Updated June 2026

Best Commercial Roofing Contractors in Chesapeake

The 8 best commercial roofing contractors serving Chesapeake, VA — independently researched and ranked. No paid placements.

Commercial and industrial roofing in Chesapeake covers offices, retail centres, warehouses, and multi-unit buildings — most using low-slope membrane systems such as TPO, EPDM, and modified bitumen. The 8 contractors below were selected from our full Chesapeake top 10 as the strongest for commercial work, ranked by experience, manufacturer certifications, BBB standing, and verified reputation.

Chesapeake's commercial building stock spans a wide range — waterfront warehouses and distribution centers along the Elizabeth River, low-rise office parks in Greenbrier, and industrial facilities near the Norfolk International Airport corridor — and each building type presents its own roofing challenges. The Hampton Roads region's hurricane exposure and persistent coastal humidity mean that commercial flat membranes here face both wind-uplift events and the slow moisture infiltration that accumulates over years in seam assemblies that were not fully heat-welded or adhered.

Virginia's contractor licensing structure requires that commercial roofing work be performed by a DPOR-licensed contractor holding a Class A license for larger projects, and Chesapeake's own permit process adds another layer of compliance through the City's Development and Permits Department. Commercial property managers in the Hampton Roads market who have navigated a post-hurricane insurance claim understand why choosing a contractor with documented large-loss experience — and the Class A license that covers full replacements — matters significantly more than finding the lowest quote.

Quick Comparison

Rank Company Specialty Experience BBB Website
1 Exterior Source Best Overall Since 1993 A+ Accredited Visit
2 Atlantic Craftsman LLC Most Established Since 1974 Visit
3 Clark Roofing & Siding, Inc. Best for New Construction Since 1997 A+ Accredited Visit
4 WT Anderson Roofing & Siding Best for Storm & Insurance Claims Local A+ Rating Visit
5 Gilpin Roofing Best for Residential Replacement 30+ Yrs A+ Rating Visit
6 Roof Pros of Virginia, LLC Best for Warranty Coverage 25+ Yrs A+ Accredited Visit
7 United Roofing Corporation Best for Commercial & Flat Roofs Since 2012 Listed Visit
8 Gray Line Roofing Best Veteran-Owned Roofer 10+ Yrs Visit

Detailed Reviews

#2

Atlantic Craftsman LLC

Most Established
ExperienceSince 1974 (50+ Years)
BBB Status
SpecialtyResidential & Commercial Roofing
Service AreaChesapeake & Hampton Roads

Founded in 1974, Atlantic Craftsman has been roofing Hampton Roads homes for over 50 years and now operates as a third-generation, family- and veteran-owned business headquartered in Chesapeake. It is a GAF Master Elite contractor offering tiered GAF warranties including the Golden Pledge. Services span roof replacement and repair, commercial flat roofing, siding, windows, doors, gutters and skylights.

Roof Replacement Roof Repair Storm Restoration Commercial Flat Roofing Siding Gutters Skylights
Visit Atlantic Craftsman LLC
#3

Clark Roofing & Siding, Inc.

Best for New Construction
ExperienceSince 1997 (27+ Years)
BBB StatusA+ Accredited
SpecialtyResidential & Commercial Roofing
Service AreaChesapeake & Hampton Roads

Founded in Chesapeake in 1997 by Chuck Clark, Clark Roofing & Siding is a Class A contractor that has been BBB Accredited with an A+ rating since 2007. Through long-standing builder relationships it installs roofs and siding on new-construction homes across Hampton Roads and northeastern North Carolina. The company offers residential and commercial roofing plus in-house metal roofing and fabrication.

Roof Replacement Roof Repair Metal Roofing & Fabrication Commercial Roofing Siding New Construction Roofing Property Management
Visit Clark Roofing & Siding, Inc.
#4

WT Anderson Roofing & Siding

Best for Storm & Insurance Claims
ExperienceEstablished local roofer
BBB StatusA+ Rating
SpecialtyResidential & Commercial Roofing
Service AreaChesapeake & Hampton Roads

WT Anderson is a GAF Master Elite contractor and 2025 GAF President's Club member, a recognition reserved for the top tier of GAF-certified roofers. The company holds a Virginia Class A contractor license (#2705137326) and an A+ BBB rating. It handles roof repair, replacement and inspections, commercial TPO/EPDM/PVC systems, siding, gutters and windows, and offers financing and quote requests for storm and insurance work.

Roof Replacement Roof Repair Roof Inspection Commercial TPO/EPDM Roofing Siding Gutters Windows
Visit WT Anderson Roofing & Siding
#5

Gilpin Roofing

Best for Residential Replacement
Experience30+ Years
BBB StatusA+ Rating
SpecialtyResidential Roofing
Service AreaChesapeake & Southside Hampton Roads

Gilpin Roofing has been a Hampton Roads roofer for more than 30 years and is a GAF Master Elite contractor that has earned the GAF Presidential Award. Locally owned and operated, it reports serving more than 5,000 homes and carries an A+ BBB rating. Services include roof replacement and repair, skylights and flashing, flat and commercial roofing, multi-family installations and roof certifications.

