Chicago's Best Men's Clothing

Old Town men’s clothing boutique carries premium denim, stylish sweaters and shirts and a limited selection of suits, ties and shoes.

Reviews:

• “HIP EMPLOYEES, BUT NOT TOO HIP TO PUT ON COLLEGE SPORTS”
• “Best Men’s Clothing Store in Chicago”

Tips: Be sure to check out great styles from Theory, Trovata, Chip and Pepper, James Perse and Habitual.

Haberdash or email Haberdash

Legendary service, shoes to die for and fashion-forward merchandise keep shoppers returning.

Reviews:

• “CHICAGO’S BEST BROW ARCH”
• “Shoe Bazaar”
• “My Dream Store”
• “$$$”
• “BP!”

Nordstrom

With men’s grooming services, designer clothing and a lounge with flat-screen TVs, this DePaul-area boutique is a one-stop guy’s shop.

Reviews:

• “Matt Martin A+”
• “good haircuts”
• “Great Haircuts, Great Clothes”
• “Wouldn’t go anywhere else!”
• “Guys are so lucky to have this place!”

Tips: Make your appointments online.

Guise

From a miracle on 34th Street to malls in the ‘burbs, this is middle-class America’s own department store.

Reviews:

• “Wonderful Shopping experience at State Street Macy’s”
• “Macys Bridal is Fantastic !”
• “Avoid Macy’s Bridal at all costs”
• “MACY’S EMPLOYEES ARE RUDE!!!”
• “Horrible Fitting Experience – Bridal Salon at Macy’s”

Tips: Put your bags down and grab a bite at either 7 on State or the more upscale Walnut Room.

Macy’s

This classic men’s haberdashery has been a Loop mainstay for nearly 50 years.

Reviews:

• ""
• “Great suits, Great Service”

Tips: Look for end-of-the-season sales when colorful piles of clothing are stacked high, making the store a destination for bargain hunters.

Syd Jerome’s Men’s Wear

Sophisticated clothing styles with a casual slant for men and women.

Reviews:

• “ONE OF THE BEST”
• “The gold standard in ,,”

Paul Stuart

Guys can look polished yet hip with professional clothing from this stylish men’s boutique.

Reviews:

• “Great merchandise, so-so customer service”
• “Best Men’s Selection”
• “The best mens clothes outside of NYC!”

Tips: Save cash by checking out the sale rack in back, which always contains clothing at up to 50 percent off.

Apartment Number 9

This specialty shop is all about one-on-one wardrobing.

Reviews:

• “Best Independent Designer Selection and Best Customer Service”
• “A Great Independent Store”
• “Customer Service?”
• “Horrible Owner…”
• “BELCOTOM”

Tips: Patrons requiring style hand-holding will find Public I’s consulting approach ideal; others might think it overbearing. Let the sales staff know your preference up front for the optimum shopping experience.

Public I Ltd

Bucktown boutique lures male shoppers looking for new duds and a little game of foosball.

Reviews:

• “Awesome Staff/Selection”

Tips: You’ve heard of women’s boutiques serving red wine to ladies while they shop. This store has its own cooler full of PBR and Budweiser.

Him

Lesser-known designers get exposure at this hip downtown boutique.

Reviews:

• “Great and Unique clothing”
• “Guys Place For A Reason”
• “Jeans are awesome! Staff very helpful and pretty….”
• “Skip the attitude, shop elsewhere”
• “What an amazing shopping experience!!!!”

Tips: Most customers park in the garage at 900 N Michigan or pay for valet parking on Oak Street.

Jake