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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
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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

The lifespan of a torch down roof depends on the number of layers installed. A single-ply system typically lasts between 10 and 15 years, while a multi-layer system with two or three layers can last from 15 to 25 years. Although a multi-layer option may be more expensive upfront, it provides a longer service life. Warranties often reflect this, with about 12 years for a one-ply system and 15 years for a two-ply system. For context, this lifespan is shorter than other common roofing materials like wood or asphalt shingles, which typically last 20 to 30 years, with high-quality versions lasting up to 50 years.

Flat roofs are cost-effective, offer usable space, and are easy to maintain. Foam and single-ply materials provide excellent insulation and durability.

Sometimes. Professionals may be able to remove the old roof and re-attach it when completed, depending on your blueprints. That can help you save money. But this method is not without its risks. Larger roofs may crack during the transportation process. And if the roof is old or has problems, it may be better to replace it entirely. Keeping the old roof isn’t always possible if you are making significant alterations to the roofline.

Asphalt shingles are the least-expensive roofing material. They cost around $10,000 for a 1,600-square-foot home compared to $16,500 for metal roofing or $25,000 for slate shingles.

While it’s technically possible to repoint a chimney without scaffolding, it’s not recommended, especially for taller chimneys. Scaffolding provides a stable platform that allows for safer and more precise work. Without it, you might find yourself in a risky situation, and the quality of the repointing could suffer.

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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