Penelope's
An easygoing Chicago neighborhood boutique stocking an edited selection of labels for men, women and kids. Blending classic shapes and tailoring with contemporary fits and details, we champion accessible, comfortable but elevated style and don't take ourselves too seriously.
Penelope's
All products
All
Mens > Tops
Womens
Mens
Mens > Bottoms
Mens > Outerwear
Mens > Accessories
Mens > Shoes
Womens > Dresses
Womens > Tops
Womens > Bottoms
Womens > Outerwear
Womens > Shoes
Womens Accessories
Mens > Sale
$100 to $200
$200 to $300
Over $300
Baby & Kids
Under $50
$50 to $100
Goods
Goods > Apothecary
Cards and Stationary
Textiles
Goods > Home
Womens > Sale
Goods > Sale
Outerwear
Gift Guide For Him
Gift Guide for Her
UNDER $50
Clearance
Just Female
Dibi
Dunderdon
Field Notes
Herbivore Botanicals
Jeffrey Campbell
Mollusk
Native Youth
Uzi
Alternative Apparel
Eliza Gran
Made in America
Filson
Beth Hoeckel
All Sale
Women's Clearance
Men's Clearance
Rains

90s Relaxed Mini in Lennon Vintage
USD 99.0

Agate Top in Vitoria
USD 59.0

Agnes Oversized Shirt in Off White
USD 79.0

Aileen Dress in Cream/Black
USD 59.0

All Battenburg Parasol
USD 50.0

Animal Intarsia Knit Pullover in Navy
USD 65.0

Apres Ski Sweater
USD 69.0

Aria Bag in Espresso
USD 75.0

Asher Sweater in Cherry Red
USD 65.0

Asher Sweater in Cream
USD 65.0

Azolla Top in Mix & Match
USD 59.0

Baklava Knit in Sand
USD 70.0

Basketweave Sweater in Navy/Cream
USD 99.0

Bay Jean in Ecru
USD 99.0

Beaded Phone Bag
USD 65.0

Beatrice Sweater in Burgundy/Pink
USD 55.0

Bella Sweater in Green
USD 65.0

Bicolor V-Neck Sweater in Navy
USD 95.0

Big Dots Pants in Carmel
USD 99.0

Big Tie Bag
USD 95.0

Bow Bag in Red
USD 99.0

Briana Cardigan in Red
USD 75.0

Camille Top in White
USD 89.0

Canvas Chef Pant in Olive
USD 85.0