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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

"Initially, I thought it was fine. However, I was very curious why the contractor would not let me talk to the insurance adjuster. He told me to stay in the house and leave everything to him. (RED FLAG) I'm not sure why I let that happen. After the negotiations and the contract was signed, the contractor advised that he failed to charge me for the cost of the chimney. We specifically talked about the chimney cost and how he wasn't putting it in the contract so it wouldn't alert the insurance company (RED FLAG ) He would just charge me another $1200 for the chimney or not do the inside work. At that point, I should have cancelled the contract. The contractor yelled at me that he forgot and he made a mistake. Yelled at me in a very loud voice. He then did that "used car" sales pitch where he has to go talk to his boss and then comes back and sends me an email that they will fix the chimney for free. I spent about twice what my budget was, and I really am mad at myself for failing to get other estimates. That is on me. The roofers put a new roof on - my old roof was less than 5 years old - not sure if a simple repair would have been okay and left a mess in my yard. There was debris from my gutters and little blue things that they use when they replace a roof. I told the contractor that, and he said "the roofers don't make money if they clean up after the gutters and feel it's not their job". Okay, whose job is it? Who did I pay to do a job? Am i supposed to hire someone else to finish up what the roofers left behind. My pet peeve is when I pay someone to do a job, and they don't finish the job and say it's not their job. That makes me so angry. Again, I'm so mad at myself. I know better. I just felt like at the end of the day I was taken advantage of. I don't think I needed a whole new roof, I spent twice the money I had budgeted, and I had a mess to take care of. I use Angie's List so I can avoid being taken advantage of and considered the "old lady" who doesn't know anything."
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

"I had a great experience working with Guardian Roofing Systems. From start to finish, they were professional, prompt, and thorough. The team showed up on time and completed the job within the timeframe they promised, which I really appreciated. What stood out most was how clearly they explained every step of the process—from the initial inspection to the final cleanup. They took the time to answer my questions and made sure I understood what work was being done and why. Overall, I’m very satisfied with the quality of their work and the level of service I received. I wouldn’t hesitate to recommend them to anyone in need of flat roofing services."
roof coating
new roof installation
decking
insulation
base sheet

+13

Response time2 days
Response rate91%
81 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

"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 Home Genius Exteriors
Home Genius Exteriors
4.9(
388
)
Asphalt Shingle Roofing - Install or Replace

Serving Crestwood, IL and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

Elevate your home with Home Genius Exteriors, setting the standard by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It?s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing

+76

Recommended by96%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
245 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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Showing 1-10 of 471
Roofing FAQs, answered by experts

Fall is widely considered the best time of year to replace a roof. The moderate temperatures are ideal for roofing crews to work and for new shingles to seal properly. Additionally, autumn weather is often drier, reducing the risk of weather-related delays compared to the rainier spring season.

While spring is also a viable option, the higher chance of rainfall can slow down the project. The main drawback to a fall installation is that it's the peak season for roofers, which can lead to higher prices and scheduling challenges.

To potentially save money, you could consider scheduling your roof replacement during the summer or winter off-seasons. However, both seasons have significant disadvantages. Extreme summer heat can make shingles too soft to handle, while winter's cold, snow, and ice can create dangerous working conditions and prevent shingles from sealing correctly, as they typically require temperatures above 40-45°F.

Roofing jobs can be expensive due to the required materials and the dangerous nature of the labor. The cost to repair a roof ranges from $390 to $1,920, with an average cost of $1,150, depending on what kind of roof you have and any accessibility concerns. Replacing a roof is much more expensive at $5,890 to $12,800.

You’re going to need a permit for nearly every roof-raising project. This is a very important step, as the work you’re doing has serious safety considerations. Professionals are the ones to handle this type of work—including sourcing the permits—as they have the expertise required to perform the work safely. Insurance and warranty are usually voided if you do this work without a permit, and you may even be required to halt construction and tear it down as a penalty for working without a building permit.

The most common slope range for roofs on houses in snowy areas is between 4/12 and 6/12, or 50%. A roof with a slope of less than 10%, or roughly a 2/12 pitch, won’t be effective at shedding snow. However, roofs that are too steep can allow large amounts of snow to build up and fall all at once, creating a hazard for those on the ground.

In general, you should consider replacing your roof if more than 30% of it is damaged. This includes several missing shingles, large spots of granule loss, extreme curling or cracking, structural damage to the roof's decking, or multiple areas of leaks. All of these issues could indicate compromised structural integrity that requires roof replacement.

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.