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Best Roofers in Chesapeake, VA (2026)

303 roofers ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →

The short answer

  1. 1

    Best overall in Chesapeake: Thompson Creek Window Company Chesapeake, CR Score 66/100; 4.7★ from 578 Google reviews; open 24/7.

  2. 2

    Best for emergencies (open 24/7): Pyramid Roofing (Southside), posts 24/7 hours; ranked #2 of 303.

  3. 14

    Most-reviewed: WT Anderson Roofing & Siding, 625 Google reviews at 4.9★, the most of 303 ranked; ranked #14.

Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank

303 Chesapeake roofers are ranked here by CR Score, from ten published factors. 59 are open 24/7, 185 open Saturdays and 107 open Sundays, based on posted hours. The median Google rating is 4.9★ across 303 rated businesses.

Top 10 roofers in Chesapeake at a glance

Top 10 roofers in Chesapeake at a glance
RankBusinessCR ScoreGoogle ratingBased inHoursBest for
1Thompson Creek Window Company Chesapeake664.7★ (578)Chesapeake24/7Overall
2Pyramid Roofing (Southside)654.9★ (281)Norfolk, 4 mi away24/7Emergencies
3DSR Exterior Remodeling Corp654.9★ (162)Chesapeake24/7—
4Erie Home654.8★ (332)Norfolk, 6 mi away24/7—
5Quality Built Roofing & Siding644.5★ (437)Chesapeake24/7—
6ACE Home Improvements645.0★ (285)Virginia Beach, 5 mi awaySat · Sun—
7Clark Roofing & Siding Inc644.8★ (141)Chesapeake24/7—
8Pyramid Roofing (Peninsula)644.9★ (332)Hampton, 15 mi away24/7—
9Area Remodeling635.0★ (65)Chesapeake24/7—
10W/Out A Hitch Mobile Rv Repairs635.0★ (163)Suffolk, 14 mi away24/7—

The 303 best roofers in Chesapeake, ranked

Ordered by CR Score, a 0–100 score from ten published factors. Paid placement never changes the order.

Scores below: based on 8 of 10 factors; credentials and recency not yet collected. Hatched segments mark factors we don't have yet.

  4. #4 Erie Home

    Based in Norfolk, 6 mi away

    65/100CR Score

    Ranked #4 because of its Google rating and trade focus: 4.8★ from 332 Google reviews, listed on Google as “Roofing contractor”.

    • 4.8★ from 332 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    7421 Central Business Park Dr #106b, Norfolk, VA 23513
    View profile for Erie Home(757) 294-8371

  6. #6 ACE Home Improvements

    Based in Virginia Beach, 5 mi away

    64/100CR Score

    Ranked #6 because of its Google rating and trade focus: 5.0★ from 285 Google reviews, listed on Google as “Roofing contractor”.

    • 5.0★ from 285 Google reviews
    Hours
    Mon–Sun 8 AM–5 PM
    Address
    5629 Normandy Ave, Virginia Beach, VA 23464
    View profile for ACE Home Improvements(757) 424-7283

  9. #9 Area Remodeling

    Based in Chesapeake

    63/100CR Score

    Ranked #9 because of its Google rating and trade focus: 5.0★ from 65 Google reviews, listed on Google as “Roofing contractor”.

    • 5.0★ from 65 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    1605 Waterside Dr n, Chesapeake, VA 23320
    View profile for Area Remodeling(757) 675-1440

  12. #12 Jayhawk Exteriors

    Based in Chesapeake

    63/100CR Score

    Ranked #12 because of its Google rating and trade focus: 4.9★ from 319 Google reviews, listed on Google as “Roofing contractor”.

    • 4.9★ from 319 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    1824 Engle Ave, Chesapeake, VA 23320
    View profile for Jayhawk Exteriors(757) 963-6559

  16. #16 Gray Line Roofing

    Based in Chesapeake

    61/100CR Score

    Ranked #16 because of its Google rating and trade focus: 4.9★ from 134 Google reviews, listed on Google as “Roofing contractor”.

    • 4.9★ from 134 Google reviews
    Hours
    Mon–Fri 7 AM–7 PM · Sat 7 AM–5 PM · Sun closed
    Address
    713 Fenway Ave Suite 3, Chesapeake, VA 23323
    View profile for Gray Line Roofing(757) 263-0232

  18. #18 Atlantic Craftsman LLC

    Based in Chesapeake

    61/100CR Score

    Ranked #18 because of its Google rating and trade focus: 4.8★ from 547 Google reviews, listed on Google as “Roofing contractor”.

    • 4.8★ from 547 Google reviews
    Hours
    Mon–Fri 9 AM–5 PM · Sat–Sun closed
    Address
    908 Business Park Dr Suite B, Chesapeake, VA 23320
    View profile for Atlantic Craftsman LLC(757) 780-5488

  19. #19 Top Tier Roofing

    Based in Suffolk, 18 mi away

    61/100CR Score

    Ranked #19 because of its Google rating and trade focus: 4.9★ from 106 Google reviews, listed on Google as “Roofing contractor”.

