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Top-Rated Roofers in Chester - Updated Nov 2026

Avatar for R&B Power Washing
R&B Power Washing
5.0(
151
)
Roof - Clean

Serving Chester, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2020

Free estimates

Warranties offered

"Ryan of R and B Power Washing did a great job with both my roof and siding. Top notch in all areas or service from start to finish. The results of the roof soft wash were utterly amazing. Very courteous and respectful owners as well."
power washing
power washing
power washing
power washing
power washing

+2

Response time2 hrs
Response rate98%
9 neighbors recently requested a quote
Avatar for Brody Allen Exteriors - O'Fallon
Brody Allen Exteriors - O'Fallon
New to Angi
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+3 more

Serving Chester, IL and surrounding areas

Approved (Corporate)

In business since 2015

Free estimates

Credit card accepted

Brody Allen Exteriors provides reliable residential roofing and exterior services for homeowners in Springfield, MO and surrounding communities. Our experienced team specializes in roof inspections, roof repairs, complete roof replacements, storm and hail damage restoration, and emergency roofing services. We also offer gutter and siding solutions designed to help protect your home from water damage and the elements. From identifying a leak to navigating an insurance claim after severe weather, we provide clear communication, quality materials, and workmanship built to last. Contact us today to schedule your free inspection.

Gallery
Gallery
Gallery
Gallery
Gallery

+1

10 neighbors recently requested a quote
Avatar for Inventors Imaginarium
Inventors Imaginarium
New to Angi
Heating Cable for Roof - InstallHeating Cable for Roof - Install- For BusinessRoof - Clean

Serving Chester, IL and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

We take pride in delivering dependable, high-quality craftsmanship with honest communication from start to finish. Whether you're planning a small repair or a larger renovation, our goal is to provide durable, professional results that improve the value, function, and appearance of your property.\n\nOur services include residential construction, remodeling, repairs, renovations, demolition, framing, drywall, flooring, painting, trim and finish carpentry, deck and porch work, fencing, siding, roofing repairs, door and window installation, and general handyman services. We also handle property improvements, rental property maintenance, and custom projects tailored to your needs.\n\nEvery project is completed with attention to detail, quality materials, and a commitment to doing the job right the first time. We believe in treating every home as if it were our own by maintaining a clean worksite, respecting your property, and keeping you informed throughout the project. \n\nChoose us today!

4 neighbors recently requested a quote
Avatar for Weiher's Outdoor Washing
Weiher's Outdoor Washing
New to Angi
Roof - Clean

Serving Chester, IL and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

I'm a hardworking father, just trying to build a future for my son. I am dedicated to getting the job completed in a timely manner and in a professional manner. Where there's a will there's a way and I am Will professional, prompt and there for you.\n

Deck built
Built pallets
Built pallets
Built pallets
Built pallets

+2

Avatar for WaterMark Home Protection
WaterMark Home Protection
New to Angi
Roof - Clean

Serving Chester, IL and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

At WaterMark Home Protection, we specialize in protecting homes from water-related damage through complete water management solutions. From gutters, gutter protection, and drainage improvements to preventative inspections and ongoing maintenance, we identify potential problems and provide solutions designed to keep water moving safely away from your home. Our goal is simple: protect your home from the top down.

6 neighbors recently requested a quote
Avatar for JL Construction
JL Construction
4.5(
66
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Chester, IL and surrounding areas

In business since 1977

Free estimates

Emergency services offered

"I was very impressed with the efficiency of JL construction. I had a lot of damage to the north side of my roof, two porches, and garage they had to raise the roof, tear out and put in new roof rafters, put in new roof, and then shingles. I also had inside work to do. They were done in a timely manner with excellent work I have four bids for the job. JL Construction’s bid was closest to the insurance appraiser. Plus the other 3 bids were only for Roof . I would recommend JL construction to anyone looking for a contractor who does everything?"
Roofing Project
Roofing Project
Roofing Project
Roofing Project
Roofing Project

+249

Response time1 day
Recommended by94%of homeowners
Avatar for Diamond Roofing & Exteriors
Diamond Roofing & Exteriors
5.0(
5
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Chester, IL and surrounding areas

Free estimates

Emergency services offered

"Diamond Roofing & Exteriors was very easy to work with. The amount of Knowledge Katie has was very reassuring, she left no stone unturned and was in constant contact throughout the job. Diamond Roofing & Exteriors over delivered on what they promised and saved me money."
Additional Photos
Additional Photos
Additional Photos
Recommended by100%of homeowners
Avatar for Independent Powur Consultant
Independent Powur Consultant
5.0(
8
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Chester, IL and surrounding areas

In business since 2014

Free estimates

For insurance purposes we will only service/repair equipment we install. \n\nI’m told the customer chooses the contractor on Angi and I believe that but I don’t believe that 95% of you can’t even respond in email text or phone call. Please gather your estimates & come to me last. I will beat any price by $1000 or more. I’m only trying to help you bring home that deal your looking for backed by a great company with our industry leading 30 year worry free deductible free warranty. I can’t help you if you can’t respond. \n\nPowur is a solar energy installation company that has installed thousands of residential solar systems across 20 US states since its founding in 2014. Powur has partnered with a number of industry leaders to provide homeowners with quality solar panels, inverters, backup batteries & solar generators, & other energy efficiency upgrades designed to reduce the monthly utility bill as well as help the environment. \n\nPOWUR DIFFERENCE\n\nYour solution to low cost, clean, reliable energy your family can depend on.\nFinancially Secure: Investor backed & Member owned\nExperienced: Over 5,000 successful installations\nDoing Well By Doing Good: Fully certified B-Corp\nValidation: Inc. 5000 Fastest Growing Company in America

Ground Mount
Water ionizer Project
Schulenburg Texas
Schulenburg Texas
Schulenburg Texas

+5

Recommended by100%of homeowners
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Roofing FAQs, answered by experts

Hail damage is bad for a roof because it can leave the roof vulnerable to the elements. Hail may leave more than dents or scratches behind. It can actually cause the shingles to crack, which means water can leak into your home from the roof. Hail can also wear down the granules on the shingles. Without these granules, the shingles are weaker and more vulnerable to the elements, particularly wind. If the hailstorm is accompanied by high winds, it may take your shingles with it.

Many insurance policies will not cover a roof with two layers of shingles. An additional layer of shingles increases the risk of various kinds of damage, and insurers typically won’t pay claims on a roof with an overlay. Adding a layer of shingles may even jeopardize your insurance coverage entirely, so check your policy to ensure you stay within coverage guidelines. 

An improper DIY roof cleaning could cause leaks by damaging the roofing material. Things like using too much water pressure on the shingles or applying a harsh cleaning solution could cause damage. If you do enough damage, you could harm the ability of the shingles or other roof materials to keep water out of your home.

You can technically install a metal roof over asphalt shingles, but it isn’t a good idea. This is because you’re essentially creating a moisture barrier under the metal, which can easily—and often does—lead to significant mold damage. Removing an asphalt roof isn’t terribly expensive, and some roofing companies might cut you a serious labor and disposal discount if you add it to a new install.

Yes, you should seal and cap an unused chimney to protect it from damage. Sealing the structure helps prevent moisture damage, which can lead to issues like cracks, spalling, efflorescence, and damaged mortar joints. Capping the chimney is also crucial to prevent blockages, damage from invasive critters, and downdrafts, while still allowing for proper air ventilation to manage moisture. For the best results, consult a chimney professional to select the right type of chimney or flue cap for your home. It's also wise to continue with annual chimney inspections to maintain the structure's integrity.

The Chester, IL homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.