While Dick's new roommate Michael, is being contracted by someone int he police department to edit together some footage of Nightwing and the Prankster working together, Dick is visiting Chicago's Mayor in his office as Nightwing (doing a pretty good Spider-Man). Dick's meeting subject: The longer the Mayor keeps hiding Tony Zucco (or Billy Lester), the longer Nightwing stays in Chicago, and the more he starts to look into the Mayor's life. Before Dick leaves, he manages to place a bug in the Mayor's office, believing he'll eventually reach out to Zucco at some point.
During the day, many people are up to many different things. Dick meets with Joey, who knows a thing or two about tech, and asks her if she has any ideas on how to prevent his suit (or "phone") getting hacked. Michael is getting praise from his bosses at the paper on his miraculous footage of Nightwing and Prankster, and is asked if he can get more. Prankster is gathering up a bunch of lowlifes for... something. Tony Zucco, meanwhile, is on vacation with his family when he sees the footage of Nightwing and Prankster, which causes him to call the Mayor.
Dick has been listening in on the bug he left in the Mayor's office for hours when Zucco finally makes his call. Unfortunately, Prankster makes his move at the same time, hacking all the screens in Chicago, revealing that not only has the Mayor been harboring a murderer like Tony Zucco but has also stollen many millions of dollars (how many millions? 52! Har!) from the people of Chicago... So what's the Prankster going to do about it? Wreak absolute havoc on the city, with bombs, thugs, etc, until the Mayor pays back what he's stolen.
Dick instantly feels responsible for this, having not paid more attention to the Prankster, and handing the criminal over to the police himself... the train full of dead people doesn't help either. So with Chicago starting to fall victim to the Prankster, Dick tries to interrogate one of his thugs to find out where he is, but no one knows... All we do know is that he's in a room with a bunch of hostage cops, tied up, with strings leading from them to triggers of a bunch of guns pointed at them. Not a great spot for all involved.