Fall is here! And whether you are excited about cooler weather or already missing the patios, the best way to welcome a new season is with the new and exciting local business highlights. To help you discover, shop, and support local Chicago businesses, we’ve been in contact with local retailers to help you get ready for fall!
Fall 2020: Local Chicago Shopping
Who doesn’t love fall? It’s the perfect excuse to pull out our favorite layers and shop for new finds. Here are a few stores you should visit while shopping for your fall essentials this year.
Coat Check Chicago: Timeless Women’s Outerwear
Online Store – available in select boutiques


Coat Check Chicago is a Chicago-based women’s outerwear line, creating timeless, quality pieces that can be cherished for years to come. Founded by Liz Williams, their pieces are ethically manufactured in the city of Chicago and can be found online and in some local Chicago boutiques.
Winifred Grace: jewelry, apparel & more
Neighborhood: Andersonville
Winifred Grace is a lifestyle boutique featuring handmade jewelry, apparel, vintage goods, and home accessories. This fall you can shop their timeless styles like this denim utility jumpsuit to pair with your face mask and hand sanitizer. And, we’re excited to share their hat+mask combo – a super-soft pom pom hat with a detachable mask will keep you warm (and safe!) this season. It’s already out of stock, but we hope it will be available again soon, so check in again!
Sacred Art: art, home & community
Neighborhood: Lincoln Square

Sacred Art is one of our personal favorites. This unique shop supports the community and curates 100+ local artists’ work. Sacred Art sponsors and participates in events such as Show Of Hands, donates to local charities, and hosts art-related events to benefit local schools. One of Sacred Art’s newest groups of artists is Loom Chicago, a community of refugee women who create beautiful handmade goods here in Chicago. Pick up some of their ultra-cozy knitwear available in the store!


Winnie Cooper Boutique: everyday favorites
Neighborhood: Roscoe Village


Looking for something you can wear and feel good in every day? This month we are featuring the floral midi skirt and the gorgeous gold leaf print sweater from Winnie Cooper Boutique in Roscoe Village, but we’re sure you will find something that fits you and your style!
Lori’s Shoes: fall boots, apparel & accessories
Neighborhood: Lincoln Park
Regardless of the style, boots always make a difference in how your outfit looks. Visit Lori’s if you’re looking for a curated selection of boots and affordable prices. Lori’s carries thousands of shoes, boots, bags, accessories, and more in the Lincoln Park location along with two suburban stores on Chicago’s North Shore.
Oak Street Bootmakers: men’s boots handcrafted in USA
Neighborhood: West Loop


If you’re looking for boots that will last for years to come, head over to Oak Street Bootmakers flagship retailer in Chicago’s West Loop (by appointment only). Shop their boot collection, designed for longevity, and handcrafted in the US.
A Secret Closet
Neighborhood: Lincoln Square

Visit A Secret Closet, located in Chicago’s Lincoln Square, for vintage clothing and accessories to find your unique style this fall.
Twisted Pine Wreaths: celebrate fall with beautiful wreaths
Online Store


Shop Twisted Pine Wreaths created by Suzanne, a florist by trade who decided to start a wreath company in Chicago because of her love for designing and playing with flowers. She works from home in Portage Park & creates amazing flower wreaths that were featured by HGTV as ” Best Fall Wreaths for Every Style.”
Bonus: Halloween wreaths

And Studio
Neighborhood: Roscoe Village


Decorating your home? And Studio, a design studio and print shop producing quality goods, has a few exciting and spooky items in store to make your home truly feel like Halloween.
Featured Fall event – Fiction Book Club: “We Have Always Lived in the Castle” by Shirley Jackson
Join Unabridged Bookstore for their monthly meeting to discuss We Have Always Lived in the Castle, Shirley Jackson’s beloved gothic tale of a peculiar girl named Merricat and her family’s dark secret.
Order the book below, and join for a video chat discussion on Tuesday, October 13th at 7:30pm.
Do you know a business that should have been on this list? Leave us a comment below!