Shopping·9 min read

Chic Office Outfits That'll Keep You Warm in Winter

Chic Office Outfits That'll Keep You Warm in Winter
Design: theSkimm | Images: Amazon, Quince, Alo
January 16, 2026

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Whether you’re heading back to the office for the first time in a while or you’re an in-office vet, your winter work wardrobe might be feeling a little dull — especially with colder temps in full swing (both outside and inside). We’ve rounded up a few winter pieces that’ll keep you warm on your commute, comfy at work, and feeling chic all day. Think wool slacks, layerable blazers, and not-boring blouses you can wear straight to happy hour.  

Still cold? Check out more content to keep you warm here.

Winter Blazers

Quince

A polished blazer made with soft merino wool…

No need to choose between feeling warm or looking chic when you have this double-faced blazer on hand. The lightweight material feels soft and decadent while keeping you warm. It has a relaxed fit, so you can pair it with your chunkiest sweater without feeling overstimulated. ($170, Quince)

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Madelyn blazer in four-season stretch
J.Crew

A classic blazer you can wear year-round…

If you’re going to spend over $200 on a blazer, we recommend this J.Crew staple. Its subtle shoulder pads and fitted waist create a timeless silhouette, and the fabric is designed to wear year-round for the ultimate versatility. For colder office days, wear it over a thermal undershirt and cashmere sweater. ($258, J.Crew)

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LOFT Versa Faux Leather Relaxed Blazer
Loft

A faux leather blazer that will never go out of style…

What’s cooler than a leather blazer? This (machine-washable) fabric is surprisingly soft and flexible, so you can layer it under your coat now then wear it as-is during the warmer months. It’s a good option if you like to take your office wear from day to night, or to instantly dress up a pair of jeans. ($164.99, Loft)

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Everlane The Oversized Blazer in Wool
Everlane

An oversized blazer with some vintage flair…

This blazer is made with super-soft recycled Italian wool and has a classic notch collar, architectural shoulders, and an ‘80s-inspired oversized silhouette. The herringbone, houndstooth, and striped fabrics are a nice break from more traditional, solid-colored blazers. If you’re not looking for a strong silhouette, just cut the shoulder pads out. ($248, Everlane

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Quince 100% Merino Wool Cropped Shirt Jacket
Quince

A cropped jacket that hits just right…

This short shacket is made of 100% merino wool material that’s soft, warm, and extremely versatile. Plus, it has two front pockets to store all your knickknacks — because a bag that keeps slipping over your shoulder is not the vibe. ($90, Quince)

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Winter Pants 

Alo High-Waist Sweatpant Trouser
Alo

Trousers that feel like sweatpants…

The holy grail, if you will. Pair these tailored, wide-leg sweatpants with a crisp button-down or a knitted vest for a put-together look that still feels like pajamas. They’re drapey, sleek, and won’t wrinkle, even after a full day’s wear. Add a baseball hat (we like this one) and low-top sneakers for a trendy, casual weekend look. ($148, Alo) 

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L.L.Bean Women's Perfect Fit Pants, Fleece-Backed Slim-Leg
L.L.Bean

Cozy, stretchy pants to replace your black leggings…

This is your sign to swap your worn-out leggings for these stretchy pull-on pants (a more office-appropriate option, if you ask us). Since they hit right at your ankle, we recommend adding a heeled bootie for added flair. They come in three lengths so you can find your best fit. ($69.95, L.L.Bean)

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Spanx Corduroy 90s Straight Leg Jeans
Spanx

Corduroy pants that are a nice alternative to jeans…

For days when you need to wear real pants, these '90s-inspired corduroy pants are a great option. They have a wide compression panel sewn into the high waist (they are Spanx, after all), which adds just the right amount of shape without feeling suffocating. Bonus points for its five deep pockets. ($79, Spanx)

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Winter Blouses

Dudley Stephens Repreve® Stretch Bay Street Button Down
Dudley Stephens

A crisp white shirt that feels like you're still in your PJs...

Going for a clean, structured look doesn't have to mean discomfort. This button-down is made of a stretchy, lightweight material that's easy to layer, but opaque enough to wear on its own. Plus, its machine-washable. Skimm'rs can get 20% off all discountable products with code THESKIMM20. ($138, Dudley Stephens)

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Everlane The Must-Have Shirt in Washable Silk
Everlane

A silk blouse you can wear to happy hour…

We love this 100% silk button-down blouse for its relaxed fit, traditional pointed collar, and classic cuffs. It comes in 10 colors, including a few chic striped versions, and in sizes 00–16. Tuck it into your slacks during work hours and loosen a button or two once you’re headed to happy hour. ($150, Everlane)

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Sézane Chlo Shirt
Sézane

A layer-friendly blouse with lacy details…

If cottagecore is more your speed, this relaxed button-down will become your new workwear go-to. It’s loose enough to wear over a tank or fitted thermal top, yet lightweight enough to wear under a sweater vest (though, with lace detailing this cute, you may not want to cover it up). Wear it with jeans for a dressy-casual vibe, or straight-leg trousers for a more business-forward look. ($125, Sézane)

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Quince Washable Stretch Silk Blouse
Quince

A stretchy silk blouse you can throw in the wash…

Styling any look is easy when you’re working with a blouse like this. It’s got a classic button-up silhouette that looks crisp and clean while holding up in the washing machine. The butter yellow color is divine. ($69.60, Quince)

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Winter Dresses and Skirts

Banana Republic Merino-Cotton Midi Sweater Skirt
Banana Republic

A cozy sweater skirt for days when pants are not an option…

This merino-cotton skirt makes any top look effortlessly chic. (Might we suggest a chunky cropped sweater or your favorite cardigan set?) The famously versatile midi length works equally well with knee-high boots and a long coat as it does with flats or winter sneakers. ($179.99, Banana Republic)

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Pink Queen Women's Loose Turtleneck Oversize Long Pullover Sweater Dress Black XL
Pink Queen

A chunky cable-knit sweater dress meant for accessorizing…

With tights, knee-high boots, jewelry, winter hats…there’s no wrong way to accessorize this wardrobe staple. It comes in over a dozen colors and has an oversized fit — so it’s literally your favorite sweater, in mini dress form. We’re giving it extra points for its roomy turtleneck, so you won’t be wrestling with a scarf on your way to work. ({{dynamicPrice}}, Amazon)

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Quince 100% Washable Silk Maxi Skirt
Quince

A machine-washable silk skirt you can dress up or down…

Every single editor on our team has obsessed over this silky skirt. It comes in seven versatile colors that will work seamlessly with your favorite sweater, T-shirt, or button-down. Add a pair of tall boots or suede sneakers to complete the look. ($79.90, Quince

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