Vogue World 2026: Milan — The Best-Dressed Arrivals

Posted by:

Kylie Dang

On:

October 9, 2026

Ciao, Milano! Vogue World 2026 arrived in Milan, transforming the iconic Galleria Vittorio Emanuele II into a celebration of Italy’s extraordinary influence on fashion. The fifth edition of the event looked across centuries of craftsmanship and innovation, connecting Renaissance embellishment and the Industrial Revolution with the future of Italian fashion houses.

Of course, the spectacle extended beyond the runway. The front row brought together an equally glamorous cast of celebrities, each interpreting the event through their own style.

Jordyn Woods

Jordyn Woods was one of my standout looks of the evening in Stéphane Rolland Spring 2025 Haute Couture. The sculptural silhouette immediately caught my attention, with its dramatic architectural shape balanced by delicate fringe. The proportions of the original design could easily have overwhelmed a shorter frame, but the subtle adjustments made the look feel particularly well suited to Jordyn.

She finished the look with Casadei Blade Interstellar pumps, whose pointed silhouette worked beautifully with the movement of the fringe.

Jordyn Woods in Stéphane Rolland Spring 2025 Haute Couture

Meadow Walker

Meadow Walker revisited a distinctive Prada Spring 2009 runway look previously worn by Bella Hadid in 2022. The cropped brown top, exposed black straps and coordinating skirt have such a recognisable visual identity that the styling leaves relatively little room for reinterpretation.

Still, Meadow’s appearance demonstrates how strongly certain runway designs retain their character years after their original debut. The look feels unmistakably Prada regardless of who wears it.

Meadow Walker in Prada Spring 2009

Dakota Johnson

Dakota Johnson continued her affinity for dark, sheer dressing in Valentino. The look combined multiple layers and textures, but the transparency remained its defining feature. The plunging neckline and black palette gave the ensemble the understated sensuality that has increasingly become part of Johnson’s red-carpet wardrobe.

Dakota Johnson in Valentino

Heidi Klum

Heidi Klum embraced full-on glamour in a completely sheer black gown by Greek designer Celia Kritharioti. Floral embroidery strategically covered the body while maintaining the dramatic transparency of the dress, creating a silhouette that was simultaneously delicate and provocative.

With simple black mules and a matching clutch, Klum wisely kept the accessories restrained and allowed the intricate gown to remain the focus.

Heidi Klum in Celia Kritharioti

Jennifer Lopez

Jennifer Lopez brought maximalist glamour to the occasion in a Dolce & Gabbana Alta Moda 2025 gown. The elaborate dress was amplified by sheer gloves and an enormous diamond-and-aquamarine necklace, creating the kind of unapologetically extravagant styling that feels completely at home on Lopez.

Rather than toning down the drama of the gown, she leaned into it — proving once again that when the dress calls for excess, subtlety is hardly the point.