Jayuya Barber Shop

Was traveling in Chicago and needed a last-minute cut. I called the shop and Roberto picked up. He…read morewent out of his way to fit me into his chair late in the day and exceeded all expectations. Great cut, great conversation, and great service. Would definitely recommend Roberto.

Great vibe, friendly people and amazing history here. Both husband and teen enjoyed their cut…read moreexperience (I was a little jealous!). They both had a classic shave as well. Really unique and honestly we would go out of our way to visit again!

2.1 mi•West Loop, Near West Side, West Town

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Handcrafted Barbershop

4.9(60 reviews)

Great service and a great cut. Very unassuming spot right next to move along coffee. Opens up into…read morea huge great room. Friendly barbers. Chill vibes. Great smell from the coffee shop. As everyone else has probably said they are CASH ONLY. Not a huge deal, just bring a couple bills. Fantastic cut from Travis, will definitely be back.

I've been coming to this barbershop since 2015 and even made it a point to come here when I was…read moretraveling to other states for work. I've had my haircut at a few different places and they all pale in comparison to the quality of this shop. Doug is my barber but I have had my hair cut by everyone and have never had a bad haircut. Everyone has been professional, friendly, the shop is clean, and they go above and beyond with all their services. The shop is cash only and you need to reserve a spot online with their Resuva booking tool. I've been to a few spots in Chicago and I could tell the barbers here were much better than anywhere I've been for the same price. In the 9 years I've been here, I also haven't seen a barber leave, which speaks to the dedication of these guys to create an atmosphere that's welcoming and keeps customers coming back to them. By far the best shop in Chicago!

3.1 mi•Old Town, Near North Side

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Old Town Barbershop

4.5(182 reviews)

The first time I was here I got a fantastic haircut…read more The second time wasn't as good and I let the owners know who refunded my haircut as well as offered the next one on the House. Class act and makes me always choose OTB for haircuts whenever in Chicago.

I was traveling to Chicago and needed a haircut last minute -a local friend recommended Dee at Old…read moreTown and I was able to book an appointment online. Dee was fantastic and the shop was very clean and busy. My haircut turned out fantastic and the price was affordable for both my haircut and my much needed beard trim. If you need a haircut give Dee a try, I think you'll be pleased with the results!

3.9 mi•Printer's Row, South Loop

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Bespoke Men's Grooming

4.6(89 reviews)

I've been getting my haircut here now for a couple years and every stylist I've had an appointment…read morewith have been so reliable. The facilities and staff are also very nice. Overall a very comfortable environment to be in. The stylists also read and record the appointment notes you give them when you book. So it pays off to go consistently and be honest/transparent about what you want. I've been going to Anisha more regularly, and every time I go to her with a vision of what type of haircut I want to--she knows what to do to make my hair look good in the moment and also as it grows out while giving me the haircut I want. Thanks Anisha!

Great experience! In town visiting and hubby Clyde needed a haircut. Joffrey was terrific -…read morelistened to Clyde's concerns and did an amazing job! Joffrey and Bespoke are now our official barber for whenever we're in town. Highly recommend!

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Kenny Mac's Barbershop

4.5(257 reviews)

4.6 mi•Uptown

Certified professionals

11 years in business

AO da barber is amazing. So lucky for me I came there. I will be back. No appointment but no problemread more

We were looking for an out of town barber for a special event, which can be daunting if you're…read morerelying solely on reviews. Kenny Mac's had good reviews and a lot of good pictures so we decided to take a chance on them. Upon arrival, the place was super spacious and clean and the team was really welcoming. There was also convenient street parking and a nice area to sit while you waited for your haircut. Onto the haircut! We had the honor of having Kenny Mac himself cut my fiancés hair. He was super kind and easy to chat with during the haircut. We gave him an inspiration picture and he followed that perfectly, like it was incredibly spot on. He was super thoughtful too, asking questions and going back and forth to make sure he knew exactly what we wanted. And the outcome was impressive. I think he will do exactly what you ask him to, so if you're not happy that could be on the customer lol. He recreated the picture we sent him perfectly. The fade was fresh and sharp, and the vibes were good. It was also a good sign that there was a decent customer flow. I was also waiting around and noticed that a lot of other customers had really nice haircuts too so you can tell they really take their time to produce high quality haircuts for everyone, no matter which team member it is. We feel a lot better knowing that we have someone in the city that can do a good job and we are glad that we took a chance on the right person. He also offers mobile services throughout the city so that is really helpful. I really wish we took a fresh picture of the haircut, because now it is grown out, but I think the other pictures you see online reflect the service you receive. Also the prices were really reasonable. I'd definitely try this place out if you're looking for a high quality barber!

