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

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.

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.

During a blackout in Chicago, Marissa attempts to save two trapped teenagers.

Gary is abducted by two witches that he saved from a fire. The witches believe that Gary is a warlock, and that Gary can help them free their sister who has been locked up for close to 200 years.

To his surprise, Gary runs into his mother in the middle of Chicago. Later he shadows her and sees her drinking champagne with a strange man. Gary first suspects an affair, but learns that the stranger has tricked her into investing in a fictive company.

Gary decides to tell Erica about the paper but she does not believe him until she witnesses him saving the life of a little girl trapped in a refrigerator. Unfortunately, Patrick, who is looking for an apartment, accidently takes Gary's paper.

A homeless man plummets to his death while Gary tries to save him. Gary is rattled by his inability to prevent the tragedy and questions his involvement with the paper. When Gary refuses to prevent the next day's bad news, he winds up being forced to confront his own fate when he reads his obituary in the paper and must figure out what he's done wrong so he can save his life.

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.

Gary meets a man, Sam Cooper, that also receives tomorrow's paper (the New York Daily). However, unlike Gary, Sam hires others to complete the rescues and uses the paper's knowledge to make money.

When Frank Scanlon, a Chicago Sun Times columnist famous for his exposes, meets Gary during one of his daily saves, Gary piques the interest of the reporter, who believes that the rescues are more than coincidental. Intent on investigating Gary further, Scanlon demands that Sun Times cameraman Miguel Diaz hand over the confidential file he's been collecting on Gary. Meanwhile, when Gary reads in the paper that Scanlon is about to be murdered, he rushes to save him but the paper lists the wrong time of death - leading Gary to be found at the scene by police and subsequently arrested. Mounting circumstantial evidence even has Detective Toni Brigatti convinced of Gary's guilt. After escaping his arraignment, with Marissa's help, Gary becomes a fugitive desperate to find Scanlon's murderer.

When Gary's own investigation leads him to one of Scanlon's informants, he learns that at the time of Scanlon's death, the reporter was about to break a story on a murder-for-hire ring. With the help of Sun Times photographer Miguel Diaz, Gary obtains a printout of Scanlon's notes for his story that identifies six murders that were made to look like accidents. Meanwhile, Detective Brigatti uncovers some evidence of her own, which proves Gary's innocence and implicates someone with whom she works closely in the department. When Brigatti is subsequently taken hostage and about to be murdered, Gary must save her before the real killer sets him up a second time.

The former recipient of the New York paper decides to relinquish his duties by turning over the next day's news to his friend Clams, but the paper suddenly stops coming after Clams meets with a mysterious man asking questions about his satisfaction with his special subscription. When Gary is involved in a similar meeting, Clams warns him that he too could lose his paper if he makes any wrong decisions. Desperate to get his own paper back, Clams steals Gary's edition so he can convince the powers-that-be to give him another chance. But even as he tries to make amends, Clams continues to abuse the paper and winds up putting the life of a down on-his-luck computer genius in jeopardy. When Gary reads that Clams and the computer wiz will perish in a dangerous explosion, he must race to save their lives before it's too late.

Gary travels back in time to 1929, and is the proprietor of a speakeasy at the location where McGinty's is currently located. He must try to prevent the St. Valentine's Day Massacre.

A young Irish woman loses her chance at a million dollar lottery when Gary swipes her dollar that she was going to buy the winning ticket with. To repay her he ends up caught up in a wild scheme that has them pretending to be engaged while Kate looks for a man she loves.