The Best Boutiques in Chicago

Photo of Riley Londres
9 February 2017

Chicago is full of little shops and boutiques that can only be found there, each with their own personality and offering a wide variety of items to curious customers. Here is a list of some of Chicago’s boutiques that truly capture the essence of the Windy City.

©Brande Jackson/flickr

Una Mae’s

A small rustic boutique that was established in 1997, Una Mae’s has had over 18 years of experience of providing diverse and hip clothing at affordable prices to the people of Chicago. The shop is located in the Wicker Park neighborhood and features a wide variety of clothing brands, as well as accessories to complete the outfit and even household items. Visitors can find woodsy fragrances, cute cocktail kits, necklaces or the perfect jacket.

Silver Moon

A beautiful little shop, Silver Moon centers on clothing and accessories dating from the 1890s to the 1980s. Their biggest focus is on vintage and antique wedding dresses for brides who have a passion for the old and a desire for something unique. The shop also creates custom designs and re-imagined old family heirlooms for special events or sentimental reasons. Other than their selection of gorgeous bridal wear, the shop also features several articles of clothing also dating back 100 years, and is worth a quick visit for fashion enthusiasts.

Knee Deep Vintage

A place where used clothes and household items can be found and bought at affordable prices, Knee Deep focuses on providing customers with treasures dating from the 1920s to the 1950s. Customers can find retro furniture, jewelry and bags to complete any ensemble, from the living room to a night out with friends. The shop holds a number of sales per month and actively seeks to buy clothes for the public that fit with the current season, so there is always something new to find.


A men’s clothing shop located in the heart of Chicago, Independence is run by the same people who own Oak Street Bootmakers, a well-loved shop that has created custom boots in the Windy City for generations. This shop focuses on selling only U.S. made fashion and accessories, and each item is guaranteed to be high quality and durable. Some of the brands featured here are Engineered Garments, Post Overalls and Left Field, where men can find jeans, jackets and shirts that are look great and fit great.

Courtesy of P.O.S.H.


Walking into P.O.S.H. is like being sent back in time, as the store is full of delicate antique housewares from around the world. With 18 years of experience searching for vintage items at flea markets and auction houses there is a steady stream of ‘new’ products coming into the store, such as tea sets, jewelry boxes or hand towels. The shop desires to offer something that speaks to customers who are tired of the sameness that is found in other stores, so stop by and let your mood be lifted by the fun notebooks or fragrant boxes of tea that can be found in this magical and romantic atmosphere.

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