Best Fades in the City of Chicago on any texture of hair!

Ladies Fades we got you! Fades by Kenny Mac's Barbershop

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Van Buren Gentlemen's Salon

4.5(200 reviews)

3.6 mi•The Loop

Van Buren Gentlemen's Salon's one of the best barbershops in Chicago. It's a cool place and it's in…read morea very good location as well. Brielle's very nice and friendly. She's very good at her job as well.

Unfortunately I can not recommend this business. I committed to a quarterly member at $350, so…read more$1400 a year plus tips for a weekly beard trimmer and hair cut. The stylist was fantastic. However the customer service was sorely lacking. A membership is a different model and certainly a person's hair grows at differing rates. So when my stylist said let's not cut your hair today that was fine. A few weeks later I recieved a text message stating my appointment for that day was changed. This has happened before so I presumed something happened. Typically they reach out but I can't imagine a system errant sending a text for no reason. After I was called for being late to the original appointment time I was confused and spoke with Cassie from the front desk. She was dismissive and disrespectful when I merely tried explaining facts. When confronted her response was she was only being disrespectful because she felt I was being disrespectful to her. A wild thing to say considering the money I was committed to spending and I neither raised my voice, swore etc. After canceling due to her unprofessional attitude she then tried charging for services that were never rendered from the appointments mentioned above. This all could have been easily fixed by her remaining calm, allowing me to send the text, and we chalk it up to a system error. I could have rescheduled the appointment and they'd still have a client. To then even charge for an appointment missed resulting from their system error is disgusting. Thankfully I sent the proof to my band and we resolved it that way. Clearly Cassie has some maturation required for being in customer service. I've overheard her several times at the salon saying she doesn't care about things. And people should know how little they value a membership. Apparently they make less money on members per the stylist so I'm not sure why bother? Anyway go somewhere else where you'll be valued and respected as a client.

1.3 mi•West Town, Ukrainian Village

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Tailor Barber

4.2(173 reviews)

•$$$$

I have been coming here for the last two years. I see Donovan, and he is spectacular. If you are…read moreseeking a barber who does a masterful fade, look no further. A men's haircut ranges between $45-55. Shampoo beforehand is included. I always feel really well cared for. It's easy to be a regular here because they keep my card on file, so payment/tip/product purchases can all be done without even getting my wallet out. There's an online portal to make appointments through, and you can get text/phone/email reminders. Ambience: The design is very modern, minimalist, and monochromatic. The store is well-kept and clean. Service: The staff adheres well to COVID precautions. Masks are kept on, and they sanitize your hands before starting. Parking: You can park on the street (metered) off Division Street, and there is some free parking off Division in the surrounding neighborhood, but just watch out for permit parking signs.

I've gotten 3 haircuts at Tailor Barber now and would definitely recommend! I've been happy with…read moremy haircut each time and everyone there is very friendly.

2.6 mi•West Loop, Near West Side

Classic Tailored Cut.

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Prohibition Barber

5.0(14 reviews)

I went here for the first time after my regular barber switched shops to here. I highly recommend…read moreit for a great haircut in a comfortable and friendly barbershop. The location is ideal with easy street and garage parking in the area. They offer a variety of drinks for clients. Note, there is limited signage from the street so it is best to locate it by the street address and you will need to buzz the front door for it to be unlocked. One of my favorite things about the shop is the location in the West Loop. Highly recommend making an evening of your haircut and grab a nice dinner or drink in some of Chicago's best restaurants neighboring the barber shop.

it was a great experience. Friendly and easy to work with. I'm plan on going back. Price is great…read moreas well.

Prohibition Barber Co. EST.19 Westloop/Fulton market district

Authentic barbering

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PB&Co lifestyle

Groom for Gentlemen

4.8(39 reviews)

3.5 mi•Near North Side

amazing service every time. Nikki and bri are amazing. highly recommend. If you want the best…read moreservice every time go to groom

Horrible customer service from the stylists and owner. Absolutely appalled by the way I've been…read moretreated after being a loyal customer since 2022.

