In April 2019, Cara Delevingne and Ashley Benson coordinated their looks at the 14th Annual Tribeca Film Festival Artists Dinner in New York City, both wearing contrasting black Chanel heels.
While their outfits followed the same dark Chanel palette, the footwear told two different stories: Cara opted for pearl-heel cap-toe booties from Chanel’s Fall 2017 collection, while Ashley paired her navy Chanel mini dress with chain-embellished slingback sandals that softened the look’s sharper tailoring.
Cara Delevingne Brings Punk Edge to Chanel Pearl-Heel Booties

Cara’s cap-toe Chanel booties stood out for their sculptural pearl heels, adding a polished finish to her otherwise rock-inspired leather look.

She wore them with a black tweed jacket, a black top, and pearl-belted black leather pants that were very Cara.

Ashley Benson Softens Tailored Chanel Styling With Chain-Embellished Sandals

Ashley Benson opted for Chanel black leather sandals with chain embellishments on the straps.
Her navy Chanel Spring 2019 dress originally appeared on the runway layered beneath a matching stretch-crepe jacket, but Benson wore it on its own for a cleaner silhouette, keeping the focus on the accessories.

The Spring Breakers actress finished the look with a structured white Chanel vanity case.

How Cara Delevingne and Ashley Benson Made Matching Chanel Heels Feel Completely Different
While Cara Delevingne and Ashley Benson coordinated around Chanel’s signature black palette, their footwear choices reflected two distinct styling approaches.
Cara leaned into sharp tailoring and statement pearl-heel booties with a more rebellious finish, while Ashley balanced structured Chanel dressing with softer chain-detailed sandals and polished accessories.
Together, the looks captured how versatile Chanel heels can be across different red-carpet personalities and eras of the brand’s design language.
👠 Explore More Chanel Heel & Fashion Moments:
- 🖤 Kristen Stewart’s pearl-heeled Chanel pumps brought a rebellious edge to a black lace look, showing how a refined shoe can sharpen an entire red-carpet mood.
- 🎀 Lily-Rose Depp’s Cannes Chanel shoe moments moved from archival satin pumps to slingback kitten heels, turning the festival into a study in young Hollywood Chanel dressing.
- 🤍 Margaret Qualley’s two-tone Chanel slingback pumps offered a clean, modern take on one of the house’s most recognizable shoe signatures.
- 🎬 The Charles Finch & Chanel Pre-BAFTA Party shoe roundup highlights Chanel pumps alongside polished evening footwear, from red-trim two-tone heels to satin slingbacks.
- ✨ Jessica Alba, Camila Cabello, and Dakota Fanning’s Chanel Paris Fashion Week looks show how satin pumps, block heels, and classic tailoring keep Chanel footwear feeling current.
- 🎭 Kristen Stewart’s black Chanel slingback heels balanced a delicate mini dress with her signature rock-chic restraint.
- ⛓️ Chanel’s Spring 2014 front-row shoe moments captured the house’s bolder side, including chain-detailed heeled boots that turned classic Chanel codes into statement footwear.
For collectors and longtime Chanel fans, both looks also reflect how recognizable Chanel footwear has become across different eras of the house.
From pearl-heel booties to chain-detailed slingback sandals, signature Chanel design details continue to make vintage and modern styles instantly identifiable on the red carpet. If you want to learn more about spotting authentic pairs, explore our complete Chanel shoe authentication guide.
