Photographed at the Museum of Contemporary Art’s exhibition Massive Change: The Future of Global Design

Jill Sander orange triacetate and elastin-blend Villanova coat ($2,280) and black cotton Virgil pants ($600) at Jil Sander, 48 East Oak Street. DKNY black printed-cotton three-quarter-sleeve shirtdress with side button detailing ($295) at Macy’s. 835 North Michigan Avenue. Givenchy brown patent leather zipper pouch belt ($520) at Blake, 212 West Chicago Avenue. Cole Haan black-and-white cotton canvas Sabella slip-on shoes with rope-wrapped midsole ($155) at Cole Haan. 673 North Michigan Avenue. Mark Gill bronze leather Charlie clutch with antique brass ring detailing ($890) at Helen Yi, 1645 North Damen Avenue.
Christian Lacroix black-and- white gazar dress ($4,295) at selected Neiman Marcus stores. Gryphon silver foil–covered linen Shine cropped jacket ($495) at Nordstrom, 55 East Grand Avenue. Maria Jauhiainen red painted and powder-coated brass Red Ginkgo Leaves necklace ($300) and Carolyn Forsman clear acrylic chunky marquee faux-diamond Flashy Trash ring ($8) at the Museum of Contemporary Art Store, 220 East Chicago Avenue.
MaxMara silver metallic silk dress (worn backwards) with crystal straps ($1,450) at MaxMara, 900 North Michigan Avenue. Luca Luca 46-inch black-and-red Ultrasuede necklace ($220) at Luca Luca, 59 East Oak Street. Fratelli Rossetti black suede sandals with gold trim ($415) at Fratelli Rossetti, 909 North Michigan Avenue.
Issey Miyake light-pink polyester Planche blazer ($1,225), white cotton Piquant shirt ($550), and dusty-pink cotton and polyester-blend Piquage pants ($525), by special order from Macy’s, 835 North Michigan Avenue and 111 North State Street. Hana K black microfiber raincoat with white stitching ($2,700) at Hana K, 686 Vernon Avenue, Glencoe. (Photographed in front of the OODA Group’s World War Four, 2006, at the Museum of Contemporary Art’s exhibition UBS 12 x 12: New Artist/ New Work.)
Chanel black lambskin jacket ($6,265), white cotton tank top ($400), black sequin tulle shorts ($990), gold metal bangles ($375 each), and transparent PVC, gold calfskin, and gold metal Naked bag ($895), all at Chanel, 935 North Michigan Avenue. Donna Karan Collection black patent nappa graphic ankle-wrap Servilia sandals with Lucite wedge and suede trim ($860) at selected Neiman Marcus stores.

Versace short gold evening tube dress with paillettes ($5,385), by special order from Luca Luca 70-inch black Ultrasuede necklace ($290) at Luca Luca.

Marni multicolor-block poplin belted dress ($843) and buckle-snap belt ($108) at Blake. Petra Meiren brushed-silver and cubic-zirconia Stix necklace ($220) at the Museum of Contemporary Art Store.
J. Mendel white gazar chevron pleated coatdress ($5,000) at J. Mendel, 919 North Michigan Avenue. Cynthia Rowley cream-and-black leather and wicker slides ($420) at Cynthia Rowley, 808 West Armitage Avenue. Barbara Silverstein pearls and burgundy wire pin with magnet fastener ($445), Kristin Lora oxidized-silver circle cuff ($210), and Radoslaw Szwed silver-wrap and silver-oxidized wrap cuffs ($288 each), all at the Museum of Contemporary Art Store. Tod’s blue patent leather D bag ($1,495) at Tod’s, 121 East Oak Street.
Comme des Garçons beige- and-black nylon tulle and acrylic belted jacket ($1,635) and black polyester Matelasse shorts with tulle ruffles ($700) at Saks Fifth Avenue, 700 North Michigan Avenue, and Ikram, 873 North Rush Street. Tod’s silver nylon Roxy bag ($775) at Tod’s. Givenchy black leather gladiator sandals ($385) at Blake.

Photography by Mei Tao