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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
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

"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

Using an ice and water shield underlayment under a metal roof is a good way to protect the roof and your home from damage in colder climates that see a lot of winter weather. Traditional underlayment isn’t effective underneath a metal roof, though, so be sure to install one specifically made for metal roofs to get the best protection.

Building code allows 24-inch on-center spacing for roof trusses. However, you can install them on 12- or 16-inch centers to handle large loads or other exceptional circumstances. In cases such as covering a wide span or supporting alternative roofing materials, where a structural engineer needs to evaluate or create a design for your trusses, the plans will indicate the spacing. 

Properly installed chimney flashing can last anywhere from 15 to 50 years. However, flashing generally only needs to be replaced when it is damaged, corroded, or no longer creates a watertight seal. Several factors influence its longevity, including the material type, quality of installation, and local climate. For example, copper flashing tends to last longer than galvanized steel. Large storms and extreme weather can also damage flashing, potentially requiring earlier replacement. To ensure its longevity, it is recommended to have your chimney and roof inspected annually. A professional can assess the flashing's condition and recommend any necessary repairs.

You can negotiate roofing payment terms with a contractor, but if you’re working with a reliable, trustworthy roofing contractor, the quote they gave you is probably fair. It’s often not worth haggling over the cost of the job unless you feel it is particularly unfair. If you do, get quotes from other roofing companies to compare prices.

Roof sheathing can buckle from moisture damage, too much weight from roofing materials, or too much space in between rafters without thicker sheathing to compensate for the added distance. Bucking roof sheathing is a serious problem that can lead to a collapsed roof, so have a qualified roofer near you come to identify the problem as soon as possible. 

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.