5 Best Moments From Chappell Roan’s Jam-Packed Set at Lollapalooza 2024

From her style to her crowd size, here are the most unforgettable details of the Lolla main stage debut.

Chappell Roan performs during 2024 Bonnaroo Music & Arts Festival on June 16, 2024 in Manchester, Tenn.

Erika Goldring/Getty Images

Even with the unforgiving heat looming over the crowd during the opening afternoon at Lollapalooza 2024, seemingly every fan in attendance left their pockets of summer shade on Thursday (Aug. 1) for a clear view of Chappell Roan’s entrance. The vertically challenged climbed their partners’ shoulders; others slipped through gaps in the tightly packed parkway in Chicago’s Grant Park.

As the clock struck 5 p.m., the exploding pop star rose onto the T-Mobile Stage, and was welcomed with cheers that stretched across the southern section of Grant Park. Roan came out to the anthem “Femininomenon” while dressed in a cotton-candy-colored outfit with a luchador-style mask covering her face, but once she dove into dance-pop tunes like “Naked in Manhattan” and “Red Wine Supernova,” she unveiled the face that has quickly become a mainstream fixture, and let her fiery amber hair loose. She swooned the crowd with her theatrical moves and striking vocal runs, as flashing lights and fireworks helped turn Lollapalooza into a 1980s-style music video.

Roan’s command of an audience as large as Lolla’s shouldn’t be a surprise. The self-proclaimed “Midwest Princess” has sprinkled her musical fairy dust across continental lines on her global tour, and her enchanting stage presence was on full display during the opening day of the festival. Roan transitioned from sultry tunes like “After Midnight” to campy dance jams like “Good Luck, Babe!,” giving license to sequenced fist pumps, dance moves and percussive chants among the crowd. “Thank you for having me Lolla!” she screamed — although on Thursday afternoon, Lolla was no doubt thankful to have the ascendant star on its main stage.

Here are five of the best moments from Roan’s Lollapalooza set.

The Slower Moments

While the sonic potpourri of Roan’s 2000s-inspired pop records garnered the biggest receptions at Lollapalooza, Roan fell to her knees to deliver tales of past hookups on “Casual” and the emotionally rich heartbreaker “Subway.” These setlist entries brought balance to Roan’s high-powered performance, which prompted shared hugs and kisses among festival-goers.

The Vocal Shapeshifting

Roan has amassed a sprawling fan base for several reasons, but those not paying close attention may not expect the breadth of her vocal ability. At Lollapalooza, Roan continued to prove she’s a musical acrobat who can seamlessly leap from whimsical pop tunes to roaring ballads on a dime. Her vocal power allows for such versatility — and part of the fun of attending a Chappell Roan show is watching the audience try to match it, howling and bellowing in charming attempts to match her flowing harmonics.

The Outfit

Roan, whose aesthetic is often influenced by glittery drag style, chose to go with a (relatively) muted outfit choice at Lollapalooza: the artist dressed in a wrestling-inspired short-sleeved bodysuit, with colors bursting in blue and pink highlights, lots of fringe and a silver star belt. Despite the 90-degree heat, she sported a luchador mask — but only for a few minutes. Once she settled on stage, Roan turned to the crowd to let her strawberry-colored hair and silver face paint grace the sun.

The Welcomed Theatrics

Long before she rose to pop stardom, Roan was a theater kid whose Hollywood dreams first bloomed in her hometown of Springfield, Mo. Her Lollapalooza set was full of flashes of her dramatic training, as she twirled on stage, belted out ballads with Broadway fervor and often grabbed her chest to further emphasize the emotional notes. Then she made a full split halfway through her set, leading to some of the loudest audience roars of the day.

The Global Fandom

While she’s crowned the “Midwest Princess,” Chappell Roan’s fandom stretches far and wide, beyond the confines of Lollapalooza. Festival-goers ventured from around the world to attend Chicago’s annual music festival, and shots of the crowd size started going viral before the set had concluded. Roan’s mountainous vocals and crowd-pleasing tunes forged one of the better performances on day one, and with her global success in full bloom, it’s safe to say Roan has graduated from “Midwest Princess” to international star.

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