15 Blazer Outfits to Try Immediately for Winter

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The Classic Black Blazer + Frothy Skirt

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The tide is beginning to turn on the street-style scene and market, with consumers searching for cinched styles. However popular a cinched blazer is, the oversize blazer continues to reign supreme. Revamp the look by pairing yours with a billowy maxi or midi skirt.

Havre Studio Navy Double Breasted Dior Blazer

Navy Double Breasted Dior Blazer

Havre Studio Navy Double Breasted Dior Blazer

Wolf & Badger Asymmetrical Black Maxi Skirt

Asymmetrical Black Maxi Skirt

Wolf & Badger Asymmetrical Black Maxi Skirt

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An Oversized Blazer + Sporty Skirt

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A roomy, oversize blazer continues to be one of the most versatile staples for a fall and winter wardrobe. For those looking for casual appeal, pair yours with a nylon skirt and size up in the blazer.

Totême Black Wool Oversized Blazer

Black Wool Oversized Blazer

Totême Black Wool Oversized Blazer

Sacai Nylon-Twill Pleated Cargo Midi Skirt

Nylon-Twill Pleated Cargo Midi Skirt

Sacai Nylon-Twill Pleated Cargo Midi Skirt

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A Slouchy Shoulder + Pinstripes Outfit

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Borrow from the boys and embrace a ’90s-inspired menswear tone with this street-style blazer outfit. Team your oversize navy blazer with a pinstripe pant.

Raey Split-Side Single-Breasted Wool Blazer

Split-Side Single-Breasted Wool Blazer

Raey Split-Side Single-Breasted Wool Blazer

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REMAIN Pinstripe Wide Pants

Pinstripe Wide Pants

REMAIN Pinstripe Wide Pants

Credit: FWRD

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A Fringe Blazer

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Who says a blazer is only good if it’s black and cut in a classic style? Thanks to brands like Malene Birger and Bite Studios, fringe is cool again and it’s punctuating our favorite staples for a fresh take.

By Malene Birger Iggie Double-Breasted Fringe-Trim Blazer

Iggie Double-Breasted Fringe-Trim Blazer

By Malene Birger Iggie Double-Breasted Fringe-Trim Blazer

Polene Ecru Shearling Bag

Ecru Shearling Bag

Polene Ecru Shearling Bag

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The Double-Denim Blazer Outfit

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The Canadian tuxedo has never looked so good. Thank modern silhouettes. Update your blazer rotation with a denim version—and go ahead, embrace the ’80s shoulder.

Staud Maxwell Denim Blazer

Maxwell Denim Blazer

Staud Maxwell Denim Blazer

Polo Ralph Lauren Rae Denim Blazer

Rae Denim Blazer

Polo Ralph Lauren Rae Denim Blazer

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A Belted Blazer Outfit + Button Down

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If you’d prefer a cinched-in waist without the fitted silhouette, a belted blazer is the way to go. It flatters the shape without the strife and can be dressed up just as much as it can be pared-back for casual days.

Maria Mcmanus Belted Blazer

Belted Blazer

Maria Mcmanus Belted Blazer

Maria Mcmanus Mid Rise Pleat Front Trouser

Mid Rise Pleat Front Trouser

Maria Mcmanus Mid Rise Pleat Front Trouser

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The Cropped Blazer + T-Shirt Outfit

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A cropped blazer elongates the waist effortlessly—a notion hard to come by come fall, when bundles and layering are abundant. Wear yours with a classic white T-shirt or thin turtleneck.

Cos Cropped Wool Blazer

Cropped Wool Blazer

Cos Cropped Wool Blazer

Headshot of Cortne Bonilla

Cortne Bonilla is freelance writer who occasionally dabbles in party reporting. When she’s not writing, you can find her vintage shopping, sipping iced lattes, reading on the train, and indulging in Pilates. 

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