PREPPY OR PUNK, GINGHAM OR BUFFALO: THE VERSATILE CHECK IS TAKING ITS RIGHTFUL PLACE AS A MUST-HAVE PRINT THIS WINTER

BY CALEIGH OSTROM

Ralph Lauren Collection Markus Glen Plaid Tweed Strapless Jumpsuit
Showcasing the brand’s impeccable tailoring, this jumpsuit in plaid tweed sports a straight-leg silhouette and is constructed with internal boning to keep the strapless neckline in place. Complement the refined style with a contrasting belt. $2,690, bergdorfgoodman.com

Alice + Olivia Zona Plaid Godet-Pleated Mini Skirt
A preppy check made from a mix of recycled polyester, viscose, and elastane to offer just enough stretch, this mini sits high on the waistline and features a godet hem that flares as you move. Team yours with the matching jacket and slouchy ankle boots. $295, neimanmarcus.com

Burberry Belted Checked Cotton-Gabardine Mini Shirt Dress
Made from cotton-gabardine fabric that was specially developed at the brand’s mill in Yorkshire, the softly checked neutral dress is refined with a button-down collar and has a crease-resistant quality for a pristine look. It’s finished with a TB monogram buckle belt to complete the fit-and-flare shape. $1,850, saks.com

Brunello Cucinelli Cropped Sequin-Embellished Checked Padded Wool-Blend Jacket
Inspired by menswear suits, this traditional Prince of Wales checked topper is padded for volume and glistens with scattered clear sequins on the cropped length. Relaxed, casual, and effortlessly cool, the puffer will easily become your go-to this season. $5,995, netaporter.com

Bottega Veneta Oversized Checked Leather Shirt
Designed to resemble a classic cozy flannel shirt, this relaxed-fit style is cut from smooth leather and features a subtle checked print and a loose, oversized shape. Wear this classic collared design open and layered over a tee and jeans. $7,300, netaporter.com

Burberry Leather Trimmed Checked Knitted Ankle Boots
Framed with a ribbed cuff and pointy toe to accentuate its sock-like look, this ankle boot features the brand’s signature check and is lifted by a 4-inch heel. Style with a flirty mini dress or cropped pants. $970, saks.com

Proenza Schouler White Label Plaid Wide-Leg Suiting Trousers
Crafted from stretch-poly, these suiting trousers rock a pleated front and slouchy wide-leg finish and are detailed with a tab closure, side slip pockets, and button-back welt pockets. $495, bergdorfgoodman.com