As the 2025 Oscars approach, speculation runs high—not only about which film will take home Best Picture but also about who will command attention on the red carpet. Among the many questions swirling around Hollywood’s biggest night, one stands out: Will Kylie Jenner make an appearance?

While the beauty mogul and reality TV star is not in the running for an award, she has been romantically linked to Best Actor nominee Timothée Chalamet for nearly two years. Throughout the awards season, Jenner has supported Chalamet, often making her presence known inside prestigious events—even when she opts to skip the red carpet.

A Love for Vintage Glamour
Kylie Jenner has been making waves in the world of high fashion, particularly with her love of vintage couture. At the 2025 Golden Globes, she turned heads in a silver chainmail dress from Atelier Versace’s Spring 1999 collection, a gown once worn by Elizabeth Hurley. Her recent wardrobe choices have featured archival gems from Alaïa (Fall 1991), Mugler (1998), and Versace (1996), solidifying her status as a modern-day collector of fashion’s greatest hits.

What Will Kylie Wear to the Oscars?
Should she attend the Academy Awards, Jenner has a wealth of options to choose from. Her recent fashion choices suggest that she may continue her trend of vintage glamour. She could embrace the ongoing Christian Lacroix renaissance with a sparkling black gown from his 1996 couture collection, or make another nod to Elizabeth Hurley by donning a Versace Spring 1996 safety pin dress. Other standout options include a deconstructed Dior couture gown by John Galliano or a sleek gold Givenchy by Julien Macdonald, both of which would complement her evolving aesthetic.

With the Oscars just around the corner, the anticipation builds—not just for the winners but for the sartorial statements that will define the evening. If Kylie Jenner does grace the event, her outfit is sure to be one of the most talked-about moments of the night. Will she surprise us with another archival masterpiece? Only time will tell.