Uggs The Italian Way: How Women Style Their Boots For The Ultimate Comfort Chic
We are officially in the heart of winter although Milan is missing the wonder of the snow. Instead, a different kind of "fluff" has taken over the city.
From the cobblestones of the city to my recent weekend escapes to the Ligurian coast, one footwear trend is impossible to ignore: Uggs
A Middle School Revival
For many of us, the Ugg boot carries a heavy dose of nostalgia. I spent my pre-teen years living in a pair of long classic tan Uggs paired with black leggings—the quintessential American comfort style.
Seeing them resurge in 2026 and in a fashion capital like Milan, feels like a glitch in the matrix. This time around, women are not sporting the slouchy, salt-stained look of the 2010s. Instead, the Italian iteration has given this polarizing boot a sophisticated second life.
The Italian "Flair"
In the US, the Ugg is often synonymous with ultra-casual loungewear. But Italian women? They have managed to make them look… refined.
While the "Ultra Mini" and the "Platform" styles are the clear favorites, the styling is what changes the game. Instead of oversized hoodies and leggings, I am seeing:
Flared Denim: High-waisted, dark-wash flares that hit right at the top of the platform, elongating the leg.
Tailored Outerwear: Instead of a puffer, many are opting for fitted winter jackets or structured wool coats.
The Designer Twist: The brand name does not matter as much as the look; many are sporting Ugg-inspired silhouettes from high street European designers like Liu-Jo
The result? An outfit that looks intentional and polished, rather than a last-minute choice for a coffee run.
Wisdom from Vogue Italia
Even Vogue Italia has weighed in on the trend, offering styling tips that shed insight on the Italian approach. They agree with the women I have seen wearing them in the wild - balance and proportion are essential. Vogue suggests that to pull off the Ugg in Italy, you must contrast the "bulk" of the boot with structured pieces elsewhere. By pairing a chunky platform with a slim-fitting turtleneck or a sharp blazer, you create a silhouette that says "fashion-forward," not "pajama-adjacent."
The Key Lesson
If the streets of Milan and the pages of Vogue have reminded us of anything this season, it’s this: comfort does not mean you have to sacrifice style. You can embrace the warmth of a sheepskin lining and still look put together.