While we’re on a ‘90s kick, let me mention yet another of the decade’s most beloved looks – the checked skirt. This pattern has got to be the biggest street style trend of the season, with iconic ensembles from Alicia Silverstone in Clueless (you’re welcome in advance for your next Halloween costume idea) and Liv Tyler in Empire Records serving as inspiration. Try it out for yourself with one of these minis above – just remember to keep schoolgirl chic looking all grown-up!
Pièce d’Anarchive Mini Checked Skirt: Speaking of which, the best way to ensure you dress your age is to choose a sleek skirt that doesn’t flare out. Pair this one with black tights now that the weather’s finally caught up to the chilly season. On Farfetch for $450 (from $900).
Alexander McQueen Check Patterned Skirt: While this red, white, and blue number will have you aching for warm days when you could wear this with a crop top, a fitted long sleeve tee will flatter just as nicely. On Farfetch for $2,275 (from $3,250).
alice + olivia Kimbra Drop Waist Skirt: Add extra oomph to your silhouette with geometrically-printed pleats. On Shopbop for $121 (from $242).
Delpozo Checked Wool-Blend Crepe Mini Skirt: Delpozo is best known for grand pieces defined by exquisitely intricate craftsmanship, but the brand does simplicity just as finely. On NET-A-PORTER for $1,550.
Warehouse Brushed Check Skirt: The greatest thing about pastels trending this fall is that come springtime, you’ll be getting twice the bang for your buck with this pretty pink mini. On Warehouse for $81.
Photo Credits: Vogue & Harper’s Bazaar