Business Details
23 Years
experience
Emergency
services
Your Trusted Chicago Roofing Contractor
Founded in 2003, Heritage Contractors is a family-owned business dedicated to delivering quality exterior construction solutions in Chicago. With two decades of local expertise, we specialize in roofing, window replacement, siding, gutter systems, and storm damage repairs for residential and commercial clients. Our team prioritizes transparency, timeliness, and integrity, offering honest assessments and premium products from trusted brands like GAF, CertainTeed, and Raindrop Gutter Guard. Committed to community values, we simplify insurance claims, provide online payment options, and maintain rigorous industry certifications to ensure lasting results.Customer satisfaction is central to our reputation, as evidenced by numerous testimonials praising our professionalism, attention to detail, and exceptional cleanup processes. By combining advanced tools with personalized service, we transform exterior projects into seamless experiences while upholding Chicagos heritage of craftsmanship.
Services
Roofing
Window Replacement
Silicone Roof Coating
Siding
Gutters & Downspouts
Storm Damage Repair
Insurance Claims
Masonry
Gutter Guards
Online Payments
Details
- Year established: 2003
Highlights and features
- Family-owned with 20+ years of Chicago area expertise
- Certified installers for premium roofing and siding materials
- Specialized insurance claim assistance for storm damage
- 24/7 emergency response for urgent roofing issues
- Comprehensive cleanup ensuring safety during projects
Associations and certifications
- GAF
- CertainTeed
- Raindrop Gutter Guard
What people say
Outstanding, efficient, polite, professional
Extremely happy with new roof
Highly recommend for exterior work
Reasonable, quick, and professional
Most honest contractor ever worked with
Services
Roof Replacement
Heritage Contractors provides complete roof replacement services using premium materials that withstand Chicagos harsh weather. Our certified team handles tear-offs, installs durable asphalt shingles, and ensures proper ventilation to prevent future damage. All work includes detailed cleanup and insurance claim assistance, with multiple testimonials praising our efficiency and attention to detail.
Storm Damage Repair
Specializing in post-storm restoration, we rapidly address hail and wind damage to roofs, siding, and gutters. Our inspectors document damage through video and collaborate with insurance companies to streamline claims. Customers consistently highlight our prompt response times, fair pricing, and meticulous repairs that restore properties to pre-damage condition while maintaining safety standards.
Window Replacement
We install energy-efficient vinyl replacement windows proven to reduce heating costs in Chicago winters. Our GAF-certified technicians ensure proper sealing against drafts while enhancing curb appeal. The service includes consultation on window styles and finishes, with recent projects demonstrating lower utility bills and improved home comfort backed by manufacturer warranties.
Gutter Installation
Our Raindrop Gutter Guard-certified installations protect homes from water damage using seamless aluminum gutters and leaf protection systems. Technicians design systems tailored to roof size and drainage needs, preventing foundation erosion. Customers emphasize the durability of materials and the crews responsiveness during emergencies like severe weather events.
Silicone Roof Coating
Commercial clients benefit from our silicone roof coating solutions that extend membrane lifespan without full replacement. This cost-effective method seals cracks, reflects UV rays, and reduces energy costs. Heritages team applies coatings following strict ASTM standards, with multiple business owners praising the guaranteed results and minimal disruption during application.
People
John Pienta
Owner & Lead Contractor
John Pienta founded Heritage Contractors in 2003 after recognizing the need for ethical exterior contractors in Chicago. With over 20 years of construction experience, he personally oversees every project, ensuring quality standards are met. Clients frequently commend his hands-on approach, fairness, and technical expertise during consultations and installations.
Questions
What types of roofing services do you offer?
We provide complete residential and commercial roofing solutions including replacements, repairs, storm damage restoration, and silicone roof coatings. Our team also handles insurance claims and gutter system installations.
How does your insurance claim process work?
We document roof damage with video evidence, file claims with your provider, and handle paperwork from start to finish. Our experience with major insurers ensures fair compensation for necessary repairs.
