This Wicker Park Shopping Guide includes all the best locally owned and national retailers in Chicago’s Wicker Park neighborhood. Wicker Park is filled with independent boutiques and some larger retainers. In particular, it is a great neighborhood for buying records, vintage clothing, and sneakerhead shoes.
Many of the shops in this Wicker Park shopping guide are located along Milwaukee Avenue or on Damen Avenue just north of North Avenue. The Wicker Park neighborhood is known for having several record stores, vintage and second hand shops,
Note: the northern border of Wicker Park is up for debate. Some people say that the Wicker Park and Bucktown border is North Avenue, others say that it West Bloomingdales Avenue (where the 606 is). I have decided to include this debated area in the guides to both Wicker Park and Bucktown.
Last Updated: April 2022
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The Wicker Park Shopping Guide:
The Wicker Park Shopping guide is divided into several categories to help you find what you are looking for.
Locally Owned Shops
A bookstore, gallery space, and coffeeshop that showcases authors of color. The new space has murals, tables for working or reading, and a large children’s corner.
A florist and shop selling home items, jewelry, and gifts.
You can find jewelry and jewelry making supplies, and yes, lots and lots of beads at this store.
Raw Edge recently opened on Division and sells goods from local makers and artists including prints, cards, clothing, jewelry, cosmetics, and more.
Men’s clothing, sneakers, and skateboards are the main items sold at this large skate shop.
Penelope’s specializes in casual men’s, women’s, and kid’s clothing and accessories.
A shop specializing in women’s clothing and accessories. Their goal is let customers shop all their favorite local brands in one space.
This book store has a large collection of independent zines, comic booklets, and unusual publications. I love this shop because you can find things that you just won’t see anywhere else. The shop often hosts events too.
Located right next to Neighborly, Gemini sells men’s and women’s clothing and some home goods.
A sprawling bookshop with an inventory of over 70,000 used books. They also host events like an experimental music series, book readings, and poet talks.
I love this store where you can select a tee shirt, long sleeved shirt, or sweatshirt in a wide range of colors and then custom design it. It’s where I got the Andiamo shirt that I wore in Italy.
A large boutique selling clothing for both men and women. They have a big selection of denim and offer in-house hemming and denim repairs. They also sell footwear and jackets.
This Chicago-based company has several locations. They focus on women’s clothing specifically geared towards young women. It’s the perfect place to pick up an outfit for a night of clubbing or a music festival.
A women’s clothing and jewelry shop with three locations in Chicago, Enaz has trendy yet sophisticated clothing for women in their 20s and 30s.
Belmont Army is a boutique with a mix of casual men’s and women’s clothing on the first level and in the basement you will find an army surplus store.
A shop selling trendy men’s and women’s clothing and some home items.
Vintage and Second Hand Shops
US #1 Vintage
This vintage shop has a Western theme. You can find cowboy boots, Western shirts, and suede jackets for both men and women here.
The ’80s and ’90s vibes are strong that this store that sells neon clothing, stonewashed denim, and nostalgia inducing items like The Babysitters Club movie on VHS and cassette tapes.
Chicagoans in need of an ugly sweater flock here in December. Ragstock has a few locations and sells a mix of new and vintage clothing for both men and women.
Store B has a well curated selection of high-end vintage clothing, accessories, jewelry, and shoes. If you are looking for vintage designer garments this is the place to go.
You can find costume jewelry and racks of used clothing at this store.
Located above Round Two, this store sells vintage tees.
Buffalo Exchange has a mix of new, vintage, and used clothing. You can sell your own clothing or trade it on the spot.
Crossroads specializes in used clothing that is currently on-trend.
The Wicker Park record store in High Fidelity wasn’t real, but it reminds me of Reckless Records that sells secondhand vinyl.
Shuga offers 500,000 titles of new and used vinyl and CDs.
You can buy, sell, and trade music, movies, and games that The Exchange.
