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TRUSTED BY WINNETKA, IL HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon1.1k+
    Verified roofing services reviews

Verified Reviews for Roofing pros in Winnetka, IL

*The Angi rating for Roofing companies in Winnetka, IL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

*The HomeAdvisor rating for Roofing companies in Winnetka, IL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

Last update on May 20, 2026

Find Roofers in Winnetka

Avatar for Guardian Roofing Systems, LLC
Guardian Roofing Systems, LLC
4.9(
68
)

Serving Winnetka, 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 rate90%
138 neighbors recently requested a quote
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Avatar for Bob the Builder Inc
Bob the Builder Inc
4.7(
167
)

Serving Winnetka, IL and surrounding areas

Approved

In business since 1973

Free estimates

Customers say: Quick response

"It was a pleasure dealing with Wes, Tom and Bob from the estimate all the way through to the clean up. The crew was very pleasant and professional from start to finish. The crew promptly arrived at 7:00 am and were cleaned up by 12:30 pm. The roof on my home has never looked better! Thank You all at Bob The Builder for a great job done at a reasonable price!?"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+20

Response time2 days
Response rate95%
8 neighbors recently requested a quote
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Avatar for Enrique's Roofing Corporation
Enrique's Roofing Corporation
4.8(
36
)

Serving Winnetka, IL and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"Enriqueâ s Roofing Company is very professional. They quoted us a price and the job was done in 2 days. Roof looks better than expected - makes our house look much better."
Roofing
Roofing
Roofing
Roofing
Roofing

+5

Response time3 hrs
Response rate97%
4 neighbors recently requested a quote
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Avatar for High Tops Roofing & Construction, LLC
High Tops Roofing & Construction, LLC
4.3(
157
)

Serving Winnetka, IL and surrounding areas

Approved

In business since 1996

Free estimates

Emergency services offered

"Dan called yesterday shortly after my initial inquiry. He arrived a little ahead of schedule which was great. He inspected the roof, provided a very reasonable repair estimate, and then completed the work. I would/will recommend High Top Roofing and will use the company to replace the roof completely next spring."
IKO Crown Slate
Hippler Barrington Project
Hippler Barrington Project close
IKO Crown Slate
GAF Timberline Mold Remidiatiomn

+2

Response time5 hrs
Response rate92%
2 neighbors recently requested a quote
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Avatar for APR Contracting, LLC
APR Contracting, LLC
4.7(
132
)

Serving Winnetka, IL and surrounding areas

Approved

In business since 2001

Free estimates

Emergency services offered

"Everyone at APR was excellent to work with. David and Chris were quick to respond and got us a fair quote with options right away. The work crew was thorough, answered questions and addressed all our concerns before quickly finishing the work. I would happily recommend them for any roofing needs."
Tear-Off and Replace Flat Roof
Re roof shingles
New roof
New shingles. After.
Removed old roof. Inspected roof deck.

+25

Response time2 days
Response rate91%
31 neighbors recently requested a quote
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Avatar for M&M Home Remodeling Services - Arlington Heights
M&M Home Remodeling Services - Arlington Heights
4.9(
26
)

Serving Winnetka, IL and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Warranties offered

"Excellent. They did exactly what they said they would do. The entire job was completed in one day start to finish. The only evidence that they were there was a new roof."
AFTER Roof Replacement
AFTER Roof Replacement
AFTER Siding Replacement
AFTER Window Replacement
AFTER Entry Door Replacement

+22

Response time1 day
Response rate99%
86 neighbors recently requested a quote
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Avatar for Enrique Roofing, Corp.
Enrique Roofing, Corp.
4.6(
67
)

Serving Winnetka, IL and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"Enrique Roofing did a good job replacing my roof. Sergio explained everything what I have to know on how to get the job well done , so the roof will last longer. His prompt coming on time & his people were courteous. Recommended for a job well done !"
Flat roof
Flat roof
Flat roof
New roofing
New roofing

+51

Response time6 hrs
Response rate85%
2 neighbors recently requested a quote
Request Quote
Avatar for A&D Home Improvement, LLC
A&D Home Improvement, LLC
4.6(
288
)

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Warranties offered

"Outstanding work for a very reasonable price. I love my new roof."
Torch Down Modified Bitumen Roof
AFTER!
Torch Down Modified Bitumen Roof
BEFORE
Torch Down Modified Bitumen Roof

+40

Response time12 hrs
295 neighbors recently requested a quote
Recommended by92%of homeowners
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Avatar for Williams Roofing & Insulation, Inc.
Williams Roofing & Insulation, Inc.
4.4(
650
)

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Warranties offered

"A new roof that was professionally installed and it looks Great. Whenever, you need a new roof or an inspection, do not hesitate to call; Williams Roofing and insulation. The Price is Right."
Hail
William Roofing & Insulation, Inc
Williams Roofing & Insulation, Inc
Insurance options hail damage
Hail damage on a vent

+7

Response time9 hrs
Response rate94%
37 neighbors recently requested a quote
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Showing 1-10 of 534
Roofing questions, answered by experts

You can install solar panels on a flat or pitched roof, but keep in mind that they will need to rest at a 30- to 50-degree tilt for optimal sun absorption. It costs more to install solar panels on a flat roof because you will need to install a framing system and likely hire a structural engineer. If your roof has a pitch of more than 40 degrees, it may not be a good candidate for solar panels.

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.

You should definitely be wary of roofing contractors who offer significantly lower prices than their competitors. Most roofers in the area are all dealing with the same cost of materials, and labor costs are often comparable, too. If they’re significantly cheaper than other companies around, it could be a scam. Read reviews and ask other roofing companies and contractors if they’ve heard of the suspected scamming company.

Architectural shingles typically last between 20 and 30 years, though most homeowners should plan on replacing them every 20 to 25 years. While some manufacturers offer warranties for 30 to 50 years, especially for extreme weather, achieving such a long lifespan is rare. The actual lifespan can be shorter in areas prone to strong winds, hailstorms, or other extreme weather. It is recommended to replace your roof before it reaches the end of its life to reduce the risk of roof failure, leaks, and costly property damage. Scheduling regular roof inspections will help you determine your roof's remaining life and identify the best timeline for replacement.

When it comes to choosing the best roof color for a blue exterior, you have plenty of options. For a classic neutral look, go with a light gray, dark gray, or black roof. Blend gray tones if you want a more eye-catching look for your roof, or go for a different splash of color with a green or even red. Take inspiration from your neighbors if you want your house to fit in on the block.

The Winnetka, IL homeowners’ guide to roofing services

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

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