    • 4.9★ from 106 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    429 N Main St, Suffolk, VA 23434
    View profile for Top Tier Roofing(757) 500-5377

  20. #20 Gilpin Roofing Inc.

    Based in Virginia Beach, 7 mi away

    61/100CR Score

    Ranked #20 because of its Google rating and trade focus: 4.9★ from 213 Google reviews, listed on Google as “Roofing contractor”.

    • 4.9★ from 213 Google reviews
    Hours
    Mon–Fri 7:30 AM–7 PM · Sat 9 AM–7 PM · Sun closed
    Address
    5051 Euclid Rd, Virginia Beach, VA 23462
    View profile for Gilpin Roofing Inc.(757) 363-8802

  22. #22 Best Roofing Of Virginia

    Based in Virginia Beach, 17 mi away

    61/100CR Score

    Ranked #22 because of its Google rating and trade focus: 4.9★ from 420 Google reviews, listed on Google as “Roofing contractor”.

    • 4.9★ from 420 Google reviews
    Hours
    Mon–Fri 7 AM–7 PM · Sat 7 AM–5 PM · Sun closed
    Address
    320 33rd St #1451, Virginia Beach, VA 23451
    View profile for Best Roofing Of Virginia(757) 463-2378

Roofers ranked #26 to #50

#1 to #25 are shown in full above. Here are #26 to #50, in CR Score order; each links to its profile. We publish the top 50 of 303 ranked roofers here; the rest are on their profiles.

roofers in Chesapeake, ranks 26 to 50
RankBusinessCR ScoreGoogle ratingDistance
26Cabacar Contracting605.0★ (32)9 mi
27VA Commercial Roofers of Chesapeake605.0★ (35)In Chesapeake
28ROOF 757605.0★ (134)7 mi
29Domi Roofing605.0★ (82)12 mi
30Metal Roofing Virginia Beach605.0★ (54)7 mi
31Martin Brothers Roof Repair604.8★ (72)17 mi
32My Jack of All Trades Inc604.6★ (149)In Chesapeake
33DB Construction and Roofing, LLC605.0★ (33)In Chesapeake
34Above and beyond property services llc604.9★ (77)In Chesapeake
35Calvin's Roofing Repair LLC605.0★ (12)In Chesapeake
36Best Choice Roofing604.7★ (278)In Chesapeake
37Armor Roofing605.0★ (70)25 mi
38Davis & Sons Roofing & Construction604.8★ (90)13 mi
39The Residential Roof Doctor, LLC604.7★ (95)11 mi
40Williams & Sons Roofing & Remodeling594.8★ (81)22 mi
41John's Roofing & Home Improvements594.8★ (67)In Chesapeake
42Major League Builders594.9★ (265)In Chesapeake
43Hydro Proof Homes LLC595.0★ (46)In Chesapeake
44Pro Systems, Inc.594.8★ (31)12 mi
45Red Turtle Roofing of Norfolk595.0★ (22)2 mi
46Roofing Systems of Hampton Roads594.9★ (127)In Chesapeake
47Martin & Sons Roofing594.8★ (79)25 mi
48Lopez Roofing & Repairs595.0★ (60)17 mi
49Stublen Roofing594.9★ (197)6 mi
50Titan Roof595.0★ (21)3 mi

Also serving Chesapeake

20 more roofers within 40 mi that we can't rank yet: too few reviews, or a trade we couldn't confirm. Listed A to Z.

Unranked roofers serving Chesapeake
BusinessGoogle ratingDistance
A1 Roof & Protection5.0★ (3)In Chesapeake
Aquashield Roofing Corporation5.0★ (1)In Chesapeake
Clark Roofing & Siding Inc5.0★ (21)37 mi
Cubas LLC5.0★ (8)In Chesapeake
Delmar Roofing & Repairs, LLC5.0★ (7)29 mi
Frontier Roofing Inc5.0★ (7)17 mi
Good Works5.0★ (10)11 mi
GutterShutter of TidewaterIn Chesapeake
Hampton Roads Roofing Co3.2★ (9)15 mi
Hayes Brothers Roofing4.8★ (78)35 mi
International Construction3.7★ (3)4 mi
Jenkins Restorations4.6★ (149)In Chesapeake
Just Roofing Contractor Hampton, VA5.0★ (5)16 mi
On Time Roofing Services5.0★ (3)22 mi
Ortega Brothers Roofing4.8★ (94)29 mi
Republic Construction5.0★ (1)In Chesapeake
RoofGlo® Division of Boost Exteriors, Inc.In Chesapeake
Still Well Roofing5.0★ (1)In Chesapeake
Syncon, LLC.5.0★ (3)In Chesapeake
Weather Proofing Services3.0★ (5)11 mi

How much do roofers cost in Chesapeake?

Typical prices in USD: adjusted for Virginia where a published index exists, national otherwise. Each row names its basis.

How much do roofers cost in Chesapeake?
JobLowTypicalHighBasisChecked
Roof replacement$7,590$10,120$14,170Per project: asphalt shingles on a 1,700 sq ft home (about 2,000 sq ft of roof). US national range × 1.01 South Atlantic factor (2025 Cost vs. Value Report)October 2026
Roof repair$395$1,174$1,968Per repair: typical range of customer-reported jobs. US national rangeOctober 2026

How to check a roofer's license in Virginia

In Virginia, Virginia Board for Contractors (DPOR) licenses Class A, B or C contractor license with a roofing specialty.

