15 Blazer Outfits to Try Immediately for Winter (2024)

15 Blazer Outfits to Try Immediately for Winter (1)

All street style–approved

By Cortne Bonilla

If you know me at all, whether in real life or through social media, you know my affinity for a good blazer. What first began as a desire to look more professional in my younger years has evolved into a devotion to The Blazer’s various silhouettes and endless wearability. The boxy, the cinched, the wool, the cashmere-lined, and the oversize—give me a blazer and you’re giving me a good time. Not all blazers are created equal, however, and the best blazer outfits consist of three pillars: craftsmanship, functionality, and timelessness.

Madeleine Frandsen of Havre Studio knows the importance of a high-quality everyday staple. (After all, there’s nothing more sustainable than buying well-made clothing and wearing it often.) Before starting her label in 2019 between Copenhagen and Mexico City, Frandsen searched the world for aged pieces, aspiring to prolong their life cycle by reimagining them. The same can be said for the blazer as a whole, which reappears in distinctive and classic ways time and time again. Fashion is a pendulum, after all.

“I was born and raised in Copenhagen, where women have worn oversize clothes and menswear forever, so it always came naturally to me to wear my father’s or my boyfriend’s blazers before starting Havre Studio,” the designer explains. All of the offerings at Havre are recycled, repurposed, or vintage (or a combination thereof), holding onto the item’s original appeal. “We love making classic blazers with contemporary twists, such as our button-back pieces, contrasted blazers, [and] cropped blazers. It gives a good personal touch to a classic piece.”

With those three pillars in mind, Havre continues to make waves among celebrities and fashion insiders for its reworked and luxe options. A word of advice from the designer for finding a blazer that lasts: “I would never buy a blazer in synthetic material. There are so many good options out there in high-quality wool, cashmere, silk, etc. I think they are way more timeless. If one is concerned about the price, vintage is such a good option to get quality materials in a more affordable manner.”

As for the best blazers to shop? Look no further than the below ensembles, with options ranging from structured silhouettes that pay homage to Mr. Dior’s 1947 designs, to cropped workwear staples and unexpected modern updates. Ahead, the 15 best blazer outfits to showcase our favored essentials.

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

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Wolf & Badger Asymmetrical Black Maxi Skirt

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An Oversize 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.

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

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Remain Pinstripe Wide Pants

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A Fringe Blazer

Who says a blazer is only good if it’s black and cut in a classic style? Thanks to brands like By 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

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Polène 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.

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 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

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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

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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.

15 Blazer Outfits to Try Immediately for Winter (2024)

FAQs

What to wear with a blazer in winter? ›

Add a heeled bootie for a chic, sophisticated look. There are obviously so many other ways to wear this blazer! Pair it with dark wash denim, a patterned blouse, and loafers for a sweet and feminine look, or pair it with faux leather ankle pants, animal print heels, and a collar necklace for a little more sass!

Are oversized blazers still in style in 2024? ›

Are oversize blazers in style 2024? / Are oversized blazers in fashion? 100% yes! In fact, we're not sure there will ever be a year that oversized blazers are not a wardrobe must-have. No matter your personal style, there will be an oversized blazer to suit.

What color blazer goes with everything? ›

Navy is typically a failsafe option, because the colour is incredibly versatile and will complement a range of denim shades. Grey is also a great choice, thanks to the fact that there are so many different hues to choose from. If you want to go for a more classic look, tweed can also look great with denim.

How to style a blazer casually? ›

Tip #5 – Wear your blazer over a simple, solid t-shirt. As much as I love a pretty blouse or cashmere sweater, nothing looks more casual under a blazer than a simple, solid t-shirt. But this combination is very modern and elegant, too. If you'd like an even more casual look, reach for a graphic t-shirt.

What color blazer for winter? ›

Whether you choose a quilted lined blazer in black, navy blue, or grey, it will keep you looking chic and sharp throughout the winter months.

Do you wear a coat on top of a blazer? ›

Yes , you can definitely wear an overcoat over a suit jacket . In fact , it is a common and stylish way to layer your outfit during colder months . The key is to choose an overcoat that is slightly larger than your suit jacket to ensure a comfortable fit .

Can you wear a blazer with leggings? ›

You should balance the leggings outfit out by wearing something more formal on top, such as a blouse, knit sweater, oversized shirt, cardigan, or even a dress for a layered look. For jackets, blazers are our go-to choice.

What type of shirt to wear under a women's blazer? ›

The general consensus is that 1) a well-made, opaque t-shirt in a high-quality material can be a great layering piece, 2) that a no-button blouse (popover blouse) can be a flattering, forgiving option (particularly for women who tend to have problems with gaping blouses with buttons), 3) that button front dress shirts ...

How to style a blazer with jeans? ›

Strut a high quality blazer that fits well! Pairing your jeans with a t-shirt and pair of sneakers will create a stylistic, casual look, while combining them with a buttoned down dress shirt and potentially a pair of loafers will provide for a more formal look.

What color blazer should every woman have? ›

Core colors include black, white, navy, and gray. These are those versatile tones that you can endlessly mix and match with anything in your closet. We recommend having a black blazer and then a couple of options in the other core shades.

What kind of pants to wear with a blazer? ›

Classic Combinations for a Timeless Look
  • Navy Blazer with Grey Trousers. The epitome of timeless elegance. ...
  • Charcoal Blazer with Khaki Trousers. This combination strikes the perfect balance between formal and casual. ...
  • Black Blazer with Black or Grey Trousers.
Oct 12, 2023

Is it okay to wear different colors blazers and pants? ›

You also need to color coordinate your trousers and suit jacket. This doesn't necessarily mean that the two garments must feature the same color. It only means that the colors should match or compliment each other. If your suit jacket is black and your trousers are brown, your outfit won't match.

What T-shirt to wear with a blazer? ›

You don't want anything too graphic as it makes the outfit look busy, and a V-Neck tee can look like you're trying too hard. The safest bet is to go with a crew-neck in simple colours. Sometimes a basic pattern like a small stripe can work well too!

What shoes to wear with jeans and blazer? ›

For semi-formal events, opt for derby shoes to add a touch of elegance to your outfit. To formal events (that still allow jeans), reach for your oxfords and add a blazer to keep up to date with the style.

What to wear over a blazer when it's cold? ›

Neutral coat colors like black, navy, or grey are versatile choices. Consider the Climate: Opt for a heavier wool or cashmere coat for colder climates and a lighter fabric for transitional seasons. Accessorize Appropriately: Scarves, gloves, and hats can elevate your ensemble.

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