accidentally bring together a family of Letonian trapeze artists in Chicago.

The paper sends Gary to save a man, John Hernandez, from getting killed in a road accident. After doing that, the paper changes and it states that Hernandez is going to kill Rachel Stone, the prosecutor who sent him to prison. Gary can't help but wonder why the paper sent him on such an errand. Gary then goes to the courthouse to stop Hernandez; Hernandez gets away and Gary is arrested and brought to Ms. Stone. When he tries to warn her about Hernandez; she doesn't believe him because Gary won't reveal the source of his information. Hernandez gets away by knocking Chuck out and taking his car. While Gary waits at the hospital, the paper now says that Hernandez is going to try again this time at her home. Gary goes there and gets him and Ms. Stone taken as hostage.

Gary learns that a British man who assisted him with a mission is actually a forger with many enemies.

Gary helps Renee, a woman who is being targeted by thieves.

Gary reads in the paper that a pylon at a construction site drops and knocks over a nearby building killing thousands. He goes to try and prevent it from happening only to get knocked out and wakes up 2 days before the Great Chicago Fire. He meets Morris, who looks like Chuck. He also meets Jesse, a young boy who is the brother of a woman, Elanor, who is a singer at a saloon, and looks exactly like Marissa, and is a victim of racism. Gary must help Jessee and Elanor, and try to stop the fire from happening.

Marissa sees a vision and thinks her sight is returning. Chuck witnesses a mob murder, and is in trouble. Gary, Chuck, and Crumb are taken hostage, and Marissa must save them.