Countryside Roofing, Siding & Windows, Inc.
8th year as a Best Pick
certified company
A
rated
Based on 425 reviews
Our Certification Process
Best Pick Guarantee
Verified License(s)
Verified General Liability Ins.
Verified Workers' Comp
8th year as a Best Pick Call
"Countryside's goal with all of our customers is to provide high-quality products and installations along with excellent service. For 44 years, we have increased our customer base by listening to our customers' expectations and advising them on additional options. 'Delivering quality since 1973' continues to be our ambition."

Ken McKendree | President
Company Information
Services Offered
Countryside installs roofing, siding, windows, gutters, and downspouts.
Warranty
The company offers a five-year workmanship warranty with the opportunity to upgrade to a 50-year warranty on materials and a 25-year workmanship warranty.
Company History
Countryside has been serving the Chicagoland area since 1973.
Distinctions
The company is a CertainTeed SELECT ShingleMaster, an Owens Corning Preferred Contractor, a Cedar Shake & Shingle Bureau Approved Installer, and a VELUX 3-Star Skylight Specialist. Additionally, the company is a member of the Chicago Roofing Contractors Association as well as the Cedar Shake & Shingle Bureau.
Additional Information
Countryside offers all types of asphalt shingles, cedar shake, modified bitumen flat roofing, and synthetic shakes and tile.
Licenses
#104-014799
Areas Served
North Shore, Northwest Chicago Suburbs, Southwest Chicago Suburbs, Western Chicago Suburbs
A selection of 425 homeowner reviews:
“Dealing with them was a real pleasure. The person I was dealing with was very open and very up front and let me know what was going on. They're A+.”
“Countryside Roofing, Siding & Windows was excellent. They did roofing for me. It was quality work and a quality product, and they were very meticulous in making sure that the place was left clean, without nails all over the place. I would give them an A rating. I couldn't give them a higher rating; they did everything really well.”
“From the estimator that came out for the roof to the crew that did the work, I think Countryside is wonderful. They did roofing for me. I'd give them an A.”
“They did roof work for me. They're nice and responsive. Their customer service is excellent.”
“We were very pleased. When they first came, they were extremely prepared; they had done an aerial-GPS and knew exactly how big our roof was. They were very neat and professional. Everything was laid out. The costs were what we expected. The workers were very neat and they cleaned up after themselves. They did roofing for me. They're an A+ company.”
“They did an awesome job. They did a really good job. The shingles they originally put on were a different color from the original shingles, so I told them, and they came back and fixed it. They were awesome. During the windstorms, a portion of the roof and shingles ripped off, so they came and fixed it. I'd give them an A because most people wouldn't come back out. They would be like, 'Too bad. Too bad we got your money.' I would give them an A+ because I'm not used to people being like that.”
“They were quick and efficient. They did a great job. They did fine. Everything went well. They did roofing. I'd give them 'excellent.'”
“The roofing work was excellent work completed with no complaints across the board, and I'm 100 percent likely to recommend them to someone.”
“The roofing work was excellent. I had no complaints. I'm without a doubt likely to recommend them to someone.”
“They were awesome and quick. I had my roof done by them a year ago. Out of eight people that I contacted, they're one of three that responded. I'd give them an A rating.”
“The roofing work was excellent. It was completed with no complaints from me. I'm 100 percent likely to refer them to someone.”
“They came when they said they would, did what they said they were going to do, and got it done in a timely fashion. They did roofing and gutters too. They get an A+ from me.”
“They actually returned phone calls. They wouldn't give a quote without going out and meeting me at the site. I chose them as one of the three I found from Best Pick Reports. They also did work for my buddy. They got done in one day and the guy who owns the company came out. He did everything he said he was going to do. They were doing roofing work for me. They were great—A+. The guy was really good.”
“The sales rep was very easy to work with. He was here in person a lot and gave us a lot of good, clear information that we needed to move forward. They were doing roofing for us. It was an A+. It was good.”
