The first time I was here I got a fantastic haircut. 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. read more

genuinely horrible haircut by Cristian, had a nice conversation and a good vibe going until he told me "I focus more on cosmetology" right after I asked for a mid taper with a line up he went so high in the back and so low on the sides. The lineup was horrible I asked for a BOXED line not a round line yet he still gave me a ROUND lineup. Charged me 50$ for a 30 min haircut, I could've just went to the suburbs and got a way better haircut for only 15$. Only go here if your above the age of 30 and don't care what your hair looks like. This Place calls themselves a "barber shop" but they can't even use a razor. read more

Love it! Great service, vibe and the cut was money as well. I'm headed back on my next trip into the Windy City!

I was traveling to Chicago and needed a haircut last minute -a local friend recommended Dee at Old Town 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! read more

I have come to this place a few times now and have consistently had good haircuts here. Some places are hit and miss or you get a few good cuts and then a bad one. I have not been disappointed once here . I have terrible hair so have had lots of bad haircuts but never here. I will keep coming as long as it stays good. Megan does a good job but I've had a few others do a good job as well. Service has always been courteous and positive as well. Solid place for a good haircut. read more

Gloria, is fantastic to work with and I couldn't imagine getting my haircut anywhere else!

Lilly is amazing!! She's so friendly, easy to talk to, & very knowledgeable. My man is very picky about his fade and she went above and beyond to communicate exactly what he wanted. She is obviously passionate about her craft, takes the time to make it look good, & cuts in a way to ensure it also grows out nicely. 10/10! Merry Christmas! read more

Old Town Barbershop - Open Christmas Eve! - Barbers Near Me - Chicago, Illinois

My partner loves getting his haircut here. They're pretty casual and friendly and def know what they're doing. He typically goes to Nick!

After a bit of a mishap on my first attempt getting a cut here, the owner Jeff personally called me to apologize and set things right. Jeff met me at the shop and I was setup with Richard who was a pleasure to talk to and gave me the best haircut I've gotten in a long time. This was my first time trying a new place since moving to Chicago, and they were great. I'll be back! read more

Great old school vibe yet modern barbershop. Easy to book online. Accepts credit card & Apple Pay. Ashley did a great job. Extremely nice, welcoming & professional. Nice clean shop. Check them out. read more

In from out of town and needing traditional business haircut, but Old Town on Wells was convenient. Truly nice shop, with mostly tattooed barbers, but Gloria was attentive, professional, pleasant and did a nice job. read more

Typically, the haircuts are decent for $40. However, my last haircut was awful. They cut one side noticeably shorter than the other. The cut was so disproportionate that I'm debating on going to another barber to fix it. read more

Marinell gave me an absolutely fantastic haircut! I could not be more pleased! I was referred to her from a friend and will be a forever customer! read more

There's a lot I'd like to say about my first visit here. The atmosphere was great. No TVs blaring in the background, just casual conversations. My barber was Osborn, and he did an amazing jobs. I usually stick to the same haircut, but it's been awhile since I last got a good trim, so I was open to suggestions. He did an amazing jobs, and I think I've found the haircut for me. I've only ever trimmed by beard myself, so I was pretty nervous about getting one, but I and extremely happy with the job he did. Really, I never thought I could have a clean and sharp looking beard. I walked out of that shop feeling great, and I look forward to coming back next time I visit Chicago. read more

Good haircut, friendly people, and the atmosphere is nice aside from a small feeling of "burn and turn". Priced at $40 which is to be expected. read more

I've been going to Old Town Barbershop for the last two years, and I will not be back after today. My usual stylist, Jasmine, has been on maternity leave. She does fabulous work and I highly recommend her. I cannot come back here after two bad experiences in a row. I booked an appointment a few weeks ago with a different stylist than my usual. The night before the appointment, I received a text informing me that my appointment would not be at the location I had scheduled, but at a new location they had opened in the West Loop. I went, because I needed the haircut, but was not pleased with not having been informed of the change of venue, or given a chance to have an appointment in the location at which I had initially scheduled, as the West Loop location was inconvenient for me. My haircut at that location was decent. My hair grew out, as hair does. Not wanting to traipse back to the West Loop, I booked an appointment with a different stylist at the Old Town location. As I write this review, I am debating between going to another salon to have the monstrosity atop my head fixed, or simply wearing a hat every day for the next few weeks. I get your standard undercut/fade. The cut I received is so disproportionate it is laughable. At $40-50 a haircut, I expect better customer service and better quality than I received. After this poor experience, I will not return. read more

