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.

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

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.