By Megan Riedlinger
8:02am PST, Jan 23, 2023
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Who's the best dressed woman in Hollywood these days? That's a tough call, but Hailey Bieber is certainly in the running. The beauty manages to stay true to her own sensibilities while also answering the call of any event or locale. And her athleisure prowess? Well, that's unmatched! Join Wonderwall.com as we take a look at our favorite Hailey fashion moments, starting with this chic number…
In January 2023, Hailey Bieber stepped out in New York City sporting a freshly cut bob and a chic ensemble — a collared knit sweater from Source Unknown, a gray pleated miniskirt from MISBHV and leather loafers from Proenza Schouler. She took on the brisk NYC weather in an oversized belted coat from Saint Laurent, which she paired with a Bottega Veneta purse.
Keep reading for more of our favorite Hailey fashion…
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Hailey Bieber happily hopped on the Barbiecore trend when she attended the Saint Laurent Womenswear Spring/Summer 2023 fashion show in a dusty pink skirt set by the luxury brand. Her patent leather pumps and leather hobo bag, both by Saint Laurent, were paired with jewels by Tiffany & Co.
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Hailey Bieber attended pal Kendall Jenner's 818 Tequila event in Los Angeles in August 2022 in a Blumarine cutout blazer dress accessorized with sheer thigh-high tights, Alexander Wang loafers and her go-to oval Balenciaga sunglasses.
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Hailey Bieber never misses when it comes to street style. While out and about in Los Angeles in November 2022, the star dished up some serious model-off-duty vibes in an oversized Wilson Vintage leather jacket with mustard yellow accents, a matching Prada shoulder bag, a Balenciaga baby tee, an Edikted micro miniskirt and chunky Balenciaga boots that all showed her love for playing with sizes and silhouettes.
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For WSJ. Magazine's Innovator Awards in November 2022, Hailey Bieber looked elegant in a ruched black Saint Laurent dress paired with satin sandals from the brand.
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Hailey Bieber arrived at the 29th annual ELLE Women in Hollywood Celebration in Los Angeles in October 2022, in this perfect slinky fall gown. The Saint Laurent pick, which featured a high neck, long sleeves and a fitted floor-length skirt, gave us excellent autumn vibes and the addition of burgundy pumps took it to the next level.
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In September 2022, Hailey Bieber arrived at a hotel in Paris in this sleek all-black ensemble. Comprised of a Philosophy di Lorenzo Serafini structured leather jacket, Trussardi cargo pants, Balenciaga boots and a Trussardi Levriero belt, this monochromatic moment was a standout in Hailey's recent style portfolio. She finished off the impossibly cool look with a small Balenciaga shoulder bag and oval Balenciaga sunglasses.
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Sure, she loves a skin-baring moment — but that doesn't mean she's against bundling up! In November 2022, Hailey Bieber wore this gorgeous double-breasted Wardrobe.Nyc coat atop a gray sweatsuit. Ensuring the coat was the star of look, Hailey opted for New Balance sneakers in the rain cloud colorway, a dark gray Bottega Veneta purse and minimalist Jennifer Fisher hoops. She kept things especially low-key with a blue baseball cap and YSL sunglasses.
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Hailey Bieber looked like she walked out of "The Matrix" in this black turtleneck minidress by Sportmax with exaggerated pockets on the hips paired with sleek Balenciaga shades and pointy-toe Jimmy Choo pumps for an outing in NYC in June 2022.
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Hailey Bieber looked stunning in a white midi-length Jil Sander dress with an asymmetrical scooped neckline paired with white slingback pumps as she left the "Good Morning America" studios in New York City in June 2022 after promoting Rhode, her skincare line.
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Hailey Bieber highlighted her long legs as she left her apartment in New York City and headed to dinner in June 2022 in a black-and-white houndstooth Saint Laurent blazer minidress, black peep-toe Saint Laurent platform heels and a bold gold cuff from Tiffany & Co.
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Hailey Bieber ditched heels in favor of platform Bottega Veneta loafers paired with white socks and rocked the casual look with a black mini and matching Aggi Isabella blazer as she headed to the "Good Morning America" studios in New York City in June 2022.
