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- DirectorRandy ZiskStarsKyle ChandlerShanesia DavisFisher StevensAfter the newspaper shows Chuck delivering a baby on the L, Gary and Marissa try to convince him to go through with it.
- DirectorMichael NankinStarsKyle ChandlerShanesia DavisFisher StevensWhile searching for answers about the paper, Gary becomes involved with a reporter who is suspicious of his apparent knowledge of a certain story.
- DirectorSusan SeidelmanStarsKyle ChandlerShanesia DavisFisher StevensLottery fever grips Chicago with the jackpot climbing every night. Meanwhile, Gary tries to understand why someone would want to steal the Mayor's dog.
- DirectorRick RosenthalStarsKyle ChandlerShanesia DavisFisher StevensGary tries to stop a popular basket-baller with a medical condition from risking his life on the court.
- DirectorMichael Toshiyuki UnoStarsKyle ChandlerShanesia DavisFisher StevensA woman plans to abandon her baby and take her own life. Gary's attempts to reunite her with her parents fail while he runs out of time to help her.
- DirectorJace AlexanderStarsKyle ChandlerShanesia DavisFisher StevensWhen Gary reads that a young boy will unwittingly shoot and kill his brother with his mother's gun, he embarks on a mission to prevent it. Pretending to be from the school, he makes contact with the divorced mother and befriends her and her boys. When the ex-husband finds out about Gary, he becomes furious and causes untold trouble until Gary succeeds in getting him arrested. However, one of the sons is still in danger and Gary must find a way to prevent his untimely death.
- DirectorStephen CraggStarsKyle ChandlerShanesia DavisFisher StevensMeredith Carson and Gary make contact once again, rekindling their relationship. At first she takes the high road and resists using the paper to get a good story, but temptation overtakes her and she follows the paper's leads to an arson fire, causing friction between Gary and herself. To make matters worse, she lets Chuck get a peek at the financial section and he scores huge in the stock market which lands him in deep trouble with SEC. Meredith finally makes a courageous decision about the paper and takes a position with a paper in another city.
- DirectorDavid Hugh JonesStarsKyle ChandlerShanesia DavisFisher StevensGary is having trouble moving on from his divorce after an encounter with Marcia. At the same time he finds his ex-boss will have troubles with one of his former co-workers. Despite the contempt he has for his ex-boss, Gary must find out who the disgruntled employee is and stop him in time.
- DirectorDaniel AttiasStarsKyle ChandlerShanesia DavisFisher StevensTis the Yuletide season, and Chuck is about to embark on an exciting skiing trip when his car is impounded. After becoming belligerent with the police, Chuck is thrown into a jail cell with a man who believes he is Santa Claus. They escape in a stolen car and head for McGinty's Bar. Meanwhile, Gary and Detective Crumb try to catch a mad bomber, only to discover the bomber is actually stalking them. They finally catch up to him in McGinty's, where he is threatening to blow the place up. Chuck and Santa Claus show up, and a standoff occurs until Santa grabs the bomb, rushing outside where it promptly detonates, killing Santa. Later, Chuck and Gary both receive very special Christmas presents, causing them to wonder if Santa really was blown up.
- DirectorLee BonnerStarsKyle ChandlerShanesia DavisFisher StevensThe city is suffering from a severe cold-snap and Chuck's apartment loses its power. He moves in with Gary for the day and takes over the entire hotel room with his pet gold fish and various possessions, frustrating Gary to no end. Out on the street, Gary keeps running into the same homeless kid begging for money and then reads that the kid is going to freeze to death. Gary finds the abandoned building where the kid is living and they both become trapped and in danger of freezing to death. Chuck sees the paper and reads that both Gary and the homeless kid freeze to death, so he rushes to the rescue but he's worse than useless.
- DirectorRick RosenthalStarsKyle ChandlerAllyson DaughertyShanesia DavisTheresa LaParco is the pretty moll of a big time mob boss named Frank Pirelli. When she decides to leave him, Pirelli tries to put a "hit" on her. Gary and Chuck make contact with Theresa as she attempts to go "on the run", putting their lives in danger also. Besides having mobsters on her trail, the police are also looking for Theresa to testify against Pirelli. Gary is questioned by both the police and Pirelli repeatedly, but he truly doesn't know where Chuck and Theresa are. Complicating matters even more, Chuck has fallen in love with Theresa.
