Hollywood’s glitziest night—Oscars 2026—delivered not only cinematic triumphs but also a veritable spectacle of menswear on the red carpet, with stars and rising talents alike pushing the boundaries of formal fashion. While the 98th Academy Awards ceremony itself, held on March 15, 2026, saw the films Sinners and One Battle After Another sharing top honors and Michael B. Jordan clinching Best Actor, it was the parade of bold, inventive, and sometimes downright wild tailoring that truly stole the show.
According to InsideHook, anticipation was high for a night of memorable style moments—yet even seasoned fashion watchers were unprepared for the sheer magnitude of menswear innovation on display. From established icons like Leonardo DiCaprio and Michael B. Jordan to breakout stars such as Milo Manheim and Hudson Williams, the red carpet became a showcase for creativity, personality, and, yes, a few eyebrow-raising choices.
Michael B. Jordan, fresh off his Best Actor win for Sinners, set the tone with a military-inspired, all-black Louis Vuitton ensemble. The look was described as flawless—“No notes on this military-inspired all-black Louis Vuitton look from ‘Best Actor’ winner Michael B. Jordan,” wrote InsideHook. Jordan’s sartorial confidence, paired with his cinematic success, made him one of the undisputed standouts of the evening.
Not every risk paid off, of course. Timothée Chalamet, known for his fashion-forward sensibility, opted for a custom Givenchy outfit. Yet, as InsideHook quipped, “I’m not saying Timmy lost because he didn’t steam his pants. That being said…” The unsteamed trousers became a talking point, reminding everyone that even the most acclaimed stars can stumble on the red carpet.
Pedro Pascal, meanwhile, brought a playful twist to the proceedings. Forgoing a jacket, he donned a Chanel tuxedo shirt adorned with floral detailing—a bold move that paid off handsomely. Paul Mescal blended classic and contemporary in a Celine outfit that merged cardigan and jacket elements, paired with slim trousers and a well-chosen bow. Leonardo DiCaprio, sporting a Dior suit and a notably burly mustache, challenged conventional grooming wisdom and, according to InsideHook, forced a rethink of the “no mustaches” rule.
Other notable looks included Jacob Elordi’s three-piece Bottega Veneta suit, Benicio del Toro’s Giorgio Armani ensemble, and Javier Bardem’s chocolate brown tuxedo accented with oversized pins—each garment telling its own story. Bardem’s pins, in particular, carried a serious message, lending the outfit a sense of history and gravitas.
Some stars played it safe, while others took risks that divided opinion. Ethan Hawke’s Prada coat was criticized for its awkward silhouette, and Joe Alwyn’s custom Valentino, complete with an oversized bowtie and blazer, was deemed “blown-out.” On the other hand, Channing Tatum demonstrated how even the most muscular physiques can be flattered by expertly tailored Versace, and Chris Evans offered a masterclass in relaxed elegance with his slouchy Giorgio Armani suit.
Accessories, too, were front and center. Adrien Brody’s Gucci look was defined by a striking brooch, while Shaboozey introduced himself to the Oscar crowd with a dazzling 18K white gold Chopard watch. Jeremy Pope’s ivory jacket and timepiece drew praise for their smart, understated sophistication.
Among the new generation of style stars, Milo Manheim made a particularly memorable impression. As reported by Teen Vogue, Manheim arrived at the Oscars in a GapStudio black tailcoat jacket, matching cummerbund and slacks, gray shirt, and bowtie—accessorized to perfection with sunglasses, a watch, and not one but two brooches. One brooch, a flower, graced his lapel, while the other, a pin with a teardrop-shaped charm, added a touch of whimsy. His hair, styled in soft curls, completed the look. Manheim’s attention to detail extended beyond the Oscars; on Instagram, he had recently shared a monochrome cranberry red suit ensemble, accessorized with gold jewelry and round sunglasses for a classic Hollywood vibe.
Manheim, who is set to star as Flynn Rider in the upcoming live-action Tangled movie, has quickly gained a reputation for his dapper, trend-savvy style. He’s cited Tyler, The Creator and Tommy Shelby from Peaky Blinders as style inspirations, and his recent appearance at the Annual Artios Awards—where he wore an asymmetrical blazer and a brooch—underscored his willingness to experiment with the latest accessories. As his career ascends, fans and fashionistas alike are eager to see how his red carpet style will evolve.
Hudson Williams, another rising star, made his mark in Balenciaga, proving that all-black can be anything but boring. His look featured slightly flared pants—a subtle but effective nod to current trends. Alicia Silverstone also contributed to the evening’s lavish looks, as noted by USA Today, though a previous version of their coverage mistakenly included non-Oscars footage (a correction they quickly issued).
Elsewhere on the carpet, Ryan Coogler’s Louis Vuitton tuxedo, accented with silver button detailing and platinum Cartier jewelry, was praised for its intentionality and cohesion. Megan Everett-Skarsgård and Stellan Skarsgård exemplified classic elegance in Zegna, complete with big bow ties and a perfect sheen. Delroy Lindo pulled off an oversized ascot with aplomb, and Jesse Plemons surprised many with a velvety Lardini suit and contrasting baby blue dress shirt.
The parade of looks continued: Joel Edgerton sported sunglasses with his Louis Vuitton suit, Manu Rios favored strong stripes, and Jacobi Jupe was hailed as a star on the rise. Wagner Moura kept things understated in custom Zegna, while Miles Caton delivered tonal burgundy with Amiri. Kumail Nanjiani’s richly textured suit and Lewis Pullman’s subtle Saint Laurent stripes rounded out a night where nearly every attendee brought something unique to the table.
Of course, not all experiments were universally loved. Kieran Culkin’s color palette was questioned for its cohesion, and Damson Idris’s Prada longcoat hinted at a trend that may or may not catch on. Still, the willingness to take risks—and the sheer diversity of styles on display—underscored the Oscars’ enduring role as a bellwether for men’s fashion.
Host Conan O’Brien, meanwhile, kept things classic in a black tuxedo, proving that sometimes tradition is the boldest statement of all. Kevin O’Leary, Megan Everett-Skarsgård, Stellan Skarsgård, and others rounded out a guest list that was as eclectic as the outfits themselves.
With the 98th Academy Awards now in the books, it’s clear that the real winners were those who dared to express themselves on the red carpet. Whether through avant-garde tailoring, eye-catching accessories, or a simple, well-cut tuxedo, Hollywood’s leading men—and a few scene-stealing newcomers—reminded us all that style is as much about personality as it is about clothes. As the curtain falls on Oscars 2026, the fashion world is already buzzing about what surprises next year might bring.