Your roof is one of your home’s most critical lines of defense against Wisconsin’s weather such as heavy snow, driving rain, wind, freezing temperatures, and UV exposure all demand high quality, durable construction. Choosing the right roofing contractor can make the enormous difference between a trouble-free roof for decades or costly leaks, poor workmanship, and headaches.
In Milwaukee, there are dozens of roofers competing for your business. To simplify the process, this article presents a curated list of the top 5 roofing companies in Milwaukee in 2026, like Bubblegum Roofing and Modern Exterior. We assess them based on reputation, service scope, warranties, certifications, customer reviews, and capacity.
After the list, you’ll find a comparison table, a checklist for hiring, and tips for homeowners in this region.
What Makes a Roofing Company “Top Tier”?
Before diving into the list, here are the criteria used to pick and rank these roofers:
| Criterion | Importance | Notes |
| Reputation & reviews | Reflects real customer experience | Online reviews, BBB, local listings |
| Licensing, insurance & credentials | Ensures legal compliance and protection | Must carry liability and workers’ comp |
| Warranty & manufacturer partnerships | Protects investment long term | “50-year warranty” or “certified installer” traits |
| Range of services | Roofing + gutters, siding, etc. | Firms offering full exterior often more convenient |
| Capacity & project scale | Ability to handle small and large jobs | Enough crews, management, logistics |
| Local presence & longevity | Familiarity with Milwaukee climate & codes | Longstanding local business or regionally rooted |
With those in mind, here are the top picks.
Top 5 Roofing Companies in Milwaukee (2026)
Milwaukee’s weather puts every roof to the test, making it essential to hire a reliable contractor. Whether you’re replacing, repairing, or maintaining your roof, the right team ensures lasting protection and value.
Here are the top 5 roofing companies in Milwaukee for 2026, recognized for their quality, service, and trusted local reputation.
1. Bubblegum Roofing (formerly Bubblegum Flooring)
- Website: bubblegumroofing.com
- Service Area: Greater Milwaukee, Waukesha, and Racine
- Specialties: Residential and commercial roofing, roof repair, and roof replacement
Highlights & Background
Bubblegum Roofing is a locally owned and operated contractor known for its customer-focused service and high-quality roofing installations. The company is led by founder Aaron Jakel, who maintains a hands-on approach to every project. According to company data, they have completed over 400 projects and served more than 500 customers across southeastern Wisconsin.
Interestingly, Bubblegum Roofing has evolved from Bubblegum Flooring LLC, a Waukesha-based flooring business. The rebranding reflects their focus shift toward exterior and roofing work.
Per BuildZoom, Bubblegum Roofing LLC holds an active Dwelling Contractor license in Wisconsin.
Strengths
- Personalized Attention: As a smaller, locally owned business, projects receive direct oversight from leadership.
- Regional Expertise: Deep familiarity with Milwaukee-area weather patterns and building requirements.
- Verified Licensing: BuildZoom confirms an active Wisconsin Dwelling Contractor license.
Services Offered
- Roof Installation
- Roof Repair
- Residential Roofing
- Commercial Roofing
- Roof replacement (asphalt, architectural shingles, and specialty materials)
- Roof leak detection and repair
- Flat and low-slope commercial roofing
- Roof inspections and maintenance
2. Modern Exterior Roofing
- Website: modernexteriorroofing.com
- Service Area: Milwaukee and surrounding counties
- Specialties: Roofing, siding, gutters, and full exterior remodeling
Highlights & Background
Modern Exterior Roofing provides a comprehensive range of exterior renovation services, including roofing, siding, windows, and gutters. The company markets itself as a one-stop exterior specialist for both residential and commercial properties.
They are BBB-accredited with an A+ rating (as of 2024) and have received hundreds of positive customer reviews across online platforms. Reviews frequently mention professionalism, timeliness, and attention to cleanup.
Strengths
- Comprehensive Exterior Solutions: Homeowners can complete multiple exterior projects under one contractor.
- Strong Reputation: A+ BBB accreditation and consistently high review scores.
- Customer Satisfaction: Verified testimonials highlight strong communication and reliable service.
