Alexandria Fisher Chance

Bears Chairman George McCaskey announces Chance the Rapper is expected to headline a Grant Park concert ahead of the highly-anticipated Bears-Packers season opener. 

Does it get any more Chicago than this?

Chance the Rapper on Thursday endorsed Toni Preckwinkle for mayor of Chicago, just ahead of the city’s runoff election.

Now that the year is over, Chance the Rapper has revealed a secret he kept for nearly all of 2018.

One day after Kanye West tweeted he’s “distancing” himself from politics, Chicago mayoral candidate Amara Enyia reported a $126,460 donation from the rapper to her campaign fund, Illinois State Board of Elections records show.

Less than a week after Amara Enyia received Chance the Rapper’s endorsement in her bid for Chicago mayor, Kanye West made a donation to her campaign.

Could Chance the Rapper be running for mayor? That’s what many fans are thinking after the rapper posted plans for a press conference at Chicago’s City Hall “regarding Chicago Mayoral Election.”

Chance the Rapper ended speculation that he might run for mayor by announcing Tuesday that he endorsed attorney and community activist Amara Enyia in the Chicago race.

It was a “chance” ride that left some Chicagoans stunned.

Chance the Rapper goes undercover as a Lyft driver in Chicago to promote the rideshare company’s new “round up” feature, allowing riders to round up their fares and donate the difference to a cause of their choice, including SocialWorks’ “New Chance” campaign to benefit Chicago Public Schools. (Courtesy: Lyft)

Chance the Rapper is putting down his microphone and putting on his apron.

Chance the Rapper is putting down his microphone and putting on his apron. Lauren Petty reports.