The Best Hipster Clothing Stores in Chicago

Chicago is a hotbed for new and trendy clothing stores, that cater to every type of shopper and wardrobe imaginable. Hipster clothing is no exception, and as the trend explodes in Chicago so do the number of stores that carry clothing favored by those going for a hipster look. With the growth that has taken place in Wicker Park over the last few years, it only makes sense that several clothing stores take up residence-- and several of them sell hipster clothing to cater to the crowd that frequents the area. In Chicago though, one should never limit their shopping spots to a single area, especially not when it comes to stores carrying vintage selections. These are my favorite places to shop for Hipster Clothing in Chicago for the entire family, several of them have also branched out to include unique gifts and home décor. They can be found all over the city of Chicago, as well as the popular Wicker Park neighborhood.

Psycho Baby, 1630 N Damen Ave, Chicago
Psycho Baby is the place in Chicago for hipster parents to shop for their children. More brands and styles are in this one store than the several collections throughout several stores in the city. Infant, toddler, and girl and boy sizes are available in clothing, shoes, and accessories. The line of accessories at Psycho Baby are very unique and are hard to find anywhere else, so anyone who likes to have a one of a kind look to their outfits can accomplish that shopping here.

Penelope's, 1913 West Division Street, Chicago
I like to visit Penelope's at the beginning of every season to search the racks for a couple party dresses with a funky style. Shoes and stockings for both men and women are also a treat in a city filled with more shoe stores carrying the same twenty brands than one person can stomach. Guys head to Penelope mainly for the tees, but they do have a good selection of brands for jeans, sweaters, and shirts.

Kidrobot, 638 Collins Avenue, Chicago
Kidrobot is a fairly new store in Chicago, but it has become well known because of the toys and clothing it stocks. Not everything can be considered hipster, but there is enough here to make a trip out to this fun store. Kidrobot stocks the largest collection of hoodies I have seen in a while that weren't plastered with the same logo in different color variations. Men's and women's shirts are also available from brands like Aiko, Tado and Reach.

Yellow Jacket, 2959 N Lincoln Ave, Chicago
Yellow Jacket comes to Chicago via Milwaukee and it couldn't have picked a better place to open a store if it tried. The store stocks vintage tees and other casual clothing that is both funky and fun. They do keep a small stock of brand label jeans, but otherwise you won't be finding anywhere else in Chicago with the same stock.

Belmont Army, 1318 North Milwaukee, Chicago
Anyone who is looking for hipster clothing in Chicago knows about Belmont Army, but that does not mean the pickings are slim. I really have no idea how this store manages to keep as much stocked as it does, while continuing to bring in as much as they do and still be so popular. A first and second floor are each devoted to vintage or thrift store finds that work together for those that have a good eye for unique looks and style. Also available is a limited selection of shoes for both men and women, and you really cannot shop anywhere else and find these prices.

Lenny and Me, 1463 North Milwaukee Avenue, Chicago
Lenny and Me is one of Wicker Park's more popular vintage consignment shops because of the eclectic collection and affordable prices. There is some designer clothing from both well known and very small labels, but mostly its stock consists of gently used vintage pieces for both men and women. If you are shopping on a budget, let the owners know and they will be more than happy to help you find what you are looking for in the price range you can afford-- at least that has been the case in my own experiences.