9 Winter Outfits Under-$300–Polished, Practical, and Perfectly Styled

9 Affordable Winter Outfits for Chic ColdWeather Style
Photo: Courtesy of Alex Mill

Winter wardrobe investments—your coats, cashmere knits, and leather boots—often come with the assumption of a high price tag. As your resident affordable-fashion guru–and devoted high-street shopper–I’m here to remind you that style can be found at any price point. A chic cold-weather look that’s equal parts refined, practical, and perfectly put together is just a few under-$300 picks away, thanks to favorites from Zara, Banana Republic, Cos, and more.

Vogue’s Affordable Winter Wardrobe Lineup:

The Festive Fair Isle
Alex Mill Charlotte Fairisle sweater
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The Velvet Touch
Citizens of Humanity Ayla Baggy pants
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The Cute Scarf
Madewell x Alexa Chung skinny scarf
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It’s natural to question the quality of an under-$300 find–especially if you favors brands like Khaite, Toteme, or The Row. My advice? Focus on the staples that affordable brands do exceptionally well: Alex Mill’s wear-everywhere sweaters, Mango’s elevated outerwear, and J.Crew’s impeccably tailored trousers. Look to Reformation for chic footwear, keep an eye on Madewell’s clever collaborations, and–most importantly–have fun with it. These pieces are meant to spark joy. Even if they don’t live in your closet forever, they’ll more than earn their keep while they do.

So, back to the affordable winter outfits at hand. Catch me showing off my new Alex Mill faux-fur coat with Éterne’s cherry-red crewneck and Zara’s plaid midiskirt; slipping into La Veste’s rich mahogany corduroys with Gap’s shearling jacket and lace-up Banana Republic boots; and shining brightly in Zara’s sequin midiskirt paired with Mango’s slouchy leather bomber and Reformation’s python-print mules. I plan on making the latter the centerpiece of my holiday party uniform–don’t you want to, too? Ahead, nine affordable winter outfits that are supremely stylish–no high price tag required.

Borrowed From the Boys

Borrow your next affordable winter outfit from the boys, starting with Alex Mill’s marigold cable-knit sweater and Zara’s plaid-lined cropped trench. Citizens of Humanity’s velvet trousers add a rich textural touch, while Bally’s Fair Isle socks paired with Sperry’s pearl-adorned boat shoes offer a merry nod to nostalgia. Finish the look with Free People’s sleek suede tote in deep chocolate.

Alex Mill

Madelyn Donegal sweater

Zara

faux fur collar trench coat

Citizens of Humanity

Ayla Baggy pants

Bally

jacquard-knit wool socks

Sperry

Authentic Original mudguard boat shoes

Free People

Sierra shoulder bag

Everyday Festive

’Tis the season for cheer–even during office hours. Start with Zara’s shimmering sequin skirt to trigger the dopamine receptors, then layer Mango’s slouchy leather bomber over Alex Mill’s charming Fair Isle cardigan. Reformation’s python-print mules, a velvet Attersee clutch, and Jennifer Behr’s onyx-embellished choker take the look seamlessly from commute to cocktail hour. Bonus points for a dazzling red lip.

Mango

oversized faux leather jacket

Zara

fringed sequin skirt

Reformation

Clementine mule sandals

Alex Mill

Charlotte Fairisle sweater

Attersee

The Mini Brea bag

Jennifer Behr

Alva choker

Alpine Attire

Whether you’re hitting the slopes or sticking to the city streets, the après-ski spirit comes alive with Gap’s snuggly shearling jacket, La Veste’s cool corduroys, and Zara’s argyle sweater. Accessory-wise, off-piste picks include Madewell x Alexa Chung’s colorful striped scarf, Frame’s cable knit beanie, and a pair of stompy, lace-up boots from Banana Republic.

