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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%
139 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

"The roof and gutters were installed and completed by professionals who value and take pride in what they do. Job well done! Thanks Bob the builder for quality work."
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%
85 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
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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
289 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

Venting a gas water heater out of the roof is preferable in most cases. Heated exhaust gases naturally rise, so a vertical vent pipe is efficient. If you’re trying to vent through a pipe exiting a wall, the angle of the pipe may be more horizontal than vertical, making the venting system less effective. If you go through a wall, you may need to add a fan to ensure a successful expulsion of the gases outdoors.

Yes, roofers can repair and replace roof trusses. In fact, because trusses are such an important part of your roof’s structure, it’s best to have a roofing contractor deal with a damaged truss. If you try to fix the problem without the right skills or knowledge, your roof could sustain further damage or even collapse.

You shouldn’t put a new roof underlayment over an old one for a few reasons. Old felt must be removed in order to assess the condition of your roof decking, such as rotting wood or other structural issues. Also, if your roofer doesn't install a fresh layer of felt as is required by shingle manufacturers, your warranty may be voided. Finally, old underlayment removal is often included in the cost of roof repair or replacement, so there's no real benefit to leaving it on before installing a new layer.

Asphalt shingles, wooden shakes, and slate or clay roofing tiles are often replaceable without having to replace the entire roof. It's possible to replace just a few shingles or tiles without much trouble in the case of wind damage or other minor problems. DIYers can perform the task in some situations. However, professional repair is always the best bet when it comes to roofing.

There should be small gaps between your roof and the walls of your home, and other buildings. These small gaps let building materials shift, expand, and contract with weather and other outside forces, and they prevent moisture from wicking down walls from roofing and gutter systems. Without these strategic gaps, your home’s exterior and its finishes can sustain water damage, decay, peel, delaminate, and crack. However, there is a fine line between a smart gap and a problematic gap—all  gaps should be small, intentional, and covered or filled in with foam insulation to prevent pests from using them as access points.

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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