Dean Richards, entertainment reporter for WGN, joins Bob Sirott to provide the latest news in entertainment. Bob and Dean ...

EWF wasn’t the only band to join a contemporary pop star onstage at Lolla, though. During Olivia Rodrigo’s set, she was joined by Weezer, another cross-generation collaboration that earned her the ...

Sabrina Carpenter ’s highly anticipated return to Lollapalooza was just the sendoff her iconic Short n’ Sweet era deserved. Not only did it mark her comeback to the Chicago-based festival since 2023, ...

Chicago’s Lollapalooza and Montreal’s Osheaga usually take place on the same weekend. The cities are far enough apart that they’re outside each other’s lineup radius, so there tends to be a lot of ...

On the final night of Lollapalooza, one of the festival's biggest headliners brought out music legends to help the crowd just ...

Here’s everything you need to know about Lollapalooza — including a day-by-day look at the music festival in Chicago’s Grant Park.

Singer Sabrina Carpenter's performance at Lollapalooza is taking social media by storm. She performed with Chicago-based band ...

The veteran R&B act ran through two of their most iconic hits with the "Espresso" singer on Sunday night (Aug. 3) in Chicago.

Sabrina Carpenter's headlining set at Lollapalooza in Chicago on Sunday boasted a surprise appearance from Earth, Wind & Fire ...

Sabrina Carpenter is a well oiled marketing machine these days, for better or worse. But at Lollapalooza, she made a move ...

Among the big draws were Sabrina Carpenter, who closed out the festival with surprise guests Earth, Wind & Fire, and A$AP ...