Milan Fashion Week AW26: Best dressed guests

Styling trench coats with nothing underneath seems to be still very much on trend. Pilar Fogliati effortlessly nailed the aesthetic to attend the Giorgio Armani show. 

A moody Madonna in all-black showed off her street-style game in a long skirt, combat boot and a bomber jacket ensemble. 

Anna Wintour was spotted in various shades of red and orange outside the Giorgio Armani show. The fashion icon is clearly welcoming spring colour palettes with open arms. 

Dripping in head-to-toe Gucci, Paris Hilton reminded us all just how iconic the brand's monogram truly is in a knitted mini dress and sheer tights combo.

The actress proved her It-girl status in a mini skirt and leather jacket set, paired with kitten heels and a black bag.

Georgia May Jagger wore a classic fringed top with a midi skirt, slingback kitten heels and a matching handbag.

We love how content creator Vicky Montanari has paired a picnic blanket-patterned ensemble with a vibrant orange bag. Dopamine-dressing chic at its finest.

A guest wore an understated grey tailored blazer and matching trousers, paired with white gloves, and the white fringed bag that is officially at the top of our accessories wishlist.

The British actress and model oozed chic in a low-rise maxi skirt and cropped jacket set, layered with a black bandeau and finished with sunnies from Max Mara.

Nicky Hilton revived the skinny-leg trouser to sit front row at the Max Mara show. She paired her brown bottoms with a longline jacket and statement blouse.

Bella stepped out in Milan wearing the ultimate cool-girl-coded outfit for 2026: a bomber jacket, turned-up trousers, loafers, and an oversized bag.

Dakota stepped out for the Fendi show in a tailored black suit with a bralette underneath, paired with a statement Zebra-print baguette that was debuted during the AW26 runway show.

Oversized bags have dominated fashion weeks so far this season, and we're so here for it. Vicky Montanari elevated her all-black outfit with a large beige bag with electric blue lining.

Lily Rowland made a case for the micro mini skirt at the Diesel show, the model and muse styling a shimmery blue option with a matching tailored jacket. 

Amelia Gray Hamlin was seen leaving Palazzo Parigi Hotel on Tuesday in an off-duty ensemble of jeans and a lace-trimmed long-sleeve. 

Carmella Rose donned denim to the Diesel show. The Instagram It-Girl matched her pumps to her handbag, both from the brand. 

Anna Dello Russo was in attendance at Diesel, styling a statement coat with a structured belt.

Touching down at her hotel on Tuesday night, Kendall Jenner set the tone for the week in an understated all-black look. 

Melissa Satta was seen posing outside the Diesel show on Tuesday, schooling us on the cool-girl way to style pointed-toe pumps. 

An ultra chic Bianca Balti was spotted out and about in a glorious fluffy coat, layered over a black pencil skirt and blush pink blouse. 

Amelia Gray made a quick shopping trip to Gucci on Tuesday. The American model was photographed wearing blue jeans, a crop top, a leather jacket and sunglasses.