Local Roofing Contractors in Chesapeake, Virginia

20 listed contractors available  · Exclusive leads only

County: Virginia

Homeowners in Chesapeake (population 249,422) turn to PickARoofer to find local roofers without the usual barrage of competing sales calls. We currently list 20 roofing contractors active in the area. Listings are compiled from public records; independent license verification for Virginia is still rolling out, so ask any roofer for current credentials and insurance before signing.

Why homeowners in Chesapeake use PickARoofer

  • Browse local roofing contractors listed in Chesapeake
  • Your request in Chesapeake goes to one contractor only, not shared with five competitors
  • Roofs in Chesapeake wear mostly from age, sun, and Virginia weather rather than storms
  • Roof replacement in Chesapeake typically runs $6,860–$15,190 for a standard home (asphalt shingles)
20 Local Contractors Listed
2 Hail-Storm Days / Year
$6,860–$15,190 Typical Replacement Cost
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Local Roofers in Chesapeake, VA

All American Roofing Company
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
4708 White Owl Crescent
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Bevins Roofing & Home Improvements, LLC
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
1005 S Battlefield Blvd E
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Chesapeake Coastal Roofing Company
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
624 Innovation Dr
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Clark Roofing & Siding Inc
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
1755 W Rd
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Custom Home Improvement & Repairs of Hampton Roads
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
2000 General Booth Blvd Ste 204
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Don's Roofing
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
2980 S Military Hwy
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Done Right Roofing LLC
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
624 Greystone Ln
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Exterior Source of Tidewater, VA
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
1429 Crossways Blvd Ste B
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Flat Roofs by Pegram
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
2633 Cornet St
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Hydro Proof Homes LLC
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
3733 Hardwick Terrace
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J. T. Snider Roofing LLC
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
Carolina Rd
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JW Hill and Son Roofing
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
1000 Broward Way
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M&A Exterior Home Improvement
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
3609 S Battlefield Blvd
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McDaniel's Siding & Roofing Inc.
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
941 Canal Dr
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Miles Roofing (JD Miles & Sons)
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
210 B St Suite 1
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Patriot Exterior Solutions
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
553 Graphite Trl
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ResCom Roofing
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
533 Akron Ave
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Roof Pros of Virginia
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
445 Battlefield Blvd N E
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Roofing Systems of Hampton Roads
Roofing Contractor serving Chesapeake, VA — reachable on a toll-free (800) number.
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Snider's Roofing - Jack Snider
Roofing Contractor serving Chesapeake, VA — reachable on a local (757) number.
2356 Carolina Rd
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Hail History Around Chesapeake: Virginia

The past 90 days have been quiet around Chesapeake — no NOAA hail reports within 25 miles. The decade tells a different story: NOAA credits Virginia with 13 hail events over 10 years, the largest reported stone at 1.75″, most recently in 2023.

Older hail damage is easy to miss from the ground and often still insurance-relevant if your roof predates the storm. Check your address against NOAA records or .

Roofing Services in Chesapeake, VA

Metal Roofing in Chesapeake

Metal roofs last 40–70 years. Find a certified specialist.

Storm Damage Repair in Chesapeake

Hail or wind damage? Get a free assessment and insurance help.

Roof Repair in Chesapeake

Leak or damaged shingles? Get same-week repair quotes.

Flat Roof in Chesapeake

Commercial or residential flat roof — find certified specialists.

Emergency Roof Repair in Chesapeake

Active leak or storm damage? Emergency crew available now.

Roof Inspection in Chesapeake

Know your roof's real condition before it becomes an emergency.

Roof Replacement Cost in Chesapeake, VA

Average costs for a standard residential roof in Chesapeake (2,000 sqft home):

ServiceAvg CostRange
Asphalt Shingle Replacement$11,025$6,860–$15,190
Metal Roof Installation$27,930$16,660–$39,200
Roof Repair (minor)$588$294–$1,372
Emergency Repair$1,078$490–$2,744
Roof Inspection$250$150–$400

Estimates apply Chesapeake's local cost index (0.98× the national base) to typical U.S. roofing rates. They are starting ranges, not quotes — actual price varies by roof size, pitch, materials, and contractor. See the full roof replacement cost guide for Chesapeake, or get a free personalized quote above.