First time to OTB. Very clean, they follow all the social distancing procedures. Lauren cleaned up my COVID haircut with a super cut. Will be back. read more

I gave this place a shot because I live right down the street, but my experience wasn't all that great. They incorrectly scheduled my appointment, so I received a notification that I was a "no-show" and had to reschedule. When I came in for my haircut, which is about as straightforward as it gets, my hair was left looking very uneven. I don't want to call anyone out specifically, but you can do a lot better, especially considering the price. read more

I've been seeing Michael at Old Town for the past two years and can recommend him without reservation. Great location, clean, friendly staff, and always leave feeling good. The prices are reasonable for a cut and shampoo. They book up fast, so be sure to make an appointment ahead of time. read more

Overall a very nice barbershop in the heart of the commercial area of Old Town (Wells Street). It's in a small space, with about 8 barber stations. There is a waiting area consisting of a high top table with about six stools around it. Old Town Barbershop uses an online reservation system, which is nice as you can quickly see who is available and when. I needed a haircut on Saturday, and the system showed full. So I decided to call to see if there were any openings. As luck would have it, there was one opening later that afternoon! My haircut was good! They seem to be very good at keeping everyone to the 30 minutes for each appointment. I would definitely come back to Oldtown Barbershop. I am a bit newish back to Chicago, and am shopping around for one that will be my go-to. read more

When I tried this barbershop, no one really gave a proper greeting. Most the chairs are stylists not barbers. You just sit down and wait for a chair to open up. It seems they only do online bookings and it's near impossible to get someone on the phone. I didn't have a good feeling in the shop and was not happy with the cut or service. A bad front in my opinion. /I had to get the cut fixed somewhere else. For the price I would recommend going to a different shop . Not recommended. read more

My barber of 25 years retired earlier this year and I've bounced around to a few places. Today I tried Old Town Barbershop on Wells Street. The online reservation system worked well, they are open seven days a week at convenient times, the location is very good (right next to one of my favorite bicycle stores), and the shop has a very warm, inviting and cool vibe. But none of that matters if the stylists aren't good. Michael cut my hair and helped me figure out a few things that have always bothered me about maintaining my hair style. Hands down the best "first" haircut I've ever had. Color me impressed and very pleased. I think I've found my new go-to place for haircuts. read more

Not accommodating what so ever. Asked to speak to an owner and they would just now allow it. That's not his businesses should work !

I've been spending way too much money (all my adult life) on haircuts! Well, the joke was on me... and Men, if you spend more than $30 on your cut - the joke is on you too! Seriously, I have lived all over the country and sampled all types of joints... Fancy places in Manhattan (that raped me) for $125 bucks a cut... Metro places in California that typically charged $50-$65 and added in cool (yet unnecessary) features like flat screen TV's, Lazy-boy seating in the waiting room, and state of the art gaming systems... Hipster dives in Denver with really cool tattooed girls that offer you an ice-cold beer and a smile (okay, I admit this was nice) when you sit down to deliver your cut... Ultra-modern places in Miami that felt more like a nightclub, than a hair salon, with their wait-times and VIP pricing packages. I'm not suggesting these places didn't deliver good cuts... but they sure did add A LOT of extra expense! I've been going to a certain fancy hair salon in Chicago, which will remain nameless (since they're really nice and do good cuts too) since I moved here in August. The problem is I was paying $65 for the privilege of doing business with them every month... and now that I'm an entrepreneur... I need to watch expenses a little more closely. I decided to find a more sensible solution, even if it meant getting a few butchered cuts until I found a decent cut at a decent price... Enter Yelp and their amazing community of Reviewers! I searched for "best barber shops" and then sorted by reviews... and I found Old Town Barbershop run by brother and sister Jeff and Sheree. No worries with these two! They knocked it out of the park on my first visit! This is one of the nicest, most professional teams I've ever met. As I was getting my cut, I paid particular attention to the surroundings, (which are beautiful) and the way they each spoke to their clients in the chair... This team is highly skilled, personable, made the right recommendations... You can't go wrong with either of them... excellent cuts, GUARANTEED! I'll be back once a month for as long as I'm in Chicago. Cannot recommend this place highly enough! Seriously, do it. $24 for a cut, shampoo, warm lather and a straight razor neck shave. Throw in an extra $5 tip (because they deserve it) and you're still on the right side of $30 for a great look., Besides, small businesses like these, need our support! read more

