The Secret Fashion Spots You Can't Miss in Chicago

Summer is one of the best times of the year to visit Chicago. You’ll find locals riding their bikes along the waterfront, swapping out boots for sundresses, catching the latest museum exhibits, and descending upon Lollapalooza for the music-fueled festival. If you’re heading to the Windy City for any of these reasons, we’ve also rounded up a list of cool fashion destinations you might not have heard about before.

From boutiques who foster the talent of cool up-and-coming designers to stores specializing in handmade one-of-a-kind fabrics, there are some unique places to visit, far different from what you’ll find in a standard department store. Below, we’re rounding up some of the best fashion destinations to your add to your itinerary.

Keep reading to check out seven unique Chicago boutiques to visit next time you're in town. 


Ikram is the midwest’s answer to luxurious fashion. The founder, Ikram Goldman, has manifested this mega-boutique with loyal high-end clients and statement pieces. Goldman is best known for her relationship as a pseudo-stylist for Michelle Obama. Trust us, you’ll leave feeling so chic.


It’s pretty rare to come across a stylish store that satisfies everyone’s needs. Husband-and-wife team Jena Frey and Loe Lauer have accumulated an amazing selection of everyday, accessible brands for women, men, beauty, and even kids. They focus on featuring quality constructed lines such as A.P.C, Me and Arrow, and Mollusk with beauty shelf necessities like Herbivore Botanicals.


Located in River North, Blake is known for its stunning selection of avant-garde fashion. Its buyers focus on big brands such as The Row and Saint Laurent while featuring up-and-coming designers. The beautiful merchandising and quality selection makes it one of our favorite stores in Chicago.


Situated in the Andersonville district, Brimfield will make you want to go camping in the best possible way. With piles of wool blankets, comfy flannel fabrics, and a re-upholstery service, its vintage selection can’t be beat.

Chalk Boutique

While buying for Chalk Boutique, owners Carrie Kane and Sharon Watrous focus on a feminine yet urban style. They recognize that the modern woman appreciates well-known designers but wants to explore emerging talent as well. We can guarantee that their clothing and accessories are sought-out, creative, and above all chic.


Eskell is your answer to individual style and statement pieces. The Chicago store is overflowing with eclectic jewelry and handmade one-of-a-kind silk fabrics—it’s like adult treasure hunting.


It may be because Chicago is absolutely freezing in the winter, but Moncler’s Chicago store has an incredible selection. The location in Magnificent Mile is overflowing with elegant fur and warm accessories. For the colder months, it's totally worth the investment to buy outerwear—even huge puffy jackets—that actually look good.