After a rip-roaring, topsy-turvy, fashion-packed awards season, Hollywood’s biggest night was surprisingly tame; Sinners and One Battle After Another shared top honors, and many of the expected winners — minus a potentially done dirty Timothée Chalamet — took home awards in their respective categories. Much to the intrigue for the casual celebrity indulger and tapped-in film fanatic alike came not from the actual telecast of the 98th Academy Awards, but from the engaging storylines that unfolded on the Oscars 2026 red carpet.
All the Best Watches of the 2026 Oscars Red Carpet
Bringing home hardware? These A-listers brought their own.With the likes of Conan O’Brien, Michael B. Jordan, Leonardo DiCaprio and more all primed to peacock some of the wackiest, wildest, weirdest tailoring (and watches) of the moment, we were expecting a showing worthy of the honorary Best Dressed” awards, but nothing could have prepared us for the sheer magnitude of menswear the Oscars provided. We were up late chronicling all the best looks of the night; find it below at your leisure.
Michael B. Jordan in Louis Vuitton
No notes on this military-inspired all-black Louis Vuitton look from “Best Actor” winner Michael B. Jordan.
Timothée Chalamet in Custom Givenchy
Look, I’m not saying Timmy lost because he didn’t steam his pants. That being said…
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Pedro Pascal in Chanel
Pedro Pascal just joined the illustrious ranks of Chanel boys in spectacular fashion. The floral detailing on the tuxedo shirt is an excellent way to spice up an otherwise routine red carpet look, and one of the few ways to get away with ditching a jacket for arguably the biggest night in Hollywood fashion.
Paul Mescal in Celine
Cardigan? Jacket? A Beatles-upped Paul Mescal clearly told Celine, “Why not both?” For my money, one of the best looks of the night — the slimmed-down trousers fit perfectly, the bow feels right and the grooming is on point.
Leonardo DiCaprio in Dior
Speaking of grooming…Leonardo DiCaprio’s burly facial hair may have caused me to amend my “no mustaches” rule. The Dior by Jonathan Anderson suit is quite nice, too.
Jacob Elordi in Bottega Veneta
Everyone’s favorite monster opted for a three-piece suit from Bottega Veneta. Like most of his oversized tailoring, it looks great on him, but given that you’re not 6’5″, it might not look so good on you.
Benicio del Toro in Giorgio Armani
This guy f*ckin’ rules.
Javier Bardem
Oversized pins can read cartoonish, but it’s always interesting to see a serious message on the carpet, especially when there’s some history behind it. In other news, this chocolate brown tuxedo is a lovely color, although the shoulders look a bit scrunched.
Ethan Hawke in Prada
Whoops. A rare miss from certified menswear guy Ethan Hawke. The silhouette of the Prada coat is doing him no favors. Maybe a bigger pant would’ve leveled things out?
Zinzi Evans and Ryan Coogler in Louis Vuitton
It was a huge Oscars for Sinners, and, in typical fashion, Ryan Coogler was quietly one of the night’s best looks. It may look like an average tux, but the contrast silver button detailing — an intentional choice, if you check out his similarly tasteful platinum Cartier and jewelry — and slim, high-sheen lapel work wonders for the ‘fits intentionality and cohesion.
Adrien Brody in Gucci
Holy brooch.
Channing Tatum in Versace
It can be hard for jacked guys to pull off classically svelte black tie, but Channing Tatum proves that, with the right silhouette (see: oversized lapels, high neck, and the proper length) and some serious tailoring, anything is possible.
Chris Evans in Giorgio Armani
Captain America? More like Captain Italia. Chris Evans with his best sprezzatura impression in a slightly slouchy, very louche Giorgio Armani joint.
Jesse Plemons
Perhaps the surprise standout of the night, there’s something eye-catching about Jesse Plemons velvety Lardini suit and contrasting baby blue dress shirt.
Delroy Lindo
On anyone else, I’d say an oversized ascot would be pushing it. But Delroy can do no wrong.
Joel Edgerton in Louis Vuitton
More sunglasses on the carpet, please. An otherwise forgettable suit.
Joe Alwyn in Custom Valentino
A comically blown-out Valentino bowtie on Hamnet actor Joe Alwyn was not on my Oscars bingo card. Even for an oversized look, the blazer feels much too big.
Conan O’Brien
Host Conan O’Brien clearly understands that the best possible thing you could wear (at least, in his situation) is a classic black tuxedo.
Damson Idris in Prada
Uh oh. I fear I’m sensing a Prada longcoat trend.
Kevin O’Leary
In a word: gouache. In two words: Mr. Wonderful. In three words: thanks for coming.
Megan Everett-Skarsgård and Stellan Skarsgård in Zegna
Big bow tie, perfect sheen and a hint of cuff — yup, that’s how to do a tuxedo.
Shaboozey
There’s nothing like a bust-down Chopard (in 18K white gold, no less) to introduce yourself to the Oscar crowd.
Jeremy Pope
The excellent fit on this smart ivory jacket is matched only by an equally excellent timepiece.
Mason Thames
A classic suit? Look again — specifically, at those razor-sharp lapels.
Manu Rios
Another strong striped look, although I probably would’ve opted for a jacket.
Jacobi Jupe
This kid’s gonna be a star.
Hudson Williams in Balenciaga
Newly anointed Balenciaga boy Hudson Williams is proof that all-black doesn’t have to be remotely boring. The slightly flared pants are an especially nice touch.
Wagner Moura in Custom Zegna
Mr. Moura keeping it lowkey in Zegna.
Milo Manheim in GapStudio
American actor Milo Manheim is the first to make really bold move. Longcoats are perhaps best left in centuries past, but props for trying.
Miles Caton in Amiri
Excellent tonal burgundy on this Amiri sitch.
Kumail Nanjiani
Just look at the rich texture on that suit!
Kieran Culkin
Not so sure about the color palette. Maybe it looks more cohesive in person?
Lewis Pullman In Saint Laurent
Lewis Pullman opted for the less obviously YSL stripes, to devastating effect.
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