Common Roofing Problems in Chesapeake

Most roofing work in Chesapeake comes down to age and ordinary wear rather than dramatic storm damage. Sun, heat, and steady moisture break down asphalt shingles over 15–25 years, and small problems tend to hide until they cause a leak. Catching them during a routine roof inspection costs far less than a water-damaged ceiling.

The issues local roofers run into most:

  • Cracked or curling shingles — UV exposure makes asphalt brittle, especially on south-facing slopes.
  • Worn flashing — the metal around chimneys, skylights, and valleys is where leaks usually start.
  • Clogged or sagging gutters — water that can't drain works under the roof edge and into the fascia.
  • Moss or algae streaks — common on shaded roofs and a sign moisture is sitting too long.

An inspection every few years catches these early, while they are still a repair instead of a full replacement.

Choosing the Right Roof for Chesapeake's Climate

For most Chesapeake homes, architectural (dimensional) asphalt shingles are the practical pick: a little more than basic 3-tab shingles, but they last 25–30 years and handle wind better. If you plan to stay put, metal roofing pays off over a 40–70 year lifespan and trims summer cooling bills. Quality underlayment and attic ventilation extend any roof's life and are easy to miss when comparing quotes.

When getting quotes, ask each contractor to itemize materials, labor, tear-off, and disposal as separate line items — that is the only reliable way to compare bids when contractors use different shingle grades or underlayment specs. A local roofer will walk the slope and price the job based on the actual pitch and square footage.

How to Vet a Roofer in Virginia: Licensing & Permits

Virginia Contractor License required for all work. The weather reality to plan around in Virginia: Hurricane impacts and spring severe weather. A trustworthy contractor pulls any required permit, carries general liability insurance, and builds to your local code — confirm all three before you sign. On PickARoofer, a Verified badge means we have already confirmed a contractor's license — see how verification works for what that does and does not cover.

Virginia: Licensing varies

Before you sign anything in Chesapeake, know the paperwork: Virginia roofing-license requirements are not yet covered by our verification program — confirm licensing and insurance with your city or county building department. Independent license verification for Virginia is still rolling out, so ask any roofer for current credentials before signing.

Roofing in Chesapeake: Local Conditions

Chesapeake has a relatively low storm-risk profile compared to other Virginia markets, though age and UV exposure still degrade shingles over time. Most local contractors recommend a professional inspection every 3–5 years.

Read more about Chesapeake's roofing market

Chesapeake's humid subtropical climate delivers roofing stress from multiple directions: hot, humid summers with July averages near 88 F accelerate UV degradation and promote algae growth on asphalt shingles, while the city's coastal position within the Hampton Roads metro exposes roofs to salt-laden air that corrodes metal flashings and fasteners faster than inland markets. Annual precipitation runs approximately 48 inches, sustained by both warm-season thunderstorms and tropical systems that track up the Mid-Atlantic coast each hurricane season. The city's low-lying terrain and tidal waterways amplify flooding risk during named storms, putting roof-to-wall junctions and attic ventilation under prolonged moisture stress.

With 249,422 residents at the 2020 census, Chesapeake is Virginia's second-most populous city and one of its fastest-growing. The largest employers anchor steady construction demand: Chesapeake City Public Schools (6,248 employees), City of Chesapeake (3,927), Chesapeake Regional Medical Center (2,038), Sentara Healthcare (1,478), and Dollar Tree headquarters (1,292). Rapid suburban expansion across the city's large land area has created extensive new residential roofing inventory while an older housing stock in established neighborhoods generates ongoing repair and replacement activity.

Labor and material costs in Chesapeake reflect typical Virginia market rates — broadly in line with the national average for comparable cities. Use the pricing table above for ballpark figures, and get a free quote to get a number specific to your roof.

