(MCT) — CHICAGO — The Chicago City Council on Thursday signed off on nearly $33 million in legal settlements for two notorious cases of police misconduct, shining an expensive light on how the city deals with wrongdoing in the Chicago Police Department.

In what may be the largest single settlement of its kind in city history, the aldermen approved a $22.5 million payment to settle the lawsuit brought by the family of Christina Eilman. She was a 21-year-old former California college student in the throes of a bipolar episode in May 2006 when police arrested her at Midway Airport and released her a day later in a crime-plagued South Side neighborhood, despite her parents’ long-distance attempts to get police to help them reach her.