Free Estimate 📞 (877) 586-1316 24/7
Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 437+ reviews

Professional Highland Park Roofing Experts. GAF Certified

Our Highland Park crews install 15-20 roofs a month. Asphalt shingle, metal, and flat roof specialists. Call (877) 586-1316. Real person picks up.

17+
Years
500+
Projects
4.8
Rating
17+
Years Experience
500+
Projects Completed
4.8
Star Rating (437+ Reviews)
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Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Highland Park โ€” from asphalt shingle roof replacement and emergency hail damage repair to metal roofing, flat roof systems, and gutter installation. Every project is installed by manufacturer-certified crews with workmanship warranties.

roof replacement
FREE ESTIMATE

Roof Replacement

We handle the whole replacement from permits to final inspection. Our Highland Park office pulls the permit, coordinates the dumpster, runs the crew, and schedules the building inspector. You sign the contract and we handle the rest.

roof repair
SAME-DAY

Roof Repair

Missing shingles, cracked flashing, a leak over the kitchen. Whatever it is, we fix it. Our Highland Park repair crew runs 6 days a week. Most repairs take half a day.

storm damage repair
LICENSED

Storm Damage Repair

After a storm in Highland Park, half the roofers in town show up knocking on doors. Most of them aren't from here. We are. We've been handling storm claims in Highland Park for 17 years. We know the adjusters, we know the process.

new roof installation
TOP RATED

New Roof Installation

We price new installs by the roofing square (100 sq ft). Architectural shingles in Highland Park typically run $350-$550 per square installed, depending on the pitch and access. That includes materials, labor, cleanup, and warranty registration.

metal roofing
GUARANTEED

Metal Roofing

Thinking about metal roofing for your Highland Park home? Good choice. We'll walk you through standing seam vs exposed fastener, steel vs aluminum, and color options. Free estimate, no hard sell.

shingle roofing
INSURED

Shingle Roofing

Architectural shingles are what 80% of Highland Park homeowners choose. They look better than 3-tab, last longer, and handle wind better. We install GAF Timberline, Owens Corning Duration, and CertainTeed Landmark.

flat roofing
FREE ESTIMATE

Flat Roofing

Modified bitumen is our go-to for residential flat roofs in Highland Park. Two-ply torch-applied system with a granulated cap sheet. It handles foot traffic, thermal cycling, and Illinois UV better than single-ply at the residential scale.

commercial roofing
SAME-DAY

Commercial Roofing

Your commercial roof is protecting your inventory, your equipment, and your employees. We do annual inspections for Highland Park business owners. Catch small problems before they become $50,000 problems.

gutter installation
LICENSED

Gutter Installation

Improperly sized gutters cause fascia board rot and foundation erosion. We calculate gutter capacity using the rainfall intensity formula: roof square footage x pitch factor x rainfall rate (inches/hr for Highland Park). Standard 5" K-style handles 5,520 sq ft of effective roof area. Bigger roofs or steeper pitches need 6" gutters with 3x4" downspouts. We hang with hidden hangers screwed into rafter tails every 24".

roof inspection
TOP RATED

Roof Inspection

Annual roof inspections catch small problems before they become expensive ones. A cracked pipe boot is a $150 fix. Ignoring it means $3,000 in ceiling and wall water damage. We recommend an inspection every 2-3 years for roofs under 10 years old, and annually after that.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Emergency tarping is the first priority. We cover the exposed area to stop water entry, then schedule the permanent repair once conditions allow. We don't charge extra for emergency tarp jobs. It's part of the repair cost.

skylight installation
INSURED

Skylight Installation

Tubular skylights bring light into tight spaces. Closets, laundry rooms, interior bathrooms. They use a reflective tube through the attic space, so they work even when the roof is far from the ceiling. Installed in a few hours.

Why Choose Highland Park Roofing & Maintenance?

Trusted by homeowners and businesses across Highland Park.

Free Roof Inspection

We get on the roof, take photos, and give you an honest assessment. If you don't need work, we'll tell you. No charge, no obligation, no high-pressure sales pitch.

Licensed & Insured

Fully licensed, bonded, and insured in Illinois. We carry $2M in general liability. Workers' comp on every crew member. Your property is protected if anything goes sideways.