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A camel suit with flared trousers by Sportmax paired with two-tone Jimmy Choo heels made Hailey Bieber look like a boss as she left the "Live With Kelly and Ryan" studios in New York City in June 2022 after promoting her skincare line, Rhode.
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Take it from Hailey Bieber — you can never go wrong with a vintage leather jacket! The Rhode skincare line founder stepped out in New York City in May 2022 wearing a jacket from Worn Vintage, a cropped gray top, light-wash denim and chunky loafers by Marni.
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Lace tights as pants? Hailey Bieber pulled off this unexpectedly fab outfit addition while on hand for a Saint Laurent pre-Oscars event in March 2022. The beauty paired the semi-sheer Saint Laurent tights with briefs, a white crop top and a Saint Laurent jacket for an edgy, sharp look.
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Hailey Bieber rocked this Acne Studios black leather coat with burnt orange flame details over top a black Miaou leather corset then added baggy Maryam Nassir Zadeh jeans and pointy-toe pumps in February 2022.
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Hailey Bieber continuously nails athleisure, and this high-low casual fashion combo is a perfect example of why. She stepped out in Los Angeles after a workout in January 2022 in this stellar monochromatic ensemble — a puffy Prada coat with a matching bandeau paired with high-waisted Alo leggings. She also added slouchy socks and chunky Aime Leon Dore x New Balance sneakers. Next up? We've got to take a closer look at that coat…
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Hailey Bieber's red carpet vibe straddles edgy and elegance, exemplified by this Saint Laurent moment at LACMA's Art + Film Gala in Los Angeles in November 2021. Her three-quarter-length-sleeved evening gown included a plunging neckline and a column-style skirt for a chic silhouette that was made less safe with the addition of some chunky jewelry…
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Hailey Bieber added chunky gold bracelets from Tiffany & Co., diamond drop earrings and a dark red lip to make this sleek white gown a little edgier.
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While spending time in Paris in June 2021, it was only fitting that Hailey Bieber dressed the part of a chic Parisian. The star upped her fashion game in this halter-style LaQuan Smith dress that featured a triangular cut-out below the bust and added strappy tan Femme Los Angeles heels, shades by The Attico x Linda Farrow and a tiny tote from Little Liffner.
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Cool and cozy? A few months before Hailey Baldwin officially became Hailey Bieber, the model stepped out in New York City in May 2019 in these stunning coordinates by Nanushka. The rich caramel color paired perfectly with her Gucci fur mules. She added a Jacquemus bag and Celine shades to complete her enviable street style.
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A matching exercise set is a common Hailey Bieber fashion choice, but this olive green pairing is one of our all-time faves. She rocked the one-shouldered bra top and high-waisted matching leggings in the green hue with a pair of cheery green New Balance sneakers and a matching sweatshirt draped over her arm for a fun multihued yet still monochromatic getup.
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That collar! The crop! Hailey Bieber's look at the ELLE Women in Hollywood Celebration in Los Angeles in October 2021 goes down as one of our favorites from the star. Staying true to her edgy-elegance vibe, the wide white collar detail juxtaposed with the bare midriff and ankle-length silhouette made this Miu Miu look a classic Hailey fashion moment.
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Running errands never looked so chic! Hailey Bieber stepped out in Los Angeles in December 2019 in this cream knitted Jacquemus cropped sweater paired with tan Gramicci trousers rolled at the ankles, which showed off her leather Balenciaga shoes perfectly. Completing the look? A bag by Staud and Celine shades.
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Blazer-style dresses can be hit or miss. The version Hailey Bieber wore in Los Angeles in March 2021 — a tan Jil Sander piece with a button detail and an asymmetrical hemline — proved to be the former. When it came time to style the pretty pick, she added simple black heels but went rogue with her bag, choosing a zebra-print Bottega Veneta purse that added a little spice to the mix.
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The statement sneaker! In January 2022, Hailey Bieber embraced this trend that lent itself perfectly to the athleisure craze and rocked a chunky multicolored Balenciaga shoe with an otherwise all-black ensemble: an Acne Studios turtleneck sweater and Set Active leggings topped with a bomber jacket.
