7 Best Vintage Shops in Chicago

At vintage shops, you’ll find one-of-a-kind pieces that seem to give fast fashion the middle finger – the Chicago way. Vintage shops are filled with garments that were made with quality and timeless style – clothing and accessories designed during an era when fashion was considered an “investment.”

In Chicago, you’ll have no problem finding awesome vintage shops with curated collections. Ready to add a little retro style to your look, all while shopping ethically? Check out some of my very favorite establishments.

1. Vintage Underground


On a quest for vintage costume jewelry? This subterranean Wicker Park shop is filled with jewels, accessories, clothing and other treasures from the past. You’ll find affordable, mint-condition pieces from individuals and estate sales from throughout the Midwest.

2. Meadowlark


If you like the idea of vintage clothing but want to maintain a minimalist style, you’ll love how this Humboldt Park shop cuts through the kitschy clutter. You’ll only find classic, streamlined styles in neutral hues and natural materials.

3. Market Supply Co.


Curated from a variety of sources throughout the country, this vintage store’s selection spans the 20th century. The Pilsen space is clean and inviting. Adding to its old-timey feel, it even has an attached barber shop.

4. Kokoroko


With neon walls and a bold aesthetic, Kokoroko appeals to the ‘80’s lover in all of us. You’ll find plenty of pieces from the 80’s and 90’s, all with an edge that makes them decidedly modern.

5. Le Thrift


Forget musty thrift-store smells and uncurated racks; this Noble Square consignment shop has an artsy, boutique-like feel. In addition to pristine pieces from today’s top designers, you’ll find vintage clothes and jewelry from the 1920’s-1990’s.

6. Knee Deep Vintage


This shop in Pilsen is tiny, but it is stuffed with the kind of curated vintage pieces that will get any self-respecting fashion lover drooling. There are plenty of clothes and accessories from the 1930’s to 1990’s, as well as funky retro housewares. Just a warning: it’s hard not to walk out of this place with vintage finds that leave you feeling a little cooler than you came in.

7. Antique and Resale Shop


This Jefferson Park shop claims it will blow your mind. And it just might, with 12,000 square feet of vintage costume jewelry, dresses, and housewares. Owners Suzanne and Jules scout these pieces from estate sales throughout the Chicagoland area. Make sure to talk to these stylish ladies – they are experts on vintage dressing and have even contributed to the costumes of some major period films.

Have a vintage shop to share? Leave us a comment below and don’t forget to check out our Chicago shopping guide for our favorite local brands here.

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About the Author

Maggie Schafer is the founder of Chic & Eco, a sustainable fashion blog where she shares information about ethical fashion brands, upcycling and smart styling. Maggie is a freelance writer who writes blog posts, articles and websites for clients in travel, health & fitness, fashion and education. When she’s not typing away, this Chicagoan is practicing yoga, cooking vegan meals and exploring different neighborhoods.

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