Cara Delevingne and Ashley Benson Coordinated in Chanel: Pearl Heels vs. Chain Sandals

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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 Delevingne attended the Tribeca Film Festival Artists Dinner on April 29, 2019, wearing a Chanel La Petite black tweed blazer, Chanel Fall 2017 pearl-heel cap-toe booties, and Chanel studded faux leather pantsCara Delevingne attended the Tribeca Film Festival Artists Dinner on April 29, 2019, wearing a Chanel La Petite black tweed blazer, Chanel Fall 2017 pearl-heel cap-toe booties, and Chanel studded faux leather pants (Credit: Chloe Bell / Future Image / WENN)

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

Details of Cara Delevingne's Chanel pearl-heeled cap-toe bootiesDetails of Cara Delevingne’s Chanel pearl-heeled cap-toe booties (Credit: Chloe Bell / Future Image / WENN)

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

Chanel Pearl-Heel Cap-Toe Booties

Chanel Pearl-Heel Cap-Toe BootiesChanel Fall 2017 Pearl-Heel Cap-Toe Booties

Ashley Benson Softens Tailored Chanel Styling With Chain-Embellished Sandals

Ashley Benson stuns in a Chanel Spring 2019 navy stretch-crepe jacket as a dress, paired with a Chanel white-calfskin vanity case and chain-embellished slingback sandalsAshley Benson stuns in a Chanel Spring 2019 navy stretch-crepe jacket as a dress, paired with a Chanel white-calfskin vanity case and chain-embellished slingback sandals (Credit: Chloe Bell / Future Image / WENN)

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.

Ashley Benson styles chain-embellished black Chanel sandals with a navy mini dress while coordinating with Cara Delevingne’s matching black Chanel footwear at the Tribeca Film Festival Artists DinnerAshley Benson styles chain-embellished black Chanel sandals with a navy mini dress while coordinating with Cara Delevingne’s matching black Chanel footwear at the Tribeca Film Festival Artists Dinner

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

Chanel Chain-Embellished Slingback SandalsChanel Chain-Embellished Slingback Sandals

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.

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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.