LEFT: MICHAEL KORS herringbone jacket ($1,695) and skirt ($695), available in black at Saks Fifth Avenue, 700 North Michigan Avenue. TORY BURCH necklace ($250), at Tory Burch, 66 East Walton Street. ANDREW GN crocodile-embossed leather earrings ($700), by special order at Neapolitan, 715 Elm Street, Winnetka; Nordstrom, 55 East Grand Avenue; and Neiman Marcus, 737 North Michigan Avenue. ALEXIS BITTAR Lucite cuff ($495), at Art Effect, 934 West Armitage Avenue. MATT & NAT recycled-plastic clutch ($185), at SHE Boutique, 483 Central Avenue, Highland Park. RIGHT: 3.1 PHILLIP LIM fur vest ($750) and silk blouse ($450), in Via C at Nordstrom. ZOE CHICCO snakeskin and sterling silver earrings ($170), at Stitch, 1723 North Damen Avenue. JACK RABBIT leather corset belt ($208), at SHE Boutique. BETSEY JOHNSON sequin leggings ($325), at Betsey Johnson, 2171 Northbrook Court, Northbrook. HUE chevron-print tights ($13), similar styles at Bloomingdale’s, 900 North Michigan Avenue. POUR LA VICTOIRE patent leather pumps ($195), at Veruca Salt, 1921 North Damen Avenue and 521 North Kingsbury Street. JIMMY CHOO suede clutch ($895), at Jimmy Choo, 63 East Oak Street.

LEFT: MICHAEL KORS herringbone jacket ($1,695) and skirt ($695), available in black at Saks Fifth Avenue, 700 North Michigan Avenue. TORY BURCH necklace ($250), at Tory Burch, 66 East Walton Street. ANDREW GN crocodile-embossed leather earrings ($700), by special order at Neapolitan, 715 Elm Street, Winnetka; Nordstrom, 55 East Grand Avenue; and Neiman Marcus, 737 North Michigan Avenue. ALEXIS BITTAR Lucite cuff ($495), at Art Effect, 934 West Armitage Avenue. MATT & NAT recycled-plastic clutch ($185), at SHE Boutique, 483 Central Avenue, Highland Park. RIGHT: 3.1 PHILLIP LIM fur vest ($750) and silk blouse ($450), in Via C at Nordstrom. ZOE CHICCO snakeskin and sterling silver earrings ($170), at Stitch, 1723 North Damen Avenue. JACK RABBIT leather corset belt ($208), at SHE Boutique. BETSEY JOHNSON sequin leggings ($325), at Betsey Johnson, 2171 Northbrook Court, Northbrook. HUE chevron-print tights ($13), similar styles at Bloomingdale’s, 900 North Michigan Avenue. POUR LA VICTOIRE patent leather pumps ($195), at Veruca Salt, 1921 North Damen Avenue and 521 North Kingsbury Street. JIMMY CHOO suede clutch ($895), at Jimmy Choo, 63 East Oak Street.

 

Photograph: Sean Kennedy Santos

 

LEFT: J. MENDEL satin jacket ($2,490), satin skirt ($1,650), and leather gloves ($450), at J. Mendel, 919 North Michigan Avenue. TORY BURCH patent leather clutch ($442), at Tory Burch. FOGAL tights ($43), at Fogal, 900 North Michigan Avenue, and Simone’s Boutique, 1060 Gage Street, Winnetka. BRIAN ATWOOD suede shoes ($770), at Intermix, 1633 North Damen Avenue and other locations. ROXANNE ASSOULIN FOR LEE ANGEL acrylic and crystal link necklace ($275), gold-plated bangle ($135), scalloped-edge cuff ($110), and small gold-plated bangle ($125), at Oui Madame, 847-866-8363. RIGHT: ALTUZARRA dress ($2,660), at Ikram, 873 North Rush Street. COACH cotton twill and sequin bag ($598), at Coach, 625 North Michigan Avenue. GILES & BROTHER BY PHILIP CRANGI brass hoop earrings  ($88), by special order at Hejfina, 1529 North Milwaukee Avenue. ALEXIS BITTAR Lucite cuff ($375), at Art Effect. WOLFORD thigh-high stockings ($42), at Wolford, 54 East Oak Street. KENNETH COLE NEW YORK pumps ($195), at Kenneth Cole New York, 540 North Michigan Avenue.

