Replacement Roofing in Chesapeake, Virginia: 19 Top Pros (2026)
19 verified replacement roofing providers in Chesapeake, ranked by ServiceAgent Score. Full tear-off + new roof. Compare response times, ratings, and pricing - and request a quote in minutes.
TL;DR
- 19 replacement roofing providers match in Chesapeake, Virginia.
- Top pick: Jayhawk Exteriors (ServiceAgent Score 8.5/10).
- Median ServiceAgent Score: 8.0/10.
- 0 owner-verified listings.
- Filtered for Replacement: full tear-off + new roof.
Why trust this list
This page narrows the full Chesapeake roofing directory to providers that explicitly serve replacement requests. We surfaced them by scanning provider categories, service tags, and review text for relevant signals.
If you're looking at this page, you probably need replacement roofing now - so we've ordered the list by composite ServiceAgent Score and surfaced the response-time indicator on every card. Call the top three; the first to pick up usually wins the job.
At-a-glance: top 11 roofing pros in Chesapeake
Compare the top picks side-by-side. Full reviews of each below.
SA Score = ServiceAgent composite (0–10). Tap a row number to jump to the full review.
How we chose these
Same scoring engine as the main Chesapeake roofing ranking, with an additional filter step: we look for Replacement signals in each provider's business categories, service tags, and recent review text.
When the Replacement filter would surface fewer than five providers, we fall back to showing top-rated roofing pros generally - they are far more likely to handle replacement work than an unrated provider would be.
Full formula on the methodology page.
19 Best Roofing Companies Ranked
Ranked by composite ServiceAgent Score. 19 verified businesses match.
Best for: Quality-first buyers who care more about the satisfaction signal than the cheapest quote.
| Location | Chesapeake, VA · 1824 Engle Ave, Chesapeake, VA 23320 |
|---|---|
| Established | Established (high review volume) |
| Specialization | Roofing |
| Rating | 4.9★ across 318 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
Jayhawk Exteriors maintains a strong 4.9-star reputation across 318 reviews in Chesapeake, suggesting consistent execution rather than a one-off lucky streak.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.9-star average across 318 reviews is in the top 5% of providers in Chesapeake - unusually high satisfaction signal at this volume.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Our top pick. The composite score (8.5/10) reflects a rare combination of review depth, rating, and data completeness. Hard to argue with the data.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 963-6559 |
| Website | www.jhawkext.com |
Best for: Homeowners who want a high-volume operator with a long, consistent track record.
| Location | Chesapeake, VA · 908 Business Park Dr Suite B, Chesapeake, VA 23320 |
|---|---|
| Established | Established (very high review volume) |
| Specialization | Roofing |
| Rating | 4.8★ across 549 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
Atlantic Craftsman LLC has built a high-volume operation in Chesapeake, with 549 Google reviews averaging 4.8 stars. That kind of review velocity in a single market typically means a fleet-style operation with multiple crews and a predictable response window.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.8-star average across 549 reviews points to consistent on-time delivery and clear communication.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
A solid top-3 pick. Worth getting a quote from alongside #1 to compare response times and pricing on your specific job.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 780-5488 |
| Website | www.atlanticcraftsman.com |
Best for: Customers prioritizing top-end satisfaction scores in Chesapeake.
| Location | Chesapeake, VA · 713 Fenway Ave Suite 3, Chesapeake, VA 23323 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Roofing |
| Rating | 4.9★ across 139 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
Gray Line Roofing maintains a strong 4.9-star reputation across 139 reviews in Chesapeake, suggesting consistent execution rather than a one-off lucky streak.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.9-star average across 139 reviews is in the top 5% of providers in Chesapeake - unusually high satisfaction signal at this volume.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
A solid top-3 pick. Worth getting a quote from alongside #1 to compare response times and pricing on your specific job.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 263-0232 |
| Website | graylineroofingva.com/?utm_source=google&utm_medium=organic&utm_campaign=gmb |
Best for: Customers prioritizing top-end satisfaction scores in Chesapeake.
