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    Jessy’s Shoe Repair

    3.6 (101 reviews)
    Open 9:00 am - 7:00 pm
    Updated 3 months ago

    Services - Jessy’s Shoe Repair

    Shoe cleaning

    Shoe repair

    Shoe resoling

    Jessy’s Shoe Repair Photos

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    Responds in about 2 days
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    Alex P.

    In mid-February 2025, I brought a pair of replica Nike sneakers to Jessy's Shoe Repair on Western Ave. I told him upfront they weren't authentic, and he said "no problem." He charged me $120 upfront to do alteration work--not cleaning, actual reconstruction. He said it would take 3 weeks. When I followed up (he never once reached out to me first), he said he needed special materials and a specific machine, and asked for a couple more weeks. I agreed. A few more weeks passed, still no contact unless I reached out. When I did, he told me the shoes were at another warehouse and he hadn't had time to get them. He told me to give him a few more days. I did--again. When I followed up, he told me I could stop by and pick them up. When I finally arrived, after all that time, he told me in person that he had used the wrong tool, melted the material, and destroyed the shoes completely. He admitted fault and offered to replace the shoes as a resolution. Even then, I stayed patient and agreed to give him another 3 weeks. Three weeks later, I followed up again, and he told me he needed another 1-2 weeks. At this point it was late April. I had been dragged along since February with zero progress and no initiative from him to update me. When I finally told him that I needed a resolution, he began texting me with personal excuses--saying he owes money in taxes, and then telling me that he "feels bad" for me. He sent multiple messages with religious guilt, photos of Jesus and Mary, and told me I should "be a good Christian." He refused to refund me or offer a clear resolution. From the beginning, he also asked what I do for a living, and after learning that, began upcharging me drastically for basic services. Things that cost $10-15 elsewhere, he tried to charge me $50-100 for, including zipper repairs and dry cleaning thrift-store jackets. Jessy's entire business is unprofessional and shady. He tries to act friendly, then strings you along, damages your items, and plays mind games when you ask for accountability. After months of patience, I'm still left with no shoes, no refund, and text messages full of guilt tactics instead of solutions. Do not trust this place with your money or your belongings. This isn't just poor service--it's manipulative and dishonest behavior.

    Jonathan I.

    I took my Thursday Boots to Jessy's Shoe Repair about 6-8 months ago, and I have now just sent them in to a Thursday approved cobbler in Peoria because the shoe was glued together with cheap materials. They removed the Goodyear welt stitching and glued the new soles on. Jessy's charged me $120 to weaken the construction of the shoe and put cheap foam padding underneath the footbed instead of cork. Their cleaning of the shoe also changed the color and texture of the leather. Don't go to Jessy's, they'll charge you for "quality" work but you won't see that reflected in the longevity of your shoe. It will look good for a few months and start to come apart shortly after.

    The glue job he did
    Kate F.

    I wish I could give zero stars. First of all, he immediately tries to gauge your socioeconomic status before giving charging you. He commented on my Lululemon bag and Gucci loafers before charging me $200 to fix the soles of my loafers and $150 to fix my handbag. I'm an idiot for not shopping around, but I didn't really question it if it was going to be "better than the brand new" like he said. It took him 2 weeks to do the worst craftsmanship I've ever seen. He didn't even glue the sole down which is why I originally came in!! I had to watch them glue it right then and there while I was picking it up. I asked him for future reference, if he has a menu of prices, or how did he just decide my shoe job was worth $200? He said "for future reference, it's $500 for you." What a shoddy business. I should've looked at the reviews. My shoes look worse than they were originally. Also, they have no idea which shoes are yours when you come to pick them up. I had to point the them. I brought in $1200 loafers and THAT'S YOUR SYSTEM??? So literally anyone could've picked up my shoes. Stay away at all costs.

    two pairs of leather shoes, resoled

    The shoes look beautiful!! The owner is friendly and easy to get along with, gave clear options for various repair options and price points. Price felt reasonable and so did turnaround. Will definitely be coming back for my other shoe repair needs (note: cash only, so make sure to prepare)

    I am blown away by the skill and craftsmanship! I will definitely be recommending this place to everyone. He was quick, reliable, friendly, and flexible. I thrifted a pair of vintage skates and he was able to replace the sole. I am absolutely obsessed with the outcome. He also replaced the heel and soles of a pair of thrifted boots that were totally busted and unwearable. I wish I took a picture of the before so I could show the transformation. They both look absolutely seamless and brand new. Thank you so much!

    After

    The best! Fast, quality resole work, thank you! Couldn't ask for more, will be coming back!

    This is a leather phone carrier needing repair. Stay tuned for an end  results!
    Mary Ellen R.

    I stopped by Jessy's shoe repair to fix a purse zipper that I had the gentleman there was extremely courteous, informative with a quick turnaround service/time... Reasonable pricing excellent work!

    Finished Product
    Steve W.

    Jessy knows his craft. Brought in two pairs of dress shoes to shine and he did an amazing job bringing them back to pristine condition. The brown especially was two toned which is a little more difficult to deal with but it was no problem at all. I would recommend this business for anybody looking to do a polishing.

    Shoes

    You couldn't tell I've had these shoes for over 8 years after they've been cleaned! Very nervous to hand them over at first but ended up extremely impressed with the work they did. Will be taking other pairs back very soon.

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    9 months ago

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    1 year ago

    Jessy always does a great job on my shoes. I always get compliments on how they look--he leaves a great shine. Thanks Jessy!

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    2 years ago

    Jessy cleaned my expensive thigh high boots and did an amazing job at an amazing price point! I'll definitely be a return customer!

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    2 years ago

    Took care of me so well, thank you for bringing back my boots to life. Great guy, would not hesitate to come back !

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    Page 1 of 3

    Ask the Community - Jessy’s Shoe Repair

    Review Highlights - Jessy’s Shoe Repair

    Jessy cleaned my expensive thigh high boots and did an amazing job at an amazing price point!

    Mentioned in 54 reviews

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    International Leather Source

    International Leather Source

    4.2
    (6 reviews)
    $

    The shop had decent enough reviews to encourage me to make the trek from South Side/Hyde Park to…read moreget my leather work jacket cleaned and the stitching repaired. It was a rainy and kinda slick trip along LSD but I figured it would be worth it as their reviews seemed favorable. The hours posted on the website were 1-6pm. I was ten minutes early. I parked in front and waited. 1pm. The gates stay closed and locked, the shop lights remained dark. 1:10...1:15...1:30pm and no life was stirring in the shop. I look hard through the continuing downpour at the window and I see paper taped inside. I get out and DAMN! (*see picture attached*) The website made no mention of 'on-line service only'. Now I know. And now YOU know too. Not really gonna trust a shop that keeps their website up leading customers to believe they're open when they know darn well they aren't. Moving on..

    My family has made return trips to this store for over 20 years. It's not a fancy store, but it's…read morepacked with so much and there's a large variety of leathers - coats, vests, suits and jackets. They specialize in custom-wear so naturally being a dressy connosier, I took a shot for my cousin's wedding dress being custom made since I have bought numerous leather items from them in the past (but never in clothing). Abe, helped us understand the dress making process; informing us about the different designs, handwork and fabrics. 3 weeks go by and I got the call that the dress has had arrived. I must say I am very much impressed not only with the quality but that I only paid $650 dollars out the door. I wish them success in their new venture and will recommend to anyone in Chicago looking for custom dresses, bridesmaid dresses and even bridal gowns!

    Jessy’s Shoe Repair - shoerepair - Updated July 2026

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