Updated June 2026

Top 10 Roofing Contractors in Oakville

Vetted, currently-operating roofing contractors serving Oakville and the GTA west, ranked by longevity, manufacturer certifications and verified BBB standing.

Quick Comparison

Rank Company Specialty Experience BBB Website
1 D'Angelo & Sons Roofing Best Overall Since 1978 Listed Visit
2 Cherry and Hoyle Roofing Most Established Since 1953 Listed Visit
3 Tops Roofing Oakville's Referral Roofer Since 1987 Visit
4 Sharp Exteriors Best Full-Service Exterior Team Since 1980 A+ Accredited Visit
5 Aboutowne Roofing Trusted Local Veteran Local since 1970s Listed Visit
6 Silver Oak Roofing GAF-Certified Specialist Since 2019 A+ Accredited Visit
7 Available Roofing Accredited Repair & Reroof Since 2015 A+ Accredited Visit
8 Custom Contracting GAF Master Elite Installer Since 2012 Visit
9 Rydel Roofing Multi-Manufacturer Certified Local A+ Accredited Visit
10 Halco Roofing Residential Roofing Veteran Since 1986 A+ Accredited Visit

Detailed Reviews

#2

Cherry and Hoyle Roofing

Most Established
ExperienceSince 1953 (70+ Years)
BBB StatusListed
SpecialtyResidential & Commercial
Service AreaOakville & West GTA

Founded in 1953 and based on Fourth Line in Oakville, Cherry and Hoyle is the oldest roofing company on this list and a long-standing fixture in the local trade. The firm handles new roof construction, replacements, flat roofing, custom metal work, waterproofing and skylights for both residential and commercial clients. It references manufacturer relationships with CertainTeed, Soprema and Velux and describes itself as insured, certified and experienced.

Roof Replacement Flat Roofing Metal Roofing Waterproofing Skylights Roof Inspection Roof Repair
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#3

Tops Roofing

Oakville's Referral Roofer
ExperienceSince 1987 (37+ Years)
BBB Status
SpecialtyResidential & Commercial
Service AreaOakville & Southern Ontario

Established in Oakville in 1987 by Brian Burnett, who has been installing roofs since 1978, Tops Roofing is a locally rooted contractor handling residential and commercial roof installation, repair and replacement. The company is based on Wallace Road in Oakville and serves the wider GTA west and Southern Ontario. It notes that roughly 80% of its work comes from customer referrals, reflecting a long-held local reputation.

Roof Replacement Roof Repair Asphalt Shingles Commercial Roofing New Roof Installation
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#4

Sharp Exteriors

Best Full-Service Exterior Team
ExperienceSince 1980 (45+ Years)
BBB StatusA+ Accredited
SpecialtyResidential Roofing & Exteriors
Service AreaOakville, Mississauga & Burlington

A family-owned company operating for more than 45 years from Wyecroft Road in Oakville, Sharp Exteriors carries a BBB A+ accredited rating. It works with industry manufacturers including CertainTeed, IKO, GAF, Malarkey and Owens Corning. The business pairs roof replacement, repair and emergency roof service with windows, doors, siding, eavestrough, soffit, fascia and attic insulation across Oakville and surrounding communities.

Roof Replacement Roof Repair Emergency Service Eavestrough Siding Windows Doors Attic Insulation
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#5

Aboutowne Roofing

Trusted Local Veteran
Experience40+ Years
BBB StatusListed
SpecialtyResidential & Commercial
Service AreaOakville & Surrounding Area

Based on Margaret Drive in Oakville and serving the community for over 40 years, Aboutowne Roofing handles residential, commercial and flat roofing plus roof ventilation, attic insulation and eavestrough. The company partners with GAF, CertainTeed, Euroshield and Velux and is fully licensed and insured. It backs work with a 15-year written workmanship guarantee plus manufacturer coverage and offers 24/7 emergency roof repair.

Roof Replacement Roof Repair Flat Roofing Roof Ventilation Eavestrough Attic Insulation Emergency Service
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#6

Silver Oak Roofing

GAF-Certified Specialist
ExperienceSince 2019
BBB StatusA+ Accredited
SpecialtyResidential & Commercial
Service AreaOakville, Burlington & Mississauga

An Oakville-based roofer incorporated in 2019, Silver Oak Roofing is a GAF Certified Contractor and carries a BBB A+ accredited rating (accredited since 2022). The company specializes in shingle, metal, cedar and flat roofs for residential and commercial properties and offers inspections, repairs, replacements and maintenance. It serves Oakville neighbourhoods including Glen Abbey, Bronte and Eastlake plus Burlington and Mississauga.

