Winter might be here, but that doesn’t mean you have to fall into a cold-weather style rut. To save yourself from facing another day of wearing the same sweater and jeans on repeat, consider blazers as your starting point for outfit goals. Blazers can be the hardest-working wardrobe essentials, and we’re here to show you how to make the most of them. Taking inspiration straight from street style, your crash course in how to style the best blazer outfits starts now.
Within these chic fall/winter outfit combinations, you will find all the best blazer silhouettes and fabrications to serve as your focal points. Investing in a high-quality blazer will be well worth the extra costs in the long run, once you see how these blazers can be interchanged with each of the following looks and their coordinating underpinnings. Take, for instance, a classic black tailored leather blazer. We spotted it on the street with a pair of classic boot-cut jeans, a turtleneck, and black leather boots. However, it can easily be paired with any of the other outfit ideas in this mix—like a sleek and slinky maxi skirt, baggy trousers, or pleated jeans.
Keep reading below to find all the inspiration you need this winter. Ahead, see our edit of the seven best blazer outfits for women.
1. The Leather Blazer and Boot-Cut Jean
Monochrome dressing is always a good idea. The pro way, however, is to ensure you layer plenty of textures to create a masterful, refined look. Start with a leather blazer (or in this case, faux!), add a cashmere turtleneck underneath for a little extra softness and warmth, then pair with a boot-cut pair of jeans for a retro-meets-modern feel. Your best finishing touches include designer-worthy accessories, like these square-toed Balenciaga booties, giving the whole outfit that extra touch of downtown cool.
The Frankie Shop Olympia Faux Leather Blazer
Vince Boiled Cashmere Turtleneck Pullover
Veronica Beard Beverly Skinny-Flare Jean
Balenciaga Dutyfree Bootie
2. The Structured Blazer and Straight-Leg Jean
A sharp tailored blazer will take you from board meetings to weekend brunch in a heartbeat with the swift change of a few accessories and underpinnings. One foolproof way to style yours is with a white button-down shirt, straight-leg blue jeans, and a solid pointy pump or boot. Building a capsule wardrobe is all about the classics. These core four will always come in handy. If you want to add a little extra pop to your look, go for a bright-red bag as a surprising twist.
Salon 1884 Milles Double-Breasted Blazer Jacket
Cos Oversize Tailored Shirt
Agolde Harper Ankle Relaxed Straight Leg Jeans
Khaite Eva Stretch Leather Booties
3. The Suede Blazer and Trouser Jean
This season has been all about suede, from jackets to skirts, bags, and boots. In our opinion, Madewell makes one of the best (and budget-friendly!) suede blazers, and we can’t get enough of this rich version in cognac brown. Styled atop a polished poplin shirt in a lavender or light blue, the jacket simply shines. For work or the weekend, wear it with a baggy trouser jean and finish it off with a polished belt.
Madewell Kline Blazer
Citizens of Humanity Paloma Baggy High Waist Wide Leg Jeans
Déhanche Hollyhock Viper Snake-Effect Leather Belt
4. The Tailored Leather Blazer and Sleek Maxi Skirt
Just as a leather jacket pairs perfectly with jeans, it goes just as easily with sleek maxi skirts and dresses. It’s an easy outfit solution that can take you to that next big meeting and straight to a dinner date afterward. If you are going to splurge on a designer blazer in real leather, you can easily keep the underpinnings on the affordable side. Éterne and Mango make high-quality basics without the hefty price tag, and we love the idea of this set paired with Toteme’s famous knee-high boots.
Proenza Schouler Hayes Lambskin Leather Jacket
Éterne Cropped Fitted Turtleneck Top
Mango Long Pencil Skirt
Toteme Slim Knee-High Boot
5. The Oversize Blazer and Baggy Trouser
We will never get tired of a “borrowed from the boys”-style blazer. Make yours a roomy version in charcoal gray to break up all your favorite black basics, such as that favorite pair of trousers. For a street-style-approved spin, skip the boots or flats as your footwear du jour and slip on hype-worthy sneakers. They will keep your feet happy all day, thanks to their sheer comfort factor, while giving your look that extra bit of edge.
The Row Phil Oversize Single-Breasted Jacket
Nili Lotan Poppy Cashmere Sweater
Maria McManus Straight Leg Stretch Wool Trousers
Salomon XT-6 Gore-Tex Waterproof Sneaker
6. The Classic Blazer and Pleated Midi Skirt
Take styling cues from the prep-school handbook, a simple blazer, crisp shirt, and pleated skirt may be the building blocks of an academic uniform, but with a few tweaks you will walk out the door feeling fashionably fresh. For instance, instead of a pleated miniskirt, make yours a midi length or longer. Style it with Mary Jane flats for an of-the-moment touch that keeps in line with the minimalist vibes of the whole look.
Lafayette 148 Pleated Wool-Silk Midi Skirt
Mansur Gavriel Square Toe Mary Jane Flat
7. The Relaxed Blazer and Matching Suit Skirt
What’s easier than a matching set? It offers a no-fuss solution to face cold mornings when you need to get out the door stat. Add a roomy overcoat to face the elements outside and a sophisticated power pump to accessorize your ensemble beautifully. Consider your winter office-outfit woes solved.
Max Mara Madame Double-Breasted Coat
Aritzia New Generation Blazer
Aritzia Chisel Maxi Skirt
