Minimalist store specializing in sophisticated women’s apparel, plus shoes & accessories.

Women’s clothing, and accessories. 

Funky boutique offering house-designed women’s clothing & jewelry, plus fragrances & home goods.

Sector 2337 is a storefront gallery and bookstore.

Cozy spot to dig through the racks for used clothing & housewares plus modern & retro furniture.

Hip resource for vintage apparel & accessories, eco-friendly jewelry & an old-school barber shop.

5-story apparel store with modern fashions, vintage items, military wear, footwear & skating gear.

Cheerful storefront space stocking used LPs, CDs & DVDs, & hosting occasional events.

Reckless Records in Chicago sells new and used vinyl, CDs, DVDs and more.

-Recommended by Post Animal

Chain of thrift stores in Chicago and surrounding areas.

Recommended by DEHD

“The Village Discount on Irving Park & Kedzie is where we get most of our ‘fits’.” – Engine Summer

Recommended in the Chicago edition of the Waterloo Sparkling Sessions, presented by Waterloo Sparkling Water.

Spiffy storefront stop for rare, new & used LPs & CDs from a wide range of genres, plus DVDs.

High-end store showcasing stylish home furniture & accents, as well as fashion accessories & gifts.

Relaxed nook selling European & U.S. brands of casual apparel & accessories for men, women & kids.

Record store with hundreds of vinyl albums plus a museum of free-to-play vintage arcade games.

The WasteShed is a nonprofit creative reuse center located in Chicago, we accept donations of reusable art supplies, school materials and office supplies.

Charming Chicago fashion & home boutique that offers a curated selection of clothing, gifts, jewelry, home & vintage.

Wicker Park women’s boutique showcasing clothing, accessories & jewelry by small designers.

Trendy retailer with a hip vibe offering women’s brand-name apparel, accessories, shoes & jewelry.

This funky record store with a clubby vibe stocks a selection of dance music & underground tunes.

Thrift store selling clothing, furniture & books in support of the Howard Brown Health Center.

An eclectic journey to fashion, urban awareness and organic chic paralleling with sensible style.

Cozy shop with retro flair featuring a large stock of 1930s to 1980s decor items & clothes.

Tri-level used-books store stocking 80,000 tomes & hosting periodic concerts & poetry nights.

Snug store stocking a variety of vintage apparel, shoes, denim & leather goods for men & women.

Cozy, vinyl-only record shop stocking thousands of domestic, imported, new & used titles.

Hip chain that buys, sells, trades trendy vintage & used clothing & accessories for men & women.

-Recommended by Ajani Jones

This large outpost for used & vintage home goods & apparel also performs clean-outs & estate sales.

Indie bookstore offering offbeat titles, graphic novels & magazines, plus readings & special events.

Unique Thrift Store in Chicago, IL is an impressive thrift store, a community champion and a revolutionary recycler. -Recommended by Post Animal

Book store in Chicago, Illinois.

Music store in loftlike digs selling over 500,000 titles of new & used vinyl, CDs & collectibles.

“Very loving towards local artists.” -Post Animal

Large well-organized secondhand shop with three locations in Chicago, offering clothing, housewares, shoes and more. Items are hand selected for quality, cleanliness, and variety. Stop by on a Monday for their 3 for $1 Monday specials.

Popular local streetwear boutique, Covert Empire, is known for its fitted hats, hoodies, T-shirts and other accessories.

Buy/sell/trade new & used vinyl, CDs, DVDs and books at this cool neighborhood record shop with a cool vibe. Spend some time sifting through Hyde Park Records giant collection of 99 cent records for bargain steals and hidden finds.

“You can’t go wrong with Wolfbait in Logan Square. They’ve got great Chicago-made stuff that’s perfect for gifts!” -Phillip-Michael Scales

“Laurie’s Planet of Sound in Lincoln Square always has something worth picking up in my 20 years of shopping there.” -White Mystery

“I like the Andersonville Galleria for great local designers.” -The Life And Times

“I love the fairly-new 606 Records in Pilsen” -In Tall Buildings

“Bric-a-Brac Records. While primarily a record store, I love how they carry a wide variety of oddities like vintage toys, VHS tapes, cassettes, old school punk mags, clothing, etc. Enough of an unusual record store that I think it could be classified as a boutique.” — Slow Mass

“We have a soft-spot for Bric-A-Brac Records. I hesitate to even call it a record store, it’s so much more than that… vintage memorabilia, life-sized Simpsons statues, thousands of records new & old, & the sweetest corgi that runs around the shop
like he owns the place. Definitely worth the trip!” – Late Nite Laundry

Recommended in the Chicago edition of the Waterloo Sparkling Sessions, presented by Waterloo Sparkling Water

“They’re always ahead of the curve and they support local artists.” — Air Credits

“Nic met Keith who runs it a while back and appreciates how he curates the shop.” — Deeper

“Good selection, clean floors, good sound for live shows.” – The Slaps

Recommended in the Chicago edition of the Waterloo Sparkling Sessions, presented by Waterloo Sparkling Water.

“Tons of sweet Japanese items and artwork.” – Gal Gun

Recommended in the Chicago edition of the Waterloo Sparkling Sessions, presented by Waterloo Sparkling Water.