Are your window replacements energy-efficient?
Yes, our vinyl replacement windows meet Energy Star standards, reducing heating costs up to 30% while resisting Chicago winters. All installations include lifetime manufacturer warranties for added value.
Do you offer emergency roofing services?
Heritage Contractors provides 24/7 emergency response for urgent leaks, storm damage, and structural threats. Our team typically arrives within 2 hours of contact to prevent further property damage.
What certifications do your technicians hold?
Our crew includes GAF Master Elite, CertainTeed Certified ShingleMaster, and Raindrop Gutter Guard installers. These credentials ensure proper installation techniques and access to extended product warranties.
Videos
Reviews (7)
Lisa Rudgley
Dec 14, 2021
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Positive:Professionalism,Punctuality,Quality,Responsiveness,Value
I contacted Heritage Construction for gutter installation and met with Dan Connel. I was a quoted a fair price, he was very professional and the day of the install, workers were prompt and work was completed on time and gutters add to the beauty of our home. You will very pleased with their work.
Service:Gutter installation
I contacted Heritage Construction for gutter installation and met with Dan Connel. I was a quoted a fair price, he was very professional and the day of the install, workers were prompt and work was completed on time and gutters add to the beauty of our home. You will very pleased with their work.
Service:Gutter installation
Marla Philpot
Dec 05, 2021
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Heritage Contractors completely restored my faith in roofers. After being home during the pandemic, I finally started to tackle some longstanding issues in my house. Water would come in through the trim around my door when it rained heavily and it caused damage to the inside of the house. I had no idea what was causing the problem, but figured it must be the roof. I tried to get referrals from friends thinking that if they used them, they should be good. This was not the case at all and it became extremely frustrating. The referrals were inconsistent, didn't call back or made appointments and didn
Matt Dorich
May 20, 2021
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This is a great company to work with. My home suffered wind damage on the roof. John and his team came to my property on multiple occasions to tarp, meet with the insurance adjuster, and just insure that no additional issues developed. Once they were hired, the process could not have been easier. They did an entire tear off and replacement in one day. Amazingly nice people as well. Highly recommended.
Curtis Williams
Apr 23, 2021
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We have used Heritage now three times. First the roof on our house and then the dormer and finally the garage siding. Every time, Heritage Contractors were prompt, on schedule, and their pricing is very fair. When problems arise, which they frequently do for houses over a century old, they quickly find solutions and clearly communicate with the customer. We will use them again and again. We recommend their services to all homeowners!
Rick Temple
Apr 21, 2021
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Positive:Professionalism,Punctuality,Quality,Responsiveness,Value
Heritage team was terrific. Working with them was easy and they are true professionals. They completed a tear off of our house and garage and installed new roofing all in one day. Having a project manager as a point person made things easy for me. The best recommendation I could give is that I would use them again!
Services:Roof repair,Roof inspection,Roof installation
Heritage team was terrific. Working with them was easy and they are true professionals. They completed a tear off of our house and garage and installed new roofing all in one day. Having a project manager as a point person made things easy for me. The best recommendation I could give is that I would use them again!
Services:Roof repair,Roof inspection,Roof installation
Kevin Patel
Feb 13, 2021
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This company is very professional and courteous and respectful of your time. They immediately responded to my estimate request and had a representative at my house the next day and on time. John Pienta was very helpful and informative. I'm very happy I called this company.
Angie Wilson
Jul 10, 2020
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Our roof was in terrible disrepair, it was so damaged that rain was leaking into the house. Me and my husband called them out and got an estimate from John, not only on the roof but he also threw in an estimate for tuck pointing the chimneys because they were on their last legs too. Both the chimney and roof turned out amazing. John and his team did excellent work, he answered any questions I had about materials, time, and pricing, and he sent pictures of the work once it was finished so I could see exactly what was done. 10/10, Heritage will be my go to for any exterior home repairs from now on
