From star debuts to much-awaited homecoming — Milan Men’s Fashion Week 2026 was one to remember for fashion, trends and glamour.
The autumn/winter fashion calendar has officially started with the Men’s Fashion Weeks setting the stage for the big four. Milan Men’s Fashion Week 2026 turned the city into a main character, filled with key fashion moments, celebrity sightings and trends to rule the next few months. This year, despite the calendar being a tight schedule mostly filled with Italian brands, Milan Men’s Fashion Week A/W provided an intriguing line-up with promising highlights in the fashion capital from 16th to 20th January.
Here are all the highlights from the event you need to know, only by Wedding Affair.
Table of Contents
Armani’s New Chapter
One of the most anticipated stories of Milan Men’s Fashion Week was the unveiling of Giorgio Armani’s first menswear collection following the founder’s passing. Creative director Leo Dell’Orco paid homage to the house’s classic sensibility while infusing fresh life into its codes. The “Cangiante” collection featured iridescent jewel tones — think lapis blues and violets — across velvet, cashmere and rich tailored staples. Critically praised for preserving Armani’s timeless elegance with a contemporary whisper, this show felt like both homage and evolution.
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Ralph Lauren’s Milan Homecoming
In a striking return to Milan, Ralph Lauren staged its first dedicated menswear runway since 2004, treating fashion week attendees to a 73-look narrative that blended Polo’s classic DNA with a youthful street-savvy spirit. The collection spanned Purple Label and Polo — from cowboy hats and patent crocodile bags to meticulously relaxed tailoring that winked at Americana with Italian flair. A glamorous dinner party following the show — attended by global actors including Liam Hemsworth and Tom Hiddleston — cemented Lauren’s international resonance.
Prada & Dsquared2 Redefining Menswear Codes
Prada continued its evolution with pared-back, comforting silhouettes that married contemporary restraint with tradition. Clean lines, high-set pockets and soft floral knits reflected a mood of subtle reassurance in uncertain times, emphasising notions of utility and introspection. Meanwhile, Dsquared2’s show blurred the line between performance and fashion theatre, complete with a snowy set and winter-meets-avant-garde styling that stole headlines across fashion media.
Hudson Williams’s Runway Debut
One of the most talked-about runway debuts of the season, probably the most, was of Hollywood’s latest heartthrob Hudson Williams. The Heated Rivalry star opened the show for Dsquared2, walking on a snow-covered runway. The 24-year-old Canadian wore an après-ski look, featuring layered outerwear, scrunched leather trousers and glossy ski boots that looked like a re-imagination of ice skates. At his first runway appearance, Hudson was confident and handsome, giving his fans a glimpse of what to expect later.
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Zegna’s Case for Quiet Luxury
Zegna distilled quiet luxury to its purest form, prioritising fabric, proportion and ease over overt statement. Alessandro Sartori’s Autumn/Winter 2026 collection softened tailoring into fluid layers, rendered in refined wools and cashmeres drawn from the house’s textile legacy. A muted, mineral palette reinforced the message: luxury today is not performative, but deeply considered, designed to endure rather than impress.
Trend Directions: Silhouettes, Textures & Comfort
The runway narratives of Men’s Fashion Week 2026 reflected broader cultural shifts. Across multiple brands, there was a discernible move toward comfort and wearability — layers designed to envelop and protect, as seen at Prada and Zegna — balanced with evocative tailoring that didn’t sacrifice polish. Soft, cocooning fabrics and oversized proportions heralded renewed interest in tactile luxury, while thoughtful layering spoke to modern lifestyles.
Celebrity Front Rows and Cultural Crossovers
Celebrity attendance underscored the cultural pull of Milan Men’s Fashion Week, with front rows reflecting each house’s distinct identity. Ralph Lauren’s highly anticipated Milan return drew a polished international crowd, including Liam Hemsworth, Tom Hiddleston and Henry Golding, reinforcing the brand’s enduring appeal across cinema and menswear. Giorgio Armani’s presentation maintained a characteristically discreet yet influential audience, favouring industry insiders and long-standing friends of the house over spectacle, in keeping with Armani’s restrained philosophy. Elsewhere, Milan’s runways continued to attract a crossover of entertainment and fashion figures, affirming the city’s role not just as a fashion capital, but as a cultural meeting point where menswear, celebrity and global influence intersect.
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