Perry & Sons Roofers LLC brings a solid track record as a roofing contractor serving the greater Chicago area — 83 reviews at 4.8★. Known particularly for siding and gutters. One reviewer writes: "I noticed Shawn and his crew working on a roof down the street before I decided to have them handle my own roofing needs." One client sums it up: "they really care about the work they do and pay close attention". Clients call out Shawn by name for being responsive and easy to work with. Homeowners praise on-time delivery and budget discipline. They consistently leave the job site clean — a point of pride for the team. Homeowners highlight affordability as a standout alongside quality work. The return rate tells the story: multiple reviewers have used them more than once.
Project Pricing Insight
Price range:Budget$
Roofing projects typically cost $5K – $25K in Chicagoland
Excellent communicationHigh-quality workmanshipOn time and on budgetProfessional and trustworthyClean and respectful of propertyWent above and beyondRepeat customers
Specialties
Roof replacement
Siding and gutters
Service Areas
Chicago
What Clients Are Saying
Clients liked
“His team installed a new roof for us, and we also decided to update our soffit and fascia to match our existing siding.”
“But when I got three quotes for my roof replacement, their price was right in line with the others, and they offered a better grade underlayment along with higher quality shingles.”
“Our project included fixing the roof, replacing damaged shingles, and updating the gutters to protect our house.”
Clean record
No recurring concerns found across reviews. This contractor maintains a consistently positive reputation.
“I noticed Shawn and his crew working on a roof down the street before I decided to have them handle...”
I noticed Shawn and his crew working on a roof down the street before I decided to have them handle my own roofing needs. After seeing the quality of their work, I knew they were the right choice for my project. When a fallen limb caused a leak in our roof, Shawn helped us with the insurance process and repairs, showing his experience with roof damage claims. His team installed a new roof for us, and we also decided to update our soffit and fascia to match our existing siding. The paint job his crew did was spot on—the colors matched everything perfectly. They also installed a new side garage door that’s even better than the original, as well as a new fence, gate, and shed door. A detail that really stood out was when Shawn’s crew replaced our old single pane windows with double pane ones that matched our home’s style perfectly. The whole process, from measurement to installation, was smooth and done in just one day, while I’ve seen similar jobs in the neighborhood take much longer. To finish things off, they power washed our driveway, making it look almost new again. Our house is nearly 40 years old, but now it looks fantastic thanks to all the improvements. I already have more projects in mind and will definitely be reaching out again. Shawn takes the time to discuss your needs, offers helpful suggestions, and always follows up personally by phone and text. A top-notch roofing contractor all around.
Colby English
Feb 2026
“I always notice the Perry & Sons Roofers LLC trucks around town and thought their services might be...”
I always notice the Perry & Sons Roofers LLC trucks around town and thought their services might be on the expensive side. But when I got three quotes for my roof replacement, their price was right in line with the others, and they offered a better grade underlayment along with higher quality shingles. Max, the salesperson, gave me plenty of roofing options to choose from and explained everything clearly. After we made our choice, we scheduled the work. The roofing crew arrived right on time and kept me updated on their progress each day. Our house is pretty big, but they finished the job exactly when they said they would. It’s been a week since the project was completed, and I haven’t found a single stray nail in the yard or flower beds. Their attention to detail is impressive. I highly recommend this company for anyone needing roofing work.
Rachael L
Jan 2026
“We recently hired this roofing company for the second time to help with repairs and updates on our older home.”
We recently hired this roofing company for the second time to help with repairs and updates on our older home. Our project included fixing the roof, replacing damaged shingles, and updating the gutters to protect our house. Eugene was our main point of contact—he made sure to set clear expectations and kept us updated throughout the whole process. The crew worked efficiently and really knew how to handle the unique challenges of working on an older roof. Eugene also had a great team of skilled workers for every part of the job, even using special techniques to carefully restore parts of our roof that are over a hundred years old. We’re very satisfied with the quality and professionalism, and would definitely recommend this company to anyone needing roof repairs or upgrades.
Norman Combs
Jan 2026
“we got our new roof installed today.”
we got our new roof installed today. eugene and his crew, who have been working together for years, are very skilled and finished our 2400 sq foot ranch in just one day. they used top quality shingles and paid great attention to detail. communication was clear and the work was done quickly. after they finished, the cleanup was so thorough you couldn’t even tell anyone had been here. the price was fair too. before starting, we talked about all the peaks, grooves, and corner options so everything was planned out. at the end, eugene did a full walk around with us to answer any questions. he made sure everything was perfect and was really easy to work with. highly recommend for roofing work in chicago!
Katrina Ayers
Jan 2026
“From the very start, the team was professional and easy to work with.”
From the very start, the team was professional and easy to work with. They showed up on time and kept in touch throughout the whole roofing project. Eugene in the office was extremely helpful, making the whole process comfortable and welcoming, almost like being part of the family. Both the tear-off and installation crews worked hard and paid great attention to detail, especially when it came to cleaning up after themselves. They made sure to go over the yard and bushes several times to pick up any stray nails or roofing debris. By the end, you couldn’t even tell they had been there—the yard was spotless. There were never any issues with inspections, and the company was happy to handle a special request to install a solar skylight in our kitchen. It gives us real peace of mind knowing our roof is solid, secure, and installed right. We highly recommend this roofing company to anyone in Chicago looking for reliable and thorough service.