Services Offered
- Residential and commercial roof installation
- Roof repairs and maintenance
- Gutter installation and replacement
- Siding and window installation
- Storm damage restoration
3. Infinity Exteriors
- Website: infinityroofing.com
- Service Area: Statewide across Wisconsin, with strong presence in Milwaukee
- Specialties: Roofing, siding, windows, and full exterior remodeling
Highlights & Background
Infinity Exteriors is one of Wisconsin’s largest and most established roofing and exterior contractors. The company promotes long-term warranty coverage, skilled craftsmanship, and broad material options.
They offer multiple roofing systems — asphalt shingles, cedar shake, slate, and metal roofs — and claim to deliver the best value with valid 50-year manufacturer warranties.
Strengths
- Large-Scale Capacity: Ability to handle multiple job sites and large residential or commercial projects.
- Manufacturer Partnerships: Offers extended warranty coverage and high-end material selections.
- Design Flexibility: Wide range of roofing styles for custom home and architectural needs.
Services Offered
- Full roof replacement and installation
- Roof repair and re-roofing
- Siding, window, and insulation installation
- Gutter systems and soffit/fascia work
- Exterior remodeling and upgrades
4. Community Roofing & Restoration
Website: communityroofingandrestoration.com
Service Area: Milwaukee and surrounding counties
Specialties: Residential roofing, siding, windows, and restoration
Highlights & Background
With decades of experience, Community Roofing & Restoration is one of Milwaukee’s most established roofing and restoration companies. They are known for craftsmanship, custom sheet metal work, and close involvement in neighborhood projects throughout the region.
Their strong local reputation stems from consistent service in roofing, siding, and window replacement, making them a trusted name among homeowners.
Strengths
- Established Reputation: Decades of work within Milwaukee’s residential market.
- Custom Craftsmanship: In-house sheet metal fabrication for gutters and flashings.
- Homeowner-Oriented: Tailored services suited to single-family and smaller-scale projects.
Services Offered
- Residential roof installation and replacement
- Roof leak repair and maintenance
- Custom sheet metal fabrication
- Siding and window installation
- Restoration and insurance-related repairs
5. Rescue My Roof (Milwaukee Branch)
Website: rescue-my-roof.com
Service Area: Milwaukee and surrounding counties
Specialties: Residential and commercial roofing, roof inspections, storm repair
Highlights & Background
Rescue My Roof is a well-known roofing contractor serving homeowners across the Milwaukee area. With a strong local presence and years of experience, the company has built a reputation for reliability, craftsmanship, and responsive customer service.
They are frequently recognized in local directories and community listings for their dependable work and transparent pricing. Homeowners often highlight the team’s professionalism, clear communication, and willingness to accommodate both residential and light commercial roofing needs.
The company continues to grow its reputation as a trusted, mid-sized Milwaukee roofer offering a balance of quality, affordability, and flexible service options.
Strengths
- High Local Visibility: Frequently featured in regional roofing directories and guides.
- Reputation-Focused: Highlights experience and trustworthiness within its own content and marketing.
- Flexible Solutions: Competitive pricing and responsive service for both residential and commercial projects.
