Winter fashion doesn’t have to be bulky or boring. With flare leggings, you can create a variety of outfits that are not only comfortable but also stylish and on-trend. Whether you’re bundling up for a day out in the snow or keeping it cozy at home, flare leggings are versatile enough to be the star of your winter wardrobe. In this article, we’ve put together 16 must-try flare leggings outfits that will keep you warm while looking effortlessly chic. Get ready to embrace the cold with these fashionable and cozy winter looks!
In this outfit, the black flare leggings pair effortlessly with a chunky winter sweater that features a Nordic-inspired pattern. The look is both comfy and chic, perfect for a casual day out grabbing a holiday latte. The soft, neutral tones in the sweater blend with the deep black of the leggings, creating a balanced look that’s ideal for winter strolls or running errands.
Style tip: Add a pair of Ugg boots for extra warmth and a laid-back, cozy aesthetic. This is a look that transitions well from a casual day at home to a quick lunch with friends. For a little seasonal flair, don’t be afraid to add some festive accessories like a red scarf or gloves.
If you’re looking to brighten up your winter wardrobe, these red flare leggings paired with a cute sweater featuring heart patterns are just the outfit. The vivid red color of the leggings stands out, while the white sweater softens the look, creating a playful yet warm ensemble.
Style tip: For a trendy, cute twist, pair this look with white sneakers and minimal accessories. This outfit works great for a relaxed day at home or when you want to bring a pop of color to your errands. A plus size or midsize option for this look would include a slightly oversized sweater for added comfort and layering during colder days.
This sleek, all-black outfit is perfect for a day where simplicity and elegance are key. The black flare leggings are paired with a tight-fitting black tee, creating a silhouette that is both flattering and versatile. This look works well for various occasions, from a casual workday to a quick outing around town.
Style tip: A leather jacket or long coat would elevate this ensemble for a more sophisticated, dressy vibe. Finish the look with ballet flats or loafers to add a touch of sophistication without sacrificing comfort. Black women can add gold hoop earrings or layered necklaces to bring out the contrast and add a bit of personal flair.
In this outfit, flare leggings are styled with a light grey shacket, a hybrid between a shirt and a jacket, perfect for layering in the winter months. The neutral tones of the grey combined with the brown Ugg boots make this outfit a quintessential winter staple.
Style tip: The oversized shacket gives an effortless cool-girl look while keeping you cozy, and the dark grey of the leggings balances the overall lightness of the top. This look is perfect for cold, snowy days when comfort and warmth are a priority. Don’t forget to accessorize with a cute beanie or sunglasses for an added aesthetic touch.
Nothing says winter chic like an all-black outfit broken up by a beige coat. Here, the black flare leggings hug the figure while the loose-fitting beige coat adds structure and warmth. This combination is both modern and timeless.
Style tip: Pair this with navy blue or white accessories to elevate the neutral tones. For footwear, black ankle boots or beige flats would finish this look perfectly. This outfit works well for both a casual day at the office or a quick dinner out with friends.
This bold and edgy winter outfit is perfect for those who want to make a statement. The faux leather black flare leggings add a touch of glam, while the cropped black sweater and matching shearling-lined jacket create a comfy yet fierce look. Paired with chunky sneakers, the ensemble is ideal for a city day out or an Instagram-worthy coffee run.
Style tip: A sleek black baseball cap and oversized sunglasses enhance the cool-girl aesthetic. If you’re looking to add texture and warmth, consider swapping out the sneakers for a pair of stylish Uggs or combat boots. This look works well for those who love aesthetic outfits with a modern twist.
The combination of black flare leggings and a rich brown puffer jacket is perfect for the coldest winter days. This outfit screams casual chic with its neutral tones and practical warmth. The puffer jacket adds bulk without looking heavy, and the cozy knit sweater peeking through offers the perfect layered comfy look.
Style tip: Complete the look with sneakers or snow boots for an outdoor-ready style. The contrast between the dark flare leggings and the lighter sweater creates balance and keeps the outfit visually interesting. For added texture, try a chunky scarf in a navy blue or light grey hue.
This outfit is perfect for a light, casual winter day. The light grey flare leggings paired with a white, fitted turtleneck keep the look sleek, while the brown puffer vest adds warmth without overwhelming the outfit. The neutral tones give it a soft, minimalist feel, making it perfect for running errands or a casual brunch outing.
Style tip: To add height and a bit of flair, opt for platform Ugg boots, as seen here. The beige color of the boots complements the neutral palette, keeping everything cohesive and cute. This look is great for midsize and plus size women who prefer soft layers that don’t sacrifice style.
Nothing says winter wonderland like an all-white ensemble. Here, the flare leggings are paired with a long, belted white puffer coat and winter accessories, making this outfit both functional and fashion-forward for snowy adventures. The black leggings add contrast to the monochromatic white outfit, making it stand out even more.
Style tip: This look is all about clean lines and simple elegance. Keep the accessories minimal with neutral gloves, a white scarf, and boots to create a seamless, winter-perfect aesthetic. The outfit is not only comfy but practical for long walks in the snow, and the layering is perfect for staying warm.
