Cedar Shake Roof Replacement Cost in Chicago: 1 Minute to Understand Your Cedar Shake Roof InvestmentSarah ThompsonSep 09, 2025Table of ContentsTips 1FAQFree Smart Home PlannerAI-Powered smart home design software 2025Home Design for FreeReplacing a cedar shake roof in Chicago can be a significant investment, influenced by several factors such as roof size, pitch, material quality, and local labor rates. On average, homeowners in Chicago should expect to pay between $15,000 and $30,000 for a standard cedar shake roof replacement on a 2,000-square-foot home. This breaks down to approximately $7 to $15 per square foot, depending on the quality of cedar shakes selected (grades range from common to premium), tear-off needs, and complexity of your roof's architecture.Additional costs may include removal and disposal of old roofing materials (typically $1,000–$3,000), permit fees, and enhancements such as underlayment or improved ventilation. Weather conditions in Chicago, such as wind and snow loads, may also necessitate upgraded materials or extra installation steps, potentially raising the final cost.As a designer, I always recommend homeowners incorporate roof updates into an overall home improvement plan. This ensures cohesive curb appeal and long-term value. For example, if you’re also planning a remodel or extension, utilizing a 3D floor planner can help you visualize how your new cedar roof integrates with other design elements, enabling smarter material selections and style continuity throughout your home.Tips 1:When budgeting for cedar shake roof replacement, consider not just the upfront installation cost but the long-term maintenance needs. Cedar shakes require regular inspections and treatments to prevent rot and moss buildup, particularly in Chicago’s varied climate. Investing in quality materials and professional installation can substantially extend your roof’s life and preserve its natural beauty.FAQQ: What is the average cost per square foot for cedar shake roof replacement in Chicago? A: Most projects range from $7 to $15 per square foot, depending on shake grade, complexity, and labor costs.Q: What factors influence cedar shake roof replacement costs the most? A: Roof size, pitch, shake quality, removal of old materials, and Chicago’s climate-driven regulations most significantly affect costs.Q: How often do cedar shake roofs need to be replaced? A: With proper care, cedar shake roofs typically last 20–30 years; regular maintenance is key to longevity in Chicago’s weather.Q: Is city permitting required for roof replacement in Chicago? A: Yes, the City of Chicago requires roofing permits and may have additional codes for cedar shingles due to fire safety and insulation standards.Q: How can I ensure my new cedar shake roof complements my home’s design? A: Consider working with a designer and using digital tools like a 3D planner to preview how different shakes and roof lines enhance your home’s overall look.Home Design for FreePlease check with customer service before testing new feature.