Mitch Dudek

Dr. Soloway practiced in Chicago for more than 40 years before the world came to know their story.

A product of a North Side Irish Catholic working-class neighborhood, Mr. Cronin started as a tactical officer and became the go-to expert on West Side gangs.

Her station — WNIB (97.1 FM), known as Classical 97 — was quirky, accessible and unapologetic.

A one-time money making hustle turned into business for Kirn, now in his 43rd year delivering firewood to customers from Hyde Park to Lake Forest.

Mrs. White, as part of the Great Migration, found a better life in Chicago, away from the discriminatory policies she grew up under in Arkansas.

At the turn of the last century, a slight South Sider named Walter “Eckie” Eckersall led the school to a national football championship.

Hilbrant, now in Boston, lampoons men in finance who work for private equity firms with a character he created in March. His audience growth has been, like, so sick, man.

Mr. Towers started with the Sun-Times when he was 17 and 35 years later rose to the paper's top spot as executive editor.

At his family practice, Dr. Bynum delivered more than 4,000 babies. As a ringside physician, he kept generations of Chicago boxers safe.

Mr. Levy, an avid traveler, drew design inspiration from places he'd visit.