Top Looks From the Vanity Fair Oscar Party

Look, we love eyeing what celebrities like Timothée Chalamet, Teyana Taylor and Nicole Kidman wear to the biggest night of awards season—the Oscars. But the Vanity Fair Oscar Party offers up even more fodder for fashion fans: The choices tend to lean more bold (hello, Odessa A’zion in fringed, dramatic-shouldered Harris Reed). Plus, stylish celebs who weren’t at the awards show show up in droves—from the model set (Bella, Hailey, Kendall) to pop stars (Dua Lipa) and breakout phemons like Alysa Liu and Connor Storrie, who reunited with his co-star Hudson Williams.

Cara Delevingne in Thom Browne

Cara Delevingne’s daring Thom Browne look was from the brand’s Spring 2026 collection and featured a long-sleeved top with painted and bedazzled abs and a black column skirt.

Paul Anthony Kelly in Brunello Cucinelli

The breakout Canadian model and actor (who shot to fame for his buzzy portrayal of JFK Jr.) donned a buttery velvet jacket by Italian luxury label Brunello Cucinelli, paired with a classic bowtie and barely-tinted glasses.

Demi Moore in Balenciaga

Sticking with a bird-inspired vibe in keeping with her feathered Gucci gown at the main event, Demi Moore’s custom after-party look was composed of a strict black Balenciaga dress, leather opera gloves and a dramatic feathery topper.

Kendall Jenner in Chanel

Kendall Jenner is definitively a Chanel girl. She arrived at the Vanity Fair Oscar Party in a custom look by Matthieu Blazy in the prettiest shade of icy blue.

Lewis Pullman in Saint Laurent

Lewis Pullman arrived at the 2026 Vanity Fair Oscar Party (with his date Kaia Gerber) in a chic Saint Laurent look featuring a distinctive scarf tie for a polished yet relaxed vibe—no jacket required.

PinkPantheress in Tamara Ralph

This Tamara Ralph look is from the brand’s Fall 2025 collection. PinkPantheress chose to wear her hat askew at a dramatic angle, lending the ensemble a high-fashion edge.

Ejae in Dior

The Best Original Song Winner wore a feathered, asymmetric gown by Dior paired with simple black pumps, a slick-back bun and—the best accessory of all—her gold Oscar statue.

Audrey Nuna in Maison Margiela

The star of K-Pop Demon Hunters arrived at the 2026 Vanity Fair Oscar Party in a striking Maison Margiela ensemble that evoked liquid gold. The avant-garde sculptural gown featured voluminous sleeves, a molten metallic texture and a masked full-face design.

Julia Fox in Viktor & Rolf

Never one to shy away from a fashion risk, Julia Fox’s Viktor & Rolf look gave period-costume by way of couture.

Odessa A’zion in Harris Reed

The Marty Supreme breakout has been one of our favourite red-carpet dressers to watch this season. Case in point? This dramatic, unexpected fringed look by It Brit designer Harris Reed. It’s finished with custom Pandora jewelry, including 42 rings totalling 46 carats of lab-grown diamonds.

Renate Reinsve in Louis Vuitton

The nominee swapped her Oscars red carpet gown—a custom red Louis Vuitton—for another custom dress by the brand. This time, a sheer gown with minimalist lines topped with a collar necklace.

Connor Storrie in Saint Laurent and Hudson Williams in Balenciaga

Everyone’s favourite duo reunited in coordinating black sheer looks (they definitely texted each other from their fittings, right?). Connor Storrie wore Saint Laurent accessorized with Tiffany & Co. jewelry, while Hudson Williams’ equally transparent look was by Balenciaga.

Teyana Taylor in Chanel

The Best Supporting Actress nominee kept her Chanel streak, swapping out her dramatic fringed ceremony dress for a simple and sleek satin gown with an open back.

Bella Hadid in Prada

Sleek, unfussy but nonetheless in step with current trends, this satin-y Prada skirt set nods to Carolyn Bessette Kennedy’s wedding gown.

Damson Idris in Prada

Prada’s longtime ambassador Damson Idris’s navy satin look was a nod to the brand’s iconic Fall 2012 “Villains” runway. He accessorized it with a bespoke marquise blue diamond brooch from his DIDRIS jewelry line.

Louisa Jacobson in Khaite

Louisa Jacobson, Meryl Streep’s daughter and The Gilded Age star, wore leather ensemble by New York cool-girl label Khaite, bringing a fresh and edgy standout to a night dominated by gowns.

Tracee Ellis Ross in Marine Serre

Black and white has been a recurring theme across this season’s red carpets. While this looks wasn’t as playful or risk taking as some of TER’s typical red-carpet fare, it was nonetheless distinctly her.

Alysa Liu in Louis Vuitton

Fresh off a front-row appearance at the Louis Vuitton show at Paris Fashion Week, it was a pleasant surprise to spot the Olympian at the Vanity Fair Oscar Party, once again in Louis Vuitton (do we foresee an ambassador gig in Liu’s future?).

Paul Mescal in Celine

Sticking with Celine, the Best Actor nominee kept things simple with a black and white ensemble—with a trailing bowtie instead of something more expected.

Mia Goth in Dior

The occasion called for a custom Dior gown by Jonathan Anderson, which featured a dramatic white tulle bustle reveal at the back. The sleek, form-fitting design transitioned from a minimalist front to an extravagant, voluminous back—with just the right amount of theatricality.

Rita Ora in Tamara Ralph

Rita Ora wore wore a dramatic Tamara Ralph gown with that oversized feathered hat.