Roof Replacement
Full tear-off, decking and ventilation inspection, ice & water shield, then a high-performance shingle or panel system. Most homes are done in 1–2 days with daily cleanup and a walkthrough before we leave.
Serving Chicagoland & Metro Milwaukee since 1969
Asphalt shingles, cedar, slate, metal — installed by GAF Master Elite crews with a dedicated superintendent on every job. Straight answers, clear pricing, no sales pressure.
Free inspection · Written estimate · No sales pressure
Free, no obligation. Most estimates scheduled within 24 hours.
Our Roofing Services
From full tear-off replacements to brand-new roof installations — we tell you what your home really needs, install it to manufacturer spec, and stand behind the work.
Full tear-off, decking and ventilation inspection, ice & water shield, then a high-performance shingle or panel system. Most homes are done in 1–2 days with daily cleanup and a walkthrough before we leave.
A new roof installed to manufacturer spec by our own GAF and CertainTeed certified crews — asphalt, cedar, slate, metal, or copper. A dedicated superintendent runs every job, and new roof installations carry a 10-year workmanship warranty on top of the manufacturer coverage.
A real inspection — edge to ridge, photo-documented, with an honest written recommendation. If your roof has years left, we’ll tell you that. No pushy sales, ever.
Cedar shake, Vermont slate, Ludowici clay tile, standing seam, and hand-soldered copper — fabricated in our own metal shop. The same crews that do this work install your shingles.
Not sure which one you need? That's what the free inspection is for.
Book My Free InspectionGoogle Reviews
We don't need to talk ourselves up — our customers do it for us. Every review below is a real, verifiable Google review from a homeowner in Chicagoland or Metro Milwaukee.
Just had our roof and siding replaced, plus a few odds and ends. Our onsite project manager, John R., was great. He was here every day ensuring we were happy and things were on track. Check with your homeowners insurance for a discount if you decide on a class IV shingle. The ROI may be worth it. Definitely recommend.
We had a fantastic experience with Custom Installations. The whole roofing project was smooth and professional. Huge shout-out to John, the project manager, who was rock-solid throughout the process. And a special thanks to Ted for navigating everything from beginning to end. Highly recommend!
I used custom installations for a new slate roof and gutters. We could not be happier with their work and customer service. Brian and Bob (project manager) could not be more helpful and responsive! Made a new roof and gutters a Seamless process!
Kevin and John were amazing. Very knowledgeable and easy to deal with. I got a beautiful cedar roof for a fair price! The crew of roofers were timely and neat! They are true artisans. Definitely recommend this company!!
The Custom Installations team just completed our new Brava synthetic cedar shake roof, along with new gutters, repaired our fascia and soffit and replaced our copper barrel roofs with new copper… Our project manager, John Robinson oversaw the work and was meticulous and courteous in getting everything done. I highly recommend Custom Installations… It looks fantastic!
Why Custom Installations
Most roofing failures aren't material failures — they're installation failures. Here's what we do differently, and why it holds up in Midwest freeze-thaw cycles.
Only 2% of roofing contractors in North America hold this certification. It requires ongoing training and a documented quality record, and it lets us offer enhanced GAF system warranties most roofers simply can’t.
The people on your roof are Custom Installations employees, trained on the exact system they’re installing. That’s why the work looks the same across 40,000+ projects instead of varying by whoever was available.
One accountable person from first nail to final walkthrough, sending you daily updates. You always know who to call, and you never get handed between departments.
A written breakdown of materials, scope, timeline, and warranty before anything starts. No hidden fees, no mid-job change orders, no high-pressure close.
On top of the manufacturer’s material warranty. We’ve been here since 1969 and we’ll be here when you call — which is the part a warranty actually depends on.
We run our own sheet metal shop and hand-solder copper. The same certified crews that restore Vermont slate and cedar shake install your asphalt roof — you just get the benefit of that standard.
Recent Work
Every photo below is a real Custom Installations project — no stock imagery, no someone-else's-portfolio.
Roofing Materials
We don’t push one system on every house. Here’s honest guidance on what we install and how long each realistically lasts in Midwest weather.
What most homeowners choose, and for good reason — the best cost-to-performance ratio on the market. We install GAF Timberline HDZ and CertainTeed Landmark architectural shingles as a certified contractor for both.
A Custom Installations specialty. Certified Cedar Bureau material, traditional skip sheathing for ventilation, and stainless fasteners so nothing rusts out and lifts.
Brava and DaVinci systems give you the look of slate or cedar at a fraction of the weight, with Class A fire ratings and no maintenance. We’re certified for both.
Vermont slate and Ludowici clay tile, hand-nailed. This is the work that built our reputation — and the standard we hold every other roof to.
PAC-CLAD panels with Kynar 500® finishes, custom-fabricated in our own shop for an exact fit. Sharp modern lines, effectively maintenance-free.
Hand-soldered in our own metal shop — roofs, gutters, chimney caps, valleys, and custom dormers. Formed here rather than ordered in, which is why the details fit.
TPO, EPDM, and modified bitumen for additions, garages, porches, and light commercial. Tapered insulation designed so water actually leaves the roof.
Steel-core strength with the texture of shake or tile. Class 4 impact rated — a strong option for homeowners who want impact resistance.
How It Works
You'll know what's happening at every stage — that's most of what people actually want from a contractor.
Takes about 60 seconds. You reach our team directly — no call center, no phone tree.
We inspect edge to ridge, photograph what we find, and hand you a written breakdown of scope, materials, timeline, and warranty. No obligation.
We pull permits, handle the dumpster, protect your landscaping, and confirm your dates. You get a dedicated superintendent and their direct number.
Daily updates and daily cleanup. Most asphalt roofs are done in one to two days — no tarps sitting on your house for weeks.
We walk the finished job with you, leave the site picked up, and register your 10-year workmanship warranty plus the manufacturer coverage.
Straight Answers
A new roof in the Chicago area typically starts around $15,000, but that swings widely with the size of the roof, its pitch and complexity, and the material you choose. Your written estimate breaks out materials, labor, scope, and timeline — no hidden add-ons.
Most asphalt shingle roofs are completed in 1–2 days. Cedar, slate, and other specialty systems take longer depending on size and detail. You get a clear timeline up front and daily updates from your site superintendent.
Asphalt shingles are what most homeowners choose, and we install them as a GAF Master Elite and CertainTeed Select ShingleMaster contractor. We also install cedar shake, natural and synthetic slate, clay and concrete tile, standing seam metal, and custom copper — plus flat systems like TPO and EPDM.
Yes — fully licensed, bonded, and insured in both Illinois and Wisconsin (LIC #104.019878 & #105.000776). Our crews are manufacturer-certified, and every project is overseen by a dedicated site superintendent.
New roof installations carry a 10-year workmanship warranty on our labor, on top of the manufacturer’s warranty on the materials themselves. Because we’re GAF Master Elite, we can also offer enhanced GAF system warranties on qualifying roofs.
No. We use our own in-house crews, and every job gets a dedicated site superintendent from first nail to final walkthrough. It’s the reason our work looks consistent across 40,000+ projects.
Still have a question? Call us at 847-932-4500 — you'll get a real person.
Ready When You Are
A free inspection and an honest answer — even if that answer is "your roof is fine, call us in five years." That's how we've stayed in business since 1969.
Mon–Fri 7:00am–5:00pm · Sat 8:00am–12:00pm