Best Roof Repair in Pleasant Prairie, WI — Top Roofers (2026)

J & J Contractors consistently delivers high-quality work completed on time and on budget, earning praise from customers for their attention to detail across roofing, remodeling, and renovation projects. Project managers like Alejandro are noted for exceptional communication, responsiveness, and keeping homeowners informed throughout construction, even in challenging conditions like winter weather. Customers appreciate the team's professionalism, collaborative approach to design solutions, and ability to execute complex projects while maintaining a comfortable living environment for families during construction.

All Season Roofing earns consistent praise for exceptional craftsmanship, with crews completing projects efficiently while maintaining meticulous attention to detail and property cleanup. Customers highlight the professionalism and knowledge of the sales and project management team—particularly Martin, Jeff, and Juan—who provide transparent communication, answer questions thoroughly, and keep homeowners informed throughout every phase of work. The company is especially recognized for going above and beyond in complex situations, such as navigating insurance claims for storm damage and coordinating multiple trades to ensure complete customer satisfaction.

Forever Restoration earns consistent praise for their professional team's exceptional responsiveness and clear communication throughout emergency situations, with customers highlighting how crew members walk them through processes and provide reassurance during stressful moments. Clients appreciate the company's thorough expertise, attention to detail—including daily cleanup and sanitization protocols—and willingness to go above and beyond to ensure complete customer satisfaction. The team's ability to respond quickly to urgent situations, such as water damage and business interruptions, combined with their polite, knowledgeable, and organized approach, makes them a trusted choice for restoration services.

Ace Handyman Services consistently earns praise for their professionalism, punctuality, and responsiveness, with customers highlighting how team members like Larry, Alex, Kevin, and Garrett arrive on time, communicate proactively, and deliver quality work on projects ranging from roofing to drywall and installations. Customers particularly appreciate the company's quick callback times and willingness to handle both large and small jobs with equal attention to detail, including thorough cleanup upon completion. The team's efficiency and commitment to honoring promises make them a trusted choice for repeat business and referrals.

Ace Handyman Services earns consistent praise for professionalism, clear communication, and quality workmanship, with technicians like TJ arriving on time, explaining processes transparently, and completing projects as promised. Customers particularly appreciate the team's responsiveness—including next-day appointment availability—and their ability to handle unexpected challenges while keeping clients informed and even helping reduce costs. However, potential clients should clarify pricing upfront, as some have reported surprise fees beyond hourly rates and material charges.

Customers consistently praise Elevate Construction for their professionalism, responsiveness, and quality craftsmanship, with team members like Ken, Manny, Angel, Louis, and Sam earning specific recognition for accessibility and attention to detail. The company stands out for prioritizing customer service—addressing urgent storm damage quickly, explaining work thoroughly, and treating customers with respect and courtesy regardless of job size. Reviewers highlight the company's reliability in delivering work on time and to satisfaction, making them a trusted choice for roofing and gutter projects.

Ace roofing company earns consistent praise from customers for professional, punctual service and transparent communication about pricing and project scope. Customers particularly appreciate the technicians' attention to detail, thoroughness in explaining work, and commitment to leaving properties clean and well-maintained. The company is recognized for fair pricing, quick availability, and reliable workmanship that customers trust enough to recommend and use repeatedly.

Mike and his team at Diversified Insulation earn consistent praise for exceptional communication, responsiveness, and fair pricing that stands out in a competitive market. Customers highlight the crew's professionalism and attention to detail—from proactively protecting work spaces to maintaining cleanliness on job sites—along with their extensive knowledge and willingness to work around other contractors' schedules. Beyond quality workmanship, clients report measurable results, such as significant energy bill reductions, and express strong confidence in returning for future projects.

Dynico Roofing earns consistent praise for its honest, customer-focused approach and transparent communication—consistently steering homeowners away from unnecessary work and clearly explaining what actually needs repair. Customers appreciate the company's reliability, with team members responding promptly, showing up as scheduled, and completing quality work efficiently, often finishing major projects in a single day. The combination of competitive pricing, professional workmanship, and genuine care for customers' homes rather than upselling has made Dynico a trusted local choice for roofing, siding, and gutter services.

Chicago Green Insulation is known for owner Tom Decker's expertise, responsiveness, and thoughtful approach to solving insulation challenges, with customers praising his thorough inspections, knowledgeable recommendations, and ability to develop cost-effective solutions tailored to individual needs. Multiple clients highlight his reliability and professionalism, noting that his crews execute projects efficiently and dependably. However, one customer experienced significant frustration with incomplete project scope and lack of follow-up support regarding required compliance work, resulting in substantial unexpected costs.