Gap

sherpa leather-trim jacket

La Veste

Riding pants

Zara

diamond knit jumper

Banana Republic

Alpine boots

Madewell

x Alexa Chung skinny scarf

Frame

The Cable beanie

Bohemian Nights

Soirée season is officially upon us, which means you’ll need something utterly fabulous to step out in. Might we suggest Madewell x Alexa Chung’s subtly sexy lace-trimmed slip dress, Mango’s faux-fur-collar aviator jacket, and a pair of knee-high heeled boots from Zara? Also from the Madewell x Alexa Chung collection, a chain-link belt to adds a glint of gold. Shine on with Jennifer Behr’s earrings and Zara’s sequin handbag–perfect for any dinner-to-disco transition.

Madewell

x Alexa Chung Courtney slip dress

Mango

faux-leather jacket

Zara

high heel boots

Madewell

x Alexa Chung Horsebit belt

Jennifer Behr

Noreen earrings

Zara

embroidered Shopper bag

Layers and Lace

You’ve heard of leather and lace, but with freezing temperatures ahead, why not add a few luxurious layers into the mix? Think Les Tien’s striped long-sleeve tee, Dôen’s lace-trimmed silk mini shorts, and Mango’s snuggly shearling jacket. Reformation’s tassel-adorned mules in bordeaux bring a chic jolt of color, while Dinosaur Designs’s cord necklace and Cos’s clutch keep the final look feeling effortlessly downtown.

Les Tien

Mert cropped T-shirt

Dôen

Iona shorts

Reformation

Priya flat mules

Mango

faux-shearling leather-effect coat

Dinosaur Designs

River Rock necklace

Cos

folded crinkled clutch bag

Schoolgirl Cool

This season’s go-to styling trick? A bold pop of red. For a prep-school chic moment, pair Éterne’s crimson cashmere crewneck with Zara’s pleated plaid midiskirt and Mango’s patent loafer-like flats. Combat the dipping temperatures with Alex Mill’s fabulous faux-fur coat, and top it all off with Jennifer Behr’s polka-dot scrunchie for that hint of holiday season wonder.

Éterne

Francis cashmere sweater

Zara

plaid box pleat skirt

Lisa Yang

Zera cashmere socks

Mango

patent leather flat shoes

Alex Mill

Duane St jacket

Lelet

Juliette scrunchie

Elevated City

Craft your chicest city look yet with Zara’s sumptuous suede coat, Cos’s grunge-leaning flannel shirt, and La Ligne’s wide-leg blue jeans. Banana Republic’s sock boots add literal outfit elevation, while Staud’s butter-yellow satin handbag delivers a sweet yet stylish pop of color.

Cos

checked flannel shirt

La Ligne

Isadora wide-leg jeans

Banana Republic

sock booties

Zara

faux suede tailcoat

Anderson s

leather belt

Staud

Lila mini bag

Texture Clash

Give everyday maximalism a try by mixing and matching textures. Start with Loulou de Saison’s feathery top, Cos’s lace-trimmed slip skirt, and Pistola’s cropped leather jacket. J.Crew’s suede lug-sole boots toughen up the look, while Zara’s sequin handbag adds a final festive flourish, and Lisa Yang’s cashmere balaclava keeps you warm without ever sacrificing style.

Loulou de Saison

Zaro fringe top

Cos

lace-trimmed midi skirt

Pistola

Bex jacket

J.Crew

lug-sole loafer boots

Zara

bucket bag

Lisa Yang

cashmere balaclava

Cold Weather Cute

Looking for a casual weekend look that’s equal parts cold-weather chic and cute? You’re in the right place. Try Zara’s faux-fur collar peacoat with J.Crew’s bubblegum-pink velvet pants and Banana Republic’s chunky cable-knit turtleneck. Sea NY’s Fair Isle beret (from its Shopbop collab) adds a festive touch, while suede New Balance sneakers and Lisa Yang’s fuzzy mittens keep things practical yet polished.

Zara

short wool coat

J.Crew

wide-leg trousers

New Balance

471 sneakers

Sea

Antonia Fair Isle beret

Banana Republic

mixed-stitch sweater

Lisa Yang

brushed-cashmere mittens