Everything You Missed At Lollapalooza 2025

Everything you missed at Lollapalooza 2025

From Olivia Rodrigo’s era-ending moment to Sabrina Carpenter’s sparkly festival finale and a history-making performance by TWICE, Lollapalooza 2025 gave us everything. Held in Chicago’s Grant Park from July 31st to August 3rd, this year’s fest was full of surprises, headline debuts and girl-powered energy that totally delivered.

**Reason #1 Olivia Rodrigo: Closing out GUTS with a bang**

Olivia took the main stage Friday night and completely owned it. She opened with “Ballad of a Homeschool Girl” and “Obsessed,” then shocked everyone by bringing out Weezer to perform “Buddy Holly” and “Say It Ain’t So”—a full-circle moment since they were the first concert she ever saw.

She wore a “GUTS World Tour” shirt (RIP), handed out “GUTS” rings to front-row fans and hinted that a brand-new era (“OR3”???) is coming soon.

@oliviarodrigo

Reason #2 Sabrina Carpenter: Headliner and heartbreaker

Sabrina wrapped up the entire weekend on Sunday with a glittery, flirty and iconic set at the T-Mobile stage. She gave us “Espresso,” “Feather,” “Nonsense,” and debuted “Manchild” live in the U.S. for the first time, with the TikTok choreo, ofc. As a major surprise, she brought out Earth, Wind & Fire and performed “September” and “Let’s Groove” with them. Literal chills.

@sabrinacarpenter

Reason #3 TWICE: K‑Pop queens make Lolla history

TWICE officially became the first all-female K-pop group to headline Lollapalooza. Their Saturday set was full of sparkle, vocals and stunning drone visuals spelling, “The honmoon is sealed.”

They performed “Moonlight Sunrise,” “Talk That Talk,” “Queen of Hearts” and even debuted “Takedown” from the Netflix movie KPop Demon Hunters. Fans went wild, and yes, the TWICE girls were spotted supporting Sabrina’s set. We see that girl group solidarity!

@twicetagram

Reason #4 Tyler, the Creator: A cool, calm and creative comeback

After canceling his performance in 2024, Tyler made his Lolla return Thursday night to headline Day 1—and it was worth the wait. He performed new tracks from his album Don’t Tap the Glass (released on July 21st), including “Big Poe,” “Rah Tah Tah,” “Sugar on My Tongue” and more.

The stage was simple—just Tyler, his lyrics and a killer runway setup. He mixed in fan-faves like “See You Again” and “New Magic Wand,” and ended his set with a heartfelt shoutout to Chicago.

@lollapalooza

Reason #5 Gracie Abrams & Role Model: Sweet yet sad vibes

Gracie Abrams opened the festival with her signature soft-girl heartache and even brought out Robyn for a surprise “Dancing on My Own” duet. (We’re still wiping our tears.)

Role Model (aka Tucker Pillsbury) gave us a super personal set filled with emotional lyrics and chill beats (and even brought Olivia Rodrigo). His crowd was one of the most loyal of the whole weekend.

@gracieambramsturkiye

Reason #6 Djo & Wallows: Indie boy energy

Stranger Things fans were living for multi-talented Djo (Joe Keery) on Saturday—his synth-pop performance was trippy, electric and somehow nostalgic yet futuristic at the same time.

Wallows also hit the stage with their guitar-led indie energy, performing for a massive crowd of flannel-wearing fans vibing to every word. Honestly? It was everything.

@lollapalooza

Final thoughts…

With Olivia, Sabrina, TWICE and Tyler all delivering headline-worthy moments, Lollapalooza 2025 felt like the festival of the year for fans of pop, K-pop, indie, and everything in between.

From surprise duets to tour announcements to era-endings, we laughed, we cried and we def screamed the lyrics. And we already want to go back.