JCPenney
jcpenney.com › men
Mens Clothing Sale | Men's Apparel | JCPenney
Shop the men's clothing sale at JCPenney to find you favorite shirts, pants, jeans, jackets & more, all at great prices! Free shipping available!
Yelp
yelp.com › shopping › fashion › men's clothing
THE BEST 10 MEN'S CLOTHING in CHICAGO, IL - Updated 2025 - Hours - Yelp
Welcome to Soul — Skokie’s newest destination for authentic sneakers and latest apparel. Located in the heart of the Chicago suburbs! more ... New price drops on dresses, tops, boots, handbags and more in stores now—so hurry! ... Kayra Imports is an African Clothing and Fabric store with various locations on the Southside of Chicago.
Independence
independence-chicago.com
Independence | Chicago | Curated Menswear
A well-edited collection of mens clothing and accessories from Engineered Garments, Gitman Bros. Vintage, Kapital, OrSlow, Lady White Co., Oak Street Bootmakers, and more.
Address 1909 W Division StreetChicago, IL 60622
Macys
macys.com › macy's › sale › shop by category › men's
Sales for Men | Clothing, Shoes & Accessory Markdowns - Macy's
1 month ago - Shop fantastic deals on men's fashion and accessories at Macy’s. Stylish finds at unbeatable prices. Free shipping available!
Express
express.com › mens-clothing › sale › clearance › cat890006
Express - Men's & Women's Clothing
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Macy's
macys.com › stores › il › chicago › mens_clothing_215.html
Chicago Mens Clothing Department Store | Macy's at State Street
Shop for men's clothing at Macy's State Street. Find deals on your favorite clothing brands at ~address_~ in Chicago, IL.
Address 111 N State St, 60602, Chicago
Kohl's
kohls.com › catalog › sale-mens-clothing.jsp
Men's Clothing on Sale | Kohl's
Men's fashion should be accessible without compromising on quality or style. The Kohl's men's clothing sale is on now and it's your ticket to an affordable wardrobe upgrade.
Chicago Loop Alliance
loopchicago.com › explore › shop › mens-app
Men's Clothing Stores in the Loop
Exclusive Loop deals, recommendations, and news direct from Chicago Loop Alliance.
adidas
adidas.com › sale
Men's Clothes on Sale: Up to 60% Off | adidas US
Shop for men's clothes on sale now at adidas. Refresh your wardrobe with deals on tees, hoodies, pants and more for workouts and casual wear.
Discoverchicago
discoverchicago.city › en › best › men-s-clothing-shops-chicago
Men's Clothing Shops Chicago [Cheap discounts 2025]
Offers, discounts and news offered by 1. Jugrnaut 2. phayes 3. Independence 4. Syd Jerome 5. TWENTYFORTYEIGHT®️ 6. Mildblend Supply Co. 7. Men's Room Chicago 8. BLVDier 9. Dei Giovani Mens Store 10. Notre 11. Burdi Clothing 12. Bonobos 13. Fat Tiger Workshop 14.
Sydjerome
sydjerome.com
Syd Jerome
A family-owned menswear shop in Chicago that has been distinctively dressing gentlemen for over 65 years in the finest designer suits, accessories, outerwear and more. Opened by Sid Shapiro in 1958, Syd Jerome is located in the heart of downtown Chicago in the financial district.
Reddit
reddit.com › r/askchicago › favorite stores to go shopping for men’s clothing?
r/AskChicago on Reddit: Favorite stores to go shopping for men’s clothing?
February 20, 2025 -
Have the day off tomorrow and really need to expand the wardrobe. Any and all styles are welcome and happy to travel wherever!
Top answer 1 of 29
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Fashion Outlets of Chicago near ohare has a lot of outlet stores and discounts. Recently bought 3 new pairs of jeans from Levi’s for $100, bought more at Gap also cheap. This is a solid option if you need a lot of basics for your wardrobe. They do have higher end places on the second floor. I bought a really cool shirt from a designer called Sandro.
2 of 29
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Costco, lol I'm not even kidding
Bonobos
bonobos.com › locations › s › 900-shops-chicago
Men's Clothing Store in 900 Michigan Shops, Chicago, IL | Bonobos
Find the best fitting men's clothing, including pants, suits, shirts, and more at Bonobos in 900 Michigan Shops, Chicago, IL. Schedule a Guideshop appointment today!
Finish Line
finishline.com › home › all sale
Men's Clothing All Sale | Finish Line
Find the best deals on your favorite brands at Finish Line! Shop sale shoes, clothing and accessories online and in-store today.
Yellow Pages
yellowpages.com › home › chicago, il › mens clothing
Best 30 Mens Clothing in Chicago, IL with Reviews | The Real Yellow Pages®
Inside, you can get inspired by the latest women’s and men’s… ... From Business: Congratulations! You've found the secret treasure map that leads to the Urban Outfitters Milwaukee Ave store in Chicago, IL! Jk it's literally Google Maps.…
Men's Wearhouse
menswearhouse.com › index › il › chicago
Men's Wearhouse CHICAGO | Suits, Tuxedos, Casual Wear & Alterations
Bring comfort to your business casual wardrobe with our incredible range of stretch chinos, casual pants and shirts.Serving Chicago and nearby cities like Naperville, Aurora, Joliet, and Elgin, visit us today or shop online for the perfect outfit for any occasion.
Belk
belk.com
Belk.com - Belk® - Official Site
Belk - FREE Shipping at Belk.com. Shop Belk for clothing, handbags, jewelry, beauty, home & so much more! Clearance items available everyday!
Yelp
yelp.com › shopping › fashion › men's clothing
THE BEST 10 MEN'S CLOTHING near THE LOOP, CHICAGO, IL - Updated 2025 - Hours - Yelp
Best Men's Clothing in The Loop, Chicago, IL - Last Updated October 2025 - Jugrnaut, Charles Tyrwhitt, Syd Jerome, Macy's, ESQ, American Giant, Hammer Made, Arthur and Lucca, Goodlife - Chicago, Jos. A. Bank
Yelp
yelp.com › shopping › mens clothing
TOP 10 BEST Mens Clothing in Chicago, IL - Updated 2025 - Yelp
Top 10 Best Mens Clothing in Chicago, IL - Last Updated September 2025 - Yelp - Mildblend Supply Co, Cowboys and Astronauts, Men's Room - Chicago, Independence, Arthur and Lucca, Una Mae's, Suits 20/20, Avant For Men, Jugrnaut, Richard's Fabulous Finds