The Best Vintage Clothing Shops in Chicago: Style & Quality at Thrift Store Prices

Chicago's Best Vintage Clothing Stores

If you're a lover of unique fashion finds and sustainable shopping, Chicago's vintage clothing scene is a treasure trove waiting to be explored. From quirky boutiques to high-end vintage stores, the Windy City offers a diverse array of vintage shopping experiences. In this blog post, we'll take you on a tour of the best vintage clothing shops in Chicago, where you can uncover hidden gems and timeless pieces that add character and charm to your wardrobe.

Why Shop Vintage in Chicago?

Before we dive into our list of top vintage clothing shops, let's briefly explore why vintage shopping is such a delightful experience:

  • Unique Finds: Vintage stores are filled with one-of-a-kind pieces that you won't find in mainstream retail stores. This ensures that your wardrobe is truly distinctive.
  • Sustainability: Shopping vintage is an eco-friendly choice. By recycling and reusing clothing, you reduce waste and lessen the environmental impact of the fashion industry.
  • Quality: Many vintage items were made with superior craftsmanship and materials, often outlasting contemporary fast-fashion pieces.
  • History and Storytelling: Each vintage piece has its own story and history, adding depth and character to your personal style.

The Silver Room

Address: 1506 E 53rd St, Chicago, IL 60615

The Silver Room, nestled in Hyde Park, is more than just a vintage clothing shop. It's a cultural hub that celebrates art, music, and community. While exploring their collection of vintage clothing, you'll also discover unique handmade crafts and local artwork. The Silver Room's dynamic and inclusive atmosphere makes it a must-visit destination.

Must-Have Finds:

  • Bohemian dresses and skirts
  • Handcrafted jewelry
  • Vintage vinyl records


Address: 1452 W Chicago Ave, Chicago, IL 60642

Dovetail has been open in West Town since the late 2000s and is known for selling vintage sweaters, jackets, shirts, dresses and more. Also proud to sell curated, high-quality vintage items in a boutique atmosphere, the shop also operates an online store with a much smaller selection of what you’ll find in the store. If you’re planning to go to the West Chicago Avenue storefront, Dovetail is only open on weekends and by appointment. 

Very Best Vintage

Address: 1101 N California Ave, Chicago, IL 60622

For those seeking a boutique shopping experience, Very Best Vintage in Logan Square offers a thoughtfully curated selection of vintage fashion. With a focus on quality and style, this shop features timeless pieces that can easily be integrated into modern wardrobes. From classic dresses to stylish outerwear, Very Best Vintage has it all.

Must-Have Finds:

  • Elegant cocktail dresses
  • Vintage denim
  • Chic handbags and accessories

The Find 

Address: The Shops at North Bridge, 520 N Michigan Ave, Chicago, IL 60611

The Find has a retail store on North Michigan Avenue in Chicago. The shop sells authenticated new and pre-owned items from top designers like Gucci, Louis Vuitton, and Chanel. It’s a good place to check out if you’re interested in a vintage designer item at a more affordable price point.

Lost Girls Vintage

Follow on Instagram: @lostgirlsvintage

Lost Girls Vintage is a mobile vintage shop that pops up at various locations and events throughout Chicago. Founded by two best friends with a passion for vintage fashion, this shop offers a unique and adventurous shopping experience. Follow them on social media to stay updated on their latest pop-up locations.

Must-Have Finds:

  • Boho-chic dresses
  • Statement coats
  • Retro accessories

Kokorokoko Vintage

Address: 1323 N Milwaukee Ave, Chicago, IL 60622

Located in the heart of Wicker Park, Kokorokoko Vintage is a vibrant shop known for its eclectic mix of 80s and 90s fashion. With its colorful interior and playful vibe, this store offers a wide range of vintage streetwear, accessories, and unique collectibles that will transport you back in time.

Must-Have Finds:

  • Vintage graphic tees
  • Retro sneakers
  • Funky sunglasses and accessories

Richard’s Fabulous Finds

Address: 2545 W North Ave, Chicago, IL 60647 

Richard’s Fabulous Finds specializes in vintage menswear and décor in Humboldt Park. The owner has a background in dressing clients in luxury menswear. The shop is open Wednesdays through Sundays on West North Avenue in Chicago. Expect to find everything from blazers and overcoats to bow ties and pocket squares. 

Knee Deep Vintage

Address: 1219 W 18th St, Chicago, IL 60608

Knee Deep Vintage operates out of the Pilsen neighborhood. In business for well more than a century, the shop sells affordable vintage clothing from the 1950s through the 1990s. The store is open every day of the week. Knee Deep Vintage purchases clothing from the public, plus it offers some personalized shopping and commercial styling services. 

Mercy Beaucoup 

Address: 1545 N Wells St, Chicago, IL 60610 

Nestled in the heart of Chicago's historic Old Town, Mercy Beaucoup is not just any resale boutique. Offering a distinctive shopping experience, this high-end store stocks an exquisite selection of brand-name items of consignment quality, but with an affordable twist - thrift store prices! But what truly sets Mercy Beaucoup apart is its heartwarming mission - proceeds from every purchase support the Mercy Home for Boys & Girls, a local children's charity. Adding another feather to its cap, the boutique was recently highlighted as one of the “13 Best Thrift Stores in Chicago That Will Blow You Away” by Sustainable Jungle, further establishing its blend of quality, affordability, and charity.

Vintage Underground

Address: 1834 W North Ave, Chicago, IL 60622

Situated in the trendy neighborhood of Wicker Park, Vintage Underground is a hidden gem for vintage enthusiasts. This shop specializes in a curated selection of clothing and accessories from the 1920s to the 1980s. Whether you're looking for elegant dresses or stylish menswear, Vintage Underground has something for everyone.

Must-Have Finds:

  • Flapper dresses and accessories
  • Classic leather jackets
  • Timeless jewelry pieces

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