The Chicago Jazz Festival, as announced by Mayor Johnson and DCASE, will occur from August 28 to August 31, 2025, featuring free performances from local and international jazz artists.

Chicago's Little Village Cinco de Mayo parade was canceled due to deportation concerns, impacting local businesses financially and stirring discussion on cultural celebration and immigration policies.

The Art Institute of Chicago's director, James Rondeau, took leave after an incident on a flight where he allegedly stripped naked. The museum is investigating.

Chicago street festivals face financial strain, with costs for security and services rising and donations declining, threatening the sustainability of these community events.

"The Breakfast Club" original cast reunited in Chicago for the first time in 40 years at the C2E2 event, engaging with fans for photos and autographs, reflecting on the film's cultural impact, and not dismissing the possibility of a sequel.

Riot Fest secured a multi-year agreement to stay in Chicago's Douglass Park until 2027, promising over $1 million for park improvements and community benefits.

The Chainsmokers are set to perform at the Illinois State Fair, with ticket sales starting April 12. An eclectic lineup of artists accompanies them for the event.

Chicago Youth and Music Festival celebrated talent despite a federal squash on diversity programs, featuring the Equity Arc Pathways Orchestra and Civic Orchestra.

Lady Gaga announces her "Mayhem Ball" world tour, including two shows in Chicago on September 15 and 17 at the United Center, after the positive response to her latest album.

Shermann "Dilla" Thomas, a Chicago urban historian, joins the DuSable Black History Museum as a brand ambassador and social media chief after a layoff from ComEd.

Brad Paisley is set to perform at the Illinois State Fair on August 14, returning after eight years. Tickets go on sale March 22. He's recognized for music and philanthropy.

Snoop Dogg is set to headline the Illinois State Fair on August 13, promising a night of nostalgic hip-hop for a diverse audience. Tickets go on sale March 15.

Turnpike Troubadours will headline the Grandstand at the Illinois State Fair on August 17 with their new album, having garnered 1.5 billion streams worldwide. Tickets are available starting February 15.