Nancy Gardner
Jan 2026
“Perry & Sons Roofers LLC did an outstanding job replacing all our old gutters and installing new...”
Perry & Sons Roofers LLC did an outstanding job replacing all our old gutters and installing new ones, along with snow guards, on our metal roof. The whole system works perfectly, and the crew made sure to clean up thoroughly once the work was finished. The roofers, especially Shawn, were always polite and respectful throughout the project. Even more impressive, we had a porch addition in progress that was delayed for quite a while after we had already paid for the gutter work on it. When I called to ask if they could still complete the job, they sent someone out the very same day to check things over. Within a week, the team returned and finished the gutter installation for the porch at no extra charge, even though costs must have gone up since we first made arrangements. Their dedication and honesty really stood out. This is a roofing company that truly cares about their customers and stands by their work. I wish I could give more than five stars! Highly recommended for anyone needing roofing or gutter services.
Cathy Mathis
Jan 2026
“After searching online for a reliable roofing contractor in our area, I came across a company with...”
After searching online for a reliable roofing contractor in our area, I came across a company with fantastic reviews and decided to visit their website. The photos of their past roofing jobs really impressed me, so I chose them for our own project. From the beginning, working with Shawn was a great experience. He took the time to listen to our concerns, understood exactly what we were looking for, and brought our vision to life. Their team replaced our old, leaking roof with high-quality GAF shingles, updated the outdated siding with durable James Hardie materials, and installed new windows. They also built a new roof overhang and reframed the second floor, making our home not only more functional but also much more attractive. What used to be the least appealing house on the block is now one of the nicest in the neighborhood. We constantly receive compliments from neighbors and people passing by. I want to thank Shawn, Max, and David for their outstanding workmanship and professionalism throughout the whole process. The transformation is truly amazing. I highly recommend this roofing company and look forward to working with them on future projects.
Valeria Olsen
Jan 2026
“a few years back, a big storm hit our chicago neighborhood and left a lot of roofs with hail damage.”
a few years back, a big storm hit our chicago neighborhood and left a lot of roofs with hail damage. my wife and i started reaching out for quotes from different companies. a friend suggested we call perry & sons roofers llc, so we did. after we called, david came over to check out our roof. he was very professional, easy to talk to, and really honest about what needed to be done. the team treats you like more than just a customer—they really care about the work they do and pay close attention to every detail. after the job was done, they made sure the clean-up was perfect and even offered help with anything else we might need later on, like fixing a vent pipe. you can tell it’s not just about money for them; they really want to build lasting relationships with their customers. i’ve recommended them to family and friends in chicago, and everyone has had a great experience. if you need any roofing work, from repairs to full replacements, this is the company to call.
Connor13 G
Dec 2025
“I highly recommend this roofing company.”
I highly recommend this roofing company. From the first estimate to the final clean-up, the service was outstanding. The new roof and gutters were installed quickly and exactly as promised, all for a fair and competitive price. The crew, including Max and Eugene, made sure to pick up every nail and piece of debris when the work was done. They also carefully moved my lawn furniture and put it back in place afterward. If you need roofing or gutter work in Illinois, this team is a great choice.
Latoya23 K
Dec 2025
“Perry & Sons Roofers LLC recently took care of removing my old roof and installing a new one on my home in Chicago.”
Perry & Sons Roofers LLC recently took care of removing my old roof and installing a new one on my home in Chicago. The crew worked quickly and kept everything clean, finishing the removal before lunchtime on the first day. After that, Tyrone and his team put down new plywood and sealed everything up, wrapping up before it got dark. The next morning, they arrived early to install the shingles and put in new fans and vents, finishing up not long after lunch. The whole process was smooth and hassle-free. I’m happy to recommend this company to anyone looking for reliable roofing work.
Valeria Pittman
Dec 2025
“This is the second time I’ve hired Perry & Sons Roofers LLC, and once again, I’m extremely happy with the results.”
This is the second time I’ve hired Perry & Sons Roofers LLC, and once again, I’m extremely happy with the results. My old roof in Chicago had quite a few issues, but Eugene carefully inspected everything and gave me a detailed and honest estimate. The roofing team did a great job replacing damaged wood and installing the new shingles. They also paid special attention to all the tricky spots where leaks could happen, making sure the roof is solid and built to last. David kept me updated along the way with photos and explanations, showing all the extra steps they took to make sure everything was done right. After the job, the crew cleaned up so well that you’d never know any work had happened. I really appreciate how friendly and helpful everyone was, especially during the process. Their quality of work truly lives up to their name.
Julianna F
Nov 2025
“After our insurance company required us to replace our old roof, my real estate friend suggested...”
After our insurance company required us to replace our old roof, my real estate friend suggested Perry & Sons Roofers LLC. My husband and I were very happy with the quality of the roofing work. The team, including David, was professional, friendly, and worked really hard. They answered all our questions quickly and set a clear timeline, which they followed closely. The roofers arrived early in the morning and stayed until late, making sure everything was done right. The pricing was fair, and they were careful to clean up thoroughly after themselves each day. We appreciated that they communicated with us before moving our satellite dish and took the extra step to cover our bushes with a tarp to keep them safe. There was a small mix-up about when the supplies would be dropped off, but David explained everything and made sure we were kept in the loop. Our shingles were installed a couple of days later than expected because the crew was finishing up another job, but they let us know and handled the timing well. Overall, we had a great experience with this roofing team. If you need extra services like wind mitigation, they can recommend someone reliable for that as well.
