Get the Chicago look

  • Multicolored Blouse by Maje - Photo 0

    Maje

    Multicolored Blouse

    Original Retail

    $345

  • Striped Rugby T-Shirt by Sandro - Photo 0

    Sandro

    Striped Rugby T-Shirt

    Original Retail

    $365

  • Striped Short-Sleeve Cardigan by Maje - Photo 0

    Maje

    Striped Short-Sleeve Cardigan

    Original Retail

    $203

  • Wool Trench Coat by Marissa Webb x RTR - Photo 0

    Marissa Webb x RTR

    Wool Trench Coat

    Comparable Value

    $580

  • Mini Crochet Dress by Maje - Photo 0

    Maje

    Mini Crochet Dress

    Original Retail

    $469

  • Rosie High Rise Wide Leg Raw Hem Jeans by Hudson - Photo 0

    Hudson

    Rosie High Rise Wide Leg Raw Hem Jeans

    Original Retail

    $225

  • Combo Drop Waist Midi Dress by Ronny Kobo x RTR - Photo 0

    Ronny Kobo x RTR

    Combo Drop Waist Midi Dress

    Comparable Value

    $410

  • Blue Ribcage Straight Ankle Jeans by Levi's - Photo 0

    Levi's

    Blue Ribcage Straight Ankle Jeans

    Original Retail

    $98

  • Haylee Top by Reformation - Photo 0

    Reformation

    Haylee Top

    Original Retail

    $168

  • Bodie Dickey Jacket by Veronica Beard - Photo 0

    Veronica Beard

    Bodie Dickey Jacket

    Original Retail

    $598

  • Denim Patchwork Midi Dress by Prabal Gurung x RTR - Photo 0

    Prabal Gurung x RTR

    Denim Patchwork Midi Dress

    Comparable Value

    $455

  • Elsie Short Sleeve Sweater by Toccin - Photo 0

    Toccin

    Elsie Short Sleeve Sweater

    Original Retail

    $265

  • Lorel Dress by Sandro - Photo 0

    Sandro

    Lorel Dress

    Original Retail

    $428

  • Luxe Cotton Silk Layered Tank Dress by NAADAM - Photo 0

    NAADAM

    Luxe Cotton Silk Layered Tank Dress

    Original Retail

    $425

  • Mini Tee by MIAOU - Photo 0

    MIAOU

    Mini Tee

    Original Retail

    $98

  • Crewneck Sweatshirt by Polo Ralph Lauren - Photo 0

    Polo Ralph Lauren

    Crewneck Sweatshirt

    Original Retail

    $198

  • Tessa Sweater by Rails - Photo 0

    Rails

    Tessa Sweater

    Original Retail

    $248

  • Short Sleeve Midi Dress by Polo Ralph Lauren - Photo 0

    Polo Ralph Lauren

    Short Sleeve Midi Dress

    Original Retail

    $398

  • Split Sleeveless Polo by Rachel Antonoff - Photo 0

    Rachel Antonoff

    Split Sleeveless Polo

    Original Retail

    $298

  • Harris Striped Polo Sweater by Rails - Photo 0

    Rails

    Harris Striped Polo Sweater

    Original Retail

    $238

  • Black Ayla Top by A.L.C. - Photo 0

    A.L.C.

