Lisa Rivera

There are many places to go shopping in the windy city, but only one neighbourhood where local, and trendy, Chicagoans like to visit.

You can find Wicker Park in the West Town community area of Chicago, which is northwest of the famous downtown Loop.

Wicker Park

As well as the cab options, you can also hop on board the Blue line. There are 2 train stations (Damen and Division) that are within walking distance.

Along with the excellent range of shops in the area, Wicker Park, and its surrounding neighbourhoods, also offer some of the best things to do when in the city.

Shopping in Wicker Park

The long stretch of North Milwaukee Avenue has a nice mix of independent as well as commercial stores. Here you'll find household names such as Urban Outfitters, Levis and Steve Madden.


It's safe to say that Wicker Park is the area to visit if you're looking for vintage clothing. You're not able to walk a few minutes without spotting another shop selling vintage or secondhand clothing.


The vintage stores range in prices too. Expect to pay more for unique pieces that aren't necessarily well-known designer brands. However, it's also possible to find many bargains too, just make sure you have enough time and patience! Look out for US #1 Vintage Clothing, Buffalo Exchange, Vintage Underground and Crossroad Trading Co.


If you're familiar with the concept of 'Boho chic' then you’ll love stores in Wicker Park. Slightly similar in style to vintage pieces, bohemian shops tend to sell romantic, folk-inspired clothing and accessories.

vintage necklace

Stores like Fab’rik and Free People specialise in this type of modern hippy chic fashion.

Army surplus and urbanwear

For those who prefer their clothing without the frills, fear not, as Wicker Park has something for everyone.

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Belmont Army and Mildblend Supply Co. sell utility chic style fashion such as army surplus wear and Doctor Martins. If modern urbanwear is more your thing, pay a visit to Una Mae’s and Transit Tees.

Men welcome too

The area is far from being a mecca for women's shopping. You can find plenty of great shops in Wicker Park, and many selling independent brands too.

Ranging from t-shirts to more upscale designs, Iridium Clothing Brand offers its clientele unique urbanwear. Saint Alfred, on the other hand, is the place to visit for designer pieces.

men suit

Most guys should be happy with what's on offer at the Chicago-inspired t-shirt shop, Transit Tees, and cycling-inspired Rapha Chicago.

Just one more pair

Whether you're looking for the perfect pair of sky-high heels to match your cocktail dress, or something slightly more edgy, you'll find it in Wicker Park.

There are shops to suit every taste and budget.
Take the classic American brand Steve Madden; a great selection, and reasonably priced too.

steve Madden

The more adventurous shopper will surely enjoy the selection on offer at John Fluevog Shoes. Even if you're probably not likely to buy a pair, their quirky designs are really fun to look at.

Some of the shops mentioned in the article also sell shoes, so you may just find something special that no-one else owns!

Photos 1 and 4 courtesy of Following the Rivera