Fashion These Are Zendaya's 40 Best Outfits of All Time Don't make us pick a fave. By Shelby Comroe Published on September 26, 2023 @ 06:02PM Trending Videos Close this video player Photo: Getty Images Zendaya is the embodiment of a multihyphenate. She's rapidly ascended to icon status in every facet of her career. From her early dancing days on Disney Channel's Shake It Up to winning multiple Emmys for her captivating portrayal of Rue in Euphoria, she's shown her depth and range. She’s an undeniable force in the entertainment world, transitioning seamlessly to lead roles in films like Malcolm & Marie and Dune, and of course, the Spider-Man franchise. Offscreen, her fashion game is unmatched. Much of that sartorial brilliance can be attributed to her longtime stylist, Law Roach. Together, they've transformed Zendaya from a Disney darling to fashion royalty. Today, she might dazzle in a look fresh off the runway; tomorrow, she could be in a vintage Balmain dress from 1956. And with Roach's guidance, she hasn't just claimed the CFDA Fashion Icon award (as its youngest winner, no less) but also joined forces with fashion powerhouses like Valentino, Bulgari, and Louis Vuitton. The actress’s long list of achievements could fill pages, but today, we focus on fashion. From custom couture to pieces of the past, we’ve rounded up Zendaya’s best style moments. Zendaya on Where We Go from Here 01 of 40 Lady in LV Antoine Flament/Getty Images Zendaya recently added another major fashion house to her stacked résumé: Louis Vuitton. In April, she was unveiled as their latest ambassador, fronting a campaign for the Capucines bag. Come June, she graced Pharrell Williams’s debut show for the label wearing a patterned sequin set. 02 of 40 Sexy Suiting Daniele Venturelli/Getty Images In June 2023, Zendaya attended the opening of the Bulgari Hotel in Rome in a sparkling Valentino suit and a sexy sheer top. 03 of 40 Icons Only Claudio Lavenia / Getty Image Someone get this photo in the Louvre! Pictured alongside her stunning co-ambassadors Anne Hathaway and Priyanka Chopra, Z glittered in Bulgari diamonds while celebrating the Bulgari Mediterranea High Jewelry collection. 04 of 40 Lovely in Leather Greg Doherty / Getty Images We’re diving into Zendaya’s vintage archive highlights with a show-stopping Versace dress from the F/W 2001 collection, worn to CinemaCon in April 2023. The gown is a mixture of patterned fabric and buttery soft leather. 05 of 40 Vested Interest Greg Doherty / Getty Images To promote her film at CinemaCon 2023, Zendaya graced the carpet in this suiting-inspired Louis Vuitton jumpsuit from the Fall 2023 collection. 06 of 40 Coachella Cool Michael Loccisano / Getty Images Zendaya made a surprise on-stage appearance at Coachella to perform songs from the Euphoria soundtrack with Labrinth during his set. She hit the stage in a pink Roberto Cavalli dress from 2004 styled with Christian Louboutin over-the-knee boots. 07 of 40 Wild Child Edward Berthelot / Getty Images In March 2023, Zendaya made a stylish entrance at the Musée d’Orsay in paris to see Nicolas Ghesquière’s latest Louis Vuitton collection. She was seated front row at the presentation and donned a black and tan tiger-print shorts suit, paired with matching knee-high boots, layered necklaces, and a monogrammed LV bag to complete the look. 08 of 40 Pretty in Pink Axelle / Bauer-Griffin / Getty Images The actress graced the red carpet at the 2023 SAG Awards in a bespoke pink gown designed by Valentino's creative director Pierpaolo Piccioli. The dress featured a sculpted bodice and a skirt adorned with 190 meticulously hand-stitched rosettes. Of course, glittering Bulgari jewels finished off this look. 09 of 40 Vintage Versace Frazer Harrison / Getty Images At the 2023 NAACP Image Awards, Zendaya showcased two distinct vintage looks: The first was a black and green strapless Atelier Versace gown from the Spring/Summer 2002 collection. 10 of 40 Star Girl Bennett Raglin / Getty Images She later changed into a vintage Prada two-piece with a twist. Law Roach, the mastermind behind the outfit, reworked the Spring/Summer 1993 look; while the original paired with trousers, Roach swapped them for a skirt. 11 of 40 Polished Prep Jeff Kravitz / Getty Images For a Euphoria event, she opted for a polished-prep aesthetic, donning a classic black polo paired with a Schiaparelli Padlock Pencil Wrap Skirt and sleek Christian Louboutin suede pumps. The crowning touch? Her sophisticated bob cut. 12 of 40 Fierce in the Front Row Pascal Le Segretain/Getty Images Wearing a sparkling black logo look, the star beamed at her fashion partner-in-crime, stylist and "image architect," Law Roach, as they sat front row at Valentino's Spring/Summer 2023 show. 13 of 40 Red Hot David Livingston / Getty Images At HBO’s 2022 Emmys party, Zendaya dazzled in a fiery Valentino couture gown, perfectly complemented by the ultimate accessory: her Emmy award for Best Actress in a Drama Series. 