Bantam-sized Don "Red" Barry, Republic's answer to Jimmy Cagney, essays another Cagneyesque role in The Chicago Kid. The star plays Joe Ferrill, whose efforts to raise enough money so that his imprisoned father can live comfortably upon release come to naught when the elder Ferrill dies behind bars. Vowing revenge on Society, Joe aligns himself with a bunch of gangsters. He intends to use his mob connections to get even with auditor John Mitchell (Otto Kruger), the man whose testimony sent Joe's dad to the Big House. But Joe hasn't counted on falling in love with Mitchell's pretty daughter Chris (Lynne Roberts). Attempting to undo the wrongs he has already done, Joe discovers that his new mob pals aren't exactly the kind to forgive and forget.
When record store owner Rob Gordon gets dumped by his girlfriend, Laura, because he hasn't changed since they met, he revisits his top five breakups of all time in an attempt to figure out what went wrong.
A high school slacker pretends to be sick to skip school and have an exciting day off alongside his girlfriend and his best buddy through Chicago, while trying to outwit his obsessive school principal and his unconformited sister along the way.
They say a blast of flames can take a life ... and hide a secret. But now firemen brothers Brian and Stephen McCaffrey are battling each other over past slights while trying to stop an arsonist with a diabolical agenda from torching Chicago.