12. Mayor Richard J. Daley Dies

Photo: George Quinn/Chicago Tribune December 20, 1976 “Chicago will never be the same,” Frank Sinatra reportedly said when he heard the news that the 74-year-old son of Bridgeport had died of a heart attack at his doctor’s office. Chicagoans could hardly dispute the truth of that observation, whatever they thought of the mayor and the … Read more

2. The Bulls Draft Michael Jordan

Signing his first contract with general manager Rod Thorn Photo: Ray Foli/UPI via Chicago Tribune June 19, 1984 On the day he was selected — as the third pick, lest we forget our good fortune — Jordan sounded modest in a TV interview: “I just want to go in and contribute the best way I could.” But as teammate … Read more

14. A Deadly Heat Wave Descends on the City

Photo: Phil Greer/Chicago Tribune July 12–16, 1995 Seven hundred thirty-nine dead. That so many could have perished in a modern city in a First World country defied belief. Even as bodies piled up at the Cook County morgue — many of them elderly residents of the South and West Sides — city officials seemed unable to grasp the gravity … Read more

31. Tylenol Poisonings Spark Panic

Chicago police Officer Michael Miljan, left, and Medicare Pharmacy employee Mary Butler inspect boxes of Tylenol in 1982. The deaths of seven area residents who ingested Tylenol capsules laced with cyanide remains one of the nation’s biggest unsolved murder cases. Photo: Stan Policht/Chicago Tribune September 29–October 5, 1982 Most Americans of a certain age remember … Read more

47. The Chicago River Floods the Loop

Photo: Chicago Tribune April 13, 1992 The first reports of trouble sounded too improbable to believe: The river was leaking? Downtown basements were filling up with water containing fish? But as the scale of the mess — caused when crews replacing pilings in the river broke through a retaining wall, releasing 250 million gallons of water into … Read more

34. Protesters Take Over Downtown for the National AIDS Action For Healthcare

Photo: Phil Greer/Chicago Tribune April 23, 1990 “If you were HIV positive in 1990,” activist Roberto Sanabria told Chicago in 2020, “it’s like, Fuck, I’m going out. I’m less afraid of a police officer than I am of throwing up constantly and weighing 98 pounds at County with no meds.” At a time when AIDS … Read more

35. Lori Lightfoot is Elected Mayor

Photo: Scott Olson/Getty Images April 2, 2019 The most remarkable thing about Lightfoot’s victory was not that she was the first Black female, openly gay Chicago mayor, as many observers believed. It was the fact that her bid seemed to transcend identity politics altogether. She drew relatively weak support from Black Chicagoans and LGBTQ activists, … Read more

38. Frankie Knuckles Makes His Debut at The Warehouse

Frankie Knuckles in 2007 Photo: Claire Greenway/Getty Images March 1977 You can talk about East Coast–West Coast hip-hop and Studio 54 all you want, but in the realm of Black dance music, Chicagoans can claim one seminal style as theirs and theirs alone. The propulsive synth- and high-hat-juiced remixes of soul and disco records DJ … Read more

40. The FBI Raids Alderman Ed Burke’s Offices

Burke just after the raid Photo: Brian Cassella/Chicago Tribune November 29, 2018 Everyone knew something big was going down when feds swarmed into the offices of Chicago’s longest-serving alderman. Burke was reelected the following February even as prosecutors built an extortion case against him, but the Teflon seemed to be finally wearing off, and suddenly … Read more