Hailey Bieber’s 29 Best Looks of All Time—in Honor of Her 29th Birthday

1
November 13, 2025
JC Olivera//Getty Images2
October 29, 2025
Gilbert Carrasquillo//Getty Images
In another leather-on-leather look, Bieber attends WSJ. Magazine’s 2025 Innovator Awards in a black biker jacket and matching midi dress—both from Saint Laurent’s Spring/Summer 2026 collection.
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3
October 18, 2025
Taylor Hill//Getty Images4
October 17, 2025
MIHA, NINO, LELE//BACKGRID
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5
August 11, 2025
Hailey Bieber / Instagram
In a post shared to her Instagram, Bieber relaxes in an ultra mini polka dot dress with sheer sleeves, paired with her signature flip flops.
6
June 21, 2025
XNY/Star Max//Getty Images
While out for an evening in New York, Bieber turns heads in an electric green minidress from Dolce & Gabbana’s 2003 collection.
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7
June 21, 2025
TheStewartofNY//Getty Images
Stepping out in New York, Bieber embraces two of the year’s biggest trends—polka dots and capris—all in one go.
8
May 5, 2025
BACKGRID
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9
May 5, 2025
Getty Images10
May 1, 2025
courtesy of Hailey Bieber via Instagram
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11
April 30, 2025
XNY/Star Max//Getty Images
Bieber spends an NYC evening at Cafe Zaffri, wearing a silky ice-blue minidress—a vintage Gucci piece from the fashion house’s Spring/Summer 1998 collection, designed by Tom Ford.
12
February 18, 2025
Hailey Bieber / Instagram
Bieber celebrates the launch of her Sugar Cookie lip tint with a chocolate-brown minidress from Ferragamo Spring/Summer 2025, designed with a plunging neckline and sculptural accents.
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13
October 23, 2024
MEGA//Getty Images
Leaving Funk in Los Angeles with Justin, Hailey is seen in an oversized gray suit with strong shoulders and baggy trousers, paired with a burgundy tie and matching clutch.
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September 25, 2024
BACKGRID
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15
June 23, 2024
MEGA//Getty Images16
May 14, 2024
BACKGRID
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17
May 9, 2024
courtesy of Hailey Bieber via Instagram//Instagram
For her pregnancy announcement, Bieber poses in a bridal long-sleeve Saint Laurent maxi dress and matching lacy veil, with chunky sunglasses for a full old Hollywood glam look.
18
August 29, 2023
Gotham//Getty Images
Captured in what have since become iconic photos, Hailey and Justin take couples dressing to new contrasting heights, with her in a little red dress and him in a gray hoodie and Crocs.
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19
October 13, 2022
Rachpoot/Bauer-Griffin//Getty Images
While on a walk in Los Angeles, Bieber pulls out one of her effortless fall looks: a black leather jacket, white tee, and miniskirt. She dresses it down with chunky sneakers and sunglasses.
20
June 14, 2022
Gotham//Getty Images
Bieber steps out in NYC in a deep-cut blazer minidress (sans pants) and towering stiletto pumps, both courtesy of Saint Laurent by Anthony Vaccarello.
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