Entertainment:
* Bill Murray: While not a permanent resident, Bill Murray has deep roots in Chicago and often frequents the city.
* John Cusack: Another Chicago native with a prolific acting career.
* Common: A Grammy-winning rapper and actor.
* Kanye West: Though he's now based in Los Angeles, Kanye West is a Chicago native and spent a significant portion of his career in the city.
* Chance the Rapper: A Chicago native and Grammy-winning rapper known for his social activism.
* Tina Fey: Chicago native and comedian known for her work on *Saturday Night Live* and *30 Rock*.
* Stephen Colbert: While not a Chicago native, Colbert is a long-time resident of the city and a fan of the Cubs.
* Michelle Pfeiffer: Moved to Chicago in 2018 and has a home in the city.
* John Malkovich: While not a Chicago native, Malkovich is closely tied to Chicago's Steppenwolf Theatre Company.
Sports:
* Michael Jordan: A Chicago Bulls legend and considered one of the greatest basketball players of all time.
* Derrick Rose: Former Chicago Bulls point guard.
* Patrick Kane: Chicago Blackhawks star forward.
* Jonathan Toews: Chicago Blackhawks captain and two-time Stanley Cup champion.
* Ernie Banks: Though sadly passed away, the legendary Chicago Cubs shortstop is considered one of the city's greatest sports heroes.
Business and Politics:
* Oprah Winfrey: Though not currently a resident, Oprah Winfrey spent her formative years in Chicago and is still deeply connected to the city.
* Lori Lightfoot: Chicago's first female and openly gay mayor.
* Jesse Jackson: Civil rights activist and former presidential candidate.
* Penny Pritzker: Former U.S. Secretary of Commerce and member of the influential Pritzker family.
Other Notable Figures:
* Ernest Hemingway: While not a permanent resident, Hemingway spent time in Chicago during his formative years and considered the city to be influential on his writing.
* Frank Lloyd Wright: World-renowned architect known for his innovative and iconic designs, several of which are located in Chicago.
* Saul Bellow: Nobel Prize-winning novelist and essayist who spent much of his life in Chicago.
* Harold Washington: Chicago's first African American mayor.
Note: This list is just a snapshot of some well-known figures who have connections to Chicago. The city boasts a rich and diverse culture, and countless other talented and influential people make their home there.