Our pool of genuinely funny music performers has never been large. Musicians get timid about humor, with reason. Audiences ...

Sabrina Carpenter made sure Lollapalooza had to deal with the elements. The “Espresso” singer was one of the headliners at ...

The 26-year-old pop superstar brought out Earth, Wind & Fire and members of K-pop group TWICE for surprises within a frenetic ...

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 ...

Sunday’s finale saw a surprise appearance from the legendary Earth, Wind & Fire during pop star Sabrina Carpenter’s closing ...

Carpenter is now gearing up to release her new LP, Man's Best Friend, on Aug. 29. The project was led by Billboard Hot 100 ...

Day 4 of 2025’s Lollapalooza music festival opened in Grant Park under sunny skies, lower air quality alerts and a final lineup of music across the festival’s seven ...

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, ...

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

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 ...

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

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