From Chanel Shorts to Louboutins: Kristen Stewart’s Most Iconic Red-Carpet Shoe Moments

Kristen Stewart’s red-carpet style isn’t confined to a single era or aesthetic—it’s a study in evolution, rebellion, and intentional contrast across years of public appearances.

Whether she’s challenging Oscars formality in tailored shorts or leaning into cinematic Chanel elegance at Cannes, Stewart consistently uses fashion—and footwear in particular—as a form of self-expression rather than convention.

Spanning award seasons, film festivals, and after-party moments, this article highlights several of Stewart’s most talked-about looks from different points in her career, each reflecting a distinct chapter in her relationship with Chanel, Christian Louboutin, and modern red-carpet dressing.

From her historic 2022 Oscars appearance to her 2016 Café Society Cannes run, these outfits trace how Stewart balances comfort, edge, and couture on her own terms.

2022 Oscars Rule-Breaker: Chanel Mini Shorts & Black Pumps

Attending the 94th Annual Academy Awards on March 27, 2022, with her fiancée, Dylan Meyer, Stewart arrived as a first-time Best Actress nominee for her portrayal of Princess Diana in Spencer.

For the historic occasion, the actress leaned into her long-standing partnership with the House of Chanel, opting for a look that challenged the Academy’s usual glamour with a bold, modern edge.

Dylan Meyer in a Damari suit and Kristen Stewart in Chanel at the 94th Annual Academy Awards at Hollywood and Highland on March 27, 2022, in Hollywood, California (Credit: Abby Grant / Cover Images / INSTARimages)

She wore a custom jacket with a sheer white unbuttoned blouse underneath. Her look was accessorized with a silver-plated necktie featuring a ruby gemstone.

But the highlight of her red-carpet ensemble was her custom Chanel mini shorts and black pumps from the same luxury clothing brand.

Kristen Stewart went braless in minuscule Chanel shorts paired with a black satin jacket and an unbuttoned white chiffon blouse (Credit: Geisler / Dave Bedrosian / DDP / INSTA)

Stewart appeared confident and sexy as she showed off her long, toned legs on the red carpet next to Dylan Meyer, who sported a sleek maroon pantsuit with a matching white, slightly buttoned blouse.

Kristen Stewart accessorized with a ganse noir spinel necklace in 18k white gold with onyx, spinel, and diamonds and rings from Chanel Fine Jewelry (Credit: Abby Grant / Cover Images / INSTARimages)

After-Party Rebellion: Sheer Chanel Lace Gown & Loafers (Vanity Fair 2022)

For the Vanity Fair Oscars afterparty, Stewart swapped out her pumps and mini shorts for an elegant, sheer black lace Chanel gown.

The evening gown featured a deep V-neckline and bold silver cuffs with matching buttons down the front.

Kristen Stewart in a black sheer Chanel Fall 2022 dress at the 2022 Vanity Fair Oscar Party hosted by Radhika Jones at Wallis Annenberg Center for the Performing Arts on March 27, 2022, in Beverly Hills, California (Credit: PAPIXS / INSTARimages)

Stewart showed off her natural beauty with a barely-there makeup look. Her sultry green eyes were accented with a subtle rose-gold eyeshadow look and lush faux eyelashes. Her hair was fixed in a lightly tousled-looking updo.

She completed her afterparty ensemble with a comfortable pair of loafers, likely a welcome transition from the dramatic Chanel stilettos that she wore to the award ceremony.

This 2022 rule-breaking moment was the culmination of a style philosophy Stewart began honing years earlier, most notably during her 2016 run at Cannes.

Cannes 2016 Debut: Chanel Tweed & Printed Louboutin Pumps at the Café Society Photocall

Kristen Stewart explained how she was cast as Veronica “Vonnie” Sybil in Woody Allen’s 2016 American romantic comedy-drama film Café Society (Credit: WENN)

When Woody Allen says you are perfect for a part, you’d better take his advice. Kristen Stewart was cast in a Woody Allen flick right after the director went through a list of actresses who could play someone who is “as cute as a button.”

Jesse Eisenberg as Bobby Dorfman falls in love with his uncle’s secretary, Kristen Stewart as Veronica “Vonnie” Sybil, in Café Society (Credit: Amazon Studios / Lionsgate)

Wait, what? In May 2016, Kristen shared a bit about the casting process for “Café Society” at the 69th Cannes Film Festival in France.

Kristen Stewart flaunts her legs in a tweed skirt at the photocall of “Cafe Society” at the 69th Cannes Film Festival 2016 in Cannes, France on May 11, 2016 (Credit: WENN)

Kristen showed off her brand loyalty throughout the festival, making her first photocall appearance in a Chanel cropped pocket tee paired with a signature tweed skirt from the brand’s Spring 2016 collection.

Printed-Heel Statement: Christian Louboutin “Pigalle Follies” at Cannes 2016

Joined by her Café Society co-star Blake Lively, the actress donned some minimal neck accessories and a pair of Christian Louboutin “Pigalle Follies” pumps to complete her look.

Kristen Stewart slipped her feet into a pair of marble print Christian Louboutin “Pigalle Follies” pumps (Credit: WENN)

“Café Society” director and writer Woody Allen said that he needed a character who could be cute and dandy, who could later transform into a woman slathered in jewelry and fur.

Kristen Stewart and co-star Blake Lively cuddle up to “Café Society” writer and director Woody Allen (Credit: WENN)

Kristen initially doubted she could bring to life a character totally opposite to her personality, but later found the process pretty natural.

We love that Kristen added printed footwear to her red carpet resumé with the lovely marble-effect Christian Louboutin “Pigalle Follies,” available at Nordstrom and Mytheresa.

Christian Louboutin’s marble-print Pigalle Follies pumps elevate the classic pointed-toe stiletto with an artful, high-gloss finish that feels both graphic and timeless

Footwear as Identity: Kristen Stewart’s Red-Carpet Legacy

Across award shows, film festivals, and after-parties, Kristen Stewart’s style evolution is consistently anchored by intentional shoe choices—whether she’s embracing sky-high statement heels, rejecting them altogether, or redefining how luxury footwear fits modern red-carpet dressing.

These moments, spanning years and designers, illustrate how Stewart uses shoes not as accessories, but as extensions of identity and comfort-driven confidence.