  1. Search the business name or license number on the Virginia Board for Contractors (DPOR) license lookup.
  2. Check that the status is active and the name matches the contract or truck.
  3. Ask for proof of insurance before work starts.

No chip usually means we have not matched a state record yet. Check the lookup yourself before you hire.

Guide checked October 2026. How we verify licenses

When to hire a roofer in Virginia

Roofers are busiest from late spring to early fall, so booking in winter usually means shorter waits. Storm repairs also peak during the Atlantic hurricane season, which runs June 1 to November 30. After a big storm, get more than one quote and check the license or registration before signing.

How we ranked Chesapeake roofers

We scored 303 Chesapeake roofers on ten factors, weighted as shown. A business is ranked when its trade is confirmed and it has 3 or more Google reviews or a claimed profile. A business with no Google reviews scores zero on rating, review volume and recency. Other unknown factors are left out, not counted as zero. Scores last refreshed October 23, 2026.

Paid placement never changes a rank or score. Featured businesses are paid, labelled, limited to 3 and shown above the ranking, outside it.

Read the full method: formula, sources and exclusions

CR Score factors and weights
FactorWeightComputed fromIn Chesapeake data
Reputation25%Google star rating, adjusted for how many reviews back itMeasured
Credentials15%Active state license, bond and workers’ comp on fileNot yet collected
Review volume10%Number of Google reviews, compared with the most-reviewed business on the listMeasured
Recency5%Share of reviews from the last 12 monthsNot yet collected
Availability5%Weekly open hours, Saturday, Sunday, 24/7 or same-dayMeasured
Trade focus10%How clearly the business does this trade (its Google category and name)Measured
Proximity5%Based in the city scores highest, less the farther away it isMeasured
Claimed profile10%The business has claimed its ContractorsRanked profile (free or paid earn the same)Measured
Partnered5%The business links to ContractorsRanked from its own website with our badge, checked periodicallyMeasured
ContractorsRanked reviews10%Verified customer reviews collected by ContractorsRanked: their rating and how many there areMeasured

Roofers in Chesapeake: frequently asked questions

Who is the best roofer in Chesapeake?

By CR Score, the highest-ranked roofer in Chesapeake, VA is Thompson Creek Window Company Chesapeake with a CR Score of 66/100. It has 4.7★ from 578 Google reviews. It is open 24/7. Pyramid Roofing (Southside) (#2) and DSR Exterior Remodeling Corp (#3) follow. We ranked 303 roofers on ten factors, last updated October 23, 2026.

How many roofers are there in Chesapeake?

ContractorsRanked ranks 303 roofers serving Chesapeake, VA. 21 of them are based in Chesapeake; the rest serve it from nearby towns. Another 20 within 40 mi are listed but not ranked yet. Counts are as of October 2026.

Which roofers in Chesapeake are open 24/7?

59 ranked roofers in Chesapeake post 24/7 hours. The highest-ranked are Thompson Creek Window Company Chesapeake (#1), Pyramid Roofing (Southside) (#2) and DSR Exterior Remodeling Corp (#3). Hours come from each business's Google listing as of October 2026, so call to confirm.

Which roofers in Chesapeake work on weekends?

185 of 303 ranked roofers post Saturday hours and 107 post Sunday hours. The highest-ranked open Saturdays are Thompson Creek Window Company Chesapeake (#1), Pyramid Roofing (Southside) (#2) and DSR Exterior Remodeling Corp (#3). Posted hours are office hours; crews may book weekend jobs separately.

How do I check a roofer's license in Virginia?

In Virginia, Virginia Board for Contractors (DPOR) handles licensing and covers Class A, B or C contractor license with a roofing specialty. Search the business or license number at https://www.dpor.virginia.gov/LicenseLookup.

How much does roof replacement cost in Chesapeake?

Roof replacement typically costs $7,590 to $14,170, with $10,120 typical (Per project: asphalt shingles on a 1,700 sq ft home (about 2,000 sq ft of roof). US national range × 1.01 South Atlantic factor (2025 Cost vs. Value Report)). The range is adjusted for Virginia. Prices were last checked October 2026. Get at least two written quotes before you hire.

What Google rating do Chesapeake roofers have?

The median Google rating among 303 rated roofers in Chesapeake is 4.9★, with a median of 22 reviews. WT Anderson Roofing & Siding has the most, 625 reviews, and ranks #14. We adjust ratings for review count, so a few five-star reviews cannot top the list.

When is the best time to hire a roofer in Chesapeake?

Roofers are busiest from late spring to early fall, so booking in winter usually means shorter waits. Storm repairs also peak during the Atlantic hurricane season, which runs June 1 to November 30. After a big storm, get more than one quote and check the license or registration before signing.

Update log for Chesapeake

  1. October 2026: CR Scores recalculated for 303 roofers serving Chesapeake.

More roofers and Chesapeake pages

Other trades in Chesapeake