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Top-Rated Roofers in Chester - Updated Nov 2026

Avatar for JT Roofing & Remodeling LLC
JT Roofing & Remodeling LLC
4.8(
4
)
Asphalt Shingle Roofing - Install or Replace

Serving Chester, MT and surrounding areas

In business since 2002

Free estimates

Credit card accepted

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job. \n \n

Response time1 day
Response rate91%
Recommended by100%of homeowners
Nyland Construction
4.3(
6
)
Asphalt Shingle Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or Replace- For Business+3 more

Serving Chester, MT and surrounding areas

In business since 2021

Free estimates

Small jobs welcome

"He showed up as promised, on time , ready to go. Worked straight through until the job was completed. Cleaned up the site. This is the second roofing job heâ s done for us. Would call again!"
new roof
dry in
old tub with back splash already taken out
middle of installing new tub and back splash
finished tub and back splash install

+10

Response time3 days
Response rate88%
Recommended by100%of homeowners
Avatar for Choice Home Warranty
Choice Home Warranty
4.0(
5,678
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Chester, MT and surrounding areas

In business since 2008

Emergency services offered

Credit card accepted

"The provider requested OK from Choice Warranty and he was denied. It rained last night and rain came into my home. It could have been avoided if Choice had just approved what I requested. Now, the damage will be greater than necessary. I blame Choice home warranty for my home damage. Now it will cost mote than a simple tarp could have prevented until I could get money to repair roof. The provider was great and tried his best to get something done to my roof but Choice Warranty was horrible and no help. They get a "zero" from me"
Recommended by81%of homeowners
Avatar for Weatherproof Roofing & Construction
Weatherproof Roofing & Construction
5.0(
1
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+5 more

Serving Chester, MT and surrounding areas

In business since 1993

Free estimates

Emergency services offered

Weatherproof Roofing & Construction is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests and make their concerns the basis of our business. \n

Response time9 hrs
Recommended by100%of homeowners
Pro-Tect Roofing LLC
4.5(
1
)
Flat, Foam or Single Ply Roofing - RepairFlat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace+4 more

Serving Chester, MT and surrounding areas

In business since 2014

Free estimates

Offers commercial services

We pride our company on reliability, great communication, integrity and quality work. We strongly believe in giving our absolute best in all the work we perform. We are experts in our trade and will always keep you educated about the work process. We look forward to earning your business.

Response time2 days
Recommended by100%of homeowners
Showing 1-10 of 41
Roofing FAQs, answered by experts

Roofers most often use nails to fasten roofing shingles and other roofing materials. Nails have more holding power than staples and offer better weather resistance and longevity. However, it is possible to use staples instead of nails when installing a roof. Staples are less expensive, but not as high-quality.

While two-layer torch down roofs are easier to install than three-layer roofing, it is best not to DIY the installation. Torch down roofs require expert knowledge of the application process to get it right the first time and prevent leaks or poor craftsmanship, not to mention that roof work can be dangerous.

While spotting a bit of algae on your roof may not bother you at first glance, it is certainly bothering your roof shingles. The presence of algae can cause decay and shorten the lifespan of your roof’s shingles, which can lead to much bigger problems down the road. While this issue may seem cosmetic at first glance, it goes much deeper than that.

No, you can’t use your home’s square footage. You have to calculate your roof’s square footage, and then you may have to convert your square footage measurement to correspond with how the roofing material is measured. For instance, some roofing is sold in “squares,” which equals the total square footage of the roof divided by 100. Shingles are sold in bundles that may not correspond to the number of squares you need. Metal roofing is sold as sheets, so determine the amount of square feet each panel will cover and then divide the total square footage by the coverage area.

Thatched roofs are expensive for two main reasons: high labor costs and low supply of available roofers. The labor is more intensive for a thatched roof than other roof materials, so your contractor will work longer and charge more for the installation. There are also few professionals with the specialized skills and experience to install thatched roofs. Since the supply of available professionals is low, the cost of compensation is high.

The Chester, MT homeowners’ guide to roofing services

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