4 stars for the high price compared to other barbershops but I have been happy with the cuts. Cool Restoration Hardware type decorations to stare at read more

Took a little bit of sleuthing to track Jeff down but finally got it done and am now back in the land of good haircuts. I will highly recommend OTBS to anyone that will listen to me. I know this place will do a nice business, good folks running it for more than fair prices. Also, far closer tom my place than the old shop...BONUS! read more

This is a great shop. I shaved my head for 12 years and decided to grow the hair out while I can. Great shop, great cuts, and I was taught to style and all that business. Jasmine kills it, and I would never let anyone else cut my hair. If you go in there and get your hair cut by whoever is available, you're a dumbass. Find the person that cuts to your style. If you didn't get a 5 star experience by your 3rd cut, that's on you. read more

I'll start by noting that I've never had a horrible haircut here. But they've never gotten it quite right. The reason that's particularly disappointing? Almost every time, I've shown the stylist a picture of what I wanted. In previous instances, it's never been on-the-nose exactly what I envisioned, but it was close enough that I didn't mind. This last time (which will be the last time), it was so far off from what I wanted that it was simply too much let it slide without commenting here. My stylist today seems to be running on auto-pilot and, from start to finish, didn't really seemed engaged to the level you'd expect from a $30+ (after tip) haircut. Maybe she was having an off day, so I'd rather not call her out here, but like I said, it was really disappointing and I'll be spending my money elsewhere in the future. read more

I am 30 years old. I have had two people cut my hair (outside of dares to shave my head where small children have teamed up to buzz my head). One is a barber in rural Wisconsin with 8 fingers and a penchant for hunting and saf-t-pops. The other is Jeff at Old Town Barbershop. Jeff is a Great barber. In fact, one time Jeff couldn't cut my hair because he was booked, and I really needed a cut before a wedding, so Dustin cut my hair instead (oh shit, I guess that means three people have cut my hair ... not good to lie in the first paragraph of a review ... ) Anyway, Dustin did a great job, and even better, Jeff liked the way Dustin did my hair so much he asked Dustin to show him a few things. The guy (Jeff) owns the place with his Sister Sheree (who is awesome and a total babe - hey girl hey, but taken - sorry dudes) and yet he is still trying to get better. He had been cutting my hair for 3 or 4 years and said "you know what, I think I can do this a little better". I already thought he was doing a great job, but Jeff takes his craft seriously. To me that says it all. for $27 this is the best haircut in town. Their space is nice, the staff is awesome. You can book online (I recommend this because there is a "leave a comment" section when you book and you can write ANYTHING you want in there). If you're a dude, and you don't want to go to one of those "bro - boobs - football" haircut places, and you think it is absurd to pay $60 for a man's hair-cut (which it is) you need to be going here. Mike P.S. I think they even have playboy magazine [giggles] read more

I've never written a Yelp review before, but I had to for this business. It's that good. I've had my hair cut by both Sheree and Jeff, each was a fantastic experience. They are friendly, good at what they do, and the price is right. As another reviewer mentioned, the two are siblings which makes for some quality banter. read more

Overall, a nice barbershop with a great interior and service. However, it wasn't the best haircut I've had. The fade wasn't as clean as I'd like and I definitely got less compliments on this cut than my prior ones. Prices are also on the higher side than what I'm used to for downtown Chicago. All in all, a decent barbershop but not my favorite. read more

