A SEASONAL MAINSTAY THAT NEVER GOES OUT OF STYLE, PLAID (OR “TARTAN”) ORIGINATED OVER 3,000 YEARS AGO, EVENTUALLY BECOMING A FOCAL POINT IN SCOTTISH CULTURE (THINK KILTS IN BRAVEHEART), BEFORE DANCING ITS WAY INTO AMERICAN FASHION. THIS CLOSET STAPLE IS AGAIN RENEWED FOR FALL, FROM CLASSIC FLANNEL SHIRTS TO SHOES AND TROUSERS, WITH A TWIST

BY MATTHEW MIZRACH

Versace Black & White Virgin Wool Trousers
The epitome of business casual, these relaxed-fit trousers infuse the classic good looks of check-patterned dress pants with the elasticized drawstring waistband of your most comfy Sunday afternoon sweats. $463, ssense.com

Zegna Men’s Plaid Wool Sport Jacket
A prime example of Zegna’s commitment to the world’s finest wool, this Italian-made sport jacket is a testament to founder Lanificio’s childhood dream that he’d one day produce “the most beautiful fabrics in the world.” $2790, zegna.com

Burberry Check and Leather Backpack
Executed in a sultry dark birch hue, this spacious backpack incorporates Burberry’s signature check pattern and is reinforced with topstitched leather and polished logo hardware. A draw cord and magnetic tab closure ensure easy access, and adjustable shoulder straps along with a top handle make carrying a breeze. $1,950, bloomingdales.com

Cellini Spread

Mezlan Knighton Slip-On Shoes
Fresh and impactful, these apron-toed slip-ons are crafted of a gorgeous plaid fabric with calf accents and a metal horse bit detail across the vamp. Handmade in Spain, each pair of Mezlan loafers are touched by no less than 100 pairs of expert hands. $295, tessutomenswear.com

Polo Ralph Lauren Classic Fit Plaid Flannel Work shirt
Roll up the sleeves of this classic cotton flannel work shirt featuring a roomy silhouette, symmetrical chest pockets, and an archival Denim & Supply logo label. Available in red/gray or blue/red multicolor options. $89, ralphlauren.com

Isabel Marant Logo-Print Plaid-Check Cap
Revered for her laid-back “I woke up this way” style, Isabel Marant churns out effortlessly cool apparel season after season, like this plaid-check baseball cap. Crafted from a delicate cotton-wool blend, the cap features Marant’s logo print at the front and a rear touch-strap for fastening. $290, farfetch.com

Zanella Men’s Plaid Linen-Cotton Trousers
Sporting a contemporary tailored fit that accentuates the wearer’s natural movements, these premium trousers also feature Zanella’s signature stretch waistband, resulting in a relaxed and comfortable wear no matter what the workday may throw at you. $348, sallauretta.com

Dolce & Gabbana Leather and Glen Plaid Wool Jacket
This Letterman-style jacket is part of Gabbana’s brooding Dark Side Collection, a celebration of the style and individuality of leaders of the punk rock movement of the mid ‘70s, from The Ramones and The Clash to Sid Vicious. $3,495, dolcegabbana.com

Burberry Ramsey Story 33 Sneaker
Brimming with retro vibes, the Ramsey 33 sports an extra-chunky sole that waves upward to meet a confluence of dashing check patterns. A logo embossed hook-and-loop strap is adjustable to fit and adds even more character to these luscious low-tops. $790, nordstrom.com