“They put on a new roof for me. I liked their timeliness and cleanliness. It was the entire roof and I could barely tell they were there, especially with everything they had to rip off. The key contact was very responsive as well. They earned an A+.”
“They were doing roofing for me. They were very good, efficient, and quick. I'll definitely give them an A+ rating.”
“They were repairing a little storm damage to a shed roof that had about half a dozen to a dozen shingles come off. They came on the spot, and had some shingles on the truck that matched the style, not the color, and did a very nice job. It was a little roof repair. They were very cordial. The guy was very professional, knew what he was doing, and I really appreciated that. They were the only ones that answered the calls that I made to roofing companies, so they got the job. They're an A+ company.”
“They did roofing for me. They had quality work. They were on time. They did everything the way that they said they would, explained everything, and they even did a follow-up call when one of the chimney caps flew off. I'd give them an A+ rating.”
“He followed through and did what he said he was going to do. There were no problems with it. His guys were efficient, did a nice job, and cleaned up after themselves. They were everything you'd want in a roofer. They did roof and gutters. They're totally an A.”
“We had a new roof and gutters put on. I thought the initial contact person we spoke with was great. The guy in charge of the job was great. Their workers were always made cleanliness a priority, so they always picked up and got out on time. Great job with the product too. I'd give them an A.”
“They did roof and gutter work for me. We were happy with it. I'd give them an A on everything because I don't remember anything going wrong.”
“They replaced the roof, shingles, and the gutters. They were very professional, very quick, and they were done really quickly that day. In only seven hours, they were here to replace the whole roof. Very good. I'd give them an A.”
“They were on time. They did a fast, professional job, and we haven't had any issues with it so far. They did roofing. They earned an A grade.”
“It was all very good. They were very responsive, timely, and did everything as promised. Good quality workmanship and good clean up, so I have no problems whatsoever. We got a new roof and they replaced some skylights. I'd grade them an A.”
“It was nice that they went ahead and got the permit for the work to be done. It was a seamless process when we went ahead with them. They came and got their work done in a day and cleaned up pretty well after themselves. This was all roofing work. I'd give them an A.”
“They were very good. Their quality of work and being on time stood out to me. They did roofing for me. They definitely deserve an A grade.”
“They had good presentation of the quote. The salesperson was informative and let me know how stuff was going to be done by them versus other competitors. Everything was nicely spelled out and the work was done quickly and efficiently. They replaced the roof. I'd give them an A rating.”
“They did roofing for me. I'd rate them an A overall.”
“Everything was good. They did the roof. They get an A from me. I have no complaints or issues.”
“They were good. They were on time and cleaned up. They did an overall good job. They were doing roofing for me. I'd give them an A.”
“They were very professional and courteous. The project manager was very informative and let me know everything that was going on. They were working on our roof. I'd give them an A grade.”
“Their craftsmanship stood out to me—good work. They did roofing for me. I'd probably give them an A grade.”
“Outstanding. They were very professional, period. They did roofing for me. I'd give them an A.”
“They did fine. They seemed to do a good job on time. They did roofing for me. They're an A. So far, so good.”
“They did a good job. They replaced our roof. They were efficient, hard workers, and finished as scheduled then cleaned up everything. I'd give them an A, definitely.”
“They installed a roof for me. The guy did what he said he was going to do. Nowadays that's kind of hard with these contractors. I have to give these guys an A.”
“They fixed my roof for me. I liked everything about them. I didn't have a problem and they got the job done. I liked them—A.”
“All of their work is still holding up. They put a ridge on the roof. He kept his word that he was coming and they did it right away. I'd rate them A.”
“We had two houses down, and they did roofing on both houses. They have good communication and showed up when they said they were going to show up. They were an A.”
“They fixed something on our roof because there was some leaking. They deserve an A.”
“They did a tear-off roof on the main house for me. I'd give them an A rating overall.”
“They did a great job. We were really happy. They're very fast. They replaced a whole roof. I'd give them an A. We already recommended them to our neighbors and a friend so we're happy.”
“They mostly did roofing for me. I'll give them an A. The quality of work was OK. I don't have any issues.”