Frequently Asked Questions — Roofing in Chesapeake

Roof replacement in Chesapeake typically costs $6,860–$15,190 for a standard residential home with asphalt shingles, depending on roof size, material choice, and complexity. These figures apply Chesapeake's local cost index to national base rates. Get a free exclusive quote from a local contractor for a number specific to your roof.
Look for licensed, insured contractors with verifiable local references. PickARoofer lists roofing contractors in Chesapeake, VA compiled from public records. A Verified badge means we independently confirmed the contractor's license — see how verification works for details.
Unlike Angi or HomeAdvisor, which sell the same homeowner request to 3–8 competing contractors (per 2026 industry reporting on shared-lead pricing), PickARoofer sends your request to exactly ONE contractor in Chesapeake. You get one call, not a queue of sales pitches.
Your request is sent to one local contractor right away. Most homeowners hear back the same business day. After hours, expect a call the next morning.
Free for homeowners — no hidden fees. Contractors pay PickARoofer when they receive a qualified lead, so getting connected and receiving a quote costs you nothing.
Most roof replacements in Chesapeake take 1 to 3 days for a standard home — often a single day for a straightforward asphalt-shingle tear-off and re-roof. Steep pitches, removing multiple old layers, or weather delays can add time.
Late spring through early fall offers the dry, mild conditions roofers prefer in Virginia, though a good crew can re-roof year-round. Off-season booking can mean shorter wait times.
Most Virginia jurisdictions require a building permit to replace a roof. A reputable local contractor pulls the permit, schedules the inspection, and builds to local code as part of the job — you should not have to handle the paperwork yourself.
Homeowners insurance generally covers sudden roof damage from hail, wind, or fallen trees — but not gradual age or wear. If a storm damaged your roof, document it and file within a year. A local contractor can meet your adjuster and scope the damage.
Check gutters for grit — granule loss is one of the first signs of hail damage. Dented metal vents and gutters, lifted or missing shingles, and ceiling water stains inside are the other main signals. Stay on the ground and book a free inspection; a local roofer can document everything for your insurer.
Chesapeake's humid subtropical climate delivers roofing stress from multiple directions: hot, humid summers with July averages near 88 F accelerate UV degradation and promote algae growth on asphalt shingles, while the city's coastal position within the Hampton Roads metro exposes roofs to salt-lade While severe hail is less frequent here than in Tornado Alley states, cumulative UV damage, seasonal temperature swings, and moisture intrusion from heavy rain events are the primary long-term roof stressors. Regular inspection every 2-3 years is the best preventive measure.
Virginia Contractor License required for all work. This means you can verify a contractor's license before signing any contract — ask for their license number and check it with the relevant state board. Beyond state licensing, always confirm the contractor carries general liability insurance and workers' compensation coverage specifically for roofing work. An uninsured crew working on your roof creates personal liability exposure that homeowners often overlook. Written contracts specifying materials, labor warranty terms, and cleanup responsibilities are standard practice for reputable Chesapeake contractors.
Chesapeake's exposure to tropical systems makes wind-rated roofing materials a practical consideration. Florida Building Code-style enhanced fastening patterns (using 6 nails per shingle rather than 4) and synthetic underlayment with a secondary water barrier can significantly reduce damage from wind-driven rain — the leading cause of interior damage in tropical events even on roofs that remain intact. While Class 4 hail impact ratings are less critical here than in Tornado Alley, wind uplift resistance ratings matter. Ask contractors about deck attachment details and ridge vent wind resistance when evaluating bids for a re-roof project.
For Chesapeake homeowners in hurricane country, the preparation checklist matters. Pre-season (by May): inspect for loose shingles, failing flashing, and any soft decking; trim overhanging limbs. Know your insurance: confirm your policy includes replacement cost coverage, not actual cash value. During the storm season: after any named system or tropical storm passage, inspect for missing shingles, dented metal components, and debris-impact marks before filing a claim.

Roofing Contractors by Neighborhood in Chesapeake

Looking for roofers in a specific part of Chesapeake? Browse by neighborhood:

Serving ZIP codes: 23320, 23321, 23322, 23362, 23459

Emergency Roof Repair in Chesapeake?

Active leak? Storm damage? Don’t wait — get connected to an emergency roofing contractor in Chesapeake right now.