Custom Placements: City Life Lead
The Once-Bustling Michigan Avenue on the South Side
It may not yet be reachable by the Red Line, but the doughnuts alone are worth the trip.
David Ross
The Cubs manager, 45, on a tough talk with Theo, DWTS anxiety, and his unconventional ring storage.
Jacqueline Russell’s Dog Trainer
The cofounder and artistic director of Chicago Children’s Theatre shares her puppy whisperer.
‘This is the end of Chicago’ (Geographically)
The southeasternmost corner of the city looks more rural than urban.
The Great Chicago Flood of 1992
Three decades after the rainless Loop deluge, it remains one of the weirdest emergencies in Illinois history.
Chicago’s Captured Satellite Cities
Waukegan, Elgin, Aurora, and Joliet developed on their own, but have since been absorbed by Chicago’s suburban sprawl.
Think TikTok is Obsessed with Goth Target? Meet Ward Miller.
The Chicago native, architect, and executive director of Preservation Chicago on why buildings like the Sullivan Center should be protected.
Being Paula Camp
Three decades after suddenly walking away from the Chicago Tribune, the famously acerbic restaurant critic finally found peace — and herself.
Meet Lory Litefoot
Comedian Lisa Beasley spoofs the mayor on TikTok.