Riot Fest revealed its 2026 roster with headliners Tool, Twenty One Pilots and Alanis Morissette for Sept. 18–20 at Douglass Park. Three-day passes are on sale.

Sueños returns to Grant Park May 23–24 with J Balvin, Kali Uchis and Fuerza Regida headlining a multi‑stage Latin music festival.

Morgan Wallen plays Soldier Field on June 19–20 with different openers each night. Resale prices are fluctuating across SeatGeek, Vivid Seats and TicketNetwork.

Northalsted Market Days named Keri Hilson, Daya, and JORDY among headliners for Aug. 7 6, with expanded VIP options and more than 300 vendors.

Raging Waves reopens May 23 with a new temperature‑controlled wave pool and lazy river. Tickets start around $55 and season passes are available via payment plans.

Less than two weeks before Memorial Day, organizers canceled Summer Camp’s 25th‑anniversary weekend at Three Sisters Park, blaming contract and financial complications.

Six Flags Great America expanded its chaperone rules for 2026: guests 15 and younger must remain with a chaperone 21 or older; ID and group-size limits apply. The park cites safety concerns.

Olivia Rodrigo will play two nights at Chicago’s United Center Oct. 11–12 as part of a 65-date Unraveled Tour supporting her new album. Presales start next week.

Good Night John Boy has turned Thursdays into a vintage market in the West Loop — think retro racks beneath a disco ball with DJs, pizza and cocktails.

A TV‑show‑inspired entertainment venue will take upper‑floor space at 600 N. Michigan this summer, bringing 21 gaming cubes, bars and a mid‑2026 opening target to the Mag Mile.

Durand Bernarr and G Flip are among the headliners for Chicago Pride Fest 2026. The two-day Northalsted street festival runs June 20–21 with stages, drag showcases and a teen space.

Navy Pier will light up the lakefront with a 15‑minute, music‑choreographed fireworks show at 10 p.m. on July 4 to mark America's 250th.

Karaoke Camper is turning its pop‑up into Anthem Karaoke at 1707 Benson Ave in downtown Evanston, with six decade‑themed private rooms and a bar.