LEFT: J. MENDEL satin jacket ($2,490), satin skirt ($1,650), and leather gloves ($450), at J. Mendel, 919 North Michigan Avenue. TORY BURCH patent leather clutch ($442), at Tory Burch. FOGAL tights ($43), at Fogal, 900 North Michigan Avenue, and Simone’s Boutique, 1060 Gage Street, Winnetka. BRIAN ATWOOD suede shoes ($770), at Intermix, 1633 North Damen Avenue and other locations. ROXANNE ASSOULIN FOR LEE ANGEL acrylic and crystal link necklace ($275), gold-plated bangle ($135), scalloped-edge cuff ($110), and small gold-plated bangle ($125), at Oui Madame, 847-866-8363. RIGHT: ALTUZARRA dress ($2,660), at Ikram, 873 North Rush Street. COACH cotton twill and sequin bag ($598), at Coach, 625 North Michigan Avenue. GILES & BROTHER BY PHILIP CRANGI brass hoop earrings  ($88), by special order at Hejfina, 1529 North Milwaukee Avenue. ALEXIS BITTAR Lucite cuff ($375), at Art Effect. WOLFORD thigh-high stockings ($42), at Wolford, 54 East Oak Street. KENNETH COLE NEW YORK pumps ($195), at Kenneth Cole New York, 540 North Michigan Avenue.

 

Photograph: Sean Kennedy Santos

 

ROKSANDA ILINCIC satin dress (about $3,100), at Blake, 212 West Chicago Avenue. FOGAL opaque tights ($43), at Fogal. COACH printed-python sandals ($198), at Coach. KENNETH COLE NEW YORK leather wrist clutch ($58), at Macy’s, 111 North State Street, and Lord & Taylor, 4847 Old Orchard Center, Skokie.

ROKSANDA ILINCIC satin dress (about $3,100), at Blake, 212 West Chicago Avenue. FOGAL opaque tights ($43), at Fogal. COACH printed-python sandals ($198), at Coach. KENNETH COLE NEW YORK leather wrist clutch ($58), at Macy’s, 111 North State Street, and Lord & Taylor, 4847 Old Orchard Center, Skokie.

 

Photograph: Sean Kennedy Santos

 

LEFT: PS. BY PETER SORONEN silk lace and sequin minidress ($1,200), at Ikram. ROBERT LEE MORRIS gold necklace ($15,500) and gold earrings ($1,850), selection available at Crimson Ridge, 735 North Perryville Road, Rockford. COOMI hammered-gold cuff with diamonds ($50,000), in the Precious Jewels Salon at Neiman Marcus. WOLFORD thigh-high stockings ($48), at Wolford. JIMMY CHOO patent leather sandals ($675), at Jimmy Choo. RIGHT: VERSACE wool mohair dress with metal details ($5,605), at Barneys New York, 15 East Oak Street. DEBORAH PAGANI gold earrings ($3,640), by special order at deborahpagani.com. EUROCATENE FOR GOLD EXPRESSIONS gold bangle set ($4,500), at Lord & Taylor. ALDO patent leather clutch ($25), at Aldo, 835 North Michigan Avenue and other locations. BRUNO FRISONI leather booties ($690), at selected Neiman Marcus stores.