    Black Ayla Top

    Original Retail

    $325

  • Straight Leg Suit Trouser by Maje - Photo 0

    Maje

    Straight Leg Suit Trouser

    Original Retail

    $345

  • Carine Blazer Dress by Sandro - Photo 0

    Sandro

    Carine Blazer Dress

    Original Retail

    $490

  • Luna Pieced Jeans by AGOLDE - Photo 0

    AGOLDE

    Luna Pieced Jeans

    Original Retail

    $258

  • Tie-Dye Knit Maxi Dress by Maje - Photo 0

    Maje

    Tie-Dye Knit Maxi Dress

    Original Retail

    $413

  • Miles Sweatshirt by Anine Bing - Photo 0

    Anine Bing

    Miles Sweatshirt

    Original Retail

    $180

  • Structured Knit Mini Dress by Peter Som x RTR - Photo 0

    Peter Som x RTR

    Structured Knit Mini Dress

    Comparable Value

    $330

  • Phare Mini Dress by Staud - Photo 0

    Staud

    Phare Mini Dress

    Original Retail

    $345

  • Delphine Top by One of Others - Photo 0

    One of Others

    Delphine Top

    Original Retail

    $160

  • Black and White Pleated Midi Skirt by Club Monaco - Photo 0

    Club Monaco

    Black and White Pleated Midi Skirt

    Original Retail

    $198

  • Blue Floral Midi Dress by Sandro - Photo 0

    Sandro

    Blue Floral Midi Dress

    Original Retail

    $518

  • Faux Leather Short Sleeve Dress by Toccin - Photo 0

    Toccin

    Faux Leather Short Sleeve Dress

    Original Retail

    $595

  • Low Curve Barrel Jeans by AGOLDE - Photo 0

    AGOLDE

    Low Curve Barrel Jeans

    Original Retail

    $248

  • Houndstooth Wool Coat by Ronny Kobo x RTR - Photo 0

    Ronny Kobo x RTR

    Houndstooth Wool Coat

    Comparable Value

    $590

  • Madeline Nap Dress by Hill House Home - Photo 0

    Hill House Home

    Madeline Nap Dress

    Original Retail

    $228

  • Ribcage Wide Leg Jean by Levi's - Photo 0

    Levi's

    Ribcage Wide Leg Jean

    Original Retail

    $98

  • Louis  Bing Tour Tee by Anine Bing - Photo 0

    Anine Bing

    Louis Bing Tour Tee

    Original Retail

    $120

  • Polo Neck Sweater by Sandro - Photo 0

    Sandro

    Polo Neck Sweater

    Original Retail

    $231

  • White Floral Ellie Nap Dress by Hill House Home - Photo 0

    Hill House Home

    White Floral Ellie Nap Dress

    Original Retail

    $178

  • Vegan Leather Mini Skirt by Joe's Jeans - Photo 0

    Joe's Jeans

    Vegan Leather Mini Skirt

    Original Retail

    $168

  • Black Matilda Dress by Hill House Home - Photo 0

    Hill House Home

    Black Matilda Dress

    Original Retail

    $248

  • Blue Knit Cardigan by ba&sh - Photo 0

    ba&sh

    Blue Knit Cardigan

    Original Retail

    $425

  • Navy Striped Oversized Blazer by Maje - Photo 0

    Maje

    Navy Striped Oversized Blazer

    Original Retail

    $595

  • Leopard Collegiate Logo Tee by Anine Bing - Photo 0

    Anine Bing

    Leopard Collegiate Logo Tee

    Original Retail

    $120

  • Blue Cosima Nap Dress by Hill House Home - Photo 0

    Hill House Home

    Blue Cosima Nap Dress

    Original Retail

    $198

  • Bunny T-Shirt by GANNI - Photo 0

    GANNI

    Bunny T-Shirt

    Original Retail

    $145

  • Cove Cropped Shirt Jacket by L'agence - Photo 0

    L'agence

    Cove Cropped Shirt Jacket

    Original Retail

    $575

  • Strapless Buttoned Long Top by Endless Rose - Photo 0

    Endless Rose

    Strapless Buttoned Long Top

    Original Retail

    $95

  • Elyse Dress by Staud - Photo 0

    Staud

    Elyse Dress

    Original Retail

    $295

  • Tweed Collared Dress by Jason Wu x RTR - Photo 0

    Jason Wu x RTR

    Tweed Collared Dress

    Comparable Value

    $310

  • Vedra Blouse by Ulla Johnson - Photo 0

    Ulla Johnson

    Vedra Blouse

    Original Retail

    $420

  • Long and Lean Dickey Jacket by Veronica Beard - Photo 0

    Veronica Beard

    Long and Lean Dickey Jacket

    Original Retail

    $698

  • Gingham Dress by Jason Wu x RTR - Photo 0

    Jason Wu x RTR

    Gingham Dress

    Comparable Value

    $360

  • Primrose Dress by Rails - Photo 0

    Rails

    Primrose Dress

    Original Retail

    $268

  • V-Neck Sleeveless Midi Dress by Toccin - Photo 0

    Toccin

    V-Neck Sleeveless Midi Dress

    Original Retail

    $325

  • Audra Sweater Vest by PISTOLA - Photo 0

    PISTOLA

    Audra Sweater Vest

    Original Retail

    $168

  • Naelle Plaid Blazer by Sandro - Photo 0

    Sandro

    Naelle Plaid Blazer

    Original Retail

    $645

  • Rider Low Slung Barrel Jeans by LEE - Photo 0

    LEE

    Rider Low Slung Barrel Jeans

    Original Retail

    $118

  • Drawstring Parachute Wide Leg Cargo Pant by Hudson - Photo 0

    Hudson

    Drawstring Parachute Wide Leg Cargo Pant

    Original Retail

    $265

  • Navy Sleeveless Knit Midi Dress by Maje - Photo 0

    Maje

    Navy Sleeveless Knit Midi Dress

    Original Retail

    $445

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