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An oversized long-sleeved T-shirt doesn't seem like a fashion statement on the surface, but Hailey Bieber stepped out in Beverly Hills in October 2021 in the simple piece and somehow made it a style staple. Worn like a minidress, the Jets shirt fell to mid-thigh on the model. The addition of socks and sneakers made this casual look feel effortless yet chic.
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Socks and sandals are a controversial fashion choice, but Hailey Bieber made a case for the combo in Los Angeles in October 2021. The model rocked her usual fabulous athleisure wear — this time a matching black cropped tank top and legging set underneath a baggy leather jacket — with white socks and chunky black sandals for a low key, off-duty-supermodel vibe.
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Leather jackets are a Hailey Bieber staple, and this December 2021 outing highlighted one of our favorite ways she wears them. A Balenciaga baseball hat topped off this look — a baggy Balenciaga leather jacket paired with a white crop top, baggy jeans and chunky leather penny loafers by Marni.
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Back when she was still Hailey Baldwin, the future Mrs. Bieber wore this amazing Zadig & Voltaire look in New York City in February 2019. Her gray plaid suit paired with a hot pink turtleneck made for a delightful and surprising color combination, and completing the look with pointy-toe white pumps really sealed the deal.
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PVC leggings and polka dots? Though the two don't seem like they'd mesh well, Hailey Bieber showed that they can exist in fabulous fashion harmony when she stepped out in Los Angeles in November 2020. With a leather jacket to top things off and pointy-toe pumps, this look scored an A+.
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Imagine matching your look to your Lamborghini? That's what Hailey Bieber did in Los Angeles in January 2020 when she rocked a cream-hued Arje shearling jacket that matched the shade of her luxury car. She also rocked a white tank and pale denim by Brandy Melville with chunky studded sandals by Chloe Gosselin. When it came time for a bag, she tapped one of her favorite designers, Bottega Veneta, this time selecting their Padded Cassette purse.
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Monochrome with a twist! This look that Hailey Bieber wore in Los Angeles in January 2020 might be one of our very favorites on the model — a Bottega Veneta blazer paired with a Mandkhai bandeau and matching trousers in a muddy brown shade. Adding a pop of color? The Bottega Veneta sandals she added along with a bag from By Far.
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Denim on denim, Hailey style! Hailey Bieber stepped out in Beverly Hills two weeks after her wedding in September 2019 in this double-denim look. Her oversized Maison Margiela shirt might as well have been a dress, but when left open and paired with a black crop top and low-slung baggy jeans on the bottom, it made for a serious fashion statement. Next up? A better look at her accessories…
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Hailey Bieber added some layered necklaces — including a XIV Karats diamond necklace that read "Wifey" — and Celine sunglasses to finish off her Beverly Hills fall look.
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Another time Hailey Bieber took on denim on denim and won? In October 2020 when she stepped out in New York City in a Vivienne Westwood ensemble comprised of a cropped jacket and corseted trousers all made of recycled denim. She added her trusty Nike Air Force Ones to give this dressier denim a more casual vibe.
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Pink and purple perfection! Hailey Bieber looked like a dreamy cotton candy sunset while stepping out in Paris in June 2021. The fashionista paired a pale pink Raf Simons top with a silky lilac skirt by The Attico and tied things together with Chanel loafers and a matching purple Bottega Veneta bag.
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It doesn't get much better than blush velvet! Hailey Bieber donned the feminine, rich fabric for the Nickelodeon's Kids' Choice Awards in March 2021. We fell hard for these Alessandra Rich coordinates — a bandeau top and a high-waisted, fitted midi-length skirt — which she paired with matching Jimmy Choos.
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This edgy Jacquemus blazer in a pretty light green shade served as the perfect piece upon which to build an outfit. Hailey Bieber was headed to a meeting in West Hollywood in August 2020 when she wore the unique piece, which featured a strap across the center, over a Jacquemus bralette and high-waisted Levi's shorts. Completing this high-fashion street style? A pair of boots from By Far.
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Sequined dresses don't have to give off a prom vibe. During a night out in Paris in February 2020, Hailey Bieber showed the right way to wear sequins when she stepped out in this stunning long-sleeved Saint Laurent number to which she added pointy-toe pumps and a red lip.
