St. John Sport bamboo belted beige cotton dress, worn as coat ($625), at St. John Boutique, 919 North Michigan Avenue. Roberto Cavalli silk-chiffon liberty-print dress (price on request) at Neiman Marcus, Northbrook Court.

Derek Lam gray animal-print high-neck silk dress ($1,590) at Helen Yi, 1645 North Damen Avenue. Lockheart Tessa coral cotton tote with faceted European beads and brown leather trim ($695) at Elements, 741 North Wells Street. Nanette Lepore sneak-peek heels in synthetic olive mesh with taupe suede trim ($345) at Nanette Lepore, 1623 North Damen Avenue.

Maurizio Pecoraro Pollock-print silk top ($1,258), purple silk capri pants ($978), and satin-and-suede sandals (price on request), all at Blake, 212 West Chicago Avenue. Diane von Furstenberg multicolor flower-print chiffon dress, worn over top ($325), at dvf.com. Furla Orione white python-print embossed-leather shoulder bag with silver-ring front detail ($585) at Furla, 1211 West Webster Avenue.

Chaiken black-and-white-print silk twill Positano halter dress ($385) at Helen Yi. Maurizio Pecoraro rope necklace with beads and feathers, worn as belt ($365), at Blake.

DKNY navy, orange, and white leaf-print dress in silk ($595) at Bloomingdale’s, North Michigan Avenue. Loro Piana poppy-red-and-cream silk wrap top ($1,395) at Loro Piana, 45 East Oak Street.

Ralph Lauren Chapman dress in vintage-blue floral silk ($4,298), by special order at Ralph Lauren, 750 North Michigan Avenue.

Hanii Y multicolor hippie-print silk dress ($645) at Jake, 565 Lincoln Avenue, Winnetka. Nanette Lepore olive-and-fuchsia beaded cotton coat ($750) at Nanette Lepore.

Catherine Malandrino multicolor silk blossom-print dress with jeweled neckline ($595) at Nordstrom, 55 East Grand Avenue. Maurizio Pecoraro satin-and-suede purple sandals (price on request) at Blake.

Tory Burch Forisa multi-color dress in crinkle chiffon ($425) at Tory Burch, 66 East Walton Street. Maurizio Pecoraro eggplant silk-ribbon belt ($200) at Blake.

Melissa Joy Manning yellow-gold chain with pendant cluster of dreusy agates and white coral ($410) at mjmmetal.com. Prada multicolor long-sleeve silk shirt ($1,350) and pants ($1,435) with distorted plaid-print detail at Prada, 30 East Oak Street.

Christopher Deane green-and-white Selma dress ($387) at Roslyn, 2035 North Damen Avenue. Loro Piana Hello camel leather bag ($3,380) at Loro Piana. Nanette Lepore olive, fuchsia, and poppy silk headband, tied to bag ($195), at Nanette Lepore.