Rated 5 / 5 from 12 reviews
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No Monkey Business
Happy Roofing Replacement or repair of your roofing is not something you often do. At Happy Roofing, we specialize in Malarkey rubberized asphalt shingle installation and repair services, and our goal is to educate you on your options and the trade-offs in each, help you understand the process, and provide an exceptional experience as your trusted roofer. As a family-owned and operated business, we understand the pressure of deciding what your family's home needs, and so our goal is to empower homeowners with relevant information for your residential project. Our company approach is consultative and focused on your questions, situation, and goals. Our promise to you is to provide the best solution for your home and use our experience and expertise as one of the best roofing contractors in Northern Illinois to save you time and money along the way. Whether your home needs a full roof replacement, a minor roof repair, new gutter installation, and cleaning, or simple gutter guards to keep debris out, we would be honored to help. Many of our customers live in Naperville or in nearby communities, including Downers Grove, Wheaton, Glen Ellyn, Elmhurst, Darien, Winfield, Burr Ridge, Warrenville, and Willowbrook. We also do plenty of jobs in Cook County, including in LaGrange, Brookfield, Oak Park, Western Springs, Orland Park, Lemont, Homer Glen, Indian Head Park, and more
Served areas
  • Naperville, Downers Grove, Wheaton, Glen Ellyn, Elmhurst, Darien, Winfield, Burr Ridge, Warrenville, and Willowbrook. We also do plenty of jobs in Cook County, including in LaGrange, Brookfield, Oak Park, Western Springs, Orland Park, Lemont, Homer Glen, Indian Head Park
Business details
  • Licensed
  • Insured
Highlights and features
  • Asphalt shingle installation
  • Roof repair
  • Shingle replacement
  • Roof leak
  • Gutter replacement
Associations and certifications
  • BBB
  • Naperville Chamber of Commerce
  • Bolingbrook Chamber of Commerce
  • Malarkey Emerald Pro
Payment methods
  • Checks, Debit cards, Credit cards, Financing available
Services
Roof repair Roof repairs require serious attention from an experienced roofing professional. Don’t delay on roof repairs, because they often turn into a much bigger problem if not addressed immediately.
Roof Replacement If you need a new roof that’s durable, affordable, and sharp-looking – and you want it completed while we’re still young – then Happy Roofing is for you.
Shingle Roofing Happy Roofing specializes in shingle roofing. Product knowledge is key to a good shingle roofing system. Our certified shingle roofing technicians adhere to the manufacturer specifications to ensure a proper installation.
Gutters Happy Roofing offers several types of replacement gutter systems. We work with our clients to pick the material and style of gutter that is best suited to their environment. We offer copper, aluminum seamless gutters, and gutter guards to help customize your gutter system to optimize the efficiency of your home’s water management.
People
Pedro Toledano
Pedro Toledano
General Manager
Proud founder of Happy Roofing.
Reviews (12)
Write a Review
Ntilde A. Le D. & Iacute
Dec 01, 2022
MY BEST TRADING EXPERIENCE EVER I have seen and tried different strategies and methods even lost a lot of money while trying. Until I was introduced to this new strategy that got me back on track and I have been able to regain my lost money and still making consistent growth on all of my trade. Mrs. Meghan Haffey is an amazing trader, she steadily lifted me out of financial penury. If you are interested and tired of losing your money You can reach her on Email:
George T.
Nov 16, 2022
Pedro was super helpful after our home suffered some storm damage. From responding promptly, to doing a full roof inspection personally and taking pictures to document the damage, we couldn't have been in better hands. We had other companies come out and they just sent drones up and gave a blanket quote. We appreciated Pedro and his team walking the entire roofline and documenting everything to precision.

He handled the claim with the insurance agent from start to finish and fought for us to get the maximum. (Even searched the village building ordinances, sent documents and code adherence articles to the adjuster) We couldn't be happier with how everything turned out. We ended up also replacing our gutters, sky lights and down spouts to complement the beautiful new roof. Trust in Pedro and their team, you won't be disappointed! He cares!
Fred Fletcher
Oct 24, 2022
All new roof, soffit/fascia, and gutters. Pedro and his team did an excellent job. Quality work, friendly service, good communication, and a great price. Services:Gutter installation, Roof installation
Laura Nigro
Jul 29, 2022
High Sight Roofing did a fantastic job replacing my roof. Pedro was extremely thorough during the quoting process; from physically assessing the size of the job to clearly explaining the steps. He was very responsive to questions. During the installation, the team took great care to keep my property neat and organized. The entire team worked tirelessly to complete the job on time. My roof looks great. I highly recommend High Sight Roofing!
Hector Rodriguez
Sep 22, 2021
I will totally recommend this company to anyone. I got approved for my roof and Pedro got the siding of my home approved by the insurance. They also did my gutters which they did a great job too. I am very happy with their work. They know what they're doing and Pedro was there the whole time supervising. I will hire his services if I ever need them again. Very good company. Do not hesitate to call.
Marija Antich
Sep 14, 2021
Very professional and timely. Pedro was great to work with. He gave us the best quote after calling several roofing companies to fix a leak over the garage. I would definitely recommend them! Services:Gutter repairs, Roof repair
Patrick Mccue
Jul 18, 2021
We had a leak that was coming into bathroom and I had three estimates. High Sight showed up on time and, unlike others, actually did a temp patch, at no charge as part of the estimate. Contracting was easy and on line. We had full re roof and a new skylight done. They were great about communicating start dates as this tends to flex with roofing due to weather. Once on site they let us know how process was going as we were not at the home and did great job with roof and clean up.
Richard Gyasi-Nimako
May 08, 2021
Response time: On time Skill and knowledge: exceptional Communication: On point
A. & L. Storage Panos
Jan 23, 2021
Pedro and his crew have been amazing. When getting estimates to replace our roof, Pedro took his time explaining all of our options. We never once felt pressured or like we were being pushed to get extras. His estimate was reasonable and fair. The crew has been amazing. They work extremely hard all day and leave the job site clean and organized at night. We highly recommend calling them for all of your roofing needs.
Lynette Limberis
Jan 08, 2021
Pedro and his crew replaced our roof. The work was high quality and professional. We would recommend High Sight roofing to others in need of roofing services. Services:Roof inspection, Gutter installation, Roof repair, Roof installation, Attic venting
Wes Killian
Jan 05, 2021
My roof had a leak and I reached out to High Sight Roofing for an inspection and repair. I was able to schedule on short notice and Pedro performed both the inspection and repair on the same day. His inspection was thorough and he took the time to explain all issues, their causes and the options for repair. It was a very positive experience and I would highly recommend High Sight Roofing.
Charlie Moore
Dec 10, 2020
Hail damage Evanston I had a horrible experience with a contractor that knocked on my door - they promised me to keep me in the loop on all transactions with my insurance company. for 1 month, I heard nothing. I reached out to them and received the run around. I was more then frustrated, and decided to hunt around ( 2 weeks went by, again nothing ).

I found a company working a few doors down & decided to chat with Pedro @ High Sight Roofing. He was very generous and said he would assist me with my claim. I cancelled previous company & hires Pedro. He kept me updated via text or calls every day. Within 3 weeks, settled claim with my adjuster and I received a NEW ROOF. the cleanliness, details, and all around work was AMAZING.