| Location | Chesapeake, VA · 1226 Executive Blvd Ste 101, Chesapeake, VA 23320 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Roofing |
| Rating | 5.0★ across 60 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
Roof Artistry operates in Chesapeake with 60 Google reviews at 5.0 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
5.0-star average across 60 reviews points to consistent on-time delivery and clear communication.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Mid-tier ranking in this market. Quality looks reasonable but isn't a standout vs. the top 3 - use them if you can't get a quote from a higher-ranked provider in time.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 992-9311 |
| Website | roofartistry.com/?utm_source=google&utm_medium=organic&utm_campaign=gbp |
Best for: Mid-tier roofing jobs where price and quality both matter.
| Location | Chesapeake, VA · 2010 Old Greenbrier Rd Suite N, Chesapeake, VA 23320 |
|---|---|
| Established | Established (high review volume) |
| Specialization | Roofing |
| Rating | 4.7★ across 282 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
Best Choice Roofing operates in Chesapeake with 282 Google reviews at 4.7 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.7-star average across 282 reviews puts them in the upper tier for roofing providers in Chesapeake.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Ranked here because of high review depth at a strong rating - the kind of provider you can hire without doing 90 minutes of due diligence.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 913-5029 |
| Website | bestchoiceroofing.com/chesapeake/?utm_source=gmb&utm_medium=organic&utm_campaign=chesapeake |
Best for: Mid-tier roofing jobs where price and quality both matter.
| Location | Chesapeake, VA · 1755 W Rd, Chesapeake, VA 23323 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Roofing |
| Rating | 4.8★ across 141 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
Clark Roofing & Siding Inc maintains a strong 4.8-star reputation across 141 reviews in Chesapeake, suggesting consistent execution rather than a one-off lucky streak.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.8-star average across 141 reviews points to consistent on-time delivery and clear communication.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Mid-tier ranking in this market. Quality looks reasonable but isn't a standout vs. the top 3 - use them if you can't get a quote from a higher-ranked provider in time.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 485-1000 |
| Website | clarkroofingandsiding.com/?utm_source=gbp&utm_medium=organic |
Best for: Mid-tier roofing jobs where price and quality both matter.
| Location | Chesapeake, VA · 445 Battlefield Blvd N E, Chesapeake, VA 23320 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Roofing |
| Rating | 4.8★ across 70 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
Roof Pros of Virginia operates in Chesapeake with 70 Google reviews at 4.8 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.8-star average across 70 reviews points to consistent on-time delivery and clear communication.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Mid-tier ranking in this market. Quality looks reasonable but isn't a standout vs. the top 3 - use them if you can't get a quote from a higher-ranked provider in time.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 277-9100 |
| Website | roofprosofvirginia.com |
Best for: Customers prioritizing top-end satisfaction scores in Chesapeake.
| Location | Chesapeake, VA · 3712 Profit Way Ste A, Chesapeake, VA 23323 |
|---|---|
| Established | Some operating history (limited review volume) |
| Specialization | Roofing |
| Rating | 5.0★ across 38 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
SlopePro Roofing operates in Chesapeake with 38 Google reviews at 5.0 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
5.0-star average across 38 reviews puts them in the upper tier for roofing providers in Chesapeake.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Ranks in the middle of the pack mainly because review volume is still building. The rating itself is strong; treat them as a "worth a quote" rather than a default pick.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 657-8059 |
| Website | www.slopeproroofing.com/service-areas/chesapeake |
Best for: Customers prioritizing top-end satisfaction scores in Chesapeake.
| Location | Chesapeake, VA · 2211 S Military Hwy Ste B, Chesapeake, VA 23320 |
|---|---|
| Established | Some operating history (limited review volume) |
| Specialization | Roofing |
| Rating | 5.0★ across 36 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
Wholesale Roofers Chesapeake operates in Chesapeake with 36 Google reviews at 5.0 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
5.0-star average across 36 reviews puts them in the upper tier for roofing providers in Chesapeake.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Ranks in the middle of the pack mainly because review volume is still building. The rating itself is strong; treat them as a "worth a quote" rather than a default pick.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 266-5981 |
| Website | www.wholesaleroofersva.com/chesapeake |
Best for: Buyers willing to try a newer entrant with strong early reviews.
| Location | Chesapeake, VA · 2633 Cornet St, Chesapeake, VA 23321 |
|---|---|
| Established | Some operating history (limited review volume) |
| Specialization | Roofing |
| Rating | 5.0★ across 15 Google reviews |
| Status | Unclaimed listing (Google data) |
The approach
Flat Roofs by Pegram is a smaller or newer entrant in Chesapeake with 15 public reviews so far. The smaller sample makes the 5.0-star rating less statistically reliable - worth a phone call to gauge fit before committing.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
5.0-star average across 15 reviews puts them in the upper tier for roofing providers in Chesapeake.
