When it comes to shopping for men’s clothes there is no shortage of options in Chicago. While I love to shop online, some days it’s nice to have a day hitting the town and checking out the trending men’s clothing stores in person. Shopping in person gives you the ability to touch and feel the materials, try things on, and make sure you feel confident with your purchase, hopefully minimizing returns. I’ve lived in Chicago pretty much my whole life and have shopped in nearly every neighborhood. So whether you’re looking for dress clothes, gym shoes, or golf apparel the list below has you covered with all my favorite men’s shopping destinations in Chicago.

What are the Best Men’s Clothing Stores in Chicago?

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Best Overall Men’s Clothing Store in Chicago – State & Liberty

  • Provides a modern, athletic fit

  • Worn by thousands of professional athletes

  • Uses stretchy, performance fabrics

Mugsy Jeans Chicago location outside

Best Store for Men’s Jeans in Chicago – Mugsy

  • Supreme comfort and a clean, stylish fit

  • Made with super-stretch denim

  • Shop by fit, color, or season

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Best Store for Cheap Suits in Chicago – SuitShop

  • Great for both special event and everyday suits

  • Shop suits, separates, suit essentials, accessories, and more

  • Free showroom appointments

Best Overall Men’s Clothing Store in Chicago – State & Liberty

State and Liberty Chicago location inside

Located at 840 West Armitage Avenue, State & Liberty is our top pick for the best men’s clothing store in Chicago. Men’s clothing by State & Liberty provides a modern athletic fit that is worn by thousands of professional athletes. This company uses stretchy, performance fabrics that are lightweight, moisture-wicking, and infused with anti-odor treatment. We love State & Liberty because they have created clothing for those who couldn’t find the right fit anywhere else. After years of research, they developed the perfect athletic fit dress shirt, so no matter your body type, you’ll never have to settle for slim or standard fit shirts again. You can shop State & Liberty’s offerings in-store or on their website.

Best Store for Men’s Jeans in Chicago – Mugsy

Mugsy Jeans Chicago location in store

Downtown Chicago is also where you’ll find Mugsy – our pick for the best men’s jeans in the Windy City. Mugsy jeans were created to provide guys with supreme comfort and a clean and stylish fit. You’ll never have to settle for tight, slim-fit jeans again. They still use the same super-stretch denim they started out with which gives guys both comfort and confidence. Mugsy’s jeans are made with premium and built-to-last denim and infused with spandex. You can shop by fit (Mugsy, casual, tapered, or bootcut) and even check out their winter jeans and colored jeans while you’re at it. Whether you shop Mugsy in-store or online, you’ll never go back to your current jeans.

Best Store for Cheap Suits in Chicago – SuitShop

SuitShop Chicago location inside lounge area

Looking for an affordable, high-quality suit for any event? SuitShop has you covered. SuitShop makes suits for every person for every occasion in order to deliver the ultimate suiting experience and help you look and feel your best. The creators of this company set out to change the suit industry and have since pioneered a new path in special-event and everyday suiting. Whether you need a suit for your wedding or a suit to have on hand in a pinch, you’ll find what you’re looking for at SuitShop. You can shop suits & tuxedos, separates, suit essentials (vests, dress shirts, leather belts, etc.), accessories, and more, online or at their Chicago location. Appointments to visit the showroom are always free and you’ll experience a relaxed and fun environment like no other.

Best Store for Workout Gear in Chicago – Lululemon


Whether you’re into fashion or not, we’re sure you’re familiar with Lululemon. This brand has taken the activewear industry by storm and offers a wide range of men’s clothing for every type of guy. Lululemon’s men’s clothing lines include pants, button-down shirts, coats, sweatshirts, hoodies, joggers, polo shirts, shoes, accessories, and much more. Whether you’re shopping for yourself or looking for a gift for your partner, Lululemon’s several Chicago locations will have you covered. On their website, you can even shop by sport, with lots of comfortable, trendy options for golf, running, tennis, and more.

