The Most Stylish Skirts for All Ages

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(Image credit: @streetsmith)

The trusty skirt can often get overlooked in your closet, giving way to floral frocks and staple jeans instead. But turn your attention to its many attributes—sophisticated, flattering, and versatile—and you’ll see just how much potential a simple skirt can add to your world of sartorial possibilities.

It’s also important to add that a great skirt defies time—perfect for all ages. The trick is finding one in a timeless silhouette (think a wrap skirt or A-line), made of a quality fabric (no heavy denim distressing or overpowering embellishments), and hits an appropriate length, falling easily on the body—a midi skirt is one of our favorites that is universally flattering for all ages and figures. (And yes, you can wear a miniskirt over 40.) Here’s the fun part: You can style your skirt to reflect your personality. Pair a silk midi skirt with this season’s must-have sneakers or opt for a leopard-print A-line skirt that skims over a chic pair of knee-high boots when fall arrives. The options are endless.

Scroll below for our must-have timeless skirts—perfect for all ages.

Up next, all the midi dresses worth buying are under $100.

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Judith Jones
Judith Jones
Associate Shopping Director

Judith Jones is the associate shopping director at Who What Wear and has worked in fashion for over a decade. She specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.