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Monochromatic mustard! Hailey Bieber took in Paris in February 2021 in this head-to-toe rich yellow look, kicking things off with a fuzzy bucket hat. The largely Stand Studio look (the brand is behind the pantsuit and hat) was paired with an equally bold yellow sweater by Petar Petrov and completed with a totally unexpected (but totally Hailey!) shoe choice — Nike Air Force 1s.
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Oh, to borrow from Hailey Bieber's coat closet! This phenomenal collared long leather jacket is one we often think back on — she's seen here wearing it in Los Angeles in January 2020. It doesn't even matter what's underneath, as it upgrades any outfit, but she of course still nailed this look with a black high-necked tee tucked into rolled-up denim, all finished off with chunky combat boots.
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Hailey Bieber was ready or dinner in Paris in February 2020 in this gorgeous all-brown ensemble — a belted blazer-style dress by Mulberry paired with tall Amina Muaddi leather boots.
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A red zebra-print blazer by Philosophy Di Lorenzo made this otherwise straightforward look stand out on Hailey Baldwin back in May 2019. The model popped the busy jacket atop a black Fear of God sweatshirt, some straight-legged denim and a pair of Saint Laurent sock pumps.
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Hailey Bieber wowed in this Saint Laurent minidress with the deepest neckline we've ever seen her rock. The model wore this sleek little sequined number, which she accessorized with a leather belt and black pointy-toe pumps, to the InStyle and Warner Bros. Golden Globe Awards afterparty in January 2020.
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We're still thinking about this denim shirt that Hailey Bieber wore back in March 2020! The See by Chloe top featured checkered plaid sleeves and looked amazing over top a cropped black turtleneck and baggy Natasha Zinko jeans.
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We're not quite sure anyone else could pull off this mix as flawlessly as Hailey Bieber. Check out the way the star expertly mixed the bizarre combo of a Jil Sander blazer with a sweatshirt underneath paired with baggy brown PVC trousers and Yeezy boots while out in Los Angeles in December 2019.
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Though many of Hailey Bieber's Met Gala looks weren't top tier, her 2021 showing in Saint Laurent marked one of our favorites. Though the slinky black gown looked sleek and straightforward from afar, it featured a gorgeous embellished neckline up close…
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Stunning! Hailey Bieber's Saint Laurent gown included a scalloped and embellished neckline that complemented her diamond choker flawlessly. And though we typically don't like sunglasses on the red carpet, the addition made sense considering the "In America: A Lexicon of Fashion" theme. Only one other Met Gala look from Hailey makes the list…
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Before she was Hailey Bieber, Hailey Baldwin attended the 2018 Met Gala in a beautiful pale blue ballgown by Tommy Hilfiger that included dreamy off-the-shoulder sleeves, a sky-high slit and a train that flowed behind her.
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We loved this fresh take on a white button-down. Hailey Bieber stepped out in Los Angeles in February 2020 in an oversized Balenciaga shirt with Levi's high-waisted denim shorts and added socks and Nike Air Force 1s to finish the simplistic yet stylish getup.
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Wearing a look fresh off the runway while running errands? Leave it to Hailey Bieber, who wore this all-Balenciaga ensemble — a white hoodie underneath a red pantsuit paired with white sneakers — in Los Angeles in December 2019.
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Hailey Bieber never shies away from a good leather moment, and this leather-on-leather getup is one of our favorites. She wore the edgy combo — a long leather jacket with quilted details atop a black T-shirt and leather leggings paired with heeled boots — while stepping out in Los Angeles in January 2020.
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Bright pink Bottega Veneta? Yes, please! Hailey Bieber showed off this bubblegum pink combo — a cropped boucle jacket paired with a matching minidress and bag in the same fabric — adding strappy pink pumps by Femme Los Angeles to complete the sweet ensemble.
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A casual Chanel moment? Yep, Hailey Bieber sported this sweet black-and-white Chanel sweatshirt with denim cutoffs in May 2020 while out in Los Angeles, adding slouchy socks and white sneakers (and black gloves and a mask as it was early in the pandemic).
