The classic twinset goes modern, courtesy of a sweeping camel topper.

Valentino double-faced wool and angora felt coat, $3,690, and minidress (tucked into skirt), $3,650, Neiman Marcus, 737 N. Michigan Ave., by special order. Creatures of the Wind polyester-blend jacquard skirt, $1,195, Ikram, 15 E. Huron St. Balenciaga gold-plated necklace, $1,065, Blake, 212 W. Chicago Ave. Calfskin and velvet stilettos, $1,290, Lanvin, 116 E. Oak St. Fox fur and python handbag, $4,900, Ferragamo, 645 N. Michigan Ave. Loree Rodkin 18-karat gold, rhodium, and diamond ring, $11,500, Ikram.
 

Pastels in cold weather? You bet. Fall runways were full of unexpected color.

Silk-blend dress, $2,323, Ralph Lauren, 750 N. Michigan Ave. Givenchy feather bolero, $4,990, Blake. M/G by Melanie Georgacopoulos rose gold vermeil necklace with pearls, $7,125, Ikram. Loree Rodkin 18-karat gold and rhodium ring with pearls and diamonds, $20,250, Ikram.
 

The cut of this frock makes it demure enough for work; blingy piping makes it dressy enough for the opera.

Wool dress with metallic leather piping, $7,390, Prada, 30 E. Oak St. Ela calfskin and ostrich clutch, $980, Saks Fifth Avenue, 700 N. Michigan Ave. Studded calfskin flats, $1,395, Dolce & Gabbana, 68 E. Oak St.
 

The fabric—featherweight high-tech mesh with digital printing—makes this dress something special.

Silk tulle and georgette dress, $5,300, Bottega Veneta, 800 N. Michigan Ave. Gold-plated earrings with crystal, $295, Alexis Bittar, 1701 N. Damen Ave.
 

Choose a Marlene Dietrich–worthy jumpsuit for an edgier take on le smoking.

Dior silk cady jumpsuit, $6,100, Neiman Marcus. Fox fur cape, price upon request, Michael Kors, 900 N. Michigan Ave. Suede slingbacks, $865, Christian Louboutin, 58 E. Oak St. Gold-plated ear cuffs, $445, Alexis Bittar. Grommeted leather belt, $495, Ferragamo. 18-karat rose gold and jet ring, $6,700, Pomellato, 41 E. Oak St.
 

This fringy stunner is proof that a chic evening look need not bare the entire arm.

Silk satin dress with faux-pearl beading, $4,900, Lanvin. Diamond and platinum necklace and bracelet, prices upon request, Harry Winston, 55 E. Oak St.
 

Pastel color? Winter-weight silk? Flattering silhouette? Check, check, and check.

Giambattista Valli silk dress, $3,680, Blake. 18-karat rose gold earrings, $8,350, Pomellato.
 

Sleek and buttery soft, this knee-length dress conjures Pan Am’s first-class lounge circa 1970.

Leather dress, $6,800, Gucci, 900 N. Michigan Ave. Snakeskin clutch, $1,545, Lanvin. Jennifer Meyer 18-karat gold and diamond hoops, $14,750, Barneys New York, 15 E. Oak St.
 

Sequined dress, $18,000, Marc Jacobs, 11 E. Walton St. 18-karat gold-plated diamond ring, $990, Graziela, grazielagems.com. 14-karat white gold and tourmaline earrings, $7,040, Dana Rebecca Designs, danarebeccadesigns.com.
Location: Civic Opera House/Lyric Opera of Chicago Photography: Yossi Michaeli with Artwing NY Stylist: Heiji Choy Black model: Amelia Pool with Ford Models makeup: Nicole Cap With Ford Artists using Tom Ford Beauty hair: Michael Jacobson with Michael & Michael photo Assistants: Ryan Bringas, Grant Hodgeon, Dub Swinehart photo Retouching: Edson Guberovich