- DirectorMichael DinnerStarsKyle ChandlerShanesia DavisFisher StevensThe discovery of an envelope hidden in a wall, left there by Lucius Snow, coincides with a visit of the U.S. President to Chicago. Gary uncovers an assassination plot is in the works, and he is at the center of it. The envelope left by Snow reveals that Snow faced a similar situation in 1963. Colleagues are not safe as part 1 of "The Wall" plays out.
- DirectorJames QuinnStarsKyle ChandlerShanesia DavisFisher StevensGary continues to try to stop the assassination of the President while eluding the FBI, which is convinced Gary is the assassin. His friends try to protect Gary from exposure.
- DirectorRick WallaceStarsKyle ChandlerShanesia DavisFisher StevensAn ex-cop dresses as Bat Masterson and solves crime as the fame old west US Marshall. He seems to step in to solve wrong-doings at places where Gary shows up.
- DirectorStephen CraggStarsKyle ChandlerShanesia DavisFisher StevensWhile trying to help someone, Gary finds himself serving on a jury. The trial is a little unusual because the defendant is defending himself so the judge has the jury sequestered, which means Gary can't get access to the paper. When it does come it's taken away from him and he manages to get a glimpse of it which tells him that the man is innocent but he's not doing a good job defending himself. Eventually Gary has to turn to Chuck for help.
- DirectorMel DamskiStarsKyle ChandlerShanesia DavisFisher StevensGary saves a psychic from a building with a gas leak. She thinks he is a psychic and admits she is a fake. When a young child is kidnapped, they are forced to work together to save the child.
- DirectorDaniel AttiasStarsKyle ChandlerShanesia DavisFisher StevensGary is concerned when his paper arrives and he finds the cat is sick. An opportune ad in the paper leads him to a particular veterinarian. Gary forms a friendship with the vet's mother who needs help.
- DirectorJan EliasbergStarsKyle ChandlerShanesia DavisFisher StevensGary saves an museum art restorer from being killed by a burglar, and then must decide whether to allow matters to take their course and let her reunite with her long-lost love.
- DirectorJohn T. KretchmerStarsKyle ChandlerShanesia DavisFisher StevensGary has to decide whether to help a young girl who needs a heart transplant or a troubled teen-aged boy who is due to be killed in a botched robbery.
- DirectorRandy ZiskStarsKyle ChandlerShanesia DavisFisher StevensAfter getting tossed out of the house by his wife, Gary's dad comes to Chicago to visit Gary and discovers the secret of the paper.
- DirectorMichael LangeStarsKyle ChandlerShanesia DavisFisher StevensGary seems to constantly have to save a college professor from harm as she is scheduled to testify for the prosecution in a criminal case. The professor thinks Gary is stalking her. A college student is interested in Marissa.
- DirectorMel DamskiStarsKyle ChandlerShanesia DavisFisher StevensGary's apartment catches on fire and he must find a new place to live. Gary and Chuck learn someone is trying to buy McGinty's as well as a few other downtown buildings. This affects McGinty's, but also a foster home with a lot of children.
- DirectorDaniel AttiasStarsKyle ChandlerShanesia DavisFisher StevensGuilt stemming from an incident in Vietnam pushes a vet toward suicide.
- DirectorJames QuinnStarsKyle ChandlerShanesia DavisFisher StevensGary tries to stop his high school girl-friend's wedding to prevent a murder.
- DirectorGary NelsonStarsKyle ChandlerShanesia DavisFisher StevensHoward Banner was once a highly respected newspaper columnist, but his best days are far behind him. In order to revive his waning career, he hires a young street waif to pretend she is dying of cancer, and calls her Jenny Sloan. After writing a series of articles about her brave fight to overcome the disease, Howard Banner once again becomes the toast of Chicago. Gary discovers the deception as he tries to persuade Jenny to help give a young boy stricken with cancer the desire and will to live.