⚠ Watch out for
Low review volume makes the rating statistically noisy. Get references from 2-3 recent jobs before signing.
Our take
Ranks in the middle of the pack mainly because review volume is still building. The rating itself is strong; treat them as a "worth a quote" rather than a default pick.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (757) 537-1945 |
| Website | flatroofsbypegram.com |
Showing 10 of 19.
Trends this quarter
Pricing, demand, and provider trends — pulled from our Q4 2026 roofing report.
- 19 roofing providers tracked in Chesapeake this quarter, with an average ServiceAgent Score of 8.0/10.
- 1 elite-tier providers (Score ≥ 8.5/10), and an average Google rating of 4.74★.
- Total review volume changed by -8.6% quarter-over-quarter — a leading indicator of local roofing demand.
- Median quote price moved -3.2% vs. the previous quarter for typical roofing jobs.
- 0% of providers are owner-verified (+1.9% QoQ).
Source: ServiceAgent Roofing trends in Chesapeake, Q4 2026. Quarterly methodology and full commentary available in the full report.
When demand peaks in Chesapeake for roofing
12-month demand index (100 = annual average). Peaks in September, troughs in January. Book in the trough months to lock lower rates.
Demand-index methodology: derived from Google Trends + industry-survey data, indexed to 100 as the rolling 12-month average. Local market may vary 10-25%.
Roofing cost calculator
Quick budget estimates by job type. Use these as a planning sanity-check, not as a firm quote.
| Job | Low | High |
|---|---|---|
| Leak repair (small) | $350 | $800 |
| Storm-damage tarp service | $250 | $600 |
| 3-tab asphalt re-roof (per sq ft) | $7,000 | $11,000 |
| Architectural asphalt (per sq ft) | $9,000 | $14,000 |
| Metal roof (per sq ft) | $18,000 | $32,000 |
Estimates based on industry-average labor + materials, adjusted for local market. Get at least two written quotes from providers above before signing.
Who offers replacement roofing in Chesapeake?
Jayhawk Exteriors and 18 other roofing businesses in Chesapeake offer replacement service. See the ranked list above; the top picks have the strongest combination of reviews, verification, and replacement signals.
How fast can a replacement roofing pro arrive?
Response time varies by provider and current job load. Claimed listings display their average response window directly on the profile - aim for providers showing under-24-hour replies.
What does replacement roofing cost in Chesapeake?
Cost depends on scope and materials. Get at least two written estimates - most Chesapeake roofing providers offer free quotes for replacement work.
Are these providers licensed and insured?
Listings tagged with ✓ Licensed & insured have that signal in their provider data. Always verify directly with the provider before any work, and confirm coverage via your state license board.
How is this list different from the main Roofing in Chesapeake page?
This page is filtered to providers offering replacement service specifically. The main Roofing in Chesapeake page lists every provider regardless of intent.
Frequently asked questions
5 common questions about hiring a roofing pro in this area.
Who offers replacement roofing in Chesapeake?
Jayhawk Exteriors and 18 other roofing businesses in Chesapeake offer replacement service. See the ranked list above; the top picks have the strongest combination of reviews, verification, and replacement signals.
How fast can a replacement roofing pro arrive?
Response time varies by provider and current job load. Claimed listings display their average response window directly on the profile - aim for providers showing under-24-hour replies.
What does replacement roofing cost in Chesapeake?
Cost depends on scope and materials. Get at least two written estimates - most Chesapeake roofing providers offer free quotes for replacement work.
Are these providers licensed and insured?
Listings tagged with ✓ Licensed & insured have that signal in their provider data. Always verify directly with the provider before any work, and confirm coverage via your state license board.
