For some men, getting a haircut is put-off as long as possible others look forward to the experience. Fortunately, for a mens haircut, Chicago offers everything from the classic barbershop experience, to a sophisticated lounge experience that will make you want to hang around for awhile.

If you are one of those men that views a haircut like many view the dentist, any one of these venues has the potential to change your mind.

316 Club
175 W Jackson Blvd, Chicago, IL 60604
(312) 880-0316

The 316 Club is a modern up-scale take on the classic barbershop. It is a place to experience. Complimentary beverage, pool table, television, and a fireplace all make any wait worth it. Superb haircuts, shoe shines, hot towels, and an array of other offerings makes this a solid choice for a cut in The Loop.

The Belmont Barbershop
2328 W Belmont Ave, Chicago, IL 60618
(773) 296-0894

The Belmont Barbershop is a no fuss stop to clean up. The atmosphere is lively, comfortable, and all around enjoyable. Affordable pricing and exquisite talent combine for on of the best men’s haircuts in the city. Cash Only

Esquire Barbershop
1511 W Foster Ave, Chicago, IL 60640
(773) 754-0953

Some people come to Esquire Barbershop to get a haircut, others come for the pug curled up in the window snoozing away. They focus on the traditional ways of the barbershops. Relax in a comfy chair, catch up on sports, cut your hair, trim your beard and see you next time friend.

Gabby’s Barbershop
2860 N Clark St, Chicago, IL 60657
(773) 549-8832

Stepping into Gabby’s feels like stepping into the same barbershop that your pops got his haircut at with his pops. The laid back atmosphere is also very laid back on the prices. You would be hard pressed to find a cheaper barber in town that still holds a high standard. Cash Only

iMale Salon
401 W Ontario St #175, Chicago, IL 60654
(312) 943-6253

iMale Salon is perfect to stop by on your way home from work it is just relaxing. The price of a haircut is not just to remove some length, it includes a shampoo session, facial, scalp massage, paraffin wax and more. They offer services from beard maintenance to massages as well. Go home feeling completely refreshed.

Irving Park Barbershop
1921 W Irving Park Rd Chicago, IL 60613
(708) 369-6544

Irving Park Barbershop does not need much talking up. After your first time through the door you will have just decided that there is no other place for you. Classic feel, top-notch talent, friendly people, welcomes walk-ins oh, and beer.

Joe’s Barbershop
2641 W Fullerton Ave, Chicago, IL 60647
(773) 252-3980

Joe’s Barbershop is summed up by the cassette tapes, tube television, and the amazingly entertaining stories that these guys have. Their eyes and hands have a keen attention to detail. They care about complete customer satisfaction whether it is the top of your head or your beard oh, and beer.

Pete’s Barber Shop
2873 N Elston Ave, Chicago, IL 60618
(847) 345-4008

Pete’s, oh Pete’s. It is not what you think from the name. They do excel in the trade, and attention to detail is only rivaled by other masters but the video games and beer stocked fridge almost makes you prefer a wait. They offer more than just cuts, and a beard trim is free with a haircut oh, and beer.
Wait, I already mentioned that.

Tailor Men’s Salon
1711 W Division St #102, Chicago, IL 60622
(773) 384-9001

Tailor Men’s Salon is slightly different then the others on this list. This salon is tailored directly for men, and some of the best hands in the industry can be found here. These women aim to make handsome men more handsome by the time that they leave the chair. They specialize in personalized styling not every man is created equal.

Van Buren Gentlemen’s Salon
235 W Van Buren St C-3, Chicago, IL 60607
(312) 753-5363

Van Buren Gentlemen’s Salon offers variety under one roof. Both stylists and barbers are available to tailor to your hair but their care goes much beyond. Various spa treatments are available to assure that you are feeling as good as you look. Next-level customer attention, welcoming, modern atmosphere, and a shoe shine all complete the list of why this is a downtown stop.


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