Olivia Rodrigo Joins The Smashing Pumpkins for Surprise 'Thirty-Three' Duet at Lollapalooza

Olivia Rodrigo returned to Lollapalooza in Chicago's Grant Park in late July 2026 — but this time not as a headliner. She popped up as a surprise guest during The Smashing Pumpkins' set, joining the band for a duet of "Thirty-Three," a track from their 1995 double album Mellon Collie and the Infinite Sadness. According to Consequence, which was first to publish footage of the performance, word of her appearance had already partly leaked via airport spotting photos before the festival.

What happened on stage

Rodrigo joined the Pumpkins during their Friday night set on one of Grant Park's outdoor stages. "Thirty-Three" is widely regarded as one of Billy Corgan's most personal songs, and was released as the album's fifth single back in 1995. The two acts have no prior on-record collaboration history, though Rodrigo has spoken in interviews about the influence of '90s alt-rock on her own songwriting — a stylistic thread that connects naturally to the Pumpkins' catalog.

A change of role from last year

Rodrigo headlined Lollapalooza in 2025. This year, she stepped back into a guest slot instead, making the Pumpkins collaboration a one-off cameo rather than a set of her own. Lollapalooza itself is one of North America's largest annual outdoor festivals, held every year in Grant Park.

What we don't know yet

The original coverage doesn't specify further details beyond the performance itself.