Foolproof Outfits That'll Keep You Warm This Winter

by Dale Arden Chong

Getting dressed during the winter season can easily start getting repetitive—especially when the most you want to do in the morning is bundle up in your warmest sweatpants and blankets to stay warm. Even on days that are a little warmer than usual, it’s easy to reach for that standard cable-knit sweater, your favorite jeans, and a good pair of boots instead of planning out a brand-new ensemble.

We’re firm believers in dressing the way you want to feel on the inside, even if you’d rather stay under a warm comforter all day. So, to help cure your case of the winter style blues, we rounded up some of the best looks from our favorite street style stars. Let their cold-weather outfits serve as an inspiration. From colorful jackets and ponchos to unexpected layering techniques, there’s no doubt you’ll find something that’ll get you excited to hop out of bed again.

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Style du Monde

Everyone loves a bright sweater.

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Style du Monde

Color coordination never gets old.

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Style du Monde

Make your favorite skirt winter-ready with a pair of leggings.

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Style du Monde

Winter whites? Yes, please.

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Getty Images

Rihanna proves that athleisure can be so chic.

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Style du Monde

You can never have too many coats and trenches.

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Sandra Semburg

Everyone loves a chic beret.

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Sandra Semburg

Complement your black-and-white look with bright red.

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AKM BSI

When it gets a bit warmer, style yourself in layers.

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Style du Monde

Working in different hues from the same color palette will create a fresh, intriguing look.

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Sandra Semburg

Tights will always keep your legs warmer.

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Sandra Semburg

Bundle yourself in a giant furry coat.

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Style du Monde

This look is so good.

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Sandra Semburg

All-black layers are instantly polished.

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Style du Monde

Everyone needs a Sherpa jacket in their closet.

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Collage Vintage

Want to wear a summer top? Put a turtleneck underneath it.

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Style du Monde

When in doubt, layer your coats.

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Style du Monde

A long coat will look perfect over a maxi dress.

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Style du Monde

Pair a chunky sweater with a slinky skirt for a mix of texture.

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Style du Monde

Wear a leather jacket over your favorite dress for a simple but effective outfit.

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Style du Monde

Make your mules work with a good pair of socks.

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Style du Monde

If you're feeling extra chilly, layer, layer, layer.

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Style du Monde

A classic trench gets dressed up with trendy details.

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Collage Vintage

A monochrome outfit will stand out this season.

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Style du Monde

If your scarf isn't warm enough, use a sweater!

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Collage Vintage

When it's warmer, layer a sweater underneath a leather jacket.

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Style du Monde

A bright hoodie will give a polished look that cool-girl flair.

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Collage Vintage

Working in color will brighten dreary days.

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Style du Monde

Nothing says warm like the perfect peacoat.

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Sandra Semburg

The right purse can pull together your whole look.

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Sandra Semburg

Play with different proportions to create visual interest.

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Sandra Semburg

A chunky sweater will go great underneath a classic trench coat.

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Collage Vintage

Because you need a puffy coat.

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Style du Monde

Tall boots will allow you to wear any skirt during the winter.

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Sandra Semburg

Tap into the '70s trend with a furry coat.

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Collage Vintage

If you're wearing neutrals, add a bright pop of color.

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Collage Vintage

A flowing skirt will keep your legs warm this winter.

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Style du Monde

Red will easily turn some heads.

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Collage Vintage

Who doesn't love a quality leather jacket?

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Style du Monde

A hoodie underneath any coat is sure to keep you warm.

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Collage Vintage

Military jackets are the unexpected winter trend of 2018.

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Style du Monde

A poncho is so unexpected.

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Style du Monde

Maintain extra warmth with a layered hoodie underneath.

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Sandra Semburg

Layer a turtleneck under a summer dress to make it appropriate for the cold weather.

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Style du Monde

A poncho is so stylish.

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Sandra Semburg

The right coat can complete any look.

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Sandra Semburg

Layer leggings underneath your skirt for the extra warmth.

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Collage Vintage

A chunky knit sweater will keep you warm.

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Sandra Semburg

This bubblegum-pink coat is so chic.

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Collage Vintage

Layer a hoodie underneath a trucker jacket for a true cool-girl outfit.

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Collage Vintage

Who could say no to this coat?

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Collage Vintage

If a turtleneck under a dress isn't enough, add a pair of jeans underneath.

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Collage Vintage

So cute.

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Collage Vintage

Wear your favorite dress with a long-sleeve top and pants underneath.

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Collage Vintage

Newsboy caps are back in style.

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Style du Monde

Pair a patent skirt with some matching boots.

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Style du Monde

If you want to wear sandals, add a pair of tights.

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Style du Monde

A classic blazer under a trench is an unexpected layering combination.

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