This conversation started in one of my group chats, where the most pressing fashion advice is gathered. Among our conversations is addressing the question “How do you wear a skirt in the wintertime?” The usual default for cold weather is your trusty trousers or warmest jeans, but sometimes it’s nice to dress up regardless of the weather. So if you’re looking for a chance to pull out your favorite skirt or new ideas for styling it in the winter, then you’ve come to the right place. 

For updated inspiration, I’ve turned to the internet fashion set for how they are styling their best skirts for winter. These looks also involve classic winter staples and chic new pieces from luxurious cashmere sweaters to everyday T-shirts to functional boots. And, for warmth, the layering necessities including quality tights, mid-weight jackets, and longline coats. 

All of this and more are below, where I’ve shopped out five flirty new skirt looks for your dressing-up pleasure. And, of course, for you to share in the group chat. 

Next: This Once “Ugly” Skirt Trend Is Extremely Cool Now