Best Roofing Companies In Chicago

“Great experience with Midwest Roofing! Professional, reliable, and did excellent work. Highly recommend!“

“Wilson’s crew did an amazing job and got the old roof torn off and the new one installed in one day! Cannot recommend them enough.“

“Very professional. Very punctual. I am very happy with the end results. My roof looks brand new! Would recommend to anyone and everyone!! Excellent work! -Dragi Rafajlovic“

“Found Jose on Google and gave him a call for an estimate, we liked the numbers he was giving us so we hired him for the job. Him and his team came and knocked this out in a couple days. Wifey was happy with the job so no complaints here...“

“The crew that replaced the roof showed up on time and worked quickly and efficiently the whole time. We're very pleased with the outcome.“

“Honestly one of the better contractor experiences I’ve had. Nobody disappeared after I approved the estimate, I actually knew when the crew was coming, and they answered when I had questions. Shouldn’t be unusual but unfortunately it is these days.“

“They did a great quick wonderful job and is very professional. Would recommend to anybody.“

“I would like to thank you Aj and Horizon Restoration Team for the work you did on my house. They did amazing job replacing roof, siding and gutters and helped me get it cover through my homeowner insurance!“

“This is some of the best customer service and work i’ve ever gotten done to my home! I don’t even hear the rain anymore! Quality work, Ken is great also!!!“

“Ed and his guys at Capital Roofing LLC Chicago did a really great job! Ed handled all the paperwork and dealt with the insurance company.
Give them a call!“

“Sam and his crew did our beautiful new roof in one day! Price was reasonable, everything was reviewed and explained to us. We are very happy with our purchase.“

“I called NRT to complain about one of their drivers driving unsafe. They took the complaint very seriously. Upper mgmt called me back to assure they had a talk with the driver. This is professionalism. Other businesses please note. Who will be the first company to pop in my mind when I need roofing or tuckpointing now? Or a friend/relative mentions they need same? See how that works? I don’t mind paying a little more. I gladly play extra for competence and professionalism. Thanks guys.“

“I genuinely appreciated working with the Tansy family and their highly qualified, hard working crew. When the weather finally cooperated they removed the original roofing dating back to the early 1900s, replaced decking, rebuilt the access, insulated, repaired parapet walls, and put down a new roof with silver coating. The work was extensive. True professionals, reasonable, easy to work with. I would use them again without hesitation.“

“The guys did a good job. Cleaned up after they were done . They cleaned my gutters and pitched my gutter.“

“David did an outstanding job with the ductwork at our restaurant last week. He was on time, professional, and clearly knew what he was doing. He took the time to explain the process and made sure everything was done correctly. Since the work was completed, we've noticed a significant improvement in the airflow throughout the restaurant, making the environment much more comfortable for our guests and staff. David also kept the work area clean, which we really appreciated. We're very happy with his work and highly recommend him for any HVAC needs!“

“My experience with Smart Roofing was exceptional and surpassed expectations. It was a challenging residential project during the autumn of 2025, involving their roofing, carpentry, and gutter installation teams. Karol performed the initial inspection, made great recommendations, and the ongoing good communication with him never wavered. The project estimates and contract language were concise and easily understood. The time of year and the weather gave us plenty of challenges, but Smart Roofing readily adapted with various scheduling options along the way and in the end, completed all the necessary work in stellar fashion before the work season came to an end with the year's first major snowfall. It was impressive. The work quality has proven to be excellent in all areas - roofing, carpentry and gutters. The project involved a tear-off, installing the new shingles and plenty of new decking, repairing joists, siding, soffits & fascia, as well as replacing gutters on the house and adding new gutters to the garage. All the teams provided professional workmanship. Post project cleanup was also thorough with no issues at all. After completion I received all the standard documentation and warranty information. Great work! Thank you Karol and Smart Roofing!“

“I recently bought a new house & unfortunately it came with gutter issues. After getting several quotes, I chose to go with Gutter Pros since they were the only company that offers a lifetime warranty. They also sent a detailed PDF of all of the materials they use for the gutter system which made my choice easy. Reasonable quote, very knowledgeable, able to come out fast, & communicated the whole time. Thanks Gutter Pros!“

“Extremely professional from start to finish. They communicated clearly about the work needed, and completed the job efficiently. The workmanship was excellent, and the site was left clean and organized. I appreciated their attention to detail and honesty throughout the process — highly recommend.“

“our gutters were a disaster. like actual disaster. one corner had pulled away from the house and was just hanging there after a wind storm and the other side leaked so bad we had a permanent puddle along the driveway. got three quotes from copper gutter places in Chicago and Optimal came in middle of the pack on price but the rep who came out actually knew what he was talking about and didnt try to upsell me on stuff i didnt need. they came out about a week later, took down the old stuff, found some water damage on the fascia which they fixed before putting the new copper up. install looked clean. soldered joints, proper pitch, downspouts going where they should. been through two big rain storms since and not a drop where it shouldnt be. the copper looks amazng too, gonna patina nicely over time.“

“Stewart Roofing provided excellent and timely professional service on two recent occasions, caulking around 2nd floor windows, and fixing a problem at rear of home in a difficult location. Thank you, Stewart Roofing.“

“Second City did an excellent job. We had a roof tear off and replaced the gutters. There was also significant damage to the soffit and fascia which was repaired and capped. Second City got the work done quickly and their office and work crews communicated with us through the entire process. The end product not only made for necessary repairs but really added to the curb appeal of the home.“

“Tomasz was great to work with and an ideal partner in making sure the project stays within a reasonable budget. His crew was super dedicated to finishing, working into the evening as the scope had changed due to expected repairs needed more work. No surprise they're one the biggest in the city.“

“As a new homeowner, I was unsure of what to expect when I found out I needed to get my dormer roof completely replaced. I called a few local contractors for quotes and Tom stood out by far. He was kind over the phone, even kinder in person, and had the best priced quote. I chose Tom because of his attitude, the good reviews (his other company page has 100+ 5 star reviews too!) and ultimately the affordable price.He came to inspect my roof right before a few weeks of on and off rain, and as soon as the weather improved, he reached out to schedule a time for his guys to come by. They finished the entire job in ~6 hours. They left no mess and I actually didn't interact with anyone, except to say hi. They even fixed a few broken shingles on my main roof without me asking.I hope I won't need to fix my roof for a long time, but if I ever do, Tom will be the first person I call. Thank you!“

“I hired JL Contractor Services to rip out some old concrete from my walkway, and I couldn't be happier with the results. Even though it was his offseason for outdoor concrete projects, Jack came out right away and did a fantastic job. He was professional, communicated clearly throughout the process, and finished the project faster than I expected. On top of the great work, his pricing was very fair and he is a genuinely nice guy to work with. I'll definitely be calling him again for future projects!“

“Great contractor experience from first call to finished project.

Professional, polite and most importantly, they have real expertise.

Temo and James in particular were great to work with.

Super clean concrete patio that took skill and obvious experience to create and build.

Office and crew are local and reliable.

I am sticking with them for my 1926 home for all the updates I need. They do beautiful work.

Thank you Temo and James!“