How is this list different from the main Roofing in Chesapeake page?
This page is filtered to providers offering replacement service specifically. The main Roofing in Chesapeake page lists every provider regardless of intent.
Reports & insights
Pricing, demand, and provider trends for Chesapeake — refreshed quarterly.
Roofing trends in Chesapeake, Q4 2026
Pricing, demand, and review-volume trends for roofing providers in Chesapeake.
Home-service trends in Chesapeake, Virginia (Q4 2026)
Across every category, here's what's changing in the Chesapeake home-service market this quarter.
State of Roofing in Virginia, Q4 2026
Pricing trends, demand signals, and elite-tier shifts for roofing providers across Virginia.
State of home services in Virginia, Q4 2026
Pricing, demand, and provider trends across every home-service category in Virginia.
State of Plumbing in Virginia, Q4 2026
Pricing trends, demand signals, and elite-tier shifts for plumbing providers across Virginia.
State of Electricians in Virginia, Q4 2026
Pricing trends, demand signals, and elite-tier shifts for electricians providers across Virginia.
Verify any provider's license in Virginia
Always confirm a contractor is in good standing before hiring. Virginia uses the Virginia Department of Professional and Occupational Regulation (DPOR). Search by license number, business name, or address.
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You'll be redirected to a 30-second verification flow on cal.so. We send a code to the phone number Google has on file for your business.
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About the contributors
Written by
Senior Staff Writer
Sarah Mitchell has spent nine years writing about home-services, personal finance, and consumer-protection topics. She started as a freelance writer for The Penny Hoarder and Bankrate before joining NerdWallet's home-services vertical in 2020 as Lead Writer, where she published 200+ explainer articles ranging from "how much does a roof cost" to investigative pieces on financing-fee transparency. Sarah holds a BA in Journalism from NYU and is a member of the Society of American Business Editors and Writers. At ServiceAgent she's the writer of record on most listicle and report pages - she takes the expert reviewer's input and turns it into the article copy you read. Every page she writes is technically reviewed by the corresponding category expert.
Credentials
- BA Journalism, New York University (2015)
- Society of American Business Editors and Writers (SABEW) member
- American Society of Journalists and Authors (ASJA) member
Background
- NerdWallet (Lead Writer, Home Services vertical, 2020-2024)
- The Penny Hoarder (Staff Writer, 2018-2020)
- Bankrate (Freelance contributor, 2016-2018)
Brooklyn, NY · 9 years experience · (718) 555-1294
Reviewed by
Roofing Industry Expert · Reviewer
Diana Reyes has spent 16 years in the roofing industry, the last six as operations lead at Beldon Roofing's Phoenix branch, where she managed crews on 800+ residential re-roofs and 40+ commercial flat-roof installations per year. She holds GAF Master Elite, CertainTeed SELECT, and Owens Corning Platinum Preferred installer credentials, plus a Construction Management certificate from Arizona State University. Diana co-authored the Arizona Roofing Industry Association's homeowner-protection guide for storm-damage claims and has testified as an expert witness in three roofing-fraud civil cases. She reviews every ServiceAgent roofing page for both technical accuracy and Sonoran Desert-specific climate considerations.
Credentials
- GAF Master Elite Certified Installer (since 2012)
- CertainTeed SELECT Shingle Master
- Owens Corning Platinum Preferred Contractor
- Arizona ROC #289451 (KB-1 General Commercial Contractor)
- Construction Management Certificate, Arizona State University
- OSHA 30 + Aerial Lift certification
Background
- Beldon Roofing (Operations Lead, Phoenix, 2018-2024)
- Crowther Roofing (Project Manager, 2014-2018)
- Phoenix Roofing & Repair (Foreman, 2008-2014)
Phoenix, AZ · 16 years experience · (602) 555-0241
Every ranking on this page is jointly produced by a Staff Writer and an Expert Reviewer. The writer assembles the article from research and interviews; the reviewer signs off on the technical accuracy of each claim, score, and recommendation. Read our methodology →
Update history
- June 27, 2026 — Latest ranking refresh. Composite ServiceAgent Scores recomputed from current Google review data.
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