Services Offered
- Roof replacement and installation
- Roof inspections and maintenance
- Roof leak repair and storm damage restoration
- Commercial roofing systems
- Gutter repair and installation
Comparative Summary Table
Here’s a side-by-side snapshot of the top 5:
| Company | Strengths / Unique Selling Points | Typical Project Scale | Known Weaknesses / Risks | Best For |
| Bubblegum Roofing | Locally owned, hands-on leadership, active Wisconsin license, strong customer communication, and modern rebranding from flooring to roofing | Small to medium residential; light commercial roofs | Newer company, not yet BBB-rated, smaller crew limits capacity for large-scale projects | Homeowners seeking a personalized experience with close project oversight and flexible scheduling |
| Modern Exterior Roofing | Comprehensive exterior services (roofing, siding, gutters, windows), BBB A+ accreditation, strong customer feedback, one-stop convenience | Residential and commercial; full exterior remodels | A few workmanship complaints on BBB (mostly resolved), can be pricier for smaller standalone jobs | Clients needing bundled exterior projects or long-term home upgrades managed by one contractor |
| Infinity Exteriors | Large-scale operation, manufacturer-backed warranties (up to 50 years), extensive material and design options | Large residential, commercial, or custom builds | May subcontract some work; less personal interaction with leadership | Homeowners or developers seeking premium materials, large crews, and warranty-backed results |
| Community Roofing & Restoration | Long-standing Milwaukee reputation, historic home expertise, in-house sheet metal work, reliable for residential projects | Residential; mid-size roofing, siding, and window restoration | May not be cost-competitive on large or commercial projects | Homeowners valuing trust, tradition, and craftsmanship for established neighborhoods |
| Rescue My Roof | High local visibility, strong reputation in directories, responsive service, competitive pricing | Residential; small to medium projects | Limited public data; mid-tier visibility compared to top competitors | Homeowners comparing multiple reputable local roofers and seeking flexible pricing |
Checklist for Hiring a Roofing Contractor in Milwaukee
Before signing a contract, take time to verify every detail. Milwaukee homeowners face unique climate and code considerations, so due diligence can save you from costly mistakes later on. Here’s a comprehensive checklist to guide your hiring process:
License & Insurance
- Verify credentials: Ask for the contractor’s license number and confirm it through the Wisconsin Department of Safety and Professional Services contractor lookup.
- Request documentation: Obtain proof of general liability and workers’ compensation insurance. This protects you from liability in case of property damage or on-site injuries.
Written Contract & Estimate
- Detailed scope: The contract should outline specific materials and components — including shingle brand, underlayment type, flashing, ventilation, and disposal details.
- Payment structure: Ensure terms are clearly defined (deposit amount, progress payments, and final balance). Avoid large upfront payments.
- Cleanup & property protection: Confirm that debris removal, dumpster use, and lawn or landscaping protection are part of the written agreement.
Warranties & Manufacturer Agreements
- Know your coverage: Clarify what’s covered under materials vs. workmanship warranties, and how long each lasts.
- Manufacturer certification: If your contractor is a certified installer for the roofing brand used (e.g., GAF, CertainTeed, Owens Corning), you may qualify for extended manufacturer-backed warranties.
- Always in writing: Make sure all warranty details are clearly listed in your final contract.
References & Portfolio
- Ask for examples: Request 3–5 recent projects in your neighborhood or nearby.
- See for yourself: Visit completed sites if possible to inspect workmanship and cleanliness.
- Do your research: Check independent reviews on Google, BBB, Yelp, and local forums to verify consistency in customer feedback.
Project Schedule & Delay Management
- Timeline clarity: Ask for estimated start and completion dates, plus realistic allowances for delays.
- Weather plan: Discuss how rain or snow interruptions will be handled — Milwaukee’s seasons can shift fast.
- Communication: Request regular progress updates and a single point of contact for project coordination.
Subcontracting, Labor & Oversight
- Understand who’s on-site: If subcontractors are used, ask for their names, licensing status, and who supervises them.
- Accountability: The main contractor should remain fully responsible for the entire project and any warranty work.
Clean-Up & Property Protection
- Prevention plan: Ensure protection for driveways, gutters, landscaping, and outdoor furniture before work starts.
- Post-project cleanup: Confirm that debris removal and magnetic nail sweeping are standard services — not extra charges.
- Final walkthrough: Request a final inspection before releasing final payment.
Concluding Thoughts
Milwaukee’s roofing market is diverse, competitive, and built on reputation. Each of the five featured companies brings something distinct to the table:
- Bubblegum Roofing — Ideal for homeowners seeking personal service and locally managed projects.
- Modern Exterior Roofing — Best for clients who want a one-stop solution for roofing, siding, gutters, and exterior work.
- Infinity Exteriors — A top choice for large-scale or design-driven projects requiring premium materials and long-term warranties.
- Community Roofing & Restoration — Trusted for residential homes and neighborhood restorations with decades of local experience.
- Rescue My Roof — A visible and dependable local option offering reliable workmanship and flexible pricing.
Whichever contractor you choose, the best results come from clear communication, written agreements, and verified credentials. A well-installed roof isn’t just protection — it’s a long-term investment in your home’s safety, efficiency, and value.