Roof Replacement Roof Repair Asphalt Shingles Metal Roofing Cedar Roofing Flat Roofing Roof Inspection
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#7

Available Roofing

Accredited Repair & Reroof
ExperienceSince 2015
BBB StatusA+ Accredited
SpecialtyResidential & Commercial
Service AreaOakville & Greater Toronto Area

Operating as Available Roofing and Remodelling Inc since 2015 from a Speers Road base in Oakville, the company carries a BBB A+ accredited rating (accredited since 2018). It provides roof repair, replacement and reroofing for residential and commercial buildings across Oakville and the Greater Toronto Area, and is listed on the BBB Oakville roofing roster as an accredited business.

Roof Replacement Roof Repair Reroofing Asphalt Shingles Flat Roofing
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#8

Custom Contracting

GAF Master Elite Installer
ExperienceServing Oakville Since 2012
BBB Status
SpecialtyResidential & Commercial
Service AreaOakville, Mississauga & GTA West

Serving Oakville since 2012, Custom Contracting is a GAF Master Elite, IKO ShieldPRO and DECRA certified installer, a top tier of factory certification held by a small share of contractors. The company installs asphalt shingle, metal and flat roofing for residential and commercial clients and offers warranties up to 50 years. It runs OHSA-certified fall-arrest safety protocols and serves Old Oakville, Glen Abbey and Bronte.

Roof Replacement Asphalt Shingles Metal Roofing Flat Roofing Commercial Roofing Roof Repair
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#9

Rydel Roofing

Multi-Manufacturer Certified
ExperienceEstablished Local Roofer
BBB StatusA+ Accredited
SpecialtyResidential & Commercial
Service AreaOakville & Across Canada

Rydel Roofing runs an Oakville location on Wass Crescent and carries a BBB A+ accredited rating. The company states it is certified and trained by five major manufacturers, including IKO, GAF, Euroshield, Ideal Roofing and Velux. Its services span asphalt, metal and flat roofing, rubber roofing, skylights, and repair and maintenance, with 24/7 availability for residential and commercial clients.

Roof Replacement Roof Repair Asphalt Shingles Metal Roofing Flat Roofing Skylights Maintenance
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#10

Halco Roofing

Residential Roofing Veteran
ExperienceSince 1986 (35+ Years)
BBB StatusA+ Accredited
SpecialtyResidential Roofing
Service AreaOakville, Burlington & Hamilton

A family-owned and operated company based in Burlington since 1986, Halco Roofing carries a BBB A+ accredited rating (accredited since 1992) and explicitly serves Oakville and Hamilton. The firm focuses on complete residential roofing, repairs, leak fixes, ice-and-water shield installation, rotted-wood replacement, vents and skylights. Its long single-family track record and emphasis on eaves detailing suit Oakville's freeze-thaw, ice-dam-prone winters.

Roof Replacement Roof Repair Leak Repair Skylights Ice & Water Shield New Construction Roofing
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How to Choose a Roofing Contractor in Oakville

Confirm WSIB coverage and liability insurance

Ontario has no provincial roofing trade licence, so the most important paperwork for an Oakville job is proof of active WSIB (Workplace Safety and Insurance Board) coverage plus commercial general liability insurance. Roofing is high-risk work at height; if a crew without WSIB coverage is injured on your Oakville property, you could be exposed to liability. Ask for a current WSIB clearance certificate and an insurance certificate before signing anything.

Make sure a Town of Oakville building permit is pulled when required

Structural changes, new roof decking, additions or roof work that alters the structure typically require a building permit from the Town of Oakville under the Ontario Building Code, while a straightforward like-for-like shingle replacement often does not. A reputable Oakville contractor will know which jobs need a permit and will arrange it. If a roofer encourages you to skip a clearly required permit, treat that as a red flag.

Prioritize manufacturer certifications

Look for installers certified by major shingle makers such as GAF, IKO, CertainTeed, Owens Corning or BP Canada. Certifications like GAF Master Elite or IKO ShieldPRO require a track record and unlock extended manufacturer warranties that standard installers cannot offer. In the freeze-thaw climate of Halton Region, a properly registered manufacturer warranty is real protection against premature failure.

Check BBB standing and verified local reviews

The Better Business Bureau operates in Canada, and several Oakville roofers carry BBB accreditation with A+ or A- ratings. Cross-reference BBB profiles with platforms like HomeStars and Google reviews that show real Oakville and Halton addresses. Be wary of companies with no verifiable local footprint, since storm-chasing crews sometimes appear after wind events and disappear before warranty claims arise.

Demand proper ice-dam and ventilation detailing

Oakville's freeze-thaw winters make ice-and-water shield membrane at the eaves, valleys and around penetrations essential, along with balanced soffit-to-ridge attic ventilation. A quote that omits ice-and-water membrane or ignores ventilation is cutting a corner you will pay for later in ice dams and leaks. Ask each contractor exactly how they will detail the eaves and how they will keep the attic cold and dry.

Get detailed written quotes and compare scope

Collect at least three written quotes and compare scope, not just price. The estimate should specify the shingle brand and line, underlayment, ice-and-water coverage area, flashing replacement, ventilation, eavestrough work, cleanup, and both the workmanship and manufacturer warranty terms. A clear, itemized Oakville quote signals a contractor who plans the job properly rather than one who will surprise you with mid-project extras.

