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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.

14

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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