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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
)
Flat, Foam or Single Ply Roofing - RepairFlat, Foam or Single Ply Roofing - Repair- For Business

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
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+8 more

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
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair+6 more

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
)
Metal Roofing - RepairWood Shake or Composite Roofing - RepairAsphalt Shingle Roofing - Repair+9 more

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
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairFlat, Foam, or Single Ply Roofing - Install or Replace+6 more

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
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+3 more

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
Request Quote
Avatar for Rogers Roofing
Rogers Roofing
4.6(
131
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairInspection - Roofing

Serving Winnetka, IL and surrounding areas

Approved

In business since 1968

Free estimates

Warranties offered

"New roof and gutters...so far, so good...."
Roofing Project
Roofing Project
Roofing Project
Roofing Project
Roofing Project

+7

322 neighbors recently requested a quote
Recommended by84%of homeowners
Request Quote
Avatar for Enrique Roofing, Corp.
Enrique Roofing, Corp.
4.6(
67
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair+3 more

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
)
Asphalt Shingle Roofing - Install or ReplaceWood Shake or Composite Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or Replace+2 more

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
Request Quote
Avatar for Williams Roofing & Insulation, Inc.
Williams Roofing & Insulation, Inc.
4.4(
650
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

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.

While you technically can add a roof over shakes or shingles, it’s not a good idea. Roofing over existing roofing creates a moisture barrier underneath the new roof and since the trapped material is wood, you can expect a moisture problem. While you could get away with installing a new roof over asphalt or steel, wooden roofs should be removed, new underlayment installed, and the new roof installed over that. Also, the extra weight would add strain to your roof structure.

If you’re looking for a cost-effective alternative to a traditional chimney, consider having a dummy chimney installed. Dummy chimneys can either be aesthetic-only or fully functional and can be installed on both new and older homes. Whether installed to match your neighborhood’s aesthetic or to vent your chimney, dummy chimneys are made out of a Glass-Reinforced Plastic (GRP) core, then covered with brick or stone slips to look like a traditional chimney.

Shingle roofing can last anywhere from 15 to 50 years, depending on the type and quality of shingle, your local climate, and how well you maintain your roof. If you live in an area that sees extreme weather, like strong winds, hail storms, or hurricanes, the average life span of a shingle roof will often be on the shorter end, especially if you choose a more affordable roof shingle that isn’t designed to persist through extreme weather.

Most Cape Cod houses are two stories tall at the peak, although they’re considered one-and-a-half stories tall because the steep roof pitch cuts off a portion of the living space on the second story. Unless you raise the roof on your Cape Cod house to add a dormer, the interior rooms upstairs will lose some usable living space to the sloped ceilings.

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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