Top-rated roofers.

Get matched with top roofers in Winnetka, IL

Enter your zip and get matched with up to 5 pros

Need a pro for your roofing project in Winnetka, IL?

Select your specific project to find the pro for you.

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 rate89%
129 neighbors recently requested a quote
Request Quote
Avatar for Bob the Builder Inc
Bob the Builder Inc
4.7(
168
)

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

8 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
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 time1 hour
Response rate100%
4 neighbors recently requested a quote
Request Quote
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
2 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
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 rate90%
32 neighbors recently requested a quote
Request Quote
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

80 neighbors recently requested a quote
Recommended by100%of homeowners
Request Quote
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
1 neighbors recently requested a quote
Recommended by85%of homeowners
Request Quote
Avatar for Williams Roofing & Insulation, Inc.
Williams Roofing & Insulation, Inc.
4.4(
652
)

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

30 neighbors recently requested a quote
Recommended by92%of homeowners
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 time11 hrs
293 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
...
Showing 1-10 of 536
Roofing questions, answered by experts

Maybe you waited a little longer than you should have before dealing with the snow accumulation on your roof, and now you are wondering if there is risk of roof collapse. Here are some signs you should look out for: a sagging roof, cracking and cracking sounds, cracks in walls, and leaks in your attic and ceiling.

If you suspect potential roof collapse, do not delay. Take immediate action. Call a professional roofing company and get an inspection. You may want to move your belongings to a safe place and relocate your family until everything has been taken care of.

There are several signs that indicate you’ll need new underlayment. Clear signs include missing or damaged roofing and exposing the underlayment to the elements. Additionally, if you notice water damage in your home by the roof after a storm, it could indicate that your underlayment may need to be replaced. If your gutters aren’t draining properly, it could also lead to rotting or water damage to the underlayment.

A roof overlay will last an average of 15 years, compared to the 20 to 30 years or more that a full roof replacement for a shingle roof will last. An overlay’s lifespan may be shortened even further if there’s underlying damage to the existing roof or structural problems with the roof supports.

To cap off a chimney flue, start by measuring its width, length, and diameter, if it’s circular. Purchase a cap that fits the flue, and decide whether you want a temporary or permanent model. Then, slide or insert the cap onto the flue and secure it with a screwdriver. Be sure to avoid over-tightening the screws to prevent chimney damage. 

Architectural shingles typically last between 20 and 30 years. While some manufacturers provide warranties for 30 to 50 years, particularly for extreme weather, achieving such a long lifespan is uncommon. The actual life of your shingles can be shorter if you live in an area prone to strong winds, hailstorms, or other severe weather. To avoid the risk of roof failure and costly water damage from leaks, it is recommended to replace your roof before it reaches the end of its expected life. Scheduling regular roof inspections every few years is a good way to assess your roof's condition and determine the best timeline for replacement.

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.

See all articles