15+ Amazing Fall/Winter Leggings Outfits to Try Right Now

This blog post is all about amazing fall/winter leggings outfits to wear right now.

As winter settles in, I always find myself reaching for my favorite black leggings — they’re the ultimate mix of comfort and style. Sleek, warm, and endlessly versatile, they’ve become my go-to for creating chic winter looks without sacrificing coziness. In this post, I’m sharing some of my favorite ways to style leggings with boots and sneakers, and how to elevate your winter wardrobe with this effortless combo. Keep scrolling for outfit ideas you’ll want to copy right away!

Are Black Leggings Still in Fashion?

Absolutely! Black leggings are still a must-have in 2025, and I personally can’t get enough of how versatile they are. I love styling them with oversized sweaters, blazers, or sleek boots for a chic everyday look that feels effortless. The key is choosing quality fabrics and structured fits to keep your outfit polished rather than casual. When worn thoughtfully, black leggings remain one of the most stylish and timeless pieces in my wardrobe this year.

Can Leggings Look Classy?

Yes, leggings can look classy when styled thoughtfully. Pairing them with structured pieces, like an oversized blazer, oversized crispy shirt or a long coat, instantly elevates the look.

Choosing high-quality, textured leggings, such as faux leather or ribbed styles, also adds sophistication. Add sleek accessories and polished footwear, like ankle boots or knee high boots, to complete a chic, classy outfit.

Layering is a Key for Winter Leggings Outfits

One of the most effective strategies for staying warm in winter is layering. Pair your black leggings with long, chunky sweater, oversized cardigan or turtleneck sweater for a cozy and fashionable ensemble. Consider layering a stylish coat or a faux fur vest for added warmth and a touch of glamour. 

Sweater and Leggings Winter Outfit

Embrace the charm of sweater weather by teaming your black leggings with oversized sweater. Opt for chunky, cable-knit textures or trendy turtlenecks to add a touch of sophistication. Complete the look with knee-high boots or chelsea boots for a polished finish and extra warmth.

Boots and Leggings Winter Outfit

The right pair of boots can elevate your winter leggings outfit. Knee boots or over-the-knee black boots add a touch of drama and keep you warm, while ankle boots provide a versatile and chic option.

Try styling ankle booties with longer coats, while tall boots will work best with shorter blazers. Think about balancing proportions. Experiment with adding combat boots or sneakers. Try different styles to find the perfect match for your outfit.

Brown Leggings

Switch your favorite black leggings for brown ones. Style them with a sweater in the same shade, throw on a barn jacket, and slip into your favorite Adidas Sambas. Tonal dressing is the easiest way to look chic without even trying.

Blazer and Leggings Outfits

Bring a touch of professionalism to your winter attire by throwing on a longline blazer or a structured long coat over your leggings. This tailored addition adds instant polish to your look while keeping you warm.

Choose a blazer in a bold color to make a statement or stick to neutrals for a classic vibe. If a coat isn’t your preferred choice of clothing, consider swapping it out for a puffer coat, puffer jacket, leather jacket, or teddy coat.

Monochrome Winter Leggings Outfits

Opt for a monochrome ensemble by pairing your leggings with a long, cozy sweater or blazer in a similar shade. This sleek and streamlined look not only creates an illusion of height but also exudes sophistication. Pair with leather booties or thigh-high boots.

Avoid These Styling Mistakes While Wearing Leggings:

  1. Fabric quality. Not all leggings are created equal. Choosing leggings made from thin or low-quality fabric can lead to transparency issues. Invest in leggings made from thicker, high-quality materials that offer both coverage and durability. Also thicker leggings will work best for cold weather.
  2. Ignoring Proportions. Pairing leggings with overly short cute tops can create an unbalanced and disproportionate look. To maintain a polished appearance, choose tops or dresses that provide sufficient coverage, ideally extending past the hips.
  3. Overdoing Activewear for Everyday Wear. While athletic leggings are designed for workouts, they may not always translate seamlessly into everyday fashion. Avoid pairing heavily branded or sport-specific leggings with non-athletic tops unless you’re heading to or from the gym.

What Shoes Go Best With Leggings?

When it comes to styling leggings, I’ve found that the right shoes can completely transform an outfit. Sneakers are my go-to for a casual, everyday look, while ankle boots instantly elevate leggings for a chic, polished vibe. For dressier occasions, I love pairing leggings with knee high boots to add height and sophistication. Flats, loafers, and even slides work perfectly for relaxed, effortless outfits, making leggings one of the most versatile pieces in my wardrobe.

Styling black leggings outfit for winter is all about embracing the versatility of this wardrobe staple. Whether you’re going for a monochrome look, sweater, or infusing athleisure elements, there are countless ways to exude elegance while staying warm. Experiment with these styling tips to create casual outfit that is not only cozy but also radiate cold-weather chic.

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