The Most Flattering Skirts For All Ages


A good skirt is one of those versatile essentials every woman should have in her wardrobe. Always feminine, it can read pretty or edgy, and it’s easy to dress up or down for any occasion. We’ve come to rely on the midi as our go-to. The modest but unfussy length falls easily on the body and is universally flattering for all ages and figures. Plus, this season’s iterations inject the classic with fashion-forward flair—from asymmetrical hems to metallic pleats. Ahead, shop our favorite categories of the reliably chic staple.

Adam Katz Sinding

Chic Skirts For Everyone

Wool-Blend Trumpet Midi Sweater Skirt


Banana Republic

Whether it's a fishtail, trumpet or slight flare, the fluted skirt always looks elegant. Pair it with a concert tee to lend some grit to the feminine shape.

Flynn Lace Skirt



Cortona Fluted Crepe Midi Skirt


Rebecca Vallance

Stripes Pleated Skirt



The pleated midi rendered in a head-turning hue is every fashion girl's choice. Temper with a plain tee and sneakers for street-style vibes.

Foil Pleated Skirt



Continuum Pleated Skirt


Romance Was Born

Calf-Length Tiered Skirt



Whether scattered, gathered or tiered, ruffles add interest for a gorgeous result. Team them with a crisp button-down and pointed-toe pumps for the office.

Cutout Ruffled Knitted Midi Skirt


Jonathan Simkhai

Maria Skirt


Ulla Johnson

Paper Bag Midi Skirt



The classic A-line silhouette is a timeless option, yet we suggest upgrading it via beautiful shades and prints. This style pairs nicely with over-the-knee boots.

Midi Skirt With Box Pleat Front



Printed Cotton-Blend Midi Skirt


Victoria Beckham

Check Belted Asymmetric Midi Skirt



A cool-girl take on the midi, diagonal hems contrast well with polished pieces (read: a poplin blouse) while simultaneously elongating your legs.

Draped Patterned Skirt


Diane von Furstenberg

Asymmetric Fil Coupé Silk-Blend Midi Skirt


Peter Pilotto