11 Classic Winter Outfits Fashion People Are Wearing on Rotation


We all desire to keep the chicness levels of our outfits high when the temps are low, but creating a stylish winter ensemble is not always an easy feat when we're feeling sartorially unmotivated on chilly mornings and want to just stay under a blanket in cozy sweats all day. Luckily, we've gathered plenty of easy, classic, and cool outfit ideas that fashion people rely on once the temps start to dip. Whether it's layering basics in a new way, adding texture, or incorporating a pop of print, the outfits below offer you the warmth you need when it's icy out but won't leave you feeling like you've given up your sense of style.

Keep scrolling for 11 classic winter outfits that will actually make you want to leave your bed on those crisp mornings and get dressed! We couldn't be more excited for the rest of the chilly season thanks to these inspiring looks.


(Image credit: @modedamour)

Long Coat + Relaxed Tailored Trousers + Sweater + Sneakers

Maxi-length coats are trending. Pair one with loose tailored trousers, a relaxed sweater, and sneakers to add a casual touch to the look. Don't forget your scarf. 

Shop the look:


(Image credit: Jason Jean)

Quilted Coat + Turtleneck + Jeans + Lace-Up Boots

There's nothing like a quilted coat or puffer jacket to keep you warm in winter. To give the casual outerwear piece a chic touch, keep the rest of your ensemble in similar ivory and beige hues. 

Shop the look:


(Image credit: @darjabarannik)

Overcoat + Blazer + Miniskirt + Sheer Tights + Boots

A day-to-night winter look need not be boring. Simply pair a blazer and miniskirt with sheer tights and knee-high boots. Finish the look with a chic overcoat and beanie. Try different shades of gray for a polished look.

Shop the look:


(Image credit: Jason Jean)

Faux-Fur Robe Coat + Turtleneck + Black Pants

Sometimes, all you need is a statement coat to give your look some zest. Plush robe coats are having a major moment this season. Simply style one over basic black pants, a turtleneck, and a blazer for a simple yet striking winter look.

Shop the look:


(Image credit: Imaxtree)

Long Knit Dress + Long Coat + Boots

A maxi-length knit dress will be your hero piece when you want to look chic and have no time to think. Just add a long wool coat and boots to complete the look.

Shop the look:


(Image credit: @annelauremais)

Faux-Fur Moto Jacket + Sweater + Straight-Leg Jeans

For an effortlessly chic winter jeans outfit, opt for a straight-leg pair with heeled boots styled with a relaxed sweater and tee. Add a trendy faux fur–lined leather moto jacket to complete the look.

Shop the look:


(Image credit: @_jessicaskye)

Shearling Coat + Turtleneck + Leather Pants + Boots

The fashion crowd is loving cozy shearling coats this season. For a sleek look, pair it with a turtleneck and leather pants.

Shop the look:


(Image credit: @fakerstrom)

Wool Coat + Black Jeans + Sweater + Sneakers

Jeans, a sweater, sneakers, and a long overcoat—an outfit formula fashion people wear on rotation. Wrap a sweater over your shoulders for a cool touch.

Shop the look:


(Image credit: @anoukyve)

Scarf Coat + Tailored Pants + Pumps

Tailored trousers and a beautiful scarf-coat hybrid make for the perfect winter work look.

Shop the look:


(Image credit: Getty Images)

Leopard Dress + Leather Trench + Tights

Leopard print is basically a classic staple in our eyes, and it has the ability to amp up your winter outfit in an instant. Stick to one color for the rest of your outfit—a black leather trench, black tights, and black boots—for a sleek look.

Shop the look:


(Image credit: @sylviemus_)

Leather Jacket + Knit Midi Skirt + Pumps

This polished yet trend-forward look will keep you looking stylish this winter. Pair an oversize leather jacket with a midi skirt, tights, and pointed-toe pumps. Keep extra warm with a scarf.

Shop the look:

This post was published at an earlier date and has since been updated.

Judith Jones
Senior Fashion Market Editor

Judith is the senior fashion market editor at Who What Wear and has worked in fashion for nearly a decade. Judith started on the Shop Who What Wear team, creating content and managing a team of merchandisers for the Who What Wear shopping app. She later crossed over to the editorial team, where she shares the coolest, most desirable fashion market finds and brands in her shopping-focused stories and social takeovers. She has become one of the top affiliate earners during her six plus years at Who What Wear. Before working in fashion, Judith was a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) and shared her passion for travel and food. She studied at the prestigious London Academy of Dramatic Arts as well as Stella Adler Studio of Acting in New York. She later studied fashion merchandising and design, which laid the foundation for her career in fashion.

Read full bio