Best Department Store for Men’s Clothing in Chicago – Nordstrom Rack

Nordstrom Rack

Looking for your department store fix on a budget? Nordstrom Rack is your go-to clothing store in Chicago. This store offers Nordstrom products and brands discounted up to 70%, so you can find exactly what you’re looking for at a great price. You can order online and ship to the store. Some Rack locations even offer alterations so you can get the exact fit you want. Guys can find clothing, shoes, and accessories at Nordstrom Rack’s Chicago locations, along with grooming supplies, home essentials, and more. Check out the location finder on their website so you can hit up the Nordstrom Rack location nearest to you ASAP.

Best Men’s Shoe Store in Chicago – Allbirds


Guys who need to pick up a new pair of shoes in Chicago are in luck. Allbirds has revolutionized the footwear industry by creating shoes inspired by natural materials. They use natural alternatives to petroleum-based synthetics like wool, tree fiber, and sugar cane to create shoes that are soft, breathable, and better for the planet. Their shoes provide comfortable support via a practical design so you’ll always feel like you’re walking on cloud nine. Guys can shop all types of shoes from Allbirds, including everyday sneakers, active shoes, high tops, hiking shoes, slippers, and more. As a bonus, the company is working to reduce their carbon footprint to near zero, with sustainability as a huge part of their business practice. Whether you visit Allbirds in Chicago or shop from their website, you’re supporting a company that is truly making a difference. 

Best Store for Men’s Golf Gear in Chicago – Peter Millar

Peter Millar

Our top pick for golf gear in Chicago is Peter Millar, which you’ll find at 877 N. Rush Street. This company was founded in 2001 with a single cashmere sweater and has evolved to offer luxury performance sportswear, seasonal resort apparel, refined tailored clothing, and more. They use the finest raw materials and fabric innovations to create the sports gear guys deserve. Their golf catalog is huge and features men’s golf tops, bottoms, outerwear, shoes, and accessories. Peter Millar’s golf polos are a great choice – they’re designed for optimal performance on the course and available in a wide range of colors and patterns. Get everything you need for your next round at their Chicago location or online! 

FAQs About Men’s Clothing Stores in Chicago

Why Should I Choose the Stores Listed Above?

We’ve recommended men’s clothing stores in Chicago based on quality, variety, and so much more. Part of our team is based in Chicago, so we know exactly where to go for the best stuff for guys. The stores we’ve listed offer a personalized shopping experience with unique benefits too – like suit sizing made simple at SuitShop and crazy discounts at Nordstrom Rack. You can trust us to tell you about only the best Chicago (and beyond) has to offer – it’s what we’re here for.

Should I Shop In-Store or Online?

If you’re located in Chicago, we highly recommend making the trip out to visit the stores above in person. These retailers take great care to cater to each customer, and when you shop in-person, you can see the pieces for yourself before choosing to purchase them. However, if you don’t live in Chicago (or don’t feel like leaving the house), you can also shop online on each store’s website. In some cases, you’ll even find deals like free shipping or free ship-to-store. 

Do the Stores Listed Above Have Other Locations?

Looking to shop in-store at any of the stores listed above? You’re in luck. Each of the stores we’ve listed have store locators on their websites where you can find the spot nearest to you. Check out each store’s full list of locations below and get shopping!

Can I Return Clothing Purchased at Men’s Clothing Stores in Chicago?

In most cases, you should be able to return an item you’ve purchased from one of the stores above if it doesn’t meet your expectations. Each store has a different return policy, so you will need to visit the store’s website for specific information. Some of the stores, like Allbirds, have unique policies that are super helpful as well. You can give their shoes a shot for 30 days, and if you don’t love them, Allbirds will take them back with no questions asked. 

Want More from The Guy’s List?

Whether you’re located on the East Coast, West Coast, or somewhere in the middle, The Guy’s List is here to make shopping, grooming, and more easier for you. Our lists cover a wide range of topics for guys of all kinds, from fashion and fitness to food and wellness. Check out our coupon codes, gift guides, product reviews, and more today! 

Joe Sanfilippo is one of our top shopping experts here at The Guy's List. Joe is a former athlete turned entrepreneur who has been covering men's fashion, supplements, fitness, sports, business, and a variety of other similar topics for the past 7 years. Check out Joe on Instagram @joe_sanfilippo

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