14 Italian Fashion-inspired Black Friday Deals 2025

Black Friday deals perfectly align with cold weather here in Northern Italy. (In fact, as I’m writing this, we’ve even had our first sprinkle of snow in Bergamo.) As a native New Yorker, I know that now is the perfect time to shop for winter wardrobe essentials to prepare for the chilly weather ahead. 

I’ve always loved shopping Black Friday sales, and that hasn’t changed since moving to Italy. Right now, I have carts filled with Amazon Black Friday deals in both countries, plus a cart ready to go at J.Crew. I’ve even tasked a relative in the States with doing an in-store Madewell pick-up with deals I scored while writing this article! Tons of retailers have amazing sales on effortless Italian-inspired fashion that’s perfect for the winter weather ahead. From cozy knitwear as low as $25 to tailored trousers to dress up or down, these are the Italian fashion finds I’m shopping, starting at $13.

Best Black Friday Deals Overall

Dokotoo Quarter-zip Cable Knit Pullover

Amazon

Italians love a chic, cozy knit, and a style resurging in popularity is the quarter- or half-zip. I love the C by Bloomingdale’s Cashmere Half-zip that’s a mix of sporty and elevated city style, but this Dokotoo Cable Knit Pullover evokes the same cozy style at a fraction of the price. I’d pair this with a button-down and cream-colored corduroy pants for a winter white style. 

Btfbm Satin A-line Midi Skirt

Amazon

A long-time fan of a beautiful slip skirt, I love pairing them with chunky knit sweaters and boots in colder months or boxy T-shirts and flat sandals in warmer months. I spotted this silk La Ligne Bianca Skirt with a chiffon hem and rich pop of color that will instantly pull an outfit together. For a similar look for less, check out this Btfbm satin skirt at Amazon, on sale for $21. It has a range of colors from neutrals to bold hues.

Everlane Everywhere Pant in Dark Forest

Everlane

Whether putting together a casual or formal outfit, I love reaching for these Everlane Everywhere Pants in the dark forest color. Utilitarian styles come and go, but an olive trouser in a great cut is a classic. The high-rise silhouette is super flattering, and I find myself pairing mine with driving loafers and a Henley for a sleek on-the-go look. 

Gap Organic Cotton Straight Hem Crop Shirt

GAP

The banker pinstripe is a symbol of Milanese tailored menswear, and it strongly influences Italian fashion. I love layering these button-downs under sweaters, and even sleeveless dresses, and this Gap Organic Cotton Straight Hem Crop Shirt captures the style beautifully—plus, the cropped style makes it less bulky for layering. Grab it now for an incredible $27, which is 60 percent off the original price.

PrettyGarden Faux Suede Bomber Jacket

Amazon

Dark brown suede is wildly trending here in Northern Italy, and at my neighborhood Mango, I’ve overheard no less than five women ask about whether this cropped suede jacket would be on sale for Black Friday. (Spoiler alert: It is!) Buttery soft and great for layering, I can see why it’s so enviable. But, if you can’t shell out $300 for its on-sale price, you could try a budget-friendly faux suede option, like this brown bomber jacket at Amazon, on sale for $33.

Calvin Klein Hendrea Suede Sneaker

Zappos

Brown suede sneakers are a popular trending style this fall and winter, and these Calvin Klein shoes match the look with a retro ‘70s-inspired look. It gets a little bit of extra cool factor from being an American brand versus something like Adidas, which is more readily available in Europe. They’ll match with anything in your wardrobe, but the brown suede gives it a little extra flair.

Gap Leopard Brown Modern Turtleneck

GAP

Bold, flashy leopard print is an Italian style marker seen on everyone from Sofia Loren to Kim Kardashian in Dolce & Gabbana. As a big believer in leopard as a neutral, I fully embrace the Italian glam leopard look. This Gap Leopard Modern Turtleneck is a fun way to incorporate that trend into your wardrobe, even in the doldrums of winter.

Levi’s Women’s Ultimate Western Shirt

Amazon

An aviator, jeans, and a denim shirt are the components of a classic, cool look—Italians appreciate the Canadian tuxedo look, believe it or not. I’m always on the lookout for classic denim, and this Levi’s Women’s Western Denim Shirt is classic perfection with its snap buttons and pointed chest pockets.

Sojos Retro Polarized Aviator Sunglasses

Amazon

You need a cool pair of sunglasses year-round and one of my favorite timeless styles is the aviator, which is having a trending moment. I love this tortoise shell pair of Ray-Bans that will look especially cool on a wintery day with a great turtleneck and wool overcoat. You can also grab these more wallet-friendly Sojos Aviators that will deliver the same classic look for just $13.

Cole Haan Willa Boot 75mm

Zappos

Come fall, Italians parade the streets in a plethora of gorgeous leather boots. A favorite is the suede knee-high boot, popular for wear with jeans or pairing with skirts, mini to maxi. I’m currently eyeing this Cole Haan pair, with a pointed toe that gives a nod to the popular Western style. The polish of the block heel and simple stitching make it a classic knee-high suede boot that will be a timeless addition to my closet. 

Lauren Ralph Lauren Double Breasted Wool Blend Reefer Coat

Nordstrom

Now’s the time to shop for your winter coat for the season, and the forever favorite navy overcoat is always a safe bet. This wool-blend Lauren Ralph Lauren coat is tailored to perfection. Although it is long, it’s not overly so (which I can attest to as a petite person), and I love the elegance this navy coat makes. Throw it on for everything from running errands to heading out for the evening.

Gap CashSoft Drawcord Hood

GAP

Because we’ve seen our first flurries of the season in Northern Italy, I broke out my cashmere balaclava—and it’s so cozy, I haven’t wanted to take it off. I love the Gap Cashsoft Drawcord Hood because it can be as tight or as loose as you want, protecting you from the snow or chilly winds. Plus, the bright colors add a little pizazz to a basic black coat.

The Emilie Slingback Pump

Madewell

No one wears a gorgeous kitten heel like Milanese women. Inspired by vintage Ferragamo styles, I’ve been on the hunt for the everyday slingback kitten heels like these Madewell Emilie Slingback Pumps. They add just enough elegance and oomph to a straight-leg jean or midi skirt. Grab them now while they’re an additional 40 percent off the sale price when you use the code “LETSGO” at checkout.

Zara Limited Edition Asymmetric Fringe Skirt

Zara

A plaid or tartan blanket skirt lives in my childhood memory as the garb of that chic aunt from Thanksgiving. Now, I’m that chic aunt in town from Italy wearing my navy and green check blanket skirt with the just-right draping and fringe. This Zara Asymmetric Fringe Skirt captures to cozy, elevated look perfectly, ideal for everything from bopping around the city with my toddler to going out for cocktails in Milan. 

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