Roofing & Gutters reviews in Chicago, Illinois

Great experience, same day estimate, next day job was done. Came up with a great solution to a water problem I've been having by redirecting downspout to fit city recommendation to disconnect them from main sewer.

Wilson promptly came to our home and went over in detail the problems with downspouts and elbow. His crew worked diligently and fixed it all. We are very pleased and would highly recommend them.

Wilson and his team gave me an estimate in the morning and completed the job the same day. I would highly recommend him and his team.

Gutter Wilson place left guards,
cleaned gutters, down spot repair and roof repair. This company is licensed and bonded. Excellent work. I recommend this company.

They replaced my gutters and repaired soffit. First of all, they are an AWESOME hard working professional team!!! I highly recommend their service. On time, clean, and flexible!!! Thank you guys for doing a GREAT job!!!

I wish I could give this service 6 stars. Met with the owner at 8 a.m., a crew was at our home by 10 a.m., and it was done by 6 p.m. We had the first floor level gutters and downspouts replaced for a reasonable price.

I highly recommend Gutter Wilson. They came to evaluate my siding @11am and had the repair done the same day! The siding looks amazing and they cleaned up nicely once they were done. I will definitely use them for my future projects.

Gutter Wilson showed up next day
Replaced gutters. Cleaned neighbors gutters also. They did very good job at good price. I will use them in the future and recommend them to my friends.

Wilson gutters did very good job and Mr Wilson very helpful I in gutter installation in my house

Replaced all gutters on a jumbo bungalow and detached garage, and fixed fascia damaged by water. They worked fast and efficiently - 3 days from first call to completion. Price is really reasonable. Would absolutely hire again.

Replaced my gutters in a timely manner with professionalism and attention to details. Loved the reasonable pricing for my project. Most definitely will refer business to others in real estate.

Gutter installation was reasonable priced and placed with care and attention to details. Thanks Mr. Wilson and Crew for job well done.

Easy to schedule a cleaning with clear communication. They did a great job cleaning the gutters and didn’t leave debris behind.

Friendly knowledgeable owner. Fast quote and quick to get started on the job. Great price. I’m taking off one star because they missed putting in 4 nails in the flashing, left a sharpie mark on the flashing, and left a blob of caulk on my steps. They also left a lot of small snip scraps all over my front lawn. I called the owner and they came back and fixed it right away. I would use them again, just make sure you check their work.

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⭐️⭐️⭐️⭐️⭐️
Date of Service: August 1, 2025
I had a fantastic experience with Gutter Wilson PLLC. Wilson, the technician, was incredibly professional and efficient. He cleaned out my gutters, which had backed up due to debris from a neighboring property, and did it without removing any part of the gutter system.

What really stood out was his attention to detail—he even cleaned up a neighbor’s porch where debris had spilled over. That kind of care and courtesy is rare.

Highly recommend Gutter Wilson PLLC if you want the job done right and with extra thoughtfulness!

Very thorough cleaning of my gutters, also caulked some edges for me.
The gutters were so dirty that weeds were growing in them, here's a photo after the cleaning. Thank you to the team.

Very quick response (came to look at my job same day). Started the next day to replace a section of damaged gutter and clean all gutters from a two story house and garage. Workers did a great job and the price was very reasonable. Highly recommend.

WOW! Gutter Wilson and his staff were amazing and did an excellent job. They were quick and responsive to my initial call and worked tirelessly to complete the job. Communication and coordination of the work was seamless and the pricing was more than fair. They completed and installed an entire gutter system with down spouts and leaf guards around my entire home, would definitely recommend.

They did a small gutter job for me. Super fast response, friendly, and did great work the next day. Really great value - I’d use them again!

If you're still searching someone for Gutterwork, don't look any further. I've found them on Google and had a huge problem since our prior gutters blew away and there was some holes. They've helped us install new ones and seal up the holes, definitely recommend for a great service value price.

Gutter Wilson, had gutters put on my house, 6 inch oversized gutters. Very happy with the work. The owner was onsite all day. Supervising the work. I would highly recommend Gutter Wilson to my family and friends. Price was very reasonable. I give him 5 Stars