Dusty Groove is just over the border into West Town, but if you are browsing Wicker Park record shops, you don’t want to miss this one.
A couple of these high-end sneaker shops are in West Town just south of Wicker Park.
Round Two sells sought after collectable sneakers and tees.
A store specializing in streetwear and footwear like crisp white Air Force 1s, graphic tees, and hoodies.
A concept store selling trendsetting men’s and women’s footwear and streetwear.
Stash sells new and vintage Nike sneakers for men and women.
Located on Ashland Avenue in West Town, Boneyard has collectable sneakers and sweatshirts.
This flagship Adidas store is the largest in the world. The store carries the brands signature shoes and clothing.
You can find a wide range of men’s and women’s brands here including Adidas, Timberland, Converse, Lacoste, and Champion.
Foot Locker carries brands including Nike, Jordan, Adidas, Vans, Reebok, Puma, Ugg, K-Swiss, and Birkenstock.
Beauty Supply Stores
A store selling beauty products made by brands under the Deciem umbrella including The Ordinary. The store has a cult following and affordable price points.
Credo Beauty carries clean skincare, haircare, body care, and makeup products from a wide range of brands.
Mojo Spa sells their own brand of skincare, makeup, haircare, body care, fragrances, and candles made from natural food ingredients.
An Australian luxury brand selling skincare and haircare products plus soaps and fragrances.
A store selling beauty and makeup products from dozens of top brands.
A brand selling cruelty-free and ethically-sourced bath, body, skin, and haircare products.
Benefit offers services like waxing, airbrush tanning, and makeup application and sells their house brand of makeup products.
A retailer selling a mix of high-end and drug-store brand skincare, haircare, and makeup brands plus hair tools.
The cooler company with a cult following has a new flagship store in the heart of Wicker Park. It even has a bar so you can buy a yeti mug and fill it with a beer or coffee. On weekends they show sporting events on a massive tv.
You can find the iconic lace up boots and more at this location which caters to men, women, and children.
This is a smaller location but you can still find the brand’s most popular products here.
The North Face
If you need cold weather gear to brave Chicago’s tough winter weather this is the spot to go.
You can find Levi’s classic denim here plus casual wear, jackets, and accessories.
A large two-level store selling fashion and home goods geared towards men and women under 30.
A women’s fashion retailer selling bohemian style clothing and accessories.
This store carries Free People’s line of athletic wear.
A Swedish company selling backpacks and outdoor wear.
Club Monaco sells men’s and women’s clothing geared towards the thirty-something crowd. You can find business casual and casual clothing here.
A shop selling “tools for nomads”. They have eyewear, notebooks, travel essentials, slippers, backpacks, and more.
A shoe store that showcases the unique and colorful designs of John Fluevog. This location has been open since 1999 and his designs have been worn by musicians including Alice Cooper, George Clinton, and Jack White. He created the shoes for Anna Sui’s 2019 and 2020 runway shows.
Shops for Children
Every purchase from this children’s shop supports 826CHI’s free writing programs for children! This shop on Milwaukee just north of Division is so much fun. They have fun hats and disguises, toys, and lots of books.
A store for children that sells a wide range of toys, books, clothing, and other essentials. It’s the perfect place to buy a gift for a child or expecting parents.
A toy store with a big selection of toys and books for children of all ages.
Markets in Wicker Park
Foxtrot is a market, wine shop, and cafe that offers 60 minute delivery. We are huge fans and often pick up dips, salads, and wine here. Their wine selection is amazing!
When compared to Foxtrot or Goddess, Olivia’s is more of a grocery option. They have a deli counter, produce, and a larger selection of groceries. It is also one of the best places in the neighborhood to buy flowers. Grab some Zingerman’s pimento cheese while you are there.
A cafe, bakery, and shop with wonderful desserts, sandwiches, grab and go meals, wine, beer, and more. They also offer catering.