“They originally did my roofing, and they came to fix something around the chimney. They've done some gutters, skylights, and several other things. We've used them all around the home. They get A's all around.”
“They patched a roof at my mom's house for me. They were diligent and the price was what they quoted. I'd give them an A.”
“Countryside did roofing for us. They really took their time doing the estimate and then kept in touch with us so we knew when the work would start. They did a complete tear-off and replaced some of the plywood, and then they put the new roof and shingles on. We heard about them through a reference from a neighbor. I'd grade them as an A+.”
“Everything was fine. They did a great job. I had some dormer tops, and they redid my dormer tops for me. I chose them because it was a repair job, and they were one of the few, maybe the only guy, who was interested in repair work. He did an excellent job for me. I'd say they deserve an A+ because they did a great job.”
“They did excellent work. The appearance of the roof is great, and they were very professional. They put a complete roof on. I think it took a day. I'd give them an A.”
“I liked Countryside's promptness and thoroughness. It was a good job. They came to replace my roof. It took one day. I chose them because my insurance agent recommended them. I would rate them as an A+ company.”
“It was very quick, and they were clean. They replaced the entire roof. I chose them because my neighbor recommended them. They did an A+ job.”
“I liked the manager who came; he was very professional. They were always on time, and he kept me informed. I got a whole new roof, but it started off as just a claim. I heard about the company because my parents used them. They did A+ work.”
“I had a new roof put on last summer. Countryside was very courteous, and they did a good job. They did my neighbor's roof, and I just took the number and called them. My neighbor was very satisfied, so that's why I called. I'd give them an A+. They even replaced some of the bad wood underneath. They did a very good job, and I'm happy.”
“They did a good job. It was all fine. They did it on time, and they did it for the price that they said they were going to do it for. They did roofing work; they did a whole new roof. I chose them because of a recommendation, and they were definitely A+.”
“The quality of Countryside's work was good. They were on time, and it was done on time. They did a tear-off and new shingles for the whole roof. I chose them because I saw some work that they did in the area. I'd give them an A+.”
“They did a good job, and they did it in a timely fashion. It worked into our time schedule. We got their name from our insurance company, and they had people that had liked the work, so we went with them. We had to replace our whole roof over our house, the garage, and the shed. We have a flat roof, too, over our porch. They were here for maybe two days. I'd give them an A+ because I thought they did a really good job.”
“They did my roof, gutters, and gutter caps for me, and they did a nice job. They did it quickly, they showed up when they were supposed to, and they informed me of what they were doing. It was good; they did a good job, and the roof doesn't leak anymore—that's the bonus. I chose them because a lady down the street recommended them. I would give them an A+.”
“Countryside did a roof for us. They did what they were supposed to do, and they did it in a short time. They were done in one day, so I was totally happy with them. They totally replaced a roof. I chose them because they were referred by someone who had used them before, and they did an A-worthy job.”
“They were very professional. They did their job, they were very cordial, very nice gentlemen. They originally put on a whole new roof for us, and then they had to come out and do patchwork because we had a problem with some of the shingles coming up. They fixed it all up and replaced the shingles, no problem. We called around, and Countryside seemed to be the one that hit the point that we needed. I'd give them an A, definitely.”
“They did a good job, and they cleaned up very well. They removed the old roof and put on a new one. It took them one day. I chose them because I'd used them before. I would give them an A grade.”
“I liked the quality of the workmanship. They re-roofed the entire house. It took them a day to do it. They get an A.”
“They did everything they said they were going to do, and they had a team of workers that knew how to go about everything. They cleaned up afterward, so there was no mess at all. It went very smoothly. They roofed the house and the detached garage. I heard about the company through a friend, and I'd say they deserve an A.”
“I liked the timely follow-up and good service. They repaired a leak in my roof, and it took only a couple hours. We chose them because of their service ability and their prompt follow-up. I'd give them an A rating.”
“The roof is fine. They put a new roof on, and I liked that they got it done quickly. I heard about them from my neighbor. I'd give them an A.”