Written Warranty

Manufacturer warranty plus our workmanship warranty in writing. If something fails because of our installation, we come back and fix it at no charge. Period.

4.8-Star Google Rating

437+ homeowners reviewed us. We don't pay for reviews or offer discounts for them. Those are real people who hired us and took the time to say we did a good job.

Our Work

Recent Projects

View All Projects โ†’

Simple Process

How It Works

1

Complimentary Assessment

Our inspector walks the roof looking at shingle condition, flashing integrity, vent function, and signs of moisture underneath. 30-45 minutes for most Highland Park homes.

2

Your Custom Proposal

We email or text the proposal so you can review it at home. Questions? Call us. No pressure, no expiration date tricks, no "today-only" pricing.

3

Build Day

We build your roof the way manufacturers require for full warranty coverage. Every layer matters. Ice and water shield, synthetic underlayment, starter strip, field shingles, hip and ridge caps.

4

Final Walkthrough

Before we leave: magnetic nail sweep across the entire yard, driveway, and walkways. Dump trailer hauled off. Gutters cleaned out. Your property looks better than when we arrived.

Verified Reviews

What Our Customers Say

โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 437+ reviews
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"Went with the Owens Corning Duration shingles in Estate Gray. The SureNail strip is legit. You can see each shingle is locked down tight. Happy with the choice."

R
Robert P.
Highland Park
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"Highland Park Roofing & Maintenance did our roof 4 years ago and I just had them do my mom's house too. Same quality, same crew lead actually. That tells you something about the company."

C
Crystal W.
Highland Park
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"The crew showed up at 7:30 and was done by 4. Old roof off, new one on, yard cleaned up. I watched from the window. These guys don't mess around."

M
Mark S.
Highland Park

Service Areas

Areas We Serve

From Highland Park to Mooseheart, Paloma, Roseville, Summerfield, Westchester. We've replaced roofs on every street. Ask your neighbor. Chances are we did theirs.

Mooseheart Paloma Roseville Summerfield Westchester Baldwin Cantrall Davis Fisher Hecker
J

Meet the Owner

James Edwards

Owner & Lead Contractor

James has been serving Highland Park for over 17 years, building a reputation on honest work, fair pricing, and crews that treat every home like their own. What started as a one-truck operation has grown into a full-service Roofing company โ€” but the values haven't changed.

"We don't cut corners. Every job gets the same attention to detail whether it's a small repair or a complete replacement. That's how you earn 437+ five-star reviews."

License #137845 17+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

Here's the process: we inspect your roof for free, document any storm damage with photos, and help you file the claim. Your insurance company sends an adjuster. We meet them on-site and walk the roof together. If approved, we do the work at the agreed price. If the estimate seems low, we supplement it with additional documentation.

Catch the water with a bucket, move valuables out of the drip zone, and call us at (877) 586-1316. Don't get on the roof yourself. It's dangerous and you probably can't fix it permanently anyway. We respond to emergency leaks within 24 hours in Highland Park and tarp the area to stop further damage.

The shingles carry the manufacturer's warranty. Typically 30-50 years for architectural shingles. Our installation warranty covers any defects in our workmanship. If something goes wrong because of how we installed it, we fix it at no cost. Both warranties are in writing and we provide them at the final walkthrough.

Common signs: curling or cracking shingles, missing shingles after wind events, granule loss (look in your gutters), daylight visible through the attic, sagging roof deck, and age. Most asphalt roofs last 20-30 years in Illinois. If you see any of these, call (877) 586-1316 for a free inspection. We'll be honest about whether you need a replacement or just a repair.

Depends on size, pitch, and materials. Average in Highland Park is $12,000-$16,000 for a standard residential replacement with architectural shingles. We price by the square and itemize everything so you can compare to other quotes. Free estimates. Call (877) 586-1316.

Have more questions? Call (877) 586-1316

SAME-DAY APPOINTMENTS AVAILABLE

Get Your Free Roof Inspection Today

24/7 emergency service. Most appointments available within 48 hours.

📞 Call (877) 586-1316

โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 437+ Reviews  ยท  Licensed  ยท  Insured