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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 Bob the Builder Inc
Bob the Builder Inc
4.7(
169
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+8 more

Serving Crestwood, IL and surrounding areas

Approved

In business since 1973

Free estimates

Customers say: Quick response

"I had storm damage on my roof that had caused my ceiling to collapse in places. After reviewing different companies I chose three and filled out online submissions for quotes. Within an hour Tom had contacted me and gathered all the general information. The other two companies never responded at all. The next day Wes showed up and inspected our roof and ceilings. He took photographs and covered everything with me. The next day Tom sent me some of the photos saying it looked like a great opportunity for homeowners insurance to cover some of the damage. I had not even considered that. Tom walked me through the insurance claim and also dealing with the insurance company which was not always easy. In the end insurance covered practically everything. The work was flawless by the crews who worked on my house. New roof, new vinyl siding with fascia and trim. New gutters. My house completely transformed. Bob the Builder is Amazing!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+20

Response time2 days
Response rate100%
8 neighbors recently requested a quote
Avatar for Guardian Roofing Systems, LLC
Guardian Roofing Systems, LLC
4.9(
70
)
Flat, Foam or Single Ply Roofing - RepairFlat, Foam or Single Ply Roofing - Repair- For Business

Serving Crestwood, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Emergency services offered

"Angelo was helpful, thoughtful, and professional during the entire process. He explained everything thoroughly to make sure we knew what we were getting and communicated every step along the way. We wouldn't hesitate to call Guardian Roofing for any future roofing needs."
roof coating
new roof installation
decking
insulation
base sheet

+13

Response time2 days
Response rate91%
88 neighbors recently requested a quote
Avatar for J & B West Roofing & Construction
J & B West Roofing & Construction
4.4(
113
)
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 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
236 neighbors recently requested a quote
Recommended by91%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
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Roofing FAQs, answered by experts

Asphalt shingles have varying thicknesses across the length, so failing to stagger shingles from one row to the next will leave you with bulges and bumps if the thicker sections stack on top of each other. Not only is this unappealing, but it increases the risk of water intrusion. Stagger each new row by 6 inches to avoid this issue.

Shingle damage comes in many forms, and the damage usually depends on the wind speed and the shape of the roof before the winds. Typically, when shingles are damaged by wind, they become torn, creased, or detached from the roof. Some might go missing entirely. More extensive roof damage might occur if a tree branch or other debris has fallen onto the roof as a result of the windstorm.

Copper roof strips can last for 20 to 30 years or more if properly installed—in many cases, they may outlast your roof. Inspect your roof annually to ensure copper roof strips remain properly adhered and undamaged, and repair any loose or lifted strips. With very little upkeep, copper roof strips can protect your roof for decades to come.

Yes, many contractors offer warranties for their work. Confirm terms before hiring.

The lifespan of asphalt shingles is typically between 15 and 30 years, depending on the type of shingle and other factors. Standard 3-tab shingles have the shortest lifespan, around 10 to 15 years. Architectural shingles last longer, averaging 20 to 25 years. Luxury or designer asphalt shingles are the most durable, with a lifespan of 40 years or more. Climate, installation quality, and regular maintenance also play a significant role in how long your shingles will last. Signs that they need replacement include granule loss, bald spots, and roof leaks.

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.