Mayor Brandon Johnson recently issued the first veto by a Chicago mayor in 19 years. But mayoral vetoes once were common. A ...

Long before critics started demanding Rahm Emanuel’s resignation for not reforming the Police Department, another Chicago mayor did just that — then quit. Joseph Medill occupied the office for ...

Old Blue Eyes visited older blue eyes in September 1975. Frank Sinatra shakes hands with Chicago’s Mayor Richard Daley, left, who made him an honorary citizen of the city.

Chicago chooses a new mayor tomorrow. The incumbent, Mayor Lori Lightfoot, finished a distant third in the first round of voting and did not qualify for tomorrow's runoff election.

She is also Chicago’s first openly gay mayor. ... Meet Chicago’s New Mayor Ms. Lightfoot, a 56-year-old former federal prosecutor who has never held elected office, made history in Chicago.