Billboard gives an inside look at Lollapalooza 2026 in Chicago with highlight performances from Zara Larsson, Tate McRae, JENNIE, Aespa and CORTIS.

Aespa 

Hi, we’re Aespa 

Stella Lefty  

I’m Stella Lefty. 

CORTIS 

What’s good, everybody? This is CORTIS and

Juicy J 

Juicy J. 

Tetris Kelly 

We hung out with some of the hottest stars at Lollapalooza, and from burning hot sets and views right beside stage to the hottest after parties. Day one at Lala, we kick things off being “Lawless” with SB19.

SB19 

It’s the first time that we ever performed that song, and we just released that like a few hours ago. So when I was performing earlier, like my mind went blank. Just had to move, you know. It’s it’s Lollapalooza, and there are lots of people watching, so had to move lawlessly.

Tetris Kelly    

Then the always iconic Patron Hacienda had a surprise performance by Lil Sims. Night one was definitely all about the parties. We got Flavor Flav with Public Enemy at Soho House. An electric set with YUNGBLUD at Riviera Theater. Slayyyter made Chicago “Dance at Salt Shift. And AirBnb gave us the best summer night by blessing us with Zara Larsson at the big theater. Day two, we spent the morning swinging by CORTIS at House of Blues. Before chatting with artist Whitney Whitney about losing her voice and her journey to Lolla. 

Whitney Whitney  

The process was the worst thing I’ve ever been through. Like losing the thing that meant the most to me, heartbreaking. Like it really was terrible. But the fact that the timing and like the universe let me sing last week, and now my set is today, I don’t know. Someone’s working in my favor, and I am very excited.

Watch the full video above!