Best Roof Repair in Pleasant Prairie, WI — Top Roofers (2026)
Top Roofers in Pleasant Prairie, WI
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Perfect Touch Home Improvement earns consistent praise for their professionalism, responsive communication, and attention to detail across all project stages—from initial consultation through installation and follow-up. Customers particularly appreciate Alex's thoroughness in answering questions, proactive updates (including advance notification of delays), and willingness to accommodate changes and go beyond original scope. The company delivers quality workmanship at reasonable prices while maintaining clean job sites and ensuring customer satisfaction before project completion.
"They are one of the most professional companies I have ever dealt with. They installed my Govee lights and were on top of everything. Alex literally answered all million questions I had about what’s needed and how many lights and what kind to get. Sent reminder texts leading up to install day. Day of install and they were running about 30 min late but they called me and let me know prior to being late. And were super apologetic. When they…" — Riggs R.
+1 847-707-7325
Cittrix Roofing earns consistent praise for exceptional craftsmanship, attention to detail, and a customer-focused approach that prioritizes communication and satisfaction over pressure sales. Customers highlight the professionalism and care demonstrated by owner Dan and team members like Casey and Andrew throughout every stage of the project, from transparent pricing and color selection to careful installation using quality materials. The company stands out for going above and beyond—offering drone footage, local references, meticulous finishing touches, and responsive direct communication—leaving clients with roofs that dramatically improve their homes' appearance and durability.
"Cittrix Roofing is an outstanding roofing company! I received multiple estimates for roofing work we needed done. Dan the owner came out quickly and he gave us an excellent price with a better Class 4 impact rating SBS shingle that will save us on our home owners insurance. Before starting they gave us addresses of local clients that had the shingles colors we were interested in to help us decide on a final color. During construction they used…" — Richard J.
+1 847-665-1950
Midwest Cedar Roof Maintenance earns consistent praise from customers for exceptional craftsmanship, attention to detail, and reliable communication throughout every project—from initial estimates through completion. Homeowners particularly value the team's professionalism, efficiency, and honest approach; they solve problems directly without pushing unnecessary work or lengthy negotiations, and they take pride in finishing details like flashing, valleys, and shingling. The company stands out for fair pricing, comprehensive warranty options, and a reputation built on visible quality work in the community rather than aggressive sales tactics.
"Like a maelstrom, our house was damaged by the 100 mph winds and hail that ravaged Cay in late August 2025. Like locusts, the tempest drew good and bad companies into the town; many were unknown to me. That being said, I live in the Hillhurst area and have seen Ed and Elva's Midwest Cedar Roof Maintenance company working down the street in the past, and I have admired their craftsmanship while walking my dogs. Clean-looking, sleek ridges and…" — PAUL A.
+1 847-505-4992
S&S Repair and Restoration earns consistent praise for exceptional professionalism, responsiveness, and transparent pricing—with customers highlighting that initial estimates remain firm and comprehensive. The team demonstrates strong communication skills and attention to detail across all project types, from water damage mitigation to roof replacement, consistently going above and beyond to protect customers' properties and address their concerns. Customers particularly value the company's reliability, trustworthiness, and seamless coordination with insurance companies, making complex restoration projects feel manageable and stress-free.
"I had a sewer pipe collapse from my house to the street. I had Roto Rooter dig up my front yard and install a new line. They said they also did mitigation because I had a huge backup and flood on the first floor and into my finished basement. I was so unhappy with their mitigation I called in S&S to do the job the right way. They were fantastic and thorough while working with Kody my Insurance Adjuster from Country Insurance. Phil Witz their…" — Michael
+1 815-900-8016
Rx Roofing consistently earns praise for their professionalism, responsiveness, and high-quality craftsmanship across residential and commercial projects. Customers particularly appreciate their efficient project execution, clear communication, fair pricing, and willingness to work with insurance claims to make the process seamless. The team is known for meticulous attention to detail, thorough site cleanup, and going above and beyond—even in challenging conditions—to deliver results that exceed expectations.
"⭐️⭐️⭐️⭐️⭐️ 5-Star Review We had an excellent experience working with Luke and the team at Rx Roofing on a full roofing installation for one of our custom builds. Luke was responsive, organized, and made sure everything was executed to a high standard — exactly what you want on a complex custom home project. The crew worked efficiently, kept the site clean, and delivered a high-quality roof installation that looks incredible and meets all…" — Thorn A.
+1 224-518-0278
Lakeland Exteriors & Roofing
Lakeland Exteriors is praised by customers for exceptional professionalism, meticulous attention to detail, and responsive service. Clients consistently highlight the team's expertise in handling complex issues—from insurance claims to structural problems—while maintaining transparent communication throughout projects and leaving job sites spotless. The company delivers high-quality workmanship at competitive pricing, with crews that arrive on time, work efficiently, and stand behind their work with strong warranties.
