The Ultimate Guide to Styling Leggings for Fall & Winter: Plus-Size Edition

Leggings are a staple in your wardrobe that won’t fall out of style, especially during the cool months! As a plus size woman, we know that comfort and style go hand in hand, and leggings provide the perfect balance of both. Whether you’re running errands or dressing up for a cozy evening out heading to brunch, the right pair of leggings can style in countless ways. In this post I share my favorite ways to wear leggings in autumn and winter to create multiple chic and seasonally appropriate looks using the same pair.

Shop my favourite leggings below:

• Comfort and stretch: Leggings provide a flexible fit that moves with you and are perfect for all-day wear.
• Required layers: They pair easily with oversized sweaters, tunics and coats.
• Versatility and Chic: With proper styling, your leggings can quickly become casual to refined.
• Cold weather approved: Fleece-lined thermal leggings add warmth without sacrificing style.

For a more refined approach, throw a structured blazer over a fitted turtleneck or bodysuit. This instantly changes leggings from casual to chic. Complete the look with point-toed booties and refined heels and use the put-to-gather ensemble, perfect for dinner and work-friendly clothes.

Style Tips: Choose blazers or printed accessories in bold colours to add personality to your look.

Combine it with sophisticated leather elements and boots to add an edgy twist to your leggings. This exterior is perfect for casual evening outs and concerts. You can also replace the combat boots on heel boots to make them more refined.

Style Tips: Add a statement or chain belt around the waist for extra talent.

The printed vest instantly gives your leggings a gorgeous feel. Layer it over an equipped turtleneck or sweater dress to prepare an effortless chic cold weather outfit. Finish with knee high or heeled boots for a sophisticated and cozy atmosphere.

Style Tips: Monochrome outfits (all black, all neutral, or tone layers) feel like they’ll streamline your appearance more expensive and more.

If comfort is important, but you still want to look stylish, head over to the baseball cap and leggings combo. The oversized blazer adds dimensions, while trendy sneakers keep it fresh and functional.

Style Tips: For a cool, athlete-inspired aesthetic for layers with beanies and oversized sunglasses.

For a sophisticated approach, choose a great layered top over leggings and a stylish moto jacket. Pairs with statement heeled boots, representing equal parts of the comfortable and attractive parts.

Style Tips: Play with textures that are thinking of sequins, velvet or faux fur to bring a festive touch to your outfit.

You won’t make any mistakes with the monochromatic black look! This is smooth and sexy so you’re ready to enter anything that the night brings. For cool weather, you can easily add trench coats and faux fur jackets to add Luxe.

Leggings are the ultimate autumn and winter essential for plus-sized women, offering endless styling possibilities. Whether you’re keeping it casual, dressing up for a night out, or layering it for warmth, the key is to balance the proportions and play with a variety of textures and accessories.

Which of these looks is your favorite? Let me know in the comments and be sure to follow for more plus-size fashion inspiration!