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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 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

"I just had a residential roof replacement and I'm very pleased. Gavin was the foreman and did a great job answering all my questions and going the extra mile. I would recommend you talk with this company. They did a great job on my roof. If you hirer them I hope you get to work with Gavin. Art from Benton Harbor, Michigan"
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

"I highly recommend Montes Roofing LLC, who did an excellent job replacing my roof. I worked directly with Robert, who was very professional and personable. The pricing was reasonable and the work was completed expeditiously. Nicole Stewart"
Roofing
Roofing
Roofing
Roofing
Roofing

+148

Response time2 days
238 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

"While removing the old roof, the aluminum coverings on our mansard roof dormers were damaged. The roofing crew attempted to repair the damage but the result was not satisfactory. As compensation they deducted a small amount from the total bill."
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

"Philip and his team are great. I've had roof troubles since this roof was put on, and first of all he fixed them. He also gave me a promise for 3 years worry free. There's been an issue and he has immediately remedied. I feel like I paid for the peace of mind and it is worth it. Loyola roofing honored its word with no questions asked, not much more you can ask for."
Response time1 day
Response rate100%
Recommended by97%of homeowners
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Roofing FAQs, answered by experts

A standard roof can hold a live load of about 20 pounds per square foot. However, gable roofs often have steeper-than-average slopes, so calculating their weight capacity can be challenging. If the slope of your gable roof is greater than 4:12, the live load needs to be decreased to allow for a larger dead load. Ask your roofer exactly how much weight your roof can support.

Though cedar shakes often get confused with shingles, there are a few key differences between wood shakes and wood shingles. For one, cedar shingle prices are lower, although shingles are less durable than wood shakes. Cedar shakes are thicker than shingles (shingles range from about 3/8 to 1/2 inches thick, compared to 1/2 to 3/4 inches thick for shakes). Wood shakes are handmade, while shingles are usually machine-made. Also, wood shakes work better on steeper roofs than shingles do. While the cost of cedar shingles is more budget-friendly, there are many great reasons to choose shakes.

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.

Moving a chimney is possible, but it is a very complex process that requires professional expertise, knowledge of building codes, and safety protocols. Most homeowners find it easier to remove the fireplace and build a new fireplace and chimney in the new location of your home. Talk to your chimney pro about all your options, their costs, and pros and cons. 

Gable roof construction can last for 100 years or more without needing structural repairs, although the lifespan depends on your climate. Since gable roofs are great at shedding rain and snow, the actual roofing material on top will last for between 20 and 100 years or more, depending on the material you choose. If you’re unsure that your gable roof is up to par, have a roof inspector take a look.

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.