18 Comfortable Outfits That Are Still So Stylish

Admit it: There are days when all you want to do is throw on a comfortable outfit and forgo the dress codes of work and social events. But just because you’re wearing something cozy doesn’t mean it can’t also be super stylish. If you want evidence, just look at fashion girls who have mastered the comfy-chic style.

Whether you’re slipping into your favorite pair of boyfriend jeans, an oversize sweater, or worn-in T-shirt, there are ways to elevate your comfy look. Want to see some winning outfit formulas that are worth repeating?

Ahead, we’re breaking down 18 street style looks that are both comfy and chic.

comfortable outfits

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Collage Vintage

Go for a monochrome look and tuck a simple blouse into belted trousers. 

comfortable outfits

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Collage Vintage

Throw on a cool jumpsuit and pair it with statement shoes. 

comfortable outfits

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Collage Vintage

Go for a matching blazer-and-trouser duo to achieve maximum comfort and chicness. 

comfortable outfits

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Collage Vintage

Velvet is everywhere this season. Try wearing a cool velvet jacket over jeans and a blouse. 

comfortable outfits

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Collage Vintage

Opt for a chunky sweater to stay warm, and pair it with simple jeans. 

comfortable outfits

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Collage Vintage

Wear a sweater under a cool puffy coat. 

comfortable outfits

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Collage Vintage

Try wearing a vinyl jacket with a flowy dress and vintage denim underneath. 

comfortable outfits

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Collage Vintage

Go for a cool office look by wearing long trousers with a simple tee and oversize blazer. 

comfortable outfits

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Collage Vintage

Stay stylish and comfortable in a graphic tee, long skirt, and oversize coat. 

comfortable outfits

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Collage Vintage

Create a put-together look by wearing a flowy skirt with a denim jacket and slouchy boots

comfortable outfits

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Collage Vintage

Try out a cool statement sweater under a leather jacket. 

comfortable outfits

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Collage Vintage

Stay comfortable and on trend by wearing a structured coat over jeans and ankle boots. 

comfortable outfits

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Collage Vintage

Tuck a sweater into casual trousers and pair them with sneakers for the ultimate comfortable look. 

comfortable outfits

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Collage Vintage

Try an oversize blazer over a tee and denim. 

comfortable outfits

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Collage Vintage

Style cool metallic pants with a simple turtleneck and a coat to stay looking chic.

comfortable outfits

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Collage Vintage

Go for a laid-back look by wearing a long coat with menswear-inspired trousers. 

comfortable outfits

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Collage Vintage

Create a relaxed, tailored look with wide-leg trousers and a fitted jacket. 

comfortable outfits

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Collage Vintage

Style a simple wrap dress with a comfortable pair of flats for warmer days.

Next, see how to travel in style like a fashion editor.