14 of 40 Old Hollywood Michael Buckner / Getty Images At just 26, Zendaya is the youngest two-time winner for acting in Emmys history. The Euphoria star channeled Old Hollywood glamour in a custom black Valentino gown accentuated by a Bulgari choker, studs, and rings. Her hair, elegantly styled into a classic updo and adorned with a black ribbon, perfectly completed the look. 15 of 40 Shopping in Soho Gotham / Getty Images Zendaya never misses an opportunity to make a fashion statement on the red carpet or a day out. Case in point: a shopping day in SoHo. She was seen perusing boutiques alongside stylist and friend Law Roach. Her laid-back look featured light wash jeans, a striped button-up (stylishly worn open for a hint of skin), a refined, tailored blazer, edgy black boots, and chic sunnies. 16 of 40 VIP Access Taylor Hill / Getty Images At the Time 100 Gala in 2022, Zendaya and her stylist got a rare opportunity to pull from Bob Mackie's coveted archives. The actress wore a teal and turquoise silk faille, emerald velvet strapless couture ball gown from the Autumn/Winter 1998 collection. 17 of 40 Borrowed from the Boys Emma McIntyre / Getty Images At an HBO Max event in 2022, Zendaya turned heads in a striking monochromatic gray ensemble by Fear of God, originally shown during the men's runway show. Cleverly tailoring it to her style, the pantsuit was transformed with a tucked-in top and high-waisted trousers while retaining the menswear vibe thanks to the oversized blazer. This androgynous look was paired with Louboutin pumps and glittering Bulgari jewels. 18 of 40 Flower Power @zendaya / Instagram Zendaya and Roach have carved out a reputation for nabbing the hottest looks shortly after their runway debut. Case in point: Zendaya posted an Instagram snap donning a white lily silk gown from Loewe’s Spring/Summer 2023 collection — weeks before it hit the runway. 19 of 40 Oscars Magic David Livingston/Getty Images As the 2022 Oscars most eagerly anticipated guest, Zendaya certainly delivered. The Dune star stunned in a custom Valentino ensemble, pairing a white satin cropped shirt with a shimmering silver sequined skirt. Those well versed in fashion history quickly drew parallels to Sharon Stone’s iconic 1998 Oscars outfit. Acknowledging the homage, Zendaya’s stylist, Law Roach, later remarked on Instagram, "I love a girl that gets a reference." 20 of 40 Well Suited Doug Peters / Getty Images For the 2022 Oscars Red Carpet and the Vanity Fair Oscar Party, Zendaya took the reins and did her own makeup. As a Lancôme ambassador, she opted for a metallic-smoky cat eye. Complementing her makeup, she donned a sharp Sportmax suit featuring a waist-cinching blazer, matching trousers, a purple shirt, and a sleek tie. And, as the cherry on top, she sparkled with a Bulgari diamond lapel pin, rings, and stud earrings. 21 of 40 Sleek LBD Donato Sardella/Getty Images Zendaya attended the 2022 Saint Laurent pre-Oscars event hosted by the brand's creative director, Anthony Vaccarello. The actress wore an elegant long sleeve black gown by Saint Laurent, complemented by an abundance of bangles seen on the runway. 22 of 40 Pop of Pink Arnold Jerocki/Getty Images In March 2022, Zendaya attended Valentino’s Pink PP Collection in the color of the moment. Valentino Creative Director Pierpaolo Piccioli worked alongside the Pantone Color Institute to develop the shockingly bright color (that would of course take over for months and months). 23 of 40 Vintage Valentino Jeff Kravitz/Getty Images Just before turning heads in Valentino’s current signature electric hot pink, Zendaya opted for a more muted palette at the Euphoria season premiere. Channeling classic '90s supermodel vibes, she donned a vintage Valentino black and white striped gown, famously worn by supermodel Linda Evangelista in 1992. 24 of 40 Leaning into the Theme Axelle/Bauer-Griffin/Getty Images On December 13, Zendaya attended the world premiere of Spiderman: No Way Home, embracing the theme wholeheartedly. The actress stunned in a custom Valentino dress adorned with black spiderwebs — we love the commitment! One would argue that her best accessory were the glittering Bulgari jewels, but we disagree. It was boyfriend and costar Tom Holland, also styled by Law Roach for the occasion in a Prada suit. Zendaya’s Ring Appears to Be Engraved With Her Boyfriend Tom Holland's Initials 25 of 40 Chainmail RB/Bauer-Griffin/Getty Images When Zendaya appeared on Jimmy Kimmel to promote Spiderman: No Way Home she did so in style. For the occasion, she wore a white suit paired with a chainmail top from Balmain’s Spring/Summer 2022 collection by Olivier Rousteing. 26 of 40 Spidey Senses Karwai Tang / Getty Images For the London premiere of Spider-Man: No Way Home, Zendaya's spidey senses were once again tingling. The star paid tribute to the franchise in a full Alexander McQueen look. The crystal embroidery on her double-breasted blazer and thigh-high boots resembled webbing, and the pièce de résistance? Spiderweb earrings featuring a spider-and-pearl pendant. 