Here's How to Wear Leggings on Days You Want to Skip Jeans.
January 2, 2026
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It’s difficult to picture a world where leggings aren't part of our daily outfits. Most of us have at least one reliable black pair (possibly two or three) ready for errands, travel days, and everything in between. However, after years of constant use, leggings have gradually transitioned from a dependable choice to something that can seem a bit... lackluster. To reinvigorate this long-standing staple, I set out to discover fresh and exciting ways to style leggings that make them appealing to wear again.
The last few years have shown us that comfort is here to stay—but so is our inclination to look polished. After a lengthy period of ultra-casual attire, fashion has officially entered a phase of refined comfort. I had begun to reserve my leggings exclusively for workouts, preferring more polished options that felt more intentional. However, in 2025, leggings have experienced a subtle but significant transformation—one that makes them deserving of a spot back in our daily rotation.
Today's leggings focus less on lounging and more on styling possibilities. From tailored flared shapes to sleek stirrup details and thicker, more substantial materials, the new generation of leggings feels purposeful, on-trend, and surprisingly adaptable. When styled correctly, they can complement oversized coats, chic boots, and elevated layers—especially during winter.
Below are six outfit ideas that illustrate that leggings aren’t disappearing from fashion anytime soon. With a few modern upgrades, they might once again become one of the most versatile pieces in your cold-weather wardrobe.
6 Stylish Ways to Wear Leggings This Winter
1. With a blazer and pointed flats
Stirrup leggings—a style borrowed from the '80s—have quickly become this season’s must-have legging. The defining strap under the arch creates a seamless connection from pant to shoe, instantly making the look feel more sophisticated. When paired with ballet flats and topped with a long, oversized blazer, they strike the perfect balance between comfort and elegance—there's no chance of being mistaken for workout gear.
2. With a quilted jacket and chunky scarf
If you needed proof that leggings can be styled beyond your SoulCycle look, here it is. Replacing a tote with a smaller bag and opting for boots instead of sneakers instantly elevates the outfit, making it ideal for a brisk morning stroll or a casual coffee run. While the oversized coat stands out as a statement piece, coordinating accessories for colder weather add texture and color—ultimately stealing the show.
3. With a triangle scarf and snow boots
Triangle scarves have quietly become the underrated champions of winter wear—acting as a stylish substitute for a sweater draped over the shoulders, providing an easy touch of texture or color, and offering additional warmth all at once. Their investment value lies in their versatility: they can be worn draped around the shoulders or tied over the head as a makeshift hat. Paired with a glossy puffer, aviator sunglasses, and snow boots, this look exudes effortless après-ski vibes—without any complication.
4. With a trench coat and sneakers
You can definitely keep it casual—after all, they are still leggings—but incorporating structure with a statement trench coat and thoughtfully selecting your color palette can make all the difference. This look appeals to me because it moves away from the typical all-black outfit, offering a softer, more sophisticated alternative. Layer a polished white tee with a hoodie underneath for added depth, then complete the ensemble with bulkier sneakers (my personal guideline for slimmer leggings), tall socks, and a subtle pop of color or metallic for additional interest.
5. With a turtleneck and fur coat
Allow your fur coat to be the focal point and keep the foundation simple with a monochromatic turtleneck and leggings. A shorter, textured silhouette feels particularly effortless in this combination, while details like toggle closures add a hint of interest without overwhelming the overall look. Finished with stirrup leggings and square-toe flats, this outfit feels intentional yet understated. If you don't own a fur coat, a vibrant or textured statement coat can achieve a similar effect with equal ease.
6. With a blazer and knee-high boots
There’s nothing simpler—or chicer—than combining leggings with knee-high boots. To balance proportions, add volume and structure above: while an oversized blazer and tee work well together, layering a sweater in between adds further depth and intention. Top off with an overcoat for warmth, and you’ll have a leggings outfit suitable for nearly any occasion.
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ABOUT THE AUTHOR
Tinsley Crisp, Fashion & Beauty Staff Writer
Tinsley Crisp is a Fashion & Beauty Staff Writer at The Everygirl, focusing on the season's latest trends and popular products. Based
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Here's How to Wear Leggings on Days You Want to Skip Jeans.
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