Best Roofing Contractors In Highland Park, IL (Top Guide)

The best roofing companies in Highland Park, IL combine dependable workmanship, quality materials, and long-term protection for your home. Whether you’re repairing storm damage, replacing an aging roof, or upgrading your exterior, the Highland Park roofing contractor you choose directly impacts the durability and performance of your roofing system.

• Experienced contractors help reduce the risk of premature roofing issues
• Proper installation improves weather resistance and roof lifespan
• The right company can enhance both protection and curb appeal

Below, we break down the top roofing contractors serving Highland Park and what each one offers based on publicly available information.

How We Evaluate Highland Park Roofing Companies

Choosing a roofing contractor involves more than comparing pricing or advertisements. We look at several factors that reflect workmanship, reliability, and homeowner experience. These criteria help identify companies that consistently deliver strong roofing services.

• Experience: Familiarity with different roofing systems, materials, and installation methods
• Service range: Ability to handle inspections, repairs, replacements, and exterior projects
• Material expertise: Knowledge of asphalt shingles, cedar shake, slate, and synthetic roofing systems
• Professionalism: Clear communication, dependable scheduling, and organized project management
• Reputation: Consistency in customer feedback and overall industry presence

Why Roofing Experience Matters More Than Many Homeowners Realize

Roofing systems involve much more than shingles alone. Proper installation requires attention to ventilation, flashing, drainage, and structural support. Contractors with more experience are typically better prepared to identify hidden issues before they become expensive problems.

According to the National Roofing Contractors Association, installation quality is one of the most important factors affecting roof lifespan. Even premium roofing materials can fail early if they are installed incorrectly or if moisture and ventilation problems are overlooked.

This is why homeowners often benefit from working with contractors that understand multiple roofing systems and long-term roof performance rather than focusing only on quick installation.

5 Top Roofing Contractors Serving Highland Park, IL

The roofing companies below serve homeowners in Highland Park and the surrounding North Shore. Each overview is based on information available from the company’s website.

1. Shake Guys

Shake Guys is a premium roofing specialist focused on cedar, composite, and slate roofing systems. The company offers cedar shake, composite shake and slate, asphalt shingles, custom copper, storm damage repair, and commercial roofing, along with exterior services including gutters, skylights, siding, and windows. Highland Park is on their Illinois service area list.

With over 20 years of experience and factory-trained installers for products like GAF and DaVinci, Shake Guys is a strong choice for homeowners looking for high-end roofing or custom exterior upgrades. The company carries an A+ BBB rating and over 250 five-star Google reviews.

• Specialty materials: Cedar shake, slate, composite, asphalt, and custom copper
• Exterior services: Gutters, skylights, siding, and windows
• Craftsmanship focus: Factory-trained installers for premium products
• Material expertise: Strong knowledge of cedar, synthetic, and slate systems

2. Etruscan Gutters & Roofing

Etruscan Gutters & Roofing is a Highland Park-based family-owned company located at 1460 Old Skokie Valley Rd, with over 40 years of experience serving the local area. The company focuses on residential roofing and gutter services, including roof replacement, roof repair, gutter replacement, and gutter repair.

As one of the few companies on this list actually headquartered in Highland Park, Etruscan brings strong local knowledge and a long track record. They work with premium materials including DaVinci composite and Brava synthetic shake, and carry a 4.94/5 average rating across 560+ customer reviews.

• Local headquarters: Based in Highland Park, IL
• Core services: Roof replacement, roof repair, gutter replacement, and gutter repair
• Premium materials: DaVinci, Brava, and copper installations
• Customer feedback: 4.94/5 average across 560+ reviews

3. TopSecure Roofing Contractors

TopSecure Roofing Contractors is a Highland Park-based roofing company located at 2980 Summit Ave. The company specializes in roof installation and replacement for both residential and commercial properties across the Highland Park area, and offers free estimates to prospective clients.

This straightforward focus on installation and replacement makes TopSecure a practical option for homeowners ready to take on a full roofing project rather than ongoing maintenance.

• Local headquarters: Based in Highland Park, IL
• Core services: Roof installation and replacement
• Property types: Both residential and commercial roofing
• Estimates: Free quotes available before any work begins

4. Peace of Mind Exterior Co

Peace of Mind Exterior Co is a Highland Park-based roofing contractor located at 1510 Old Deerfield Road. The company provides roofing, roof repair, siding, and gutter services for residential, commercial, and industrial properties across the North Shore and Chicagoland area, including apartment complexes and homeowners’ associations.

Peace of Mind is BBB accredited (Illinois license #104.018411), fully insured, and offers free estimates. Their focus on year-round roof maintenance is designed to maximize roof system lifespan and protect homeowner investment.

• Local headquarters: Based in Highland Park, IL
• Service range: Roofing, roof repair, siding, and gutters
• Property types: Residential, commercial, and industrial
• Credentials: BBB accredited, fully licensed and insured

5. Global Exterior Experts

Global Exterior Experts is an Aurora, IL-based exterior remodeling company founded in 2010 with over 15 years of experience. Highland Park (zip 60035) is on their published service area list. The company offers roofing, siding, gutters, windows, and commercial roofing services across the Chicagoland area and central Illinois.

Global Exterior Experts is BBB A+ accredited and carries a 4.7/5 average rating across 303+ online reviews. They’re licensed, bonded, and insured (Illinois Roofing License #465544784), and have served over 5,000 Illinois homeowners.

• Service range: Roofing, siding, gutters, windows, and commercial work
• Credentials: BBB A+ accredited, licensed, bonded, and insured
• Experience: Founded 2010, 15+ years of remodeling experience
• Customer feedback: 4.7/5 average across 303+ reviews

Roofing Problems That Often Start Small

One of the biggest challenges with roofing issues is that many problems begin subtly. A few missing shingles or minor flashing damage may not seem serious initially, but these small issues let moisture enter over time.

Water intrusion often spreads beyond the original damaged area, affecting insulation, decking, and even interior ceilings. In cold North Shore winters, trapped moisture also contributes to ice dam formation and additional structural stress.

Routine inspections and quick repairs help prevent small problems from turning into major expenses later.

What Homeowners Should Ask Before Hiring A Roofer

Before signing a contract, homeowners should ask questions that clarify the contractor’s experience and process. Asking about material options, timelines, warranties, and project management gives a better understanding of what to expect.

It’s also important to ask whether the contractor has experience with the specific roofing system being installed. Materials like cedar shake and slate require more specialized installation techniques than standard asphalt shingles.

Clear communication early in the process leads to smoother projects and fewer misunderstandings once work begins.

Work With Shake Guys For Premium Roofing Solutions

If you’re looking for a roofing contractor that combines premium materials, strong craftsmanship, and attention to detail, Shake Guys is a top option to consider. Their experience with cedar, synthetic, and slate roofing systems allows them to handle projects that demand both durability and design.

Shake Guys delivers long-lasting roofing solutions that protect your home while enhancing its overall appearance. From inspections to full replacements, their team works to deliver results that meet your goals.

Reach out to Shake Guys today to schedule your free inspection and learn more about your roofing options.