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Proven Performance. Custom-Fit Style. Asphalt Roofing, Done Right.

Asphalt shingles are the most popular roofing material in the country — and for good reason. When installed by true professionals, they deliver a clean look, long-lasting protection, and unmatched value for homes of every style.

At Custom Installations, we don’t treat asphalt like a commodity. We install premium systems built to last, using certified products, expert prep, and detail work that makes the difference.

Free Estimate!

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By clicking "Submit", you agree to have Custom Installations contact you about a free estimate and keep you informed about sales in the future. We may use an auto-phone system to contact you by phone or text. You do not need to make a purchase or submit this form but instead can call (847) 932-4500 to arrange for a free estimate. Please be aware that all calls are recorded for quality and safety purposes. Privacy Policy

Our Certifications & Trusted Brands

Our Asphalt Shingle Brands

We proudly install products from two of the industry’s most trusted names:

GAF logo

GAF

Our go-to choice for architectural shingles. Known for durability, wind resistance, and warranty coverage.

certainteed

CertainTeed

A high-quality alternative offering rich color blends and design flexibility.

All shingles are installed per manufacturer specifications by certified crews — and backed by our lifetime workmanship warranty.

roofing

Asphalt May Be Common. But Not All Installs Are Created Equal.

Too many roofs fail early because of lazy workmanship or rushed installs. Our team treats every project like a custom system — from material selection to ventilation layout to ridge cap alignment.

The result? A roof that lasts longer, looks sharper, and protects better.

Why Choose Us for Your Asphalt Roofing Project

We’ve installed thousands of asphalt shingle roofs across Chicagoland and Metro Milwaukee — from modern homes to complex restorations. You’ll get expert guidance, clean job sites, and daily project updates from a team that’s built its reputation on precision.

Why Homeowners Still Choose Asphalt Roofing in the Midwest

Built for Midwest Weather

Modern architectural shingles are built to withstand harsh winters, hail, and high winds — making them a reliable option for both suburban homes and large estates.

Budget-Friendly, Long-Lasting Protection

Asphalt offers one of the best cost-to-performance ratios on the market — and when installed by pros, can last 20–30 years with minimal maintenance.

Curb Appeal with Custom Color Matching

Today’s asphalt shingles come in layered, dimensional profiles and rich color palettes that mimic slate or shake — giving you a high-end look without the premium price.

Quick Installation, Long-Term Peace of Mind

We can complete most asphalt roof installs in 1–2 days — with every detail done right. No tarps for weeks. No missed deadlines. Just professional execution, start to finish.

Perfect Pairing with Gutters, Flashing & Trim

Your roof is only as good as the system around it. We integrate gutters, fascia, and custom sheet metal work into every install for seamless performance and lasting value.

“The Most Common Roof Material — Installed Uncommonly Well.”

We approach every asphalt job like it’s the most important roof we’ll ever install — because to that homeowner, it is. With high-quality materials, skilled crews, and daily oversight, we raise the bar for what a shingle roof should be.

About Custom Installations, Inc.

We’re a second-generation, family-operated company built on one core belief:

Craftsmanship matters. Always has, always will.

With deep roots in Chicagoland and Metro Milwaukee, our team has served homeowners, architects, and builders since 1969. From small repairs to historical restorations, we deliver consistent, high-quality results.

Masterson Cedar Shake

Our Completed Projects

Explore our past work in your neighborhood.

Hear From Homeowners Like You

Discover what real homeowners are saying about their experience with us. From start to finish, our team is committed to delivering quality, reliability, and results you can trust.

Greta Harrris

John Robinson & crew was a pleasure to work with: very professional, respectful & competent. They kept me informed of their work schedule at all times & even went the extra mile to address a vent issue that I did not know I had. I would highly recommend using Custom Installations for their quality of work & making the customer feel at ease answering every question. Very satisfied.

Carol Ann B.

My garage I had vinyl siding was done in one day . They did a great job I am so happy i had it done. the crew were working hard all day and the project manager, John Robinson, came often to check on the work. I will recommend this company to my friends.

Jonathan J.

John Robinson at Custom Installations was a pleasure to work with from beginning to end. He was extremely responsive, collaborative and nice, which is rare these days. His team worked diligently for nearly a month. Overall, it was a great experience to work with John and his team at Custom Installations.

