13 Winter Outfit Ideas That Will Keep Your Wardrobe Inspired All Season Long

Chriselle Lim wears a turtleneck sweater, slip skirt, clutch handbag, and oversized shield sunglasses

@chrisellelim / Instagram

Winter always starts with holiday celebrations and continues with the excitement of a new year, meaning there’s plenty of opportunities to flaunt a fantastic outfit. This season also offers a chance to step outside of your comfort zone by exploring bold textures, trending colors, and voluminous fabrics. Whether you’re bracing the frigid temps or lucky enough to bask in a warm winter paradise, there’s lots of ways to stay chic throughout the winter months. Keep reading for 13 of our favorite winter outfit ideas, all of which will help you carry seasonal vibes and current trends into 2024.

Casual Chilling

Sofia Richie Grainge wears a brown leather jacket with shearling trim, off-white sweater, light wash jeans, brown platform shoes, beanie, and green sunglasses

@sofiarichiegrainge / Instagram

We’ve got shearling-lined jackets on the mind this winter—and of course, Sofia Riche Grainge is serving peak inspiration for styling the trend. Here, she paired a cozy moto version with laid-back light wash jeans and platform boots, topping it all off with a pair of colorful sunglasses.

Monochrome Fur

Selena Gomez wears a black fur coat, trousers, boots, and handbag

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Monochrome outfits can sometimes veer into basic territory, but a smart combination of textures keeps an all-black ensemble exciting. Take note from Selena Gomez and build your look around a voluminous faux fur coat. From there, she paired the sophisticated outerwear with flared slacks and velvety black pumps. After-work martinis, anyone?

Pleated Mini

Kaia Gerber wears a little black dress, sheer tights, and black pumps

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Micro mini skirt season is upon us, as model Kaia Gerber gracefully demonstrates here. Follow in her footsteps by selecting a playful style—featuring mini pleats and a ribbed texture—which seamlessly complements a semi-sheer turtleneck.

Bold Blazer

Issa Rae wears an oversized gray blazer, white mini dress, black cowboy boots, gold hoop earrings, and brown handbag

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Consider this chic, tailored outfit as your blueprint for winter soirées, happy hours, and everything in between. Here, Insecure alum Issa Rae pairs a stylish oversized blazer with a white mini dress. Gold hoops and slouchy western boots complete this sleek look and leave you feeling more confident than ever.

Modern Penny Lane

Emily Ratajkowski wears a brown and navy suede and shearling coat, turtleneck, leggings, black leather boots, sunglasses, and gold earrings

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Dressing to impress at weekend brunch (read: nailing the effortlessly chic vibe) can be a delicate balance. Here, Emily Ratajkowski selects easy-breezy outerwear that reminds us of a certain free-spirited star from Almost Famous. She keeps this '70s inspiration on trend by pairing it with a turtleneck, riding boots, and statement gold hoops.

Sky-High Shorts

TikTok star Izzi wears a cream-colored button-down cardigan, tan mini shorts, and white tights

@izzipoopi / Instagram

The no-pants look is not for the faint of heart, but we promise it comes with a high-fashion payoff, especially when you pair micro shorts with a sweet buttoned cardigan. The secret to making this statement piece more wearable (and a suitable winter outfit idea)? Layer a pair of tights or semi-sheer leggings underneath for added coverage and warmth. Voilà!

Polished in Pink

Toni Bravo wears a pink cable knit sweater, black pleated skirt, oversized black handbag, sunglasses, and gold jewelry

@bonitravo / Instagram

We’re all for some sweater weather inspiration, so it’s safe to say that we’ve got major heart eyes for this look from Toni Bravo. Bold knitwear—here in a sweet, Barbie-esque bubblegum hue—brings life to even the gloomiest of winter days. Paired with a pleated maxi skirt and sleek handbag, the pink crewneck hits another level of elegance.

Keep It Colorful

Ashley Graham wears a colorful striped sweater, black wide leg pants, platform shoes, gold earrings, and ponytail hairstyle

@ashleygraham / Instagram

When it comes to transforming unexpected basics into polished outfits, Ashley Graham never fails to deliver. Here, she levels up a staple striped sweater by wearing it with modern wide-leg leather pants. Toss on some chunky footwear, and you’ve got a recipe for cold-weather dressing success.

Don't Sweat It

Nnenna Echem wears a black sweater, midi skirt, leather knee-high boots, and assorted jewelry

@nnennaechem / Instagram

Searching for inspo for your office’s upcoming holiday party? Look no further: This sweet combo of a chunky sweater and satin maxi skirt does the trick. Step up the cool-girl factor with a statement necklace and knee-high footwear.

Muted and Moody

Chriselle Lim wears a turtleneck sweater, slip skirt, platform ankle boots, shield sunglasses, and black handbag

@chrisellelim / Instagram

Chriselle Lim knows her way around easygoing yet chic winter outfit ideas, and this muted-tone look is certainly no exception. Consider this skirt and sweater combo as your go-to formula for seasonal festivities. Pair a forest green chunky knit with a similarly hued skirt, then amp up the contrast with some rough-around-the-edges chunky boots.

Metallic Sheer

Storm Reid wears a gray blazer dress with sheer underskirt, sparkly jewelry, and black open-toe heels

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Looking for an evening-ready winter outfit idea on a milder day? Consider this your opportunity to rock a trend-forward sheer look. Follow Storm Reid’s lead by layering a fitted blazer over an embellished mesh skirt, then adding a little bit of glam jewelry to bring the whole outfit together.

Funky Florals

Kellie B wears a black semi-sheer dress with florals, orange coat, handbag, black sneakers, and dangling earrings

@itsmekellieb / Instagram

It’s easy to fall in love with a sheer floral number. When combined with a vibrant orange puffer coat, though, this gown goes from darling to totally breathtaking. Here, Kellie B pairs the unexpected duo with a complementary red lip, a sleek black clutch, and classic Vans.

Prep in Your Step

Hailey Bieber wears an oversized gray coat, beige sweater and mini skirt, black loafers with white socks, woven shoulder bag, and sunglasses

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We’ll give it to Hailey Bieber: She’s got a talent for taking trends to the next level. When stepping out in chilly weather, the Rhode founder layered a longline coat and a snug beige sweater over a pleated skirt. We’re taking this as inspiration for our next coffee run, thank you very much.

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