1 LIQUID Blair plaid wool-and-polyester jacket ($348) at Riley, 1659 North Damen Avenue.  2 Original Penguin Trailer wide-leg plaid cuffed trousers in polyester, rayon, and spandex ($175) at Original Penguin, 901 North Rush Street. 3 MAYLE Virginie silk houndstooth belted blouse ($425) at Hejfina, 1529 North Milwaukee Avenue. 4 Tory Burch Holland plaid dress in metallic silk suiting ($495) at Tory Burch,66 East Walton Street. 5 Inhibit chunky plaid cashmere scarf ($415) at p.45, 1643 North Damen Avenue. 6 Nanette LEPORE plaid wool-blend dress ($545) at Nanette Lepore, 1623 North Damen Avenue. 7 Steven Alan cotton reverse-seam shirt in yellow plaid ($158) at Roslyn, 2035 North Damen Avenue. 8 Nine West exploded glen-plaid double-breasted wool jacket ($239) at Carson Pirie Scott, 3333 West Touhy Avenue, Lincoln- wood. 9 Nine West Winer black plaid Mary Jane pumps ($79) at Carson Pirie Scott. 10 HAT ATTACK plaid tote with black detailing ($85) at Bess & Loie, 1015 West Lake Street.

Photography: Jeff Harris ( all except 10)