Top 5 Gentlemen’s Clothing Stores in Chicago

The stylish city of Chicago boasts what seems to be the finest offer of gentleman’s clothing and accessories you’ll ever find. Whether you’re a local or a tourist in the Windy City, the following five men’ clothing stores will first sweep you right off your feet and then dress you up from head to toe.

Here’s every spot you need to discover to look dapper in Chicago.

  • Shinola

Located in Wicker Park, Shinola will equip you with all the essential accessories – from bags and wallets to leather journals and top-notch wristwatches. In fact, this Detroit-based company is best known for its impressive collection of timepieces, which is the truest testament to its craftsmanship.

  • Gallery Aesthete

Chicago’s Gallery Aesthete is not only a suave menswear store that sells high-end designers such as Raf Simmons and Rick Owens. It’s actually a school of aesthetics that hosts art seminars and provides comprehensive styling services to gentlemen who cannot wrap their heads around fashion and style.

  • Alton Lane

Finding a perfect business suit is difficult even in the classy city of Chicago. That’s why Alton Lane offers custom-tailored design options that match both your figure and your personality. If you book an appointment with their stylist in Oak Street, you’ll never have to worry about your clothes again.

  • BLVDier 

In case you already know what you like and want, you can go straight to BLVDier in West Loop. This suit store’s offer includes high-quality fabrics from Delfino, Albiate, Reda, and Loro Piana, all tailored into dashing suits, shirts, trousers, and jackets. It’s a classy store, though, so make an appointment.

  • Trunk Club 

Trunk Club earned its name thanks to the company’s style experts who offer a special kind of service – building personalized trunks of clothing for everyone’s taste and frame. It’s situated in River North and boasts a unique mix of designers – from household names such as Jack Spade to the rising stars.

Honorary Mentions

Other fashionable stores in Chicago include Stock Mfg. Co, Independence Frank & Oak, RSVP Gallery, and Meyvn. The Windy City is also famous for its high-end barber workshops, so make sure to visit one while in town. One way or another, the number of grooming options in Chicago will startle you.

If being a true gentleman never goes out of fashion, then neither does the city of Chicago.