7 Effortless Winter Outfit Ideas  to Maximize Your Fall Wardrobe

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It may still be early in the season for your heaviest coats and chunkiest shoes, but that doesn’t mean you can’t start daydreaming about all the cute winter outfit ideas you’ll be putting together in just a few weeks’ time. Thankfully, there’s tons of street style inspiration doing the rounds right now (hi, Fashion Month). So you’ll find foolproof outfit combos to take note of if you’re looking to answer one of the biggest winter style conundrums: how to serve a lewk when it’s bitter cold outside. 

A quick scroll through this article will show you how many of fall’s hero pieces are at work here (Chelsea boots! Shackets! Teddy bear coats!) meaning whatever’s on your wishlist right now—or already in your wardrobe—can be effortlessly layered and styled for the foreseeable future. Ahead, seven no-fail winter outfit ideas to help you painlessly master cold-weather dressing. 

Shearling Coat + Printed Dress + Leather Boots

Christian Vierig/Getty Images

Christian Vierig

From the shearling jacket to the groovy print dress and leather boots, everything about this outfit is perfect for snowy or bluebird days. Best part? It’s also incredibly easy to copy with just three key pieces: a cozy coat, midi dress, and sturdy, weather-resistant boots.

Apparis Coat

AFRM Shailene Mesh Midi Dress

AFRM Shailene Mesh Midi Dress

Ray Ban 58mm Aviator Sunglasses

Ray Ban 58mm Aviator Sunglasses

Good American Pull On Boots

Good American Pull On Boots

Wool Coat + Dad Hat + White Sneakers

Edward Berthelot/Getty Images

Edward Berthelot

Thick woolly coats may be a cold-weather mainstay, but they feel undeniably on-trend when styled with street-smart staples like crisp white sneakers and dad hats (ideal for keeping bedhead at bay). This timeless look allows you to move freely and quickly, whether you’re venturing out into the rain for a quick coffee run or leisurely browsing stalls at the flea market. 

Cos Double Breasted Trench Coat

Cos Double Breasted Trench Coat

Mango Wool Coat

Anine Bing Baseball Cap

Nike Air Force 1

Cropped Puffer + Mini Skirt + Lug Sole Boots

Edward Berthelot/Getty Images

Edward Berthelot

Between the puffy coat, combat boot, mini skirt, and tiny bag, this look is all about contrast. The down jacket delivers instant warmth, while lug sole boots ground your ‘fit with a little chonk. Go bare-legged if cold temps don’t faze you (or if you’re hopping in and out of a car between destinations). Otherwise, slip into tights for a more sensible interpretation of how to wear to this outfit in the dead of winter. 

Farm Rio Striped Puffer Jacket

Farm Rio Striped Puffer Jacket

Reformation Benson Silk Mini Skirt

Reformation Benson Silk Mini Skirt

Kate Spade Rubix Crossbody

Kate Spade Rubix Crossbody

Croc-embossed black combat boots

Shearling Jacket + Blazer + Jeans

Daniel Zuchnik/Getty Images

Daniel Zuchnik

No need to burrito yourself in a massive down coat if you don’t want to. This shearling jacket and blazer combo is a total masterclass in layering—and super simple to recreate with similar pieces you likely already own (or plan to rebuy for fall). Complete the look by styling with pants or skirts in the same color family, or opt for your favorite pair of denim to offset the tonal vibes.

Mango Reversible Shearling Jacket

Mango Reversible Shearling Jacket

taupe blazer

H&M Double-breasted Jacket

Skims Soft Lounge Tank

jeans

Levi’s Wedgie Icon Fit High Waist Straight-Leg Jeans

Quilted Jacket + Cargo Pants + Shades

Christian Vierig/Getty Images

Christian Vierig

Quilted jackets are nothing new for fall, but the baggy silhouette dominating the streets proves they can be a solid alternative to puffers this winter, thanks to the padded insulation and ample layering possibilities. The cool girl-approved way to style this piece is with equally roomy cargo pants, but you can easily swap the bottoms for leggings or sweats depending on your mood or plans. Chunky footwear provides a welcome height boost for splashing in puddles.

Madewell Corduroy Quilted Jacket

Madewell Corduroy Quilted Jacket

Outerknown Phoenix Puffer

Outerknown Phoenix Puffer

BDG Blaine High-Waisted Skate Jean

BDG Blaine High-Waisted Skate Jean

Le Specs Rectangle Sunglasses

Le Specs Rectangle Sunglasses

Shacket + Wide-leg Pants + Balaclava

Edward Berthelot/Getty Images

Edward Berthelot

Plaid shackets may be a cool-girl staple for fall, but they actually check many boxes for winter wear, too. Keep yours zipped up for max warmth—and to cleverly disguise any base layers you’re wearing underneath. (Hello, heat-tech bodysuit.) A knit balaclava, which we may or may not have to crown as *the* must-have accessory for winter, is the perfect finishing touch when temps don’t require you to wear all your cold-weather gear at once. 

Zara shacket

BP. Plaid Oversize Shirt Jacket

BP. Plaid Oversize Shirt Jacket

Black pants

Leset Pointelle Drawstring Wide Leg Pants

White Chunky Knit Balaclava

3.1 Philip Lim Chunky Knit Balaclava

Duster Coat + Ribbed Set + Chelsea Boots

Christian Vierig/Getty Images

Christian Vierig

While the duster coat has captured the hearts of many A-listers for serving major main character energy with its dramatic, wafting silhouette, it’s also a seriously functional piece of outerwear for staying warm throughout the winter months. We love it paired with a matching set and weather-resistant boots for looking exceptionally polished while stomping on fallen acorns on a cool morning walk.

Frankie Shop Wool Sweater

Frankie Shop Wool Sweater

Frankie Shop Wool Track Pants

Frankie Shop Wool Track Pants

navy belted coat

& Other Stories Oversized Alpaca Coat

Ganni Recycled Rubber Boots

Ganni Recycled Rubber Boots

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