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HeadQuarter Salon

4.2(675 reviews)

4.6 mi•Chinatown

Was feeling super greasy and to treat myself I wanted to get my hair washed and blow dried…read more I walked in without a plan and they were able to accommodate me immediately. Very relaxing hair wash. I didn't think they would style my hair but they dried and styled my hair! Felt super light, clean, bouncy afterwards. Cost $30 which seemed fair to me, I'm happy with results :)

You don't appreciate a good hairdresser until you've had a bad haircut. Norris is excellent…read more Although you might have to wait a little while he tends to another client, he checks up on you and is focused on your needs when he is working on your hair. Every time I come, I bring a picture and he ALWAYS DELIVERS. My hair when I leave looks like the picture. That is not easy and I really miss this quality of service now that I'm not in Chicago.

Chilling at the salon!

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Our small customers!

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6 reviews that are not currently recommended

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Rahul S.

Elite 26

80

181

140

2 years ago

Jayuya Barbershop--Don't let the old-school look or the metal railings on the windows fool you. Once you're inside, it's all love. I found them through a Google search, looking for barbers that can handle thick hair without breaking the bank, and Jayuya delivers. I'm talking under $40 for a fresh cut--on the Northwest side, that's almost unheard of. But it's not just the price. This shop is straight-up Puerto Rican vibes. You got framed newspapers, old-school photos, trophies, jerseys, and pieces of the island all over. The owner and his boys post up in the mornings, playing dominos while their kids chill in the back. You're in the chair, getting faded by barbers who've been there for 5+ years, all while that family energy fills the room. One thing I love about this spot--they don't force the convo. If you wanna talk, they got you. If you just want your cut and peace, they respect that too. Bring them a pic, they'll nail it. Ask for a fade, and you're walking out clean. They even hit you with that straight razor for the details--who still does that? Jayuya does, and it shows in every cut. Oh, and real talk, if you don't wanna wait in the queue, just book your spot on Booksy. It'll save you the hassle. read more

Alvaro R.

0

4

0

4 years ago

El día de ayer estuve en este lugar, fue una experiencia muy acogedora, ya que estuve con mi hijo el menor, el cual quedo muy satisfecho con su nuevo corte, la atención del personal muy buena, los recomiendo, y volveré asistir. read more

- J.

0

1

0

2 years ago

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Jose E.

12

3

0

7 years ago

Bro went in for a blowout hair cut come out lookin like a Bald Peter griffin Don't get your hair cut with the Barber:TATI... GOT TO GO

Giovanni D.

0

9

0

12 years ago

Best barbershop in the city. A little pricy but worth every penny. True skills and passion no doubt.

Mauricio D.

0

6

0

4 years ago

Muy buena atencion, los cortes son a muy buen precio los recomiendo .

Jayuya Barber Shop - barbers - Updated October 2026

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I will start by saying that I'm not really picky when it comes to haircuts. I usually go to a woman…read morewho charges $8, but this place is right down the street from me, so I thought I would try it out. It was, without question, the worst haircut I've ever had. Maybe they're used to doing buzz cuts and I threw the guy off by asking for a scissor cut, but I don't think it should be that big a problem in any case. He took around an hour to cut my hair. At first I was appreciating the attention to detail. After a while though, I got the feeling that he had no idea what he was doing. He trimmed tiny amounts of hair and rotated the chair repeatedly. He kept going over the same spots and trimming little bits off like a topiary. I didn't get a really good look at my hair before I left, but I assumed that he got everything really well since he took such a ridiculously long time. By that point I was kind of exhausted from sitting in that chair and repeatedly craning my neck. I handed him a $20 bill and he just took it and said "thanks man". I have no idea how much the cut actually cost, because he didn't give me change back. When I got home, I looked in the mirror and was amazed by how bad my hair looked. I had a mullet in the back, and there were parts of my head where the hair was still long. I ended up trimming it myself so it would look halfway decent. Was he playing a joke on me because I didn't fit in at the shop? Could he truly have been that bad at a basic haircut? I really don't know. I do know that I'm not going back!

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