LEFT: PS. BY PETER SORONEN silk lace and sequin minidress ($1,200), at Ikram. ROBERT LEE MORRIS gold necklace ($15,500) and gold earrings ($1,850), selection available at Crimson Ridge, 735 North Perryville Road, Rockford. COOMI hammered-gold cuff with diamonds ($50,000), in the Precious Jewels Salon at Neiman Marcus. WOLFORD thigh-high stockings ($48), at Wolford. JIMMY CHOO patent leather sandals ($675), at Jimmy Choo. RIGHT: VERSACE wool mohair dress with metal details ($5,605), at Barneys New York, 15 East Oak Street. DEBORAH PAGANI gold earrings ($3,640), by special order at deborahpagani.com. EUROCATENE FOR GOLD EXPRESSIONS gold bangle set ($4,500), at Lord & Taylor. ALDO patent leather clutch ($25), at Aldo, 835 North Michigan Avenue and other locations. BRUNO FRISONI leather booties ($690), at selected Neiman Marcus stores.

 

Photograph: Sean Kennedy Santos

 

LEFT: ANDREW GN ATELIER wool sheath dress embroidered with leather and beads (about $7,900), by special request at Neapolitan, Neiman Marcus, and Nordstrom. ANDREW GN ATELIER wool crepe coat (about $2,480), at Neiman Marcus. ARUNASHI hammered-gold earrings ($3,800), at Sabbia, 75 East Walton Street. SUPERORO FOR GOLD EXPRESSIONS rose gold asymmetric link chain ($3,700), yellow and rose gold link chain ($5,500), and gold cuff ($7,805), at Lord & Taylor. BEHNAZ SARAFPOUR cotton pants ($460), at Barneys New York. POUR LA VICTOIRE kid suede pumps ($253), at Veruca Salt. RIGHT: MARK FAST cotton knit dress (about $2,100), at Blake. HANII Y wool and nylon double-breasted jacket ($420), at Helen Yi, 1645 North Damen Avenue, and Jake, 939 North Rush Street. EUROCATENE FOR GOLD EXPRESSIONS drop earrings ($1,550), at Lord & Taylor. WOLFORD thigh-high stockings ($48), at Wolford. BRIAN ATWOOD patent leather booties ($813), at Intermix.

LEFT: ANDREW GN ATELIER wool sheath dress embroidered with leather and beads (about $7,900), by special request at Neapolitan, Neiman Marcus, and Nordstrom. ANDREW GN ATELIER wool crepe coat (about $2,480), at Neiman Marcus. ARUNASHI hammered-gold earrings ($3,800), at Sabbia, 75 East Walton Street. SUPERORO FOR GOLD EXPRESSIONS rose gold asymmetric link chain ($3,700), yellow and rose gold link chain ($5,500), and gold cuff ($7,805), at Lord & Taylor. BEHNAZ SARAFPOUR cotton pants ($460), at Barneys New York. POUR LA VICTOIRE kid suede pumps ($253), at Veruca Salt. RIGHT: MARK FAST cotton knit dress (about $2,100), at Blake. HANII Y wool and nylon double-breasted jacket ($420), at Helen Yi, 1645 North Damen Avenue, and Jake, 939 North Rush Street. EUROCATENE FOR GOLD EXPRESSIONS drop earrings ($1,550), at Lord & Taylor. WOLFORD thigh-high stockings ($48), at Wolford. BRIAN ATWOOD patent leather booties ($813), at Intermix.

 

Photograph: Sean Kennedy Santos

 

LEFT: DONNA KARAN rayon jersey top ($795) and wool trousers ($695), at selected Macy’s stores, 800-272-2450. ROXANNE ASSOULIN FOR LEE ANGEL gold-plated hoop earrings ($65) and glass and acrylic bead bracelets ($155 each), at Oui Madame. ALEXIS BITTAR bangle ($215), at Art Effect. GIANVITO ROSSI FOR ALTUZARRA suede pumps ($500), at Ikram. RIGHT: MISSONI dress with sequin belt ($1,820), in Collectors at Nordstrom. LANA JEWELRY gold earrings ($1,110), at Neiman Marcus. THE ROW lambskin, cotton, and Lycra pants ($1,700), at Barneys New York and Blake. GIUSEPPE ZANOTTI DESIGN leather wedge sandals ($1,195), similar styles at Barneys New York.

