The Latest Breaking News from Chicago

Last weekend on the streets of Chicago, a wet and wild race ended with a historic victory. Shane van Gisbergen became the first driver in over 60 years to win on debut, driving the part-time Project91 entry.

The last time passenger trains connected the two cities was in 1981.

At No. 20 in our Most Important Bears series is Khalil Herbert, who is stepping into the lead back role this season.

Theaters throughout Chicago are as critical to the city as sports, politics, restaurants and architecture. Mayor Brandon Johnson and the city’s movers and shakers have work to make sure they thrive.

Adjaye, a celebrated architect who had been attached to an Old Town redevelopment project, was once called a genius by Barack Obama.

The Supercars star made history with a shock win on debut in the NASCAR Cup Series on the streets of Chicago last weekend.

Roy Keane left Gary Neville and Jamie Carragher in stitches as he told a story about getting caught in a strip club with some of his Manchester United team-mates

Anyone planning a major, controversial event in Chicago should pay attention to the likelihood of mayoral turnover. Once a new administration is in place, once-silent aldermen quickly find their sharp-tongued voices. So it went with NASCAR: “That was a Lori Lightfoot deal,” summed up what the denizens of City Hall…

CHICAGO — Wednesday’s Chicago White Sox game against the Toronto Blue Jays at Guaranteed Rate Field was postponed because of rain.

CHICAGO — In 2004, Jackie McKethen, a transgender woman, walked into a Springfield bar, ordered a drink and struck up a conversation with the man sitting next to her.

A flood advisory is in effect until 10 p.m. for portions of northeast Illinois, including Cook, DuPage and Will counties, according to the National Weather Service.