Karen Scott Skort, Printed Skirt

Collegiate pleats are charming on this 10 Crosby Derek Lam skort, a bookish silhouette when paired with menswear-inspired loafers and a structured leather satchel.

Denim & Supply Ralph Lauren's floral-print skirt proves it's forever chic in breezy, crinkled chiffon. It's perfect for pairing with sandals or layering with a denim jacket on cooler days.

Build your wardrobe with INC's stretchy black pencil skirt. It works with everything from chunky sweaters to billowy tunics.

Nine West adds a twist to a fall staple piece -- this plaid straight skirt features subtle, contrasting inverted pleats at the hem.