27 of 40 Classic with a Twist Marc Piasecki/Getty Images In a subtler nod to the Spider-Man universe, Zendaya donned a Roberto Cavalli dress. Our favorite vintage king, Law Roach, selected this piece from Cavalli’s Autumn/Winter 2000 collection for the Ballon d’Or Ceremony in Paris. The dress's standout feature? A gold metal spine adorning the back. Fans speculated that it might be a clever homage to Spider-verse villain Dr. Octopus. 28 of 40 Icon Status Gilbert Carrasquillo/Getty Images In 2021, Zendaya became the youngest recipient of the CFDA’s Fashion Icon award, joining esteemed past winners like Beyoncé, Rihanna, Lady Gaga, and Naomi Campbell. True to her title, she radiated fashion icon status at the CFDA awards, dressed in a custom two-piece red ensemble by Vera Wang. The outfit, consisting of an abs-baring bandeau and a coordinating peplum skirt, was elegantly accessorized with statement Bulgari jewels. 29 of 40 Hollywood Royalty Samir Hussein/WireImage/ Getty Images Behold the reigning king and queen of Hollywood. And boy, did they live up to their titles. Standing beside her Dune co-star Timothée Chalamet, Zendaya looked out-of -this-world in a futuristic Rick Owens gown for the screening of the sci-fi epic. 30 of 40 When in London Tim P. Whitby/Getty Images At a 2021 photocall for Dune, the iconic London Eye served as Zendaya's backdrop. Embracing the city’s style heritage, she opted for a Vivienne Westwood look. Again dressing to the theme, she wore a chained corset paired with a checkered skirt from Westwood’s Spring 2020 collection for the occasion. 31 of 40 Fresh off the Runway Emma McIntyre/Getty Images The actress graced the 2021 Women in Film Awards in a cutting-edge cotton dress featuring an oversized gold plate, straight from Loewe’s Spring/Summer 2022 collection — just days after its runway debut. The girl truly has unparalleled fashion pull. 32 of 40 The First Kristy Sparow/Getty Images For the Paris premiere of Dune, Zendaya wore an oxblood long-sleeved crop top paired with a matching skirt featuring a shearling trim. This ensemble is particularly significant, as she was the first to wear a piece from Pieter Mulier’s eagerly awaited debut Spring 2022 collection for Alaïa. 33 of 40 Hand Sculpted Alessandra Benedetti / Getty Images Zendaya was the undeniable highlight of the 2021 Venice Film Festival. She looked breathtaking in a bespoke Balmain leather gown, meticulously sculpted to her body, giving an illusion that the dress was wet and adhering to her skin. Balmain detailed the dress's creation on Instagram, revealing that the custom leather piece was crafted using an exact mold of Zendaya's bust. 34 of 40 A Nostalgic Nod Axelle/Bauer-Griffin/Getty Images Ever the style shapeshifter, Zendaya embraced a nostalgic nod for the Space Jam premiere in 2021. Dressed in a colorblocked shorts suit from Moschino's Resort 2022 collection, she channeled her animated counterpart, Lola Bunny. The look, courtesy of Jeremy Scott, echoed the hues of Lola Bunny’s Tune Squad jersey. 35 of 40 Borrowed from Beyonce Bennett Raglin/Getty Images Paying homage to an icon alongside another icon at the 2021 BET Awards, Zendaya posed with Lil' Kim and wore a vintage Versace look reminiscent of the dress Beyoncé wore to the 2003 BET Awards. 36 of 40 Sunshine Chris Pizzello-Pool/Getty Images At the 93rd Academy Awards, Zendaya hit the red carpet in a radiant, sunshine-yellow custom Valentino gown. The vibrant dress showcased a sexy cut-out, perfectly accentuating her standout Bulgari necklace, which boasted two diamond collars and a central yellow cushion cut diamond, complementing her gown. As if that wasn't enough, she also sported a 30-carat diamond ring and yellow diamond drop earrings. 37 of 40 Statuesque Chic Kevin Mazur/Getty Images Zendaya’s outfit from the 2020 Critics' Choice Awards is hands down one of our favorites. The actress dazzled in a look from Tom Ford’s Spring/Summer 2020 collection, which showcased a striking hot pink breastplate (with an equally striking price tag at around $15,000) and a matching flowy skirt. 38 of 40 White Out Christian Gilles / Getty Images At the GQ Australia Men of the Year Awards, Zendaya elegantly reimagined classic masculine attire with a sultry twist. She donned a cropped white skirt suit by Mônot, a brand known for its seductive, body-baring designs. A pair of gold statement earrings completed the sleek look. 39 of 40 Modern-Day Mermaid Matt Winkelmeyer/Getty Images For the 2019 Emmys, Roach collaborated with Vera Wang to create a bespoke emerald green gown featuring a sheer bustier and daring thigh-high slit. Paired with her fiery red hair, Zendaya looked like a modern-day Poison Ivy. 40 of 40 New Suit Clint Spaulding/Getty Images For the second installment of her collaboration with Tommy Hilfiger, the debut collection of their partnership was first showcased in Paris. Pictured outside the Apollo Theater, where the TommyxZendaya Fall 2019 collection took center stage, Zendaya stood out in a '70s-inspired snakeskin suit, encapsulating the essence of the show.