"We contacted Lakeland Exteriors out of Lake Villa due to a roof leak. During the site visit Derek (Lakeland) and I discussed the leak issues and my idea of replacing two gutters plus rerouting two downspouts to ground level that were draining water onto lower roof lines. They supplied a professional quote that was very reasonably priced so we decided to have all of the work quoted completed. The day of work Derek and two others showed up 5…" — Don A.
+1 847-395-8854
Times Roofing company earns consistent praise for their skilled craftsmanship, professionalism, and respectful approach to every project. Customers appreciate their clear communication, organized work process, and ability to handle roofing issues efficiently while keeping homeowners informed and reassured throughout the job. The company's combination of quality workmanship, friendly demeanor, and smooth project execution has left customers feeling secure and satisfied with their results.
"Times Roofing company did a fantastic job repairing my roof after a leak. The crew was friendly, skilled, and very respectful of my home. Everything was completed smoothly. I feel much more secure now." — FERNANDO O.
+1 630-999-9619
Wilson Home Restorations
Wilson Home Restoration earns consistent praise for their exceptional craftsmanship, high-quality materials, and meticulous attention to detail across window replacement, siding, doors, and exterior projects. Customers particularly value owner Jim's professional demeanor, transparent communication, and hands-on involvement throughout projects—from initial consultations to on-site inspections during installation. The company's commitment to customer satisfaction, reasonable pricing, and efficient execution has built a loyal clientele who recommend them without hesitation for any home remodeling needs.
"We recently had the pleasure of working with Wilson Home Restorations for repairs and a revamp of our home's exterior. We are so thrilled with the transformation by Jim & his team of craftsmen. The project included new windows on the upper floor, a new back porch slider & front door, a new garage door, new porch columns & stone veneer, and a fresh coat of paint on the trim. From start to finish, the project was executed flawlessly, and we…" — A R.
+1 847-566-2300
Cedar Roof Repair earns consistent praise for exceptional craftsmanship and reliability, with customers highlighting the dramatic improvement to their roofs and the company's ability to extend roof life through quality repairs and treatments. The team stands out for transparent communication, punctual service, and honest pricing—often quoting significantly lower than competitors—while demonstrating professionalism and attention to detail from initial consultation through project completion. With a strong track record of customer loyalty spanning years, Cedar Roof Repair is particularly recommended for cedar roof and shake restoration.
"I called Cedar Roof Repair for a second opinion on a quote I received from another company. Joseph explained the cleaning and restoration process in simple terms. He also explained why his process was different than the other company. Importantly, the quote was literally half of the first one I received. Scheduling was simple and they arrived on time. Patrick is cheerful and practical - it was refreshing to chat a bit with someone so…" — Atul K.
+1 847-496-0620
Jackson Insulation/Exteriors earns consistent praise for exceptional craftsmanship and professionalism, with customers highlighting the crew's attention to detail, punctuality, and ability to complete complex projects from windows and siding to gutters and fascia with precision. Clients particularly appreciate the company's honest communication throughout projects, transparent pricing, and respectful treatment of their properties, with crews keeping work areas clean and proactively identifying additional needs without unnecessary upselling. The team's combination of skilled engineering, creative design solutions, and personalized service has earned strong customer loyalty, with multiple repeat clients and enthusiastic recommendations.
"We needed new gutters, soffits, and fascia, so we decided to call Cliff Jackson on the recommendation of our neighbor who had work done by them as well. We got the estimate, and it was fair and honest. We had an excellent experience with this business! From start to finish the entire crew were so professional, friendly, and the really did a excellent job of keeping our property as clean as possible during the work. They really respected our…" — Jennifer W.
+1 815-459-7444
Why Hire a Local Roofer in Pleasant Prairie?
Local Climate Knowledge
Pleasant Prairie roofers understand Wisconsin's specific weather patterns and choose materials built to last in local conditions.
Building Code Compliance
Local contractors know Pleasant Prairie's permit requirements and code standards, ensuring your repair passes inspection.
Faster Response Times
A local company can respond to emergencies quickly and follow up easily if issues arise after the repair.
Typical Roof Repair Costs in Pleasant Prairie
| Repair Type | Typical Cost Range |
|---|---|
| Minor Leak Repair | $150 – $400 |
| Shingle Replacement (small area) | $300 – $900 |
| Flashing Repair | $200 – $600 |
| Gutter Repair / Replacement | $150 – $500 |
| Section Repair (large area) | $1,500 – $5,000 |
| Emergency Repair | $500 – $1,500 |
| Full Roof Replacement | $8,000 – $25,000+ |
* Estimates only. Actual costs vary by scope, materials, and contractor. Get at least 3 quotes.
FAQ: Roof Repair in Pleasant Prairie, WI
Roof repair costs in Pleasant Prairie typically range from $150–$400 for minor leak repairs to $1,500–$5,000 for extensive section repairs. Emergency repairs can cost more. The exact price depends on the extent of damage, roofing material, roof pitch, and the contractor you choose. Always get 3 quotes before committing.