The WWD Style Awards 2026 transformed Santa Monica into a runway of high fashion, bold beauty, and timeless glamour. The annual celebration of style’s most influential figures brought together fashion icons, rising stars, and industry legends for a night that honored creativity, innovation, and impeccable dressing.
Chanel Iman, Skai Jackson, Anna Cathcart, and Cindy Crawford each delivered unforgettable red-carpet moments — from shimmering mini dresses to sultry velvet gowns and dramatic couture textures.
This was fashion at its most powerful.
Chanel Iman
Chanel Iman commanded attention in a dazzling chartreuse mini dress crafted in shimmering metallic mesh, layered beneath a dramatic feather-trimmed floor-length coat. The look blended retro glamour with modern edge, perfectly highlighting her supermodel presence.
Paired with sleek waves, gold heels, and a ruby-red clutch, Iman’s ensemble was bold, playful, and undeniably couture.
A fashion-forward fantasy brought to life.
Skai Jackson
Skai Jackson delivered classic elegance with a modern twist in a deep navy velvet gown featuring a plunging neckline and fluid silhouette. The minimalist design allowed the rich texture of the fabric to take center stage, creating a look that was both youthful and refined.
Her sleek hair and soft glam beauty completed a red-carpet moment that felt sophisticated, confident, and effortlessly chic.
A rising style icon in the making.
Anna Cathcart
Anna Cathcart brought high-drama glamour in a sheer black lace gown layered beneath a dramatic feathered cape. The intricate detailing and fitted silhouette created a striking balance between romance and edge.
With diamond jewelry and a sleek updo, Cathcart’s look felt couture-inspired and fashion-forward — a bold statement that showcased her evolving red-carpet style.
Dark, daring, and dazzling.
Cindy Crawford
Cindy Crawford proved once again why she remains a global style icon, stepping onto the carpet in a one-shoulder burgundy gown that hugged her silhouette with effortless elegance. The timeless design was paired with strappy heels, a gold clutch, and signature glowing beauty.
Her look was pure old-Hollywood glamour — refined, powerful, and eternally chic.
A supermodel legend in her element.
A Night of Iconic Fashion & Timeless Style
The WWD Style Awards 2026 was a masterclass in red-carpet excellence. With Chanel Iman’s fearless glamour, Skai Jackson’s modern elegance, Anna Cathcart’s couture drama, and Cindy Crawford’s timeless beauty, the evening celebrated fashion’s past, present, and future in one unforgettable night.
Santa Monica sparkled — and these four women owned the carpet.
