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Best Men's Boutique Shopping in Chicago

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Apartment Number 9
1804 N Damen Ave Chicago, IL 60647
(773) 395-2999
Most guys hate shopping because we don’t ever know what to get, but these women really know what they ate talking about. No pressure guys. This store is no fuss. Just come in, wonder around, and if you need help, the owners are there to assist. Anything you get will be great and its nice to not have all the other dudes that the club or bar wearing your clothes. Hours: Mon-Fri: 11-7 Sat: 11-6 Sun: 12-5
Detail by Akira
1910 W North Ave Chicago, IL 60622
(312) 423-6693
This is the perfect fashion stop for guys who want to quickly up their fashion quotient before heading out on the town. They actually have a pretty wide range of styles for men offering brands from Ben Sherman, Hugo Boss and Rock & Republic as well as designs from their own inhouse label, Akira fashions. Carve out some extra time for some perusal at the shoe store downstairs. From converse to dress shoes, it’s a diverse selection to suit all styles. Hours: Mon-Sat 11am-9pm; Sun 11am-7pm
True Religion
2202 N Halsted Chicago, IL 60614
(773) 281-9590
Since 2002 this brand has been a shining star in Hollywood and has since taken it to the streets. You obviously have to be a fan of this brand to appreciate this signature store, but if you are true to your denim they have tons of styles and colors to choose from, even the classic, hard to find Joeys. Keep your ears out for sale time so you can stock up, just don’t go expecting the celebrity treatment.
Mark Shale
900 N Michigan Ave Ste 3-4 Chicago, IL 60611-1542
(312) 440-0720
Whether you’re looking for a casual Saturday festival gear or a suit for that big meeting on Monday, Mark Shale has everything under one roof. They carry designer styles from Ermengildo Zegna, Tommy Bahama and Joseph Abboud in addition to a wide array of belts, cuff links, ties and hats – a fashion-loving man’s mecca! They also cater to tall men, if necessary and can help you tailor your purchases for that perfect fit. Even if fashion is at the bottom of your “ to do” list, the sales people are extremely accommodating and will help you every step of the way. Hours: Mon-Sat 10am-7pm, Sun 12pm-6pm
Jake
939 Rush St Chicago, IL 60611
(312) 664-5553
Chicago-born fashion hotspot Jake has added a second location in the Gold Coast that focuses on designer collections with a concentration of some popular names like Philip Lim and daryl K along with some lesser-known designers. The space is minimal and clean and the styles are more timeless than trendy so it’s a great stop for high-end basics. They have just about every hot denim line and the associates are knowledgeable enough make sure that your rear view is first class all the way. With three location and a website, you can peruse the goods pretty easily. Hours: Mon-Fri 10am-7pm, Sat 10am-6pm, Sun 12pm-6pm
Guise | Chic
2128 North Halsted St Chicago, IL 60614
(773) 929-6130
Talk about something for everyone, this hair salon and boutique, is all about developing your personal style. Located in a restored Lincoln Park police station, this loft space features 14-foot ceilings, exposed brick and designer wears for men and women and hair salons to tend to the tresses of both. Each station has its own plasma TV so you won’t miss that Cubs game. Plus they serve beer. Yep, we said beer. Just to recap: you can get a killer cut, the latest jeans, catch the latest game AND drink beer? Sold! Hours of Operation: Mon-Fri 9am-8pm, Sat 9am-8pm, Sun 9am-5pm
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