Frequently Asked Questions

For a typical detached Oakville home, an asphalt shingle roof replacement generally runs about CAD $8,000 to $18,000, with most mid-size homes landing in the $10,000 to $15,000 range. Steep or complex roofs, premium architectural shingles, metal roofing or significant decking repairs push costs higher, often $20,000 or more. Always get itemized written quotes, since the older, larger homes common in areas like Old Oakville and Glen Abbey vary widely in roof area and pitch.
Architectural (laminate) asphalt shingles are the dominant and most cost-effective choice for Oakville homes, balancing price, durability and performance through freeze-thaw winters. Standing-seam metal roofing is a premium, long-lasting alternative that sheds snow well and resists ice dams, while flat roofs on modern or commercial buildings typically use EPDM, TPO or modified-bitumen membranes. Whatever the material, ice-and-water shield at the eaves and good attic ventilation matter most in this climate.
Ontario does not have a provincial roofing trade licence, so roofers are not provincially licensed the way some trades are. However, contractors must carry WSIB coverage and liability insurance, and structural roof work or re-decking in Oakville generally requires a building permit from the Town of Oakville under the Ontario Building Code. A simple shingle-over-deck replacement often does not need a permit, but always confirm with your contractor or the Town.
A quality architectural asphalt shingle roof in Oakville typically lasts about 20 to 30 years, though the region's freeze-thaw cycles, ice damming and summer heat can shorten that if ventilation or installation is poor. Metal roofs can last 40 to 50-plus years, and flat membrane roofs commonly last 15 to 25 years depending on the system. Annual inspections and prompt repair of lifted shingles or failed flashing meaningfully extend a roof's life here.
Look for a current WSIB clearance certificate, commercial liability insurance, manufacturer certifications (GAF, IKO, CertainTeed, Owens Corning), and verifiable local reviews on the BBB and HomeStars. Favour contractors with a real Oakville or Halton address and a multi-year track record over crews that appear only after storms. A strong written workmanship warranty backed by a registered manufacturer warranty is a key sign of a roofer who stands behind the work.
Oakville winters bring repeated freeze-thaw cycles and lake-effect snow off Lake Ontario, which can create ice dams at the eaves when attic heat melts snow that then refreezes at the cold roof edge. The trapped water backs up under shingles and causes interior leaks. The defences are continuous ice-and-water shield membrane at the eaves and valleys, balanced attic ventilation, and good insulation to keep the roof deck cold. Reputable local roofers detail for this as standard practice.

Roofing in Oakville

Oakville sits on the shore of Lake Ontario in Halton Region, and its roofs face the full range of a Southern Ontario climate. Winters bring repeated freeze-thaw cycles, lake-effect snow and the constant risk of ice damming, where heat escaping into the attic melts roof snow that then refreezes at the cold eaves and forces water back up under the shingles. Summers add UV exposure and heat, while spring and fall deliver heavy rain and the occasional high-wind event off the lake. This punishing cycle is why eaves detailing, flashing quality and attic ventilation matter as much in Oakville as the shingles themselves.

The dominant roofing material across Oakville's neighbourhoods, from the established streets of Old Oakville to newer subdivisions in Glen Abbey, Bronte and Iroquois Ridge, is the architectural asphalt shingle, valued for its balance of cost, durability and freeze-thaw performance. Standing-seam and other metal roofs are a growing premium choice because they shed snow well and resist ice dams, and cedar still appears on some heritage and custom homes. Low-slope and flat roofs on modern residences and commercial buildings rely on membrane systems such as EPDM, TPO and modified bitumen. Eavestrough, soffit, fascia and proper ventilation are integral parts of nearly every Oakville roofing job.

On regulation, Ontario does not issue a provincial roofing trade licence, so roofers are not licensed the way electricians or plumbers are. What does apply is mandatory coverage with the Workplace Safety and Insurance Board (WSIB) for crews working at height, plus commercial liability insurance, and homeowners should ask for a current WSIB clearance certificate before work begins. Structural roof changes, new decking or additions generally require a building permit from the Town of Oakville under the Ontario Building Code, while a like-for-like shingle replacement frequently does not. This differs from provinces such as British Columbia, where a municipal business licence is required, or Alberta, which requires a prepaid contractor licence for door-to-door sales.

Because Ontario leaves so much to the homeowner's due diligence, choosing an experienced local contractor carries real weight in Oakville. A roofer who has worked through many Halton winters knows how to detail eaves with ice-and-water shield, balance attic ventilation against ice dams, and meet Ontario Building Code and Town of Oakville permit expectations. Established local firms, several of them BBB accredited and certified by manufacturers like GAF, IKO, CertainTeed and Owens Corning, also remain reachable years later if a warranty claim arises, an assurance that transient storm-chasing crews simply cannot offer.

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