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Jennie Mixes Feathers, Leather and Biker Boots at Lollapalooza

Ann Demeulemeester
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Jennie Mixes Feathers, Leather and Biker Boots at Lollapalooza

Fresh off the release of “Less Than a Lover,” the Blackpink member wore an Ann Demeulemeester look for her first Lollapalooza performance.

By Maggie ClancyPlus Icon Maggie Clancy

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View All August 2, 2026, 2:36pm Jennie performs during her Lollapalloza 2026 headlining set on Saturday night in a head-to-toe Ann Demeulemeester look.Jennie Kim at The 2026 Met Gala Celebrating "Costume Art" held at The Metropolitan Museum of Art on May 04, 2026 in New York, New York.Jennie at The 2026 TIME100 Gala held at Jazz at Lincoln Center on April 23, 2026 in New York, New York.Jennie Kim at the Chanel fashion show as part of Paris Fashion Week Fall 2026 held at Grand Palais on March 09, 2026 in Paris, France. (Photo by Swan Gallet/WWD via Getty Images)NEW YORK, NEW YORK - FEBRUARY 13: Jennie Kim, aka JENNIE of BLACKPINK and global brand ambassador for Calvin Klein, attends the Calvin Klein fashion show during New York Fashion Week on February 13, 2026, in New York City. (Photo by Gilbert Carrasquillo/GC Images)View ALL20 Photos

Jennie brought Ann Demeulemeester’s romantic military language to Lollapalooza 2026, balancing cropped regimental tailoring with black leather layers, feathered accessories and the label’s Sarith engineer biker boots.

Jennie performs in an Ann Demeulemeester look during 2026 Lollapalooza Festival at Grant Park on Saturday. Jennie Kim outfits, Lollapalooza style, onstage style
Jennie performs in an Ann Demeulemeester look during 2026 Lollapalooza Festival at Grant Park on Saturday.WireImage

The Blackpink member headlined the festival’s third night at Grant Park in Chicago on Saturday night, just over a week after releasing her latest solo single, “Less Than a Lover.” For the set, she wore a look drawing from Stefano Gallici’s fall 2026 collection for the Belgian-born label.

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Jennie left the cropped oyster-colored jacket open over a black leather bralette fastened with a small buckle at the center. The jacket was cut with a firm shoulder line and epaulets, while rows of silver-toned buttons and horizontal white bands brought in the regimental reference.

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Jennie performs in an Ann Demeulemeester ensemble drawing from the label
Jennie performs in an Ann Demeulemeester ensemble drawing from the label’s fall 2026 collection during Lollapalooza.FilmMagic

Below the bralette, Jennie wore loose, black leather trousers with a high, lace-up cummerbund. She left a tan belt slightly undone, letting it hang down the front, and tied a black-and-white scarf at her hip.

Jennie softened the military and biker references with Sann ruffled cuffs, pulling them over her forearms and letting the lace ribbons trail from her wrists. She wore the label’s white feathered knit headband with crochet roses low across her forehead, keeping her soft waves in place. Sam Woolf, who also has also worked with Doechii, Latto and Bebe Rexha, styled the look.

CHICAGO, ILLINOIS - AUGUST 01: Jennie performs onstage during Lollapalooza at Grant Park on August 01, 2026 in Chicago, Illinois. (Photo by Joshua Applegate/WireImage)
Jennie performs onstage during Lollapalooza.WireImage

For fall 2026, Gallici paired the same romantic details with regimental coats, cropped Napoleon jackets and biker leather. In her WWD review, Sandra Salibian pointed to the collection’s “poetic ruffled blouses” and “stompy boots.” Jennie condensed those ideas into a cropped, subtly skin-baring performance look.

The Ray-Ban global brand ambassador finished the look in Ann Demeulemeester’s sand-brown Sarith Engineer Biker Boots, a suede style with darker rounded toes, low stacked heels and wide buckle straps. The style joins a growing run of Ann Demeulemeester boots in celebrity wardrobes this year. Dua Lipa has repeatedly worn the Sarith silhouette in black, while Charli XCX chose a distressed brown version at Sundance. Kendall Jenner has also favored the label’s more pared-back Bente boots.

Lord Huron performs at the Saenger Theatre July 25, 2026, in New Orleans, Louisiana. (Erika Goldring Photo)
Lord Huron performs at the Saenger Theatre July 25, 2026, in New Orleans, Louisiana. (Erika Goldring Photo)Erika Goldring

Earlier in the week, Jennie joined Tame Impala in Boston for their first live performance together of “Dracula,” wearing a recreation of a Betsey Johnson spring 1999 design with Veronica Beard Analita patent leather halter sandals. Her Saturday set followed a rain-delayed start at Grant Park. Lollapalooza closes Sunday with Tate McRae and the xx headlining the final night.

Jennie’s 2026 Shoe Style, from Festival Boots to Fashion Show Pumps [PHOTOS]

Jennie Mixes Feathers, Leather and Biker Boots at LollapaloozaJennie Mixes Feathers, Leather and Biker Boots at LollapaloozaBlackpink View Gallery

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Jennie Mixes Feathers, Leather and Biker Boots at Lollapalooza

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