Here are some of the best places to shop in Chicago! Grab a friend, some cash (or card – whichever you prefer) and get ready for a retail rendezvous for two.  

1509 N. Milwaukee Ave., Chicago, IL


Dive into an awesome collection of home goods, clothing and more from local and independent designers. 

 Leaders 1354
672 N Wells St. Chicago, IL


Sneaker heads rejoice! Leaders 1354 is your go-to for hot kicks and eclectic street wear brands. 

The Tie Bar
918 West Armitage Chicago, IL


Get in touch with your inner GQ with some one-of-a-kind neckwear, lapel pins, shoelaces and more.

 Open Books
213 W Institute Pl, Chicago, IL 60610


A book-lover’s hideaway for endless shelves of  new + old literary classics. Pssst – all proceeds go to Chicago-based literacy programs, so SHOP ON!

Humboldt House
1045 N. California Avenue. Chicago, IL 60622


Say “hello” to timeless pieces of the past with a perfectly curated selection of vintage furniture and home decor! You’ll also find some local artisan goods (think: jewelry, glasses and accessories) from up-and-coming Chicago designers. 

Aaron’s Apothecary
2338 N Clark St, Chicago, IL 60614


Ditch the big name pharmacy and indulge in the essentials at this quaint 2,000 square foot space. 

Optimo Chicago
320 S Dearborn St. Chicago, IL 60604


Splurge on a custom, handmade hat– but be prepared to spend some serious cash on one of these beauties!