“The experience was very positive. I liked that they actually fixed a problem that other roofers hadn't been able to fix in the past. It was a repair. They get an A grade.”
“Countryside did a nice job. It was roofing work.”
“I think Countryside did a little bit of our roof. We had a little leak because one of the shingles had come up a little bit, and they put some new shingles down. We liked the boss; he came out himself and redid part of our roof because the color of the shingles was wrong. He fixed the problem, and everything was fine. I think somebody recommended Countryside to my husband, and that's why I chose them. I would give them an A because they did take care of the problem.”
“They did my roof. I thought they were honest. They showed me the material, talked to me about what would be done, worked with the insurance company, and wrote up the quote. They came and put the roof on, and they didn't leave a mess. It was the whole house. My house isn't real big, so the roofing only took a day and didn't go into the evening. They ripped it off and replaced the plywood where they needed to, and the gutters were put on either the next day or the day after that. I'd have to say they deserve an A—I really have no complaints.”
“The job went well. They gave us a new roof a few months ago, and there are no issues. We're very happy. There was a quick turnaround, and they did a good job cleaning up. They just replaced the shingles. I chose them because of recommendations from friends in the neighborhood, primarily. I'd give them an A-.”
“The guy was personable and very efficient. They were putting in some vents in my attic. I heard about them through a family member. I'd give them an A.”
“Countryside was great. I liked that they worked in a very professional manner. They cleaned up after themselves, they brought good materials, and they were just really nice to work with. I had no complaints about them. They get an A+—the highest grade.”
“Countryside did our roof, and they did a great job. They were fast, they did a great job with the cleanup, and there were no surprises. They replaced the roof and added some additional vents to the building because it was not vented properly. We got three or four quotes, and we had high confidence that Countryside was going to be able to fix the roof correctly. We're very happy that we used them, and we'd recommend them—A+.”
“They did roofing and gutters, and they did a fantastic job. They literally took care of my interests and made sure I got everything I needed from my insurance company. I'd give them an A+.”
“Countryside Roofing did my new roof, and they were excellent. They did very well with it. It hasn't leaked. We've gotten through the winter and the hailstorm, and we haven't had any trouble.”
“We did our entire roof through Countryside Roofing. They were on time, and they did a great job. I didn't have to clean up behind them. I picked them out of Best Pick Reports. They're an A+ company.”
“They replaced my roof. They came out and did what they said they were going to do in the time frame that they said they would do it. There was no problem with the cleanup. I'd give them an A.”
“I had a leak in my chimney, so they repaired the roofing. They did a nice job. I would absolutely use them again, and I would give them an A rating.”
“They put a new roof in. They were fine. They did a fast job, and they cleaned up. Everything has held up all right. I think I would use them again. Countryside Roofing gets an A in my book.”
“They repaired my roof, and it doesn't leak. They did a good job. I would recommend their service, and I'd grade them as an A.”
“Countryside Roofing was fantastic. They did my whole roof, and the quality of their work was very good. I would give them an A+. I was very satisfied.”
“I had a roof leak, and they were very quick to respond. They did a really nice, clean job, and they did it efficiently. I would use them again, and I would give them an A.”
“We had a wonderful experience with Countryside Roofing. They took off the old roof and put on a new roof, and it was perfect. They were A+.”
“Countryside Roofing did a complete change of the shingles and some of the plywood underneath. They were very responsive. The workers were very courteous, and they did a great job with the cleanup.”
“They fixed a couple things in the roof. The customer service was good. We had some minor problems, but they dealt with them. I would use them again. Our neighbor used them. I'd give them an A-.”
“We have nothing but good things to say about Countryside. They were absolutely excellent. Not only were they excellent, but they did it so clean. Everybody told us to watch out for nails when we walked across the grass because sometimes stuff flies out, but we never found a thing. We thought they were absolutely the best. They were excellent, and the experience was absolutely positive. It was our first time using them. We used Best Pick Reports, and that's how we picked them. I would give them an A+.”