Denali

Had Custom installations redo the entire exterior,(hardie board) roof, and gutters of our home and the results were great! Very professional and organized. Whenever I had a concern or question, my point of contact and project lead, John was an invaluable resource and took care of any issues or questions immediately. I was very impressed with his knowledge and ability to communicate my concerns and wants to whatever crew was working for the entirety of the project. Would definitely recommend and use custom installations on future projects.

Ryan Chitwood

I was in need of a metal crew that could do very high end copper work and was recommended this company by a major national player that owns a company in Denver, Co. The people at Custom Installations were amazing from start to finish, literally. They traveled here during the week for work and were so careful and respectful. Their copper/metal work is as good as I have ever seen. They just completed the most beautiful roof we have ever done for a homeowner. Their communication was fluid and consistent and we had zero issues. For a job with a ticket that size, we needed this to be a smooth process and Custom Installations Inc knocked it out of the park for us. Thank you guys!

Rob

Custom Installation was great to work with through this whole process. From the beginning, Ted Aydt Was very professional and thorough with the bid and immensely helpful with the insurance issues. On the job, the whole crew was great and so respectful. John Robinson was The project manager and always kept us up-to-date as did the office staff. I would definitely recommend them for your roofing job.

Will Lynn

Our old siding and part of our garage where damaged due to a storm which resulted in our house needing to be completely re-sided and part of the garage roof replaced. We chose Custom Installation not only for the quality of their work but their skilled teams knowledge of insurance claims. Bruce truly made this entire process as smooth as possible. We could lot be happier with how our house turned out.

Jacob Rosenfeld

We just hired Custom Installations to re-side & re-roof my home. We chose James Hardie, Board & Baton siding. The Custom Installations team was awesome, from my sales contact, Brad Hironimus, to the installers. Despite the house being originally constructed in the 1960's, it now looks brand new and I expect will further stand the test of time. The foreman assigned to our job, John Robinson, was exceptional. He was extremely responsive and always arrived on site with a great attitude. Whenever I had questions or concerns, he was easy to reach and successfully drove the team into delivering a fantastic result. I would definitely refer the Custom Installations team to anyone looking to improve their home.

Robert Tschurtz

We recently had a new asphalt roof installed on our residence here in Wisconsin. Mr. Pohlman and his crew were professional, timely, and exacting in the quality of their work. The project started and ended on time with no issues. Our property was left in the same condition as when they started. Mr. Pohlman was always available by email and personal cell phone for any questions, and personally on site. Overall, an excellent experience all the way around. Very rare these days.

Brett Paschke

The roof looks great and communication from Kevin and team was excellent throughout. Bob and the onsite team were up on the roof in below zero weather getting the job done.

David Held

Danny was able to arrange for contractor to remove the solar panels. He and his crew did a great job reroofing our home.

Jonathan Jonas

John Robinson at Custom Installations was a pleasure to work with from beginning to end. He was extremely responsive, collaborative and nice, which is rare these days. His team worked diligently for nearly a month. Overall, it was a great experience to work with John and his team at Custom Installations.

What Homeowners Ask Us Most

How long does an asphalt shingle roof typically last?

With professional installation and proper ventilation, modern asphalt shingle roofs can last 20–30 years. We install high-performance systems using GAF and CertainTeed products to help you get the most out of your investment.

3-tab shingles are flat and more basic in design, while architectural shingles (like GAF Timberline HDZ) are thicker, more dimensional, and better at withstanding wind and weather. We almost always recommend architectural for Midwest homes.

We always recommend a full tear-off to inspect the decking underneath and ensure a proper foundation. Installing over old shingles can trap moisture and shorten your roof’s lifespan.

Yes. We’ll walk you through options from GAF and CertainTeed, show you real samples, and help you select a color that complements your home’s exterior and architectural style.

For many homeowners, yes — especially if you’re looking for a cost-effective, reliable, and fast-install option. If you’re considering synthetic or cedar, we can compare options and help you decide what fits best.

Ask Question

Got More Questions?

We’re here to help. Whether you’re unsure about roof types, warranty details, or what to expect during installation—we’ll walk you through it all with zero pressure.

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FAQ's Form

Can’t find your answer? Send us your question below.

By clicking "Submit Question", you agree to have Custom Installations contact you about a free estimate and keep you informed about sales in the future. We may use an auto-phone system to contact you by phone or text. You do not need to make a purchase or submit this form but instead can call (847) 932-4500 to arrange for a free estimate. Please be aware that all calls are recorded for quality and safety purposes. Privacy Policy