Roof Replacement Roof Repair Skylights & Flashing Flat Roofing Multi-Family Roofing Roof Certifications
Visit Gilpin Roofing
#6

Roof Pros of Virginia, LLC

Best for Warranty Coverage
Experience25+ Years Experience
BBB StatusA+ Accredited
SpecialtyResidential & Commercial Roofing
Service AreaChesapeake & Hampton Roads

Based on North Battlefield Boulevard in Chesapeake, Roof Pros of Virginia is a family-owned GAF Master Elite contractor that emphasizes the GAF Golden Pledge warranty and upfront pricing. The company is BBB Accredited with an A+ rating (accredited since 2021) and cites over 25 years of hands-on experience. It offers residential and commercial roofing, metal and fortified roofing, siding, gutters and windows.

Roof Replacement Roof Repair Metal Roofing Fortified Roofing Commercial Roofing Siding Gutters
Visit Roof Pros of Virginia, LLC
#7

United Roofing Corporation

Best for Commercial & Flat Roofs
ExperienceSince 2012 (12+ Years)
BBB StatusListed
SpecialtyCommercial & Residential Roofing
Service AreaHampton Roads & Chesapeake

Serving the Hampton Roads region since 2012, United Roofing Corporation is a locally and family-owned contractor that is an Owens Corning Platinum-certified roofer and authorized GAF contractor. It focuses heavily on commercial roofing and flat-roof systems, including roof coatings, alongside residential installation, repair, gutters, skylights and storm-damage and insurance-claim work.

Commercial Roofing Flat Roofing Roof Coatings Roof Replacement Roof Repair Gutters Storm Damage Repair
Visit United Roofing Corporation
#8

Gray Line Roofing

Best Veteran-Owned Roofer
Experience10+ Years
BBB Status
SpecialtyResidential & Commercial Roofing
Service AreaChesapeake & Hampton Roads

Headquartered in Chesapeake, Gray Line Roofing is a Veteran-, Professional Engineer- and Class A contractor-owned company that has served residential and commercial clients across the region for over ten years. It specializes in flat roofing, asphalt shingle roofing and commercial solutions, and provides roof inspections, virtual estimates, insurance-claim assistance, financing and veteran discounts.

Roof Replacement Roof Repair Flat Roofing Asphalt Shingle Roofing Commercial Roofing Roof Inspections Insurance Claims
Visit Gray Line Roofing

Commercial Roofing in Chesapeake's Coastal Wind and Humidity Environment

Low-slope commercial roofs approaching end of warranty life in a hurricane zone

Commercial membranes in Chesapeake that were installed before the current FBC wind-uplift standards may not meet today's coastal exposure requirements. A commercial specialist can conduct an infrared moisture scan to locate embedded moisture before tear-off and specify a replacement system with fastening patterns and edge terminations designed for the Hampton Roads wind-speed category.

Industrial and warehouse buildings requiring TPO, EPDM, or R-panel systems

Chesapeake's logistics and light-industrial buildings commonly use large, low-slope membrane roofs where contractor experience with seam welding equipment and factory-verified warranty programs matters. A contractor holding Carlisle, Firestone, or Sika Sarnafil certification can register a manufacturer-backed commercial warranty — a backstop that has real value when a membrane fails and the building's operations are at stake.

After a named storm event with documented wind or debris damage

Hampton Roads is regularly affected by tropical systems, and commercial property owners face time pressure to document damage before adjusters close claims. A commercial roofer with coastal-storm experience knows how to separate pre-existing wear from event-specific damage, producing the documentation in the format Virginia-licensed adjusters and insurers expect.

Frequently Asked Questions

How many commercial roofing contractors are in Chesapeake?

Our directory lists 8 independently verified commercial roofing contractors serving Chesapeake, Virginia, ranked by experience, certifications and reputation. Exterior Source is ranked #1. There are no paid placements.

How do I choose a commercial roofer in Chesapeake?

Confirm licensing and insurance for Virginia, ask for commercial project references in Chesapeake, get multiple written quotes, and check each contractor's BBB standing. Every company listed here has been independently researched.

What DPOR license class does a commercial roofer in Chesapeake need?

Virginia licenses commercial contractors through DPOR with three monetary tiers. For a full commercial roof replacement, the contractor should hold a Class A license, which carries no project-value cap. Class B covers mid-range projects and Class C covers smaller work. Ask for the DPOR license number and verify the class and current status at dpor.virginia.gov before executing any commercial roofing contract.

Do commercial roof replacements in Chesapeake require a permit?

Yes. Chesapeake requires a building permit for commercial roof replacement through the City's Development and Permits Department. A reputable commercial roofing contractor handles permitting as part of the contract scope — the process confirms that the specified system meets Virginia Building Code wind-resistance and energy requirements. Commercial projects often also require engineer-stamped drawings for larger span or structural changes.

What membrane systems are most common for commercial buildings in Chesapeake?

TPO and EPDM single-ply systems dominate Chesapeake's commercial flat-roof market, with modified bitumen also common on smaller buildings. TPO's reflective surface reduces cooling loads in coastal Virginia's warm seasons, while EPDM's flexibility makes it well-suited to the expansion-contraction cycles of metal-deck commercial buildings. A contractor with manufacturer certification in your preferred system can register the warranty directly with the manufacturer.

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