Polished, versatile and endlessly chic, our collection of tailored skirts is here to take your wardrobe to the next level. With sharp lines and modern fits, these styles bring a sophisticated edge to ...any look. From desk-to-dinner and everything in between, women's tailored skirts are the ultimate investment piece for your rotation. After a timeless classic? A black tailored skirt is a closet must-have, perfect for teaming with a crisp shirt and heels for workwear chic, or styled with a statement top for a night out. Want something playful yet polished? A tailored mini skirt is your go-to for weekend plans, striking the perfect balance between flirty and refined. For a more elevated vibe, the tailored maxi skirt delivers sleek sophistication every time. Style it with a fitted crop and sandals for a chic warm-weather look, or layer with an oversized blazer for a fashion-forward edge. Discover PrettyLittleThing’s edit of tailored skirts and refresh your wardrobe with pieces that redefine modern sophistication.