For those laid-back days, a green hoodie paired with black flare leggings is the ultimate cozy combo. This look is great for lounging at home or heading to a casual meet-up with friends. The muted green adds a pop of color while keeping the vibe relaxed and easygoing.
Style tip: Pair this look with platform Uggs or slippers for a comfy, off-duty look. For a bit of flair, accessorize with gold jewelry, like hoop earrings or a simple chain necklace, to elevate the overall outfit without compromising its relaxed tone.
This sporty yet casual ensemble is perfect for those who want comfort without compromising style. The high-waisted black flare leggings elongate the legs and pair perfectly with a cropped light grey sweatshirt, giving off a sleek and modern vibe. This look is ideal for lounging, a quick trip to the gym, or running errands in style.
Style tip: Pair this outfit with chunky sneakers, as seen here, to add a bit of street-style flair. The cropped sweatshirt shows just a hint of skin, making it playful yet practical. You can swap out the top for a hoodie on colder days or add a coat for a bit of extra warmth.
This cozy winter look features black flare leggings paired with a chunky shearling jacket, the perfect layering piece for colder days. The brown details of the jacket add warmth to the outfit, while the fitted leggings create a streamlined silhouette that balances the bulkiness of the top layers. It’s the perfect outfit for casual winter outings or grabbing coffee with friends.
Style tip: Wear this with a black hoodie underneath for additional warmth and texture. The brown suede Ugg boots add a practical touch, keeping your feet cozy while keeping the look fashionable.
Here we have a classic winter combination—black flare leggings paired with a sleek black puffer jacket. The overall aesthetic is minimal and chic, offering warmth without the bulk. This is a versatile look for a variety of occasions, whether you’re running errands or heading to a casual lunch.
Style tip: Sneakers give this outfit an athletic touch, but for a more polished look, you could switch to ankle boots. Add a beanie or scarf for extra warmth and texture. This look also works well for plus size women, as the structured puffer jacket complements the leggings’ slim fit.
This cute and casual outfit is all about comfort and simplicity. The black flare leggings are paired with a cropped white long-sleeve top, creating a relaxed and comfy look. The small, crossbody beige bag adds a playful accessory that complements the simplicity of the look.
Style tip: Complete this look with a pair of classic Uggs for ultimate coziness. This ensemble is perfect for lounging indoors, but you could easily throw on a large cardigan or oversized jacket to make it winter-appropriate when stepping out.
Here we see a cozy winter outfit featuring black flare leggings and a blue knit sweater. The combination of soft textures with stretchy, fitted leggings makes this look as comfortable as it is stylish. The oversized blue sweater contrasts beautifully with the dark leggings, creating a balanced and eye-catching look.
Style tip: Pair the outfit with a knitted beanie and Ugg boots for an added winter touch. The blue sweater brings in a pop of color, making it an ideal outfit for a laid-back weekend outing. This look is perfect for the colder months when you want to stay warm but still look effortlessly stylish.
This outfit pairs black flare leggings with a chic beige coat, creating a perfect balance between warmth and sophistication. The long beige coat adds an elegant layer while the black leggings create a sleek silhouette. The oversized sunglasses and Uggs round off the look, making it ideal for a day out, whether it’s grabbing a coffee or going on a winter walk.
Style tip: This outfit works especially well for those who prefer a minimalist approach to winter fashion. The neutral tones of the coat and brown Ugg boots keep the look grounded, while the fitted leggings ensure comfort. Add a scarf or gloves in light grey or navy to stay cozy while keeping it stylish.
Here we have a minimalistic and trendy winter outfit featuring high-waisted black flare leggings paired with a cropped white ribbed top. The sleek and fitted look is perfect for layering or wearing indoors on a casual day. The white baseball cap and sneakers add a sporty touch, making this outfit great for running errands or staying active during the winter months.
Style tip: You can easily throw on a long coat or puffer jacket for colder weather. This look emphasizes clean lines and comfort, perfect for keeping your style simple and effortless.
This cute and cozy winter look pairs black flare leggings with an oversized light blue sweatshirt, making it a great choice for chilly days. The long white scarf adds an extra layer of warmth while also serving as a stylish accessory. The light blue and black combo creates a balanced color palette that’s both soft and winter-ready.
Style tip: Pair this outfit with sneakers or winter boots for a comfortable and practical look. This is the perfect casual winter outfit for a school day or a weekend outing. Add a beige or gray beanie to complete the cozy winter vibe.
This winter outfit stands out with its rich green flare leggings, paired with a cropped, oversized white knit sweater. The green leggings offer a fresh and unique twist on the typical winter palette, while the sweater keeps the look cozy and on-trend. Ugg boots in a neutral tone complete the outfit, making it perfect for a casual outdoor walk or grabbing a hot drink on a cool day.
Style tip: To accessorize, add a small crossbody bag and a beanie to elevate the look. This outfit is perfect for black women who want to incorporate color while keeping their winter style comfortable and cute.
Flare leggings are the perfect blend of comfort and style, making them a winter wardrobe essential. From casual weekend looks to more polished, everyday outfits, these 16 ideas show how you can stay warm and stylish throughout the colder months. So, why not give your winter wardrobe a fresh update with these chic flare leggings outfits? Let us know which looks you love and how you plan to rock your leggings this winter!
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