“They were wonderful. I'd give them a ten out of ten on everything. They did the whole roof. They finished the work in a reasonable amount of time—very quickly—and they did a terrific job. They cleaned up nicely and didn't leave any mess. The workers even helped me push my vehicle out of the driveway when the battery was dead. They're an A+ company.”
“Countryside Roofing was wonderful. They put a whole new roof on my house and did a lot of other stuff. I've had leaks in one room of my house for ten years, and they got that all straightened out. They were as cute as they could be, and I would have them back in a minute if I needed them. They didn't take a long time to complete the job. I would absolutely recommend Countryside, and I would give them an A+.”
“Using Countryside was a positive experience. They tore off the old roof and installed a new roof. The quality of the work was excellent—A+.”
“They reroofed our home, and it was a very positive experience. Their customer service was excellent, and I recommend them to everyone we talk to. We found one nail after cleanup, but that's it. I'd give them A+ because I was very satisfied.”
“Countryside replaced some shingles because I had some of them coming off the roof from a windstorm. The quality of the work was excellent, and I would recommend them. I actually just called them last week to have them come out and do some more stuff. I would give them an A+. They were good.”
“Countryside Roofing did some work for me in the past. They worked on my roof, and the quality of the work that they did was wonderful. I thought the workers were unbelievable. I would give them an A+, and I would tell a friend or a relative to hire them.”
“I thought Countryside was excellent. I had a problem with my sunroof, so they came out and fixed it. The quality was very good. I would recommend them, and I'd give them an A.”
“They did some repair work around a chimney stack, and they did a good job. The time frame the work was finished in was fine. Everything they did was fine—very professional. They were a very nice company, and I would use them again. They were an A—excellent.”
“Countryside Roofing did some work for me in the past. They installed a new roof and a new skylight. Our salesman was excellent, and the overall experience was very good. They came and did the roof in a single day. The workers were fine—there was a whole group of them. They worked very quickly and did a good job. Customer service was very good. I would recommend them. Their salespeople are very courteous. They did a really good job of explaining what they were going to do. That was my first time using the company. I would give them an A.”
“In general, we had a positive experience with them. They replaced the whole roof. They showed their expertise. They listened to us, and I think they did a very good job. As a matter of fact, we want to go back to them because we are experiencing some problems with our skylight. We want them to come back and check to see if there's anything they can do. They did it last year, but it could be that our skylight needs replacing. We are happy with them. It was excellent work, and I would definitely consider using them again. I had no problems at all—I'd give them an A-.”
“Countryside Roofing fixed a leak in the roof in the chimney. They came and did the job very quickly. They did it very well, and they left. They cleaned up so well that you couldn't tell they had been there. A+ for them.”
“Countryside fixed part of the roof because part of it was exposed. I haven't gone up there to inspect it, but they were very professional and cleaned up after themselves. In fact, I'm going to call them back. I had a shingle that came off on the other side of the roof. It blew off in the last week or two, so I'm going to have them come over and see what they can do to repair that. It's a minor thing. As far as I'm concerned, it was an A+ job. I would recommend Countryside.”
“They did a new roof for me, and the quality of the work was very good. We were very happy with it. I would say they're an A+.”
“Countryside Roofing did very well. They put a complete new roof on my house. I would say it was an A+ job. The technicians were very fine—they were good, and the cleanup was great. I would absolutely recommend the company.”
“The workers were great. They came when they said they were going to come, and they worked all day. They did a good job, and they cleaned up. So, it was really a good experience. They repaired my roof, which had an animal hole. They did about half the roof, but they did it in one day. It was supposed to rain before they could get a crew out to do the whole roof, but they did come out and put something on the hole to keep more damage from occurring. I appreciated that. I have no complaints.”
“Countryside Roofing was great. We hadn't had any trouble, and everything went fine. It was a positive experience because of the man we were working with. He came out, gave us an estimate, looked at our roof, and did everything he said he was going to do. Everything went smoothly. It didn't take long to complete—maybe a day. They did a great job on cleanup. I would grade them an A+.”