SNIPES
snipesusa.com › sale-mens-clothes
Men's Clothing on Sale | SNIPES USA
Check out our collection of men's clothing on sale at Snipes! We've got the best urban apparel at the best prices!
Brooks Brothers
brooksbrothers.com › home › sale › men's clearance
Men's Clothing Sale | Shirts & Pants Clearance | Brooks Brothers
Shop men's clothing on sale at Brooks Brothers. Save on suits, shirts, ties, shoes and accessories crafted with classic American style and exceptional quality.
Chicago Loop Alliance
loopchicago.com › explore › shop › mens-app
Men's Clothing Stores in the Loop
Shop and buy men's clothing in downtown Chicago to ensure you always look your best with the latest trends and top brands.
Videos
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TOP 6 Men's Fashion Brands You NEED To Check Out / Brands I’m ...
Testing Cheap Men's Clothes (Budget Clothing Haul)
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Best Clothing Stores For Stylish Men (TOP 10) - YouTube
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
Tommy Hilfiger
usa.tommy.com › en › sale › mens-sale › clothing
Men's Clothing Sale | Discount Men's Fashion
Shop sale apparel and accessories from Tommy Hilfiger for Men, Women and Kids. It's classic American cool with a twist, from across the Hilfiger catalog.
Lucky Brand
luckybrand.com › sale › mens
Men's Sale | Clothing, Jeans & Accessories Deals | Lucky Brand
Extra 25% Off Sale. price as shown ... Get top-dollar looks without breaking the bank by shopping the men's sale at Lucky Brand. From premium denim to shoes, shirts and almost everything in between, this men's sale is your destination for authentic apparel for less.
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
Haggar
haggar.com › home › clearance
Men's Clothing Sale: Clearance & Discount Clothes | Haggar®
Haggar's discounted & clearance men's clothing helps you find the perfect outfit at the perfect price. Shop men's clothing on sale and save 15% on your order today! Haggar Clothing Co.
Express
express.com › mens-clothing › sale › clearance › cat890006
Express - Men's & Women's Clothing
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CRAM Fashion
cramfashion.com
Chicagos #1 Mens Fashion Boutique!
Online shopping will be paused for the time being. For the full CRAM collection and experience, please visit us in store. Our Current store hours are below: ... CRAM Fashion . 3331 N. Broadway . Chicago IL 60657
JCPenney
jcpenney.com › men
Mens Clothing Sale | Men's Apparel | JCPenney
Browse JCPenney’s men’s clothing sale collection to find great deals on sweaters, jeans, & more. Find styles in all sizes & styles. Free shipping available!
State and Liberty
stateandliberty.com › home › state & liberty men's clothing in chicago | 840 w armitage ave
State & Liberty Men's Clothing in Chicago | 840 W Armitage Ave
3 weeks ago - Located in Chicago, Illinois at 840 W Armitage Avenue, State & Liberty is a men's clothing company offering athletic fit, performance fabric clothing in store and online.
Perry Ellis
perryellis.com › collections › sale
Perry Ellis Sale: Shop Men's Clothing, Suits & More
Shop the official Perry Ellis sale. Find deals on men's suits, polos, pants, shirts, and clearance items. Get modern style for less. Shop now!
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.
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.
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.
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Costco, lol I'm not even kidding
REI
rei.com › men's clothing
Men's Clothing: Sale, Clearance & Outlet | REI Co-op
Shop for Men's Clothing on sale, discount and clearance at REI. Find a great deal on Men's Clothing. 100% Satisfaction Guarantee
Reddit
reddit.com › r/askchicago › millennial men of chicago, where are you shopping for clothes?
r/AskChicago on Reddit: Millennial men of Chicago, where are you shopping for clothes?
August 29, 2024 -
I'm in my late 30s and have struggled the last couple years with dressing my age, especially in casual settings. I don't want to dress like a college student and I don't want to dress like a boomer. I want to get some versatile pieces that will last me a long time but I just don't know what shops to go to. Any suggestions?