Waisted

Behnaz Sarafpour white cotton-poplin pleated pullover with mother-of-pearl buttons ($655) and leaf matelasse patch-pocket skirt ($785) at Jake, 939 North Rush Street, 3740 North Southport Avenue, and 565 Lincoln Avenue, Winnetka. Elizabeth Cole yellow-gold-plated multichain necklace with ram heads ($410) at Jade, 1557 North Milwaukee Avenue, and Samantha Chicago, 64 East Walton Street. Marni wood and bovine horn bracelet ($340) at Blake, 212 West Chicago Avenue. Cole Haan leather-and-canvas pumps ($295) at Cole Haan, 673 North Michigan Avenue.

Orlando Espinoza raglan-sleeve silk-charmeuse pleated dress ($585) at Eclectica, 1006 West Armitage Avenue. Maria Pinto Mae black faille jacket with zip front ($1,615) and black jacquard belt ($220) at Maria Pinto, 312-602-2630, by appointment only. Jimmy Choo black patent leather sandals with pink kid platforms and heels ($775) at Jimmy Choo, 63 East Oak Street. Carolina Amato wrist-length crocheted gloves in chartreuse ($40) at Handle with Care, 1706 North Wells Street. David Yurman Tweejoux necklace with white agates, pearls, black onyx, and sterling silver ($1,350) and Popcorn necklace with white agates, black onyx, smoky quartz, sterling silver, and yellow gold ($1,550) at David Yurman, 40 East Oak Street. Lambertson Truex Sienna clutch in nappa leather and snakeskin ($1,295) at Neiman Marcus, 737 North Michigan Avenue.

Azzedine Alaïa black sleeveless jersey-knit dress ($4,420) at Ikram, 873 North Rush Street. Gillion Carrara leather belt with buckle in briar root and ebony ($800) at June Blaker, 870 North Orleans Street. Winifred Grace multistrand oxidized sterling-silver chain with rhinestone and cubic-zirconia accents ($340) at Jake.

J. Mendel gray wool-jacquard blazer with plastic border ($9,500) and white python belt (price on request) at J. Mendel, 919 North Michigan Avenue. 3.1 Phillip Lim feathered-and-beaded swing skirt in antique-white silk ($695) at 3.1 Phillip Lim, 212-334-1160. Paloma Picasso for Tiffany & Company necklace in rubellite and yellow gold ($32,000) at Tiffany & Company, 730 North Michigan Avenue.

Peter Som white cotton shirt ($595) and silver exploded-floral jacquard jacket ($1,695) at Nordstrom, 55 East Grand Avenue. Peter Som dark-gray exploded-floral jacquard skirt ($795) at Henri Bendel, henribendel.com. KEP Designs necklace of turquoise ovals with gold toggle ($300) at The Lake Forest Shop, 265 Market Square, Lake Forest. Jimmy Choo Carolina bag in off-white nappa and watersnake ($1,550) at Jimmy Choo. Stuart Weitzman black patent leather sandals with raffia platforms ($280) at Stuart Weitzman, 900 North Michigan Avenue.