Kylie Cantrall – Chicago, IL – The Valley Girl Problems Tour

Disney star and pop artist Kylie Cantrall is performing live in Chicago, Illinois on Sunday, September 27, 2026. The concert marks the second official stop on her newly announced “The Valley Girl Problems Tour”—her first-ever North American headlining run.

More on Sunday →

Sara Bareilles – Good Grief TourSun, Sep 27, 2026 · 8:00pmThe Chicago Theatre, The Loop, Downtown, the Loop & West LoopOne Day Only

From Bomba to Salsa: Back to the Roots at World Music Festival ChicagoSunday, September 27, 2026, 2–4 p.m.Chicago Riverwalk, The Confluence, Downtown, the Loop & West LoopFREEOne Day Only

Bryson Tiller – The Neo Trapsoul TourSun, Sep 27, 2026 · 7:30pmCredit Union 1 Amphitheatre, Far SuburbsOne Day Only

More live music this weekend →

Teddy Swims – The Ugly TourFri, Sep 25, 2026 · 7:00pmUnited Center, Near West Side, Pilsen, West Town & the West SideOne Day Only

Foster The People – Good Mourning Sunshine TourSat, Sep 26, 2026 · 8:00pmHuntington Bank Pavilion at Northerly Island, 1300 S. Linn White Drive, Downtown, the Loop & West LoopOne Day Only

Beatdown Sound System's Vibrations of Freedom at World Music Festival ChicagoSaturday, September 26, 2026, 1–7 p.m.Ping Tom Memorial Park, Chinatown, Downtown, the Loop & West LoopFREEOne Day Only

Juanes: World TourSat, Sep 26, 2026 · 8:00pmRosemont Theatre, 5400 North River Road, Evanston & Oak ParkOne Day Only

House Music Is Home at Navy PierSat, Sep 26, 2026Navy Pier, Downtown, the Loop & West LoopFree with RSVPOne Day Only

See the full ranked weekend board →