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TRUSTED BY CRESTWOOD, IL HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon579
    Verified roofing services reviews

Top-Rated Roofers in Crestwood - Updated Nov 2026

Avatar for J & B West Roofing & Construction
J & B West Roofing & Construction
4.4(
114
)
Asphalt Shingle Roofing - Install or Replace

Serving Crestwood, IL and surrounding areas

Approved (Corporate)

In business since 2007

Free estimates

Emergency services offered

"Drew was my initial contact and inspected for hail damage..told me there was and he was also there on very short notice to meet with my insurance co.. very pleasant gentleman..I never had to call the office for updates as Caprice called often..then came Frank and his crew to install roof...what a hard working crew...they came at 630 and were done at 1230..amazing..thanks to all. very pleasant experiance and a beautiful new roof"
C
C
D
D
B

+19

Response time1 day
Recommended by90%of homeowners
Avatar for Kross Town Roofing & Siding, LLC
Kross Town Roofing & Siding, LLC
4.9(
84
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For Business

Serving Crestwood, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Warranties offered

"Where everyone was trying to get me to replace my roof Chris came out and looked at my roof found a problem and was able to repair it. He is really kind and polite and tries to find the best solution, easy to work with and not a pushy salesman. He stands behind his work. On the day he came out, he came early to beat the rain that was coming that day. This is how contractors should be."
Response time1 day
Recommended by89%of homeowners
Avatar for Montes Roofing, LLC
Montes Roofing, LLC
4.5(
109
)
Flat, Foam or Single Ply Roofing - RepairSealant for Roof - ApplyMetal Roofing - Repair+9 more

Serving Crestwood, IL and surrounding areas

Approved

In business since 1970

Free estimates

Emergency services offered

"Prompt response to my call about a fallen gutter due to a major ice dam. Within hours, they cleared the walkway & debris for safety. Gutter replacement & other roof repairs were done 3 days later. Excellent & timely communication, follow-up and work. I highly recommend Montes Roofing!"
Roofing
Roofing
Roofing
Roofing
Roofing

+148

Response time2 days
239 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.7(
265
)
Asphalt Shingle Roofing - RepairInspection - RoofingRoof - Clean+1 more

Serving Crestwood, IL and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"The roofing crew was fantastic. They listened to all of my concerns and took care of them. Everything was done to my complete satisfaction. The whole neighborhood loves the roof! Huge thanks to Ezra, Walter, and Lauren for making this process very easy."
Windows
Windows
Windows
Windows
Windows

+58

Recommended by87%of homeowners
Avatar for Illinois Roofing Inspections
Illinois Roofing Inspections
4.7(
42
)
Inspection - Roofing

Serving Crestwood, IL and surrounding areas

Approved

In business since 1974

Credit card accepted

Offers commercial services

"I had an excellent experience working with Illinois Roofing Inspections. The team was incredibly knowledgeable and professional throughout the entire process. They conducted a thorough inspection of my roof and identified several issues that needed to be addressed. Their report was detailed and easy to understand, and they took the time to explain the findings and answer all of my questions. They also provided me with a clear plan of action to address the issues and prevent further damage to my roof. The team was prompt and efficient in completing the repairs, and they did an excellent job. My roof now looks and functions better than ever before. I am extremely satisfied with the services provided by Illinois Roofing Inspections and would highly recommend them to anyone in need of roofing inspections or repairs."
Response time1 day
Response rate100%
Recommended by97%of homeowners
Avatar for Wise Guys Home Construction, LLC
Wise Guys Home Construction, LLC
4.2(
154
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For Business

Serving Crestwood, IL and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"I had contacted my insurance company prior to looking for a contractor and was told my roof was not covered by my homeowners insurance policy. Wise Guys worked on my behalf with the insurance company and got them to pay for an entire new roof. The quality and appearance of my new roof is great, they completed the work in one day and the clean up process was immaculate. Highly recommend this contractor they were a pleasure to deal with"
Certificates/Licenses
Certificates/Licenses
GAF Authorized Residential Contractor
HAAG Certification - Commercial
HAAG Certification - Residential

+4

Response time3 hrs
Response rate90%
4 neighbors recently requested a quote
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Showing 1-10 of 467
Roofing FAQs, answered by experts

DIY is possible for minor repairs. Professional services ensure proper sealing and alignment for larger issues.

Installing a green roof costs between $10 and $30 per square foot. Green roofs cost slightly more than standard roofs, due to the extra materials and installation know-how required. The type of green roof you choose also impacts the cost, with intensive roofing systems costing considerably more than extensive roofs.

The cost to install a drip edge on an existing roof runs about $1 to $3 per linear foot, which comes out to between $150 and $1,000, with an average cost of $575. These are just averages; the total project price can vary depending on the type of drip edge chosen and whether you hire a professional for the installation. Factors like roof size, complexity, and labor rates also play a role in determining the final cost.

16-gauge galvanized steel staples with a minimum crown of 15/16 inches or 24 millimeters are occasionally used to install shingles. However, most shingle manufacturers or residential building codes don’t recommend staples as a roofing fastener. Roofing nails are preferred in most cases, especially in areas that get a lot of heavy wind.

During the framing process, builders connect the roof to the walls with materials, including metal connectors, plywood panels, and wood blocks. These roof-to-wall connections are important and provide weatherproofing, noise and temperature insulation, protection against pests, and home integrity. The type of connector and method used will vary, depending on your home’s construction and needs, and each has pros and cons in terms of cost, noise insulation, longevity, and reliability. Talk with your home or roofing contractor about the best connectors for your roof and walls, and what they recommend for your home.

The Crestwood, IL homeowners’ guide to roofing services

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