Roof Repair & Replacement in Cherry, IL

"Had a bad leak around the chimney flashing after a storm. Waukegan Roofing & Maintenance came out next day, found the failed step flashing, replaced it, and sealed everything properly. No more dripping. Solid work."

"I called about a small leak and expected a hard sell on a full replacement. The inspector showed me it was just a cracked pipe boot — $300 repair instead of a $12,000 roof. Honest company."

"We got three quotes for a full tear-off and Waukegan Roofing & Maintenance was the most thorough. They showed us the rotted decking in the photos before replacing it. New Timberline HDZ shingles look great."

19+ Years of Experience

We've been installing and repairing roofs for over 19 years. That experience shows in how we handle complex roof lines, unexpected deck damage, and insurance claim disputes. We've seen everything and know how to handle it.

Storm Damage Specialists

Hail, wind, and monsoon damage are common in IL. Our team includes HAAG Certified inspectors who document damage the way adjusters expect it. We handle the entire insurance claim process so you don't have to.

4.9/5 Stars | 362+ Reviews

Our reputation is built one roof at a time. 362+ homeowners across Waukegan, Cherry, and surrounding areas have rated us 4.9/5 stars. We earn every review. No incentives, no discounts for feedback.

GAF Master Elite Certified

Only 2% of roofing contractors in the country hold GAF Master Elite certification. That gives Cherry homeowners access to the Golden Pledge warranty: 25 years on workmanship, 50 years on materials. It's the strongest warranty in the industry.