Gary tries to stop a popular basket-baller with a medical condition from risking his life on the court.

Lottery fever grips Chicago with the jackpot climbing every night. Meanwhile, Gary tries to understand why someone would want to steal the Mayor's dog.

Gary poses as a social worker in order to stop a little boy from shooting his brother, but he gets more involved with the family than he should. Gary steals the gun, but has to give it back after the paper announces that the wife will be beaten to death. When the husband drops by, Gary shows up with the police, but little Tommy had already stolen the gun and almost killed his brother. Meanwhile, Chuck has a really hard time trying to get rid of the cat's fleas.

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.

Meredith is back. She wants to pick things up with Gary where they left last time they met. But the paper seems to be in the way of Gary developing anything deeper with her, since he doesn't want her to have access to it. She promises not to read it, but Chuck walks in on her reading the paper. They make a deal, and Chuck wins over 15 million in the stock market. He gets in trouble and steals the paper to lose the 15 million, but Gary thinks Meredith stole it. After reconciliation, Meredith leaves for Washington.

Gary and Chuck get mistakenly involved with the mob after they save a gangster's ex-fiancé from being shot. They spend days trying to escape from trouble and death themselves, and to make it easier Chuck falls for the woman.

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 has to stop a 17 year-old single mother from abandoning her child. But as always, Gary gets more involved with her than he should, and finds out she left home pregnant and now works for a drug dealer. Meanwhile, Chuck uses the paper to get a date with an attractive woman he had to share a cab with.

While Gary is able to prevent a robbery attempt by the dangerous criminals, he is unable to convince the local sheriff that the convicts are hiding out in his little town. It turns out that Joe is an envious old high-school classmate of Gary's who decides to throw him in jail for causing a raucous. While behind bars, Gary reads in the paper that his mother will be killed by the convicts. When he's unable to convince Joe to stop by his parents house to prevent the impending tragedy, Gary's dad, Bernie, comes to his rescue and they both rush to save Gary's mom.

Gary does his usual routine to help others, and finds himself involved with the robbery of an ancient Chinese helmet that was stolen from LA. Detective Sammo Law from the Los Angeles police department is in Chicago looking for the missing helmet. After investigating Gary's involvement with the case, Sammo and Gary find out Gary accidentally bought the helmet as a piece of an art decoration object. Unfortunately the helmet is stolen again, forcing Sammo and Gary to team up to get it back, while trying to stop the man who stole it and his niece from being murdered by international smugglers who want the helmet.

When Chuck returns to Chicago to get married, Gary recognizes Chuck's bride as Amber, a jewel thief. She is now calling herself Jade. Gary confides in Marissa who tells him that he must inform Chuck. Gary confronts Jade, who tells him that she truly loves Chuck and that she is really Jade. He decides not to tell Chuck what he knows. The next morning's paper says that a large diamond will be stolen from an auction. Gary and Marissa throw a private rehearsal dinner for Chuck and Jade to keep Jade there while the theft is suppossed to happen. Jade hires two female strippers to handcuff both Gary and Chuck. She then leaves and steals the diamond. When she returns to her apartment Gary confronts her. Jade tells Gary that she had to steal the diamond because it was once a national treasure of her country. Gary doesn't believe her story. He takes the diamond from her and puts it into the curator's mailbox with a letter warning them to tighten security.

Gary helps Chuck deliver twins in an elevator after Chicago has a blackout due to Gary's inability to stop street workers to keep a water pump turned off. Meanwhile, Gary keeps chasing for a mysterious blonde woman while his ex-wife attempts to get back together.

Gary has to stop a man from his old office from killing himself. Marcia visits him with the news that she's getting married. She won't reveal the identity of her soon-to-be husband, but Gary finds out it's Phil Pritchard, his old jerky boss. Gary is not happy about it and a series of accidents make it look like he's trying to purposely hurt Pritchard and get in the way of their wedding. When the paper brings the headline that Pritchard is going to be murdered, Gary refuses to help him, but Chuck convinces him to do so. He also must stop Sam (the office mailboy for the past 9 years) from killing Pritchard.

Gary has to stop a bomb from killing 20 ice skaters on a park. He goes to Det. Crumb for help, who still doesn't quite believe Gary. The headline on the paper changes to a department store, but still the bomber seems to be ahead of them. Meanwhile, Chuck is arrested for not paying 106 parking tickets. In his cell there's a man who thinks he's Santa, and he convinces Chuck to escape from jail and steal a car to deliver the gifts.

It's 20 below zero in Chicago but Gary still has to rescue people around the city, even if the paper doesn't bring any important news. Plus, Chuck temporarily moves in to Gary's place after the heat in his place goes down, which is just another reason for Gary to be out of the house. He keeps running into a homeless kid, who is later featured in paper saying he froze to death. Now Gary has to find the kid, who got stuck under a pipe of an abandoned building. They both get locked there after the door is blocked, and now they rely on Chuck to save them from freezing to death.

Gary meets an ex-cop who took the identity of Bat Masterson to continue his work against crime. The guy seems to be crazy, but helps Gary with his paper duties. As he learns more about Bat (or Mike Killebrew, his real identity), Gary discovers that he went crazy after his partner died.

Gary's hotel room burns in an electrical fire. While wondering where he is going to live, Gary also finds out that a greedy businessman wants to purchase McGinty's and an orphanage in order to demolish them and build a parking lot. Gary and Chuck must save McGinty's and the orphanage, and Gary must find a new place to live.

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.

Gary and Chuck must stop an old friend of theirs from their former job from having fatal plastic surgery to impress his girlfriend and enhance his career.

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.

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.

Although Crumb cautions Gary that Rose may appear sweet and innocent but is probably trouble, Gary ignores his warning, even when evidence surfaces that she has a criminal record. When he believes her explanation that an old boyfriend is after her, Gary agrees to loan Rose $25,000 to get rid of him and is stunned when she suddenly runs off with his money.

While stealing cars for a chop shop, Jose (Joey) encounters Gary, who is brought in by police to ID the teenager in a criminal lineup. When Gary realizes that Joey is Miguel's little brother, he denies knowing him in order to protect his friend. Although Joey promises Gary that he will go straight, his accomplice pressures him into pulling another job, a heist in which the owner of the car is shot and Gary is taken hostage. While trying to convince Joey to give up his life of crime, Gary is wounded by gunfire and left to ponder whether or not he should have acknowledged Joey's involvement the first time around before people were seriously hurt.

While searching for answers about the paper, Gary becomes involved with a reporter who is suspicious of his apparent knowledge of a certain story.

Gary is chosen to serve as a juror in the trial of a man accused of stealing money from his company. Since the defendant is defending himself, the judge has the jury sequestered, which means Gary can't get access to the paper.