Sequined wool overcoat, Reed Krakoff gabardine top and pants, and calfskin brogues

Photography: David Leslie Anthony; Stylist: Heiji Choy Black; Models: Michelle/Factor Women, Kelsey/Factor Women; Makeup: Nicole Cap/Ford Artists using Diorshow; Hair: Michael Jacobson/Michael & Michael
 

Sequined wool overcoat, $5,900, Louis Vuitton, 700 N. Michigan Ave. Reed Krakoff gabardine top, $990, and pants, $890, Chalk, 2611 Prairie Ave., Evanston. Calfskin brogues, $680, marni.com.
 

 
Wool-blend coat, synthetic-blend velour dress, leather kitten heels, Nutria and cashmere fingerless gloves
 

Wool-blend coat, $1,190, modaoperandi.com. Synthetic-blend velour dress, $6,990, Lanvin, 116 E. Oak St. Leather kitten heels, $295, L.K.Bennett, 900 N. Michigan Ave. Nutria and cashmere fingerless gloves, $920, marni.com.
 

 

Versace wool jacket and pants, Rag & Bone cotton-blend top, Pamela Love antique bronze spike necklace and brass pentagram cuff, Toki bronze claw and oxidized sterling silver necklace, and Eddie Borgo black enamel and gold-plated brass cuff
 

Versace wool jacket, $2,725, and pants, $1,525, Blake, 212 W. Chicago Ave. Rag & Bone cotton-blend top, $125, Barneys New York, 15 E. Oak St. Pamela Love antique bronze spike necklace, $645, and brass pentagram cuff, $280, Barneys New York. Toki bronze claw and oxidized sterling silver necklace, $372, P.45, 1643 N. Damen Ave. Eddie Borgo black enamel and gold-plated brass cuff, $750, neimanmarcus.com.
 

 

Embellished silk dress, Shetland wool sweater (under dress), and crocodile sandals
 

Embellished silk dress, $9,150, Shetland wool sweater (under dress), $710, and crocodile sandals, price upon request, Prada, 30 E. Oak St.
 

 

Christian Dior wool and silk dress, and glazed calfskin sandals
 

Christian Dior wool and silk dress, $4,700, Blake. Glazed calfskin sandals, $780, dior.com.
 

 

Proenza Schouler feather skirt and neoprene jersey sweatshirt
 

Proenza Schouler feather skirt, $14,200, and neoprene jersey sweatshirt, $1,975, Ikram,
15 E. Huron St.

 

 

Dries Van Noten embroidered wool jacket, cotton shirt, and wool pants with attached skirt
 

Dries Van Noten embroidered wool jacket, $2,285, cotton shirt, $495, and wool pants with attached skirt, $1,120, Blake. Shearling pumps, $525, L.K.Bennett.
 

 

Wool, lace, and silk satin jacket, Jason Wu wool and lace skirt, and Eddie Borgo black enamel and gold-plated brass cuff
 

Wool, lace, and silk satin jacket, $3,150, jasonwustudio.com. Jason Wu wool and lace skirt, $1,450, Neiman Marcus, 737 N. Michigan Ave. Eddie Borgo black enamel and gold-plated brass cuff, $750, neimanmarcus.com.
 

 

Altuzarra poly-leather overcoat, A.L.C. leather pants, and Gianvito Rossi for Altuzarra calfskin booties
 

Altuzarra poly-leather overcoat, similar styles, Barneys New York. A.L.C. leather pants, $1,195, Neiman Marcus. Gianvito Rossi for Altuzarra calfskin booties, $1,195, Saks Fifth Avenue, 700 N. Michigan Ave.
 

 

Christopher Kane wool and fox jacket and wool skirt, Narciso Rodriguez silk satin and viscose top, Laura Lombardi brass necklace, Kara Ross ebony resin and gold cuff, and Gianvito Rossi suede boots
 

Christopher Kane wool and fox jacket, $10,375, and wool skirt, $860, Blake. Narciso Rodriguez silk satin and viscose top, $1,295, Ikram. Laura Lombardi brass necklace, $198, Space519, 900 N. Michigan Ave. Kara Ross ebony resin and gold cuff, $175, Neiman Marcus. Gianvito Rossi suede boots, $1,700, bergdorfgoodman.com.
 

 


Silk dress, $4,990, valentino.com. 18-karat rose gold and brown diamond pavé necklace, $72,050, Pomellato, 41 E. Oak St. Christian Louboutin leopard-print pony heels, $1,395, Saks Fifth Avenue, 700 N. Michigan Ave.