I can't say enough good things about this place. Specifically Dustin, who always gives me a great cut, is super friendly and is easy to talk to. No awkward silences (which used to plague my visits to barbershops and salons). My only regret is that we can't grab a beer after. ¯\_(ツ)_/¯ From the moment you walk in you'll feel welcome as you're greeted with a smiling face saying "Hello." The shop is cozy without feeling tight, clean, and warm. Points for saving energy and the environment with a Nest thermostat, too ;) Easy to schedule, change, or cancel. Within walking distance of my home. I cou;dn't be happier with this place. read more

These guys are great! Jeff was on vacation so booked with Richard. He's been there two months and transferring clientele. He's funny and gives an excellent haircut. I'd highly recommend Richard, Jeff or anyone of the crew. Great experience and great haircut. Thank You! read more

Stopped in yesterday with my 5 year old son after a terrifying experience at Supercuts. My son HATES haircuts and we usually have a terrible time which is why we finally decided to take him to a real Barber. Sheree was awesome! She was kind and gentle and my son actually enjoyed his haircut. She did such a good job my husband went back two hours later to get his hair cut. Great shop, super close to home with resonable prices. We will be back! read more

I've been going to Sheree for 7 years now, so my opinion is probably pretty biased at this point, but I really can't recall ever having a bad experience - either in terms of the overall visit or the haircut itself. Everyone at the shop is always very friendly and the atmosphere is warm and relaxed. The quality of the service is consistently exceptional. And whether you're a new client or old friend, Sheree seems to treat all of her clients as equals and provides the same quality service/attention to detail visit after visit. She's also great at understanding what you're looking for in a "style/look" even if you have a hard time expressing it. For 99% of my visits I've had my haircut by Sheree, but every once in a while I've had to schedule with someone else - Jeff (her brother) and Dustin - and have always been just as happy with the results, so don't be afraid to branch out! I admit I don't have much to compare to since I've only been going here , but given my experiences I can't imagine going anywhere else. PLUS some days there's a dog (Buick)! read more

This was my first trip to a barbershop for a haircut in 18 years, since I always had friends cutting for me. When I walked in I felt at home. The mood is friendly and relaxed and the place is just nice and clean (and well decorated, and it smells good). Britni cut my hair and did a great job. I gave a quick description of what I wanted and it was expertly done. She also did a complimentary shampoo and neck shave, which is something I didn't realize I needed in my life until today. I walked out of there looking and smelling like a boss (in my opinion) and was totally relaxed. Very glad I found this place and I will definitely be back. I was looking for a place that was not a weak chain and not an expensive salon -- just a nice, reasonably priced place with friendly, skilled staff. This shop fits the bill perfectly. Give it a shot -- you will not be disappointed! read more

My hair was a complete mess when I came in to the Old town Barber shop. I just want to thank Britni so much for giving me an awesome haircut. She is fantastic. I showed her a picture of the style I wanted & she nailed it. Don't even get me started on the neck shave, it felt great & made me feel refreshed. Last but not least she gave me a lesson on how to style my hair with this fantastic Paul Mitchell Reformer. She clearly knows what she is doing guys. Every one of my friends & family has been complimenting my hair ! It's a great feeling :)! read more

Awesome spot. Will definitely come back next time I'm in town. Easy vide, awesome fade, friendly staff.

Six years and counting...I am still getting my hair cut by Richard. Whether I bring him a picture for him to work from or let him choose the haircut, he delivers quality, professionalism, and a friendly experience every time. On to the shop and the rest of the barbers....My first time walking in, I was greeted with smiles and handshakes. The shop is extremely clean; the barbers cleaning it at all times. From what I observed every customer that left, left satisfied with the work that their barbers did. The prices are comparable to other barbershops that offer similar services in the area. Take it from me who had his haircut in the military for $8-$10 for six years, I know what a not-so good haircut is. At Old Town Barbershop you are going to receive a superior haircut for a reasonable price. read more

In from LA and it's nice to hit an old school barbershop without the attitude. Had prob my best haircut ever here, legit. Nice relaxing atmosphere, rustic zing. read more

Old Town Barbershop - Barbers Near Me - Chicago, Illinois