From Jenna Ortega and Reese Witherspoon to Noah Wyle and Matthew Rhys, numerous stars have solidified their status as the best-dressed individuals ever at the Emmy Awards. The red carpet has consistently served as the premier platform for celebrities to showcase impeccable suits, exquisite couture gowns, and unforgettable jewelry. Zendaya, in particular, has consistently risen to this sartorial challenge.

The Euphoria star, nominated for Outstanding Lead Actress in a Drama Series at the 2026 Emmys on September 14 for her role in the HBO series, has a history of delivering exceptional red carpet looks. At the 2022 Emmys, where she secured her second Lead Actress trophy for portraying Rue Bennett, she exuded chic elegance in a black Valentino ballgown featuring a peplum bodice adorned with a bow. However, her Poison Ivy-inspired ensemble at the 2019 awards truly stole the show: a custom silk charmeuse Vera Wang creation with a sheer corset and a daringly high slit.

For Zendaya, her outfits transcend mere award-winning aesthetics. She revealed in November 2024, "Fashion, in many ways, is a tool for me. I consider myself a shyer person, which I guess you wouldn't quite realize from the crazy, sometimes ridiculous things that I wear. But it's my armor." She and her stylist, Law Roach, even craft backstories for each outfit. "We give them little backstories," she explained. "It does help to create this little persona every time you come out. I just embody this girl—whoever this woman is tonight. It makes the whole process easier because it's not yourself; it's a version of yourself."

Zendaya isn't the sole celebrity experimenting with new styles at the Emmys. Seth Rogen, for instance, has embraced bolder colors, appearing in a pumpkin-spice Brioni look in 2021 and an all-white Brunello Cucinelli tuxedo the following year. He shared in July 2023, "Last year was my first full-on awards season that I've been invited to participate in any capacity. It's a lot of black tie and tuxedos, which I'm not usually wearing 15 of in a year." Rogen, who accepted his Outstanding Lead Actor trophy for The Studio at the 2025 event in a brown velvet custom Etro number, added, "With tuxedos, I try to go for color, and there was a green silk tuxedo I almost wore that I was pretty excited about."

Other stars who have consistently earned recognition for their impeccable style at the Emmy Awards include Jenna Ortega, Angelina Jolie, and Reese Witherspoon. As anticipation builds for the September 14 Emmys, airing live on NBC, here's a closer look at some of the most stylish attendees throughout the years.

Seth Rogen's custom Etro tuxedo at the 2025 award show was nothing short of Supergood. Jenna Ortega garnered two snaps for her jewel-encrusted Givenchy look at the 2025 event. Anya Taylor-Joy radiated in her bright Dior dress complemented by Tiffany & Co. jewelry at the 2021 award show. Zendaya captivated the red carpet at the 2019 ceremony with her custom Vera Wang dress, featuring a vibrant emerald green hue and a sheer corset bodice. Reese Witherspoon shone brightly at the 2022 ceremony in a dazzling blue strapless gown. Angelina Jolie made a grand entrance at the 1998 star-studded ceremony in a body-hugging blush gown. Susan Kelechi Watson sparkled in a shimmery off-the-shoulder gown. Joan Collins brought dramatic flair to the 1987 awards ceremony with a red-hot gown. Tracee Ellis Ross made a statement in a hot pink Valentino Haute Couture gown. Quinta Brunson illuminated the red carpet in a glitzy metallic bronze ensemble. Ellen Pompeo opted for a chic Elie Saab black velvet jumpsuit with crystal embroidery in 2021. Priyanka Chopra was a vision in white in a dreamy custom-made Balmain gown. Viola Davis added a vibrant pop of orange to the 2017 Emmys. Michelle Dockery brought whimsy and magic to the 2018 ceremony with a baby blue Carolina Herrera number. Keri Russell sizzled in a sexy feathered black dress at the 2018 Emmys. January Jones' figure-flattering Versace peplum dress stole the show at the 2009 Emmys, boasting a futuristic yet timeless appeal. Claire Foy proved that sometimes less is more, and it certainly worked for her.