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About
Windy City Flat Roof is a highly rated roofing contractor serving Logan Square and surrounding areas, carrying a 4.9★ rating across 79 reviews. Known particularly for siding and gutters. One reviewer writes: "I contacted Windy City Flat roof first thing on Monday morning and Eli called me back within minutes." Homeowners report high-quality outcomes that justify the investment. Rick and the team are singled out for responsive, clear communication. Stays on timeline — a client noted completion in just 3 days. They consistently leave the job site clean — a theme across client feedback. Clients describe fair pricing that matches the scope and quality of work.
Project Pricing Insight
Price range:Mid-Range$$
Roofing projects typically cost $5K – $25K in Chicagoland
John Featherstone
36 reviews
Highlights
Excellent communicationHigh-quality workmanshipOn time and on budgetProfessional and trustworthyClean and respectful of propertyWent above and beyond
Specialties
- Roof replacement
- Siding and gutters
Service Areas
Wicker Park|Logan Square
What Clients Are Saying
Clients liked
- “They were swamped with calls due to the weather, but he had a crew out to our house within a couple hours.”
- “We were dealing with a leak in our master bedroom closet, and they identified the issue and let us know the condition of our roof, which was not great.”
- “My roof was so damaged that it was literally raining in every room of my home I made the phone call.”
Some noted
- “Despite signing a contract with Ricky for a high-quality materials, they substituted them with inferior, low-cost products that were never agreed upon. This was a clear breach of contract and a blatant attempt to cut corners at my expense.”
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