LEFT: DONNA KARAN rayon jersey top ($795) and wool trousers ($695), at selected Macy’s stores, 800-272-2450. ROXANNE ASSOULIN FOR LEE ANGEL gold-plated hoop earrings ($65) and glass and acrylic bead bracelets ($155 each), at Oui Madame. ALEXIS BITTAR bangle ($215), at Art Effect. GIANVITO ROSSI FOR ALTUZARRA suede pumps ($500), at Ikram. RIGHT: MISSONI dress with sequin belt ($1,820), in Collectors at Nordstrom. LANA JEWELRY gold earrings ($1,110), at Neiman Marcus. THE ROW lambskin, cotton, and Lycra pants ($1,700), at Barneys New York and Blake. GIUSEPPE ZANOTTI DESIGN leather wedge sandals ($1,195), similar styles at Barneys New York.

 

Photograph: Sean Kennedy Santos

 

GIVENCHY BY RICCARDO TISCI organza and fiber dress with feathered neckline ($13,150), similar styles at Blake and Ikram. JIMMY CHOO patent leather clutch ($1,495), at Jimmy Choo.

GIVENCHY BY RICCARDO TISCI organza and fiber dress with feathered neckline ($13,150), similar styles at Blake and Ikram. JIMMY CHOO patent leather clutch ($1,495), at Jimmy Choo.

 

Photograph: Sean Kennedy Santos

 

LEFT: MARC JACOBS satin and cashmere coat ($1,800), at selected Macy’s stores. CHRIS BENZ silk peasant shirt ($655) and wool pants ($755), at Blake. ALEXIS BITTAR Lucite bangle with gold chain ($375), Lucite bangles with crystals ($275 each), and yellow and neon yellow Lucite bangles ($100 each), at Art Effect. BETSEY JOHNSON tights ($30), at Betsey Johnson. JIMMY CHOO patent leather peep-toe stilettos ($750), at Jimmy Choo. RIGHT: BALENCIAGA velour blouse ($6,895), lace bra ($445), and gabardine pants ($1,125), at Blake. CLASS ART glass pendant with silver metal cord ($286), at Material Possessions, 704 North Wabash Avenue and 954 Green Bay Road, Winnetka. KENNETH COLE NEW YORK leather clutch ($98), at Macy’s and Lord & Taylor. MALOLES ankle boots ($525), similar styles at Barneys New York.

LEFT: MARC JACOBS satin and cashmere coat ($1,800), at selected Macy’s stores. CHRIS BENZ silk peasant shirt ($655) and wool pants ($755), at Blake. ALEXIS BITTAR Lucite bangle with gold chain ($375), Lucite bangles with crystals ($275 each), and yellow and neon yellow Lucite bangles ($100 each), at Art Effect. BETSEY JOHNSON tights ($30), at Betsey Johnson. JIMMY CHOO patent leather peep-toe stilettos ($750), at Jimmy Choo. RIGHT: BALENCIAGA velour blouse ($6,895), lace bra ($445), and gabardine pants ($1,125), at Blake. CLASS ART glass pendant with silver metal cord ($286), at Material Possessions, 704 North Wabash Avenue and 954 Green Bay Road, Winnetka. KENNETH COLE NEW YORK leather clutch ($98), at Macy’s and Lord & Taylor. MALOLES ankle boots ($525), similar styles at Barneys New York.

 

Photograph: Sean Kennedy Santos

 

LOUIS VUITTON houndstooth wool jacket (about $2,846) and smocked skirt (about $1,797), at Louis Vuitton, 919 North Michigan Avenue. CAROL MALONY silk crinkle chiffon bra ($75), at Wildflowers, 1407 North Wells Street. BRUNO FRISONI patent leather and suede shoes ($865), at Neiman Marcus. ROXANNE ASSOULIN FOR LEE ANGEL beaded acrylic necklace ($400), at Oui Madame.

LOUIS VUITTON houndstooth wool jacket (about $2,846) and smocked skirt (about $1,797), at Louis Vuitton, 919 North Michigan Avenue. CAROL MALONY silk crinkle chiffon bra ($75), at Wildflowers, 1407 North Wells Street. BRUNO FRISONI patent leather and suede shoes ($865), at Neiman Marcus. ROXANNE ASSOULIN FOR LEE ANGEL beaded acrylic necklace ($400), at Oui Madame.

 

Photograph: Sean Kennedy Santos

 

REBECCA TAYLOR trench coat ($495) and skinny pants ($295), at Neiman Marcus. VERSACE wool bag ($2,900), by special order at selected Versace boutiques, 888-721-7219. ZOE CHICCO gold hoop earrings with heart charms ($320), at Stitch. DAVID YURMAN sterling silver, black onyx, and rock crystal necklace ($1,100) and sterling silver, black onyx, and blue tiger-eye necklace ($1,300), at David Yurman, 40 East Oak Street. PIERRE HARDY suede booties ($1,080), available in selected colors at Blake.

REBECCA TAYLOR trench coat ($495) and skinny pants ($295), at Neiman Marcus. VERSACE wool bag ($2,900), by special order at selected Versace boutiques, 888-721-7219. ZOE CHICCO gold hoop earrings with heart charms ($320), at Stitch. DAVID YURMAN sterling silver, black onyx, and rock crystal necklace ($1,100) and sterling silver, black onyx, and blue tiger-eye necklace ($1,300), at David Yurman, 40 East Oak Street. PIERRE HARDY suede booties ($1,080), available in selected colors at Blake.

 

Photograph: Sean Kennedy Santos

 

LEFT: RACHEL ROY NEW YORK satin bustier dress (price upon request), at Ultimo, 116 East Oak Street. DOLCE & GABBANA sequined silk jacket ($2,695) and mesh and patent leather shoes ($595), at Saks Fifth Avenue. BETSEY JOHNSON tights ($30), at Betsey Johnson. DAVID YURMAN gold and rose quartz necklace ($1,900), sterling silver, black onyx, and rock crystal necklace ($1,100), and sterling silver, black onyx, and blue tiger-eye necklace ($1,300), at David Yurman. RIGHT: YVES SAINT LAURENT flannel jumpsuit ($1,690) and ankle-strap stiletto mules ($895), at Yves Saint Laurent, 51 East Oak Street. LANA JEWELRY gold earrings ($878), at Neiman Marcus. ANDREW GN crocodile-embossed leather cuffs (about $575 each), by special order at Neapolitan, Neiman Marcus, and Nordstrom. LAUREN MERKIN leather clutch ($220), similar styles at Bloomingdale’s.

LEFT: RACHEL ROY NEW YORK satin bustier dress (price upon request), at Ultimo, 116 East Oak Street. DOLCE & GABBANA sequined silk jacket ($2,695) and mesh and patent leather shoes ($595), at Saks Fifth Avenue. BETSEY JOHNSON tights ($30), at Betsey Johnson. DAVID YURMAN gold and rose quartz necklace ($1,900), sterling silver, black onyx, and rock crystal necklace ($1,100), and sterling silver, black onyx, and blue tiger-eye necklace ($1,300), at David Yurman. RIGHT: YVES SAINT LAURENT flannel jumpsuit ($1,690) and ankle-strap stiletto mules ($895), at Yves Saint Laurent, 51 East Oak Street. LANA JEWELRY gold earrings ($878), at Neiman Marcus. ANDREW GN crocodile-embossed leather cuffs (about $575 each), by special order at Neapolitan, Neiman Marcus, and Nordstrom. LAUREN MERKIN leather clutch ($220), similar styles at Bloomingdale’s.

 

Photograph: Sean Kennedy Santos

Producer: Gabrielle Fitzgerald  Stylist: Stacey Jones  Hair: Menelaos Alveras/L’Atelier NYC using Kiehl’s  Makeup: Claire Bayley/L’Atelier NYC using MAC  MODELS: Megan Butterworth, Kate Bock/Elite  Photography assistants: Sari Wynne and Ryan Zimmerman  Styling assistants: Laura Corteese, Heidi Grunwald, and Stephanie Soong  Digi Tech: Shannon Roddy