earrings: Sarah McGuire, a 37-year-old Parsons grad, designs jewelry (including custom wedding bands) with an understated modern elegance. Bracelets, rings, and earrings from $950, at sarahmcguire.com or 773-878-8870

coat: Known for his elaborate gala gowns, Sam Kori George, 46, also creates upscale ready-to-wear for the society set. Camel coat, $3,995, at 1 E. Delaware Pl., 312-337-2710

bag: Lisa Kingsley, 40, puts her trained eye toward producing photography books, documentaries, and on-the-go bags (think backpack, chef’s pack, and bicycle bag). Lizard shopping sac, $1,475, at kingsleyhandbags.com

shoes: see below

jacket: Anna Fong, 32, a Columbia College grad, gleans inspiration from 1940s old-school Hollywood and the not-as-elegant ’80s. Leather jacket, $477, at Cerato Boutique, 3451 N. Southport Ave.; 773-248-8604

dress: Shernett Swaby, a 33-year-old Toronto transplant, quickly piqued Chicagoans’ interest, claiming top local fashion awards celebrating her handcrafted artistic designs. Cocktail dress, $3,100, at 1933 N Damen Ave.; 312-533-1745

clutch:The handbag designer Diego Rocha, 36, specializes in exotic skins and can create customized accessories in a mere month. Medium red patent leather courier clutch, $420, at 1050 N. State St.; 312-255-1844

shoes (both models): A six-foot-tall former college basketball player, Kathryn Kerrigan, 30, made her name creating women’s shoes in larger sizes. She now designs footwear for sizes 6 to 15. Nancee leopard pump, $199; Natalie pump, $219; at 2031 N. Damen Ave., 773-235-7150; and 741 N. Milwaukee Ave., Libertyville, 847-557-5067

Photography: Taylor Castle
Hair and Makeup: Anthony Balthazar  Styling: Hunter Guyon  Model: Melody Sample/Factor Women