We love fashion.

Winnie Cooper Boutique offers apparel and accessories that make women not only look good, but feel good! We’ve curated some of the best and most stylish fashion finds at an affordable price.

Fashion offerings are individually chosen featuring separates, dresses, denim, shoes, scarves and jewelry. You'll feel welcomed while we help you put together your next awesome outfit. We carry brands you'll recognize and some new ones you won't soon forget!

Come let us help you be your most stylish and confident self!

Wondering how we got our name?

Owner Sandy’s golden retriever was named after the character from the late 80s television series The Wonder Years. You’ll find this boutique has the same friendly and cool vibe as the show’s character Winnie Cooper.  

Meet Sandy 

Owner and buyer for Winnie Cooper, Sandy loves outfitting customers! “I’ve always had an eye for coordinating stylish looks.”  Previously managing a corporate career Sandy always knew she wanted to run her own business. Read interview by Ready Pretty Consulting here: 


“Running my own boutique has been such a rewarding experience I wouldn’t trade for anything".

A born and raised Chicagoan, Sandy bleeds Cubbie blue and you can find her at Wrigley